$2,299,000 Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living. 4 Beds ⋅ 4 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living. 1874 6th Street, Sarasota
$379,000 Large rare lot in close proximity to the downtown area. It can be utilized as a single family or multi family residence. Nice corner lot in newly developing area. Many potential uses possible with this property. Sevilla SubDv. ⋅ 34236 Zip Code Large rare lot in close proximity to the downtown area. It can be utilized as a single family or multi family residence. Nice corner lot in newly developing area. Many potential uses possible with this property. 1406 15th Street, Sarasota
$425,000 Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences. 1 Beds ⋅ 1 Baths ⋅ Lido Royale SubDv. ⋅ 34236 Zip Code Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences. 129 Tyler Drive Unit 101, Sarasota
$1,300,000 Outstanding opportunity to build your dream home in an ideal location. Situated on an 80’ x 110’ corner lot in one of the most desirable areas of Hudson Bayou, this property has been cleared, graded, and is ready to build. Centrally located between the downtown bayfront and Southside Village, it is also just steps from Pomelo Park and within the highly sought-after Southside Elementary School District. Additionally, the adjacent property at 1717 Alta Vista is also for sale, offering the rare opportunity to purchase both properties and create an estate-sized homesite. Hudson Bayou SubDv. ⋅ 34236 Zip Code Outstanding opportunity to build your dream home in an ideal location. Situated on an 80’ x 110’ corner lot in one of the most desirable areas of Hudson Bayou, this property has been cleared, graded, and is ready to build. Centrally located between the downtown bayfront and Southside Village, it is also just steps from Pomelo Park and within the highly sought-after Southside Elementary School District. Additionally, the adjacent property at 1717 Alta Vista is also for sale, offering the rare opportunity to purchase both properties and create an estate-sized homesite. 1703 Alta Vista Street, Sarasota
$950,000 This 2,542 SF double unit offers a well-positioned second-floor office opportunity on Fruitville Road in downtown Sarasota, available for sale at $950,000. The asset can support a strong investment or owner-user scenario at an attractive price per square foot, with existing income potential at a lease rate of $25/SF NNN. The property benefits from sufficient on-site parking, including two reserved spaces, and a highly visible location in the heart of Sarasota’s downtown corridor, providing excellent access to the city’s core business, dining, and residential demand. Quarterly Condo Fees for the combination of both units is $4,604 which is included in the NNN cost. Located in downtown Sarasota’s vibrant Fruitville corridor, this property benefits from exceptional accessibility, strong visibility, and close proximity to the city’s core business, dining, and residential areas. The surrounding area continues to see meaningful reinvestment and new development, making Fruitville Road one of Sarasota’s most active and desirable commercial corridors. Its central location provides convenient access to downtown, nearby neighborhood amenities, and major regional thoroughfares, making it a great office location for your business. Fruitville Professional Villas SubDv. ⋅ 34236 Zip Code This 2,542 SF double unit offers a well-positioned second-floor office opportunity on Fruitville Road in downtown Sarasota, available for sale at $950,000. The asset can support a strong investment or owner-user scenario at an attractive price per square foot, with existing income potential at a lease rate of $25/SF NNN. The property benefits from sufficient on-site parking, including two reserved spaces, and a highly visible location in the heart of Sarasota’s downtown corridor, providing excellent access to the city’s core business, dining, and residential demand. Quarterly Condo Fees for the combination of both units is $4,604 which is included in the NNN cost. Located in downtown Sarasota’s vibrant Fruitville corridor, this property benefits from exceptional accessibility, strong visibility, and close proximity to the city’s core business, dining, and residential areas. The surrounding area continues to see meaningful reinvestment and new development, making Fruitville Road one of Sarasota’s most active and desirable commercial corridors. Its central location provides convenient access to downtown, nearby neighborhood amenities, and major regional thoroughfares, making it a great office location for your business. 1348 Fruitville Road Unit 203 & 204, Sarasota
$1,525,000 Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts. 4 Beds ⋅ 3 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts. 420 Kumquat Court, Sarasota
$1,695,000 A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods. 3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods. 1563 4th Street, Sarasota
$949,000 This penthouse residence captures the essence of Golden Gate Point lifestyle, where refined elegance meets effortless coastal living. Located on the fourth level, the home blends authentic Southern European architecture with sophisticated contemporary design. Soaring ceilings, crown molding, and abundant natural light enhance the open-concept layout, creating an inviting setting ideal for both everyday living and entertaining. The expansive great room opens seamlessly to a balcony showcasing partial views of Sarasota Bay, city skyline exposure, and captivating bridge vistas. The beautifully appointed kitchen is designed for both style and function, featuring upgraded Bosch appliances, Italian LUBE cabinetry with generous storage, and a layout that flows effortlessly into the dining and living areas. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace accented with glass stones. A full-size laundry room with cabinetry and sink adds convenience and practicality. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown Sarasota and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, featuring natural light and thoughtful storage. This residence also includes two secure, gated, deeded parking spaces and a private storage room. Set within Toscano, one of Golden Gate Point’s most intimate and well-built boutique buildings, this residence offers an exceptional location close to downtown Sarasota’s world-class dining, cultural venues, marina access, bayfront parks, and the white sand beaches of Lido Key. 2 Beds ⋅ 2 Baths ⋅ Toscano SubDv. ⋅ 34236 Zip Code This penthouse residence captures the essence of Golden Gate Point lifestyle, where refined elegance meets effortless coastal living. Located on the fourth level, the home blends authentic Southern European architecture with sophisticated contemporary design. Soaring ceilings, crown molding, and abundant natural light enhance the open-concept layout, creating an inviting setting ideal for both everyday living and entertaining. The expansive great room opens seamlessly to a balcony showcasing partial views of Sarasota Bay, city skyline exposure, and captivating bridge vistas. The beautifully appointed kitchen is designed for both style and function, featuring upgraded Bosch appliances, Italian LUBE cabinetry with generous storage, and a layout that flows effortlessly into the dining and living areas. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace accented with glass stones. A full-size laundry room with cabinetry and sink adds convenience and practicality. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown Sarasota and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, featuring natural light and thoughtful storage. This residence also includes two secure, gated, deeded parking spaces and a private storage room. Set within Toscano, one of Golden Gate Point’s most intimate and well-built boutique buildings, this residence offers an exceptional location close to downtown Sarasota’s world-class dining, cultural venues, marina access, bayfront parks, and the white sand beaches of Lido Key. 205 Golden Gate Point Unit 401, Sarasota
$845,000 Ideally positioned in the vibrant heart of downtown, this refined residence at 1558 4th Street, Unit 212 offers a wonderful 2 bedroom and 2 bath condo with an exceptional opportunity to enjoy upscale urban living in one of Sarasota’s most desirable neighborhoods. Thoughtfully designed and impeccably maintained, the condominium blends modern comfort with timeless style. The interior showcases an open-concept layout that maximizes both natural light and functionality. A well-appointed kitchen features quality cabinetry, solid surface countertops, and a convenient breakfast bar that flows seamlessly into the main living and dining areas—perfect for everyday living or hosting guests. Expansive windows and glass doors enhance the sense of space while inviting in abundant Florida sunshine. The primary suite provides a peaceful retreat, complete with generous closet space and a private bath designed with clean lines and tasteful finishes. Additional living space offers flexibility for guests, a home office, or creative pursuits. Every detail has been considered to support a low-maintenance lifestyle without compromising comfort. Residents enjoy secure building access, elevator service, and designated parking, along with the convenience of being moments from acclaimed dining, boutique shopping, galleries, theaters, and the waterfront. Sidewalk-lined streets and nearby parks create an engaging setting for morning walks or evening strolls. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity, this property represents a compelling blend of location, quality, and lifestyle. Buyers are encouraged to verify all measurements, association information, and rental policies. This offering presents a rare chance to experience downtown living with ease and distinction. 2 Beds ⋅ 2 Baths ⋅ Zahrada 2 SubDv. ⋅ 34236 Zip Code Ideally positioned in the vibrant heart of downtown, this refined residence at 1558 4th Street, Unit 212 offers a wonderful 2 bedroom and 2 bath condo with an exceptional opportunity to enjoy upscale urban living in one of Sarasota’s most desirable neighborhoods. Thoughtfully designed and impeccably maintained, the condominium blends modern comfort with timeless style. The interior showcases an open-concept layout that maximizes both natural light and functionality. A well-appointed kitchen features quality cabinetry, solid surface countertops, and a convenient breakfast bar that flows seamlessly into the main living and dining areas—perfect for everyday living or hosting guests. Expansive windows and glass doors enhance the sense of space while inviting in abundant Florida sunshine. The primary suite provides a peaceful retreat, complete with generous closet space and a private bath designed with clean lines and tasteful finishes. Additional living space offers flexibility for guests, a home office, or creative pursuits. Every detail has been considered to support a low-maintenance lifestyle without compromising comfort. Residents enjoy secure building access, elevator service, and designated parking, along with the convenience of being moments from acclaimed dining, boutique shopping, galleries, theaters, and the waterfront. Sidewalk-lined streets and nearby parks create an engaging setting for morning walks or evening strolls. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity, this property represents a compelling blend of location, quality, and lifestyle. Buyers are encouraged to verify all measurements, association information, and rental policies. This offering presents a rare chance to experience downtown living with ease and distinction. 1558 4th St Unit 212, Sarasota
$965,000 The Velocity Project presents an exceptional opportunity to acquire a shovel-ready luxury condominium development in Sarasota’s rapidly growing Gillespie Park neighborhood. This offering is structured as a true turnkey investment, with the sale including complete architectural drawings, technical reports, cost analyses, and all supporting materials needed for a smooth development process. With Development Review Committee approvals already secured and permits projected within approximately six weeks, the project is positioned for an expedited construction start. The approved design, created by the acclaimed Solstice Architecture Firm, reflects an aesthetic influenced by the coastal architecture of Spain and Portugal. The development plans call for six generously sized residences designed with high-end finishes, modern layouts, and upscale amenities that appeal to today’s luxury buyers. Situated on a quarter-acre site with Downtown Edge (DTE) zoning, the property benefits from a location within one of Sarasota’s most dynamic and evolving districts. Gillespie Park continues to attract strong buyer interest and investment, supported by a lively environment of local shops, dining destinations, and a diverse mix of architectural character. This is a rare chance to move forward with a fully entitled project while avoiding the lengthy planning stages. Reach out today to obtain detailed project information, financial data, construction estimates, approved plans, and to arrange a site visit. Inwood Park First Add SubDv. ⋅ 34236 Zip Code The Velocity Project presents an exceptional opportunity to acquire a shovel-ready luxury condominium development in Sarasota’s rapidly growing Gillespie Park neighborhood. This offering is structured as a true turnkey investment, with the sale including complete architectural drawings, technical reports, cost analyses, and all supporting materials needed for a smooth development process. With Development Review Committee approvals already secured and permits projected within approximately six weeks, the project is positioned for an expedited construction start. The approved design, created by the acclaimed Solstice Architecture Firm, reflects an aesthetic influenced by the coastal architecture of Spain and Portugal. The development plans call for six generously sized residences designed with high-end finishes, modern layouts, and upscale amenities that appeal to today’s luxury buyers. Situated on a quarter-acre site with Downtown Edge (DTE) zoning, the property benefits from a location within one of Sarasota’s most dynamic and evolving districts. Gillespie Park continues to attract strong buyer interest and investment, supported by a lively environment of local shops, dining destinations, and a diverse mix of architectural character. This is a rare chance to move forward with a fully entitled project while avoiding the lengthy planning stages. Reach out today to obtain detailed project information, financial data, construction estimates, approved plans, and to arrange a site visit. 1923 5th Street, Sarasota
$749,000 One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged. 3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged. 1862 6th Street, Sarasota
$749,000 One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged. 3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged. 1862 6th Street, Sarasota
$1,775,000 In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today. 5 Beds ⋅ 5 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today. 1516 Oak Street, Sarasota
$599,000 Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns. 2 Beds ⋅ 2 Baths ⋅ White Sands Of Lido SubDv. ⋅ 34236 Zip Code Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns. 900 S Blvd Of The Presidents Unit 4, Sarasota
$2,200,000 Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach. 3 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach. 1343 4th Street Unit 202, Sarasota
$1,350,000 Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches. 3 Beds ⋅ 2 Baths ⋅ Vista Urbana SubDv. ⋅ 34236 Zip Code Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches. 1343 4th Street Unit 102, Sarasota
$599,000 Experience the perfect blend of modern design and an unbeatable location in this meticulously renovated 2-bedroom, 2-bathroom, 2-story townhome at Embassy Villas on Lido Key. Just two blocks from the pristine sands of Lido Beach and a short stroll to the shops and dining options of St. Armands Circle, this home offers both convenience and style. Spanning over 1,090 sq. ft., this residence feels exceptionally spacious thanks to its soaring ceilings, large windows, and sleek contemporary exterior. Natural light pours in from every direction, highlighting the airy, open layout and creating a bright, welcoming atmosphere throughout. Inside, the living space is designed for both beauty and functionality. The stylish galley kitchen features all-white cabinetry, engineered stone countertops, a modern tile backsplash, stainless steel appliances, dual sinks, and under-cabinet lighting, all accented by a breakfast bar that opens to the main living area. The first-floor primary suite offers a serene retreat, surrounded by windows for an abundance of natural light, and includes a chic en suite bath with dual vanities and contemporary finishes. Upstairs, the loft-style second bedroom provides a private getaway with striking angles, abundant light, and its own well-appointed en suite bath. Embassy Villas is a boutique community offering relaxed living in one of the Suncoast’s most desirable, walkable areas. Residents enjoy easy access to the public heated pool at Lido Beach, and the home’s generous rental policy allows for two-week minimum stays up to 26 times per year. Pets are welcome, with a limit of two (up to 20 lbs. each). This townhome is an ideal seasonal retreat, full-time residence, or investment property. 2 Beds ⋅ 2 Baths ⋅ Embassy Villas SubDv. ⋅ 34236 Zip Code Experience the perfect blend of modern design and an unbeatable location in this meticulously renovated 2-bedroom, 2-bathroom, 2-story townhome at Embassy Villas on Lido Key. Just two blocks from the pristine sands of Lido Beach and a short stroll to the shops and dining options of St. Armands Circle, this home offers both convenience and style. Spanning over 1,090 sq. ft., this residence feels exceptionally spacious thanks to its soaring ceilings, large windows, and sleek contemporary exterior. Natural light pours in from every direction, highlighting the airy, open layout and creating a bright, welcoming atmosphere throughout. Inside, the living space is designed for both beauty and functionality. The stylish galley kitchen features all-white cabinetry, engineered stone countertops, a modern tile backsplash, stainless steel appliances, dual sinks, and under-cabinet lighting, all accented by a breakfast bar that opens to the main living area. The first-floor primary suite offers a serene retreat, surrounded by windows for an abundance of natural light, and includes a chic en suite bath with dual vanities and contemporary finishes. Upstairs, the loft-style second bedroom provides a private getaway with striking angles, abundant light, and its own well-appointed en suite bath. Embassy Villas is a boutique community offering relaxed living in one of the Suncoast’s most desirable, walkable areas. Residents enjoy easy access to the public heated pool at Lido Beach, and the home’s generous rental policy allows for two-week minimum stays up to 26 times per year. Pets are welcome, with a limit of two (up to 20 lbs. each). This townhome is an ideal seasonal retreat, full-time residence, or investment property. 800 S Blvd Of The Presidents Unit 19, Sarasota
$1,600,000 Zoned for Short-Term Rental. This property is located in the high-demand Downtown Sarasota Perimeter, offering the perfect balance of urban energy and residential peace. This five-unit multi-family building is a rare find, featuring four efficient one-bedroom units and a premier two-bedroom unit with a versatile den. Plenty of room to add amenities and/or an elevator. Close to Downtown, restaurants, performing arts, Bayside Park, the Marina at Bayfront Park, The Bay County Park and our beautiful Sarasota and Manatee County beaches. Valencia Terrace Rev SubDv. ⋅ 34236 Zip Code Zoned for Short-Term Rental. This property is located in the high-demand Downtown Sarasota Perimeter, offering the perfect balance of urban energy and residential peace. This five-unit multi-family building is a rare find, featuring four efficient one-bedroom units and a premier two-bedroom unit with a versatile den. Plenty of room to add amenities and/or an elevator. Close to Downtown, restaurants, performing arts, Bayside Park, the Marina at Bayfront Park, The Bay County Park and our beautiful Sarasota and Manatee County beaches. 1236 13th Street, Sarasota
$550,000 A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** 4 Beds ⋅ 4 Baths ⋅ Walkers Sub SubDv. ⋅ 34236 Zip Code A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** 1610 & 1612 N Orange Avenue, Sarasota
$750,000 **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement! 2 Beds ⋅ 2 Baths ⋅ Zahrada 2 SubDv. ⋅ 34236 Zip Code **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement! 1558 4th Street Unit 216, Sarasota
$555,000 Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request. 3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request. 1504 Cocoanut Avenue, Sarasota
$1,900,000 Present Offers!! This 0.66-acre corner parcel is positioned at the highly visible, signalized intersection of US 301 (Washington Boulevard) and 10th Street, offering unmatched access, visibility, and versatility for forward-thinking developers. The property package includes a strategically located office building with a spacious driveway and dual ingress/egress onto both Washington Boulevard and 10th Street, as well as an income-producing residential unit that provides immediate cash flow while future development plans take shape. With its DTE zoning, the site is primed for modern mixed-use development, encouraging residential, office, retail, or live/work concepts. A recent site plan proposed for the property envisioned a four-story mixed-use building featuring 36 residential units and approximately 7,700 square feet of office space, showcasing the strong development potential within this zoning framework. The location provides exceptional traffic exposure and connectivity, situated directly on US 301 with quick access to Fruitville Road (SR 780), Downtown Sarasota, and Interstate 75. Just minutes from the city’s cultural venues, waterfront, and thriving restaurant scene, the property also benefits from strong walkability and bikeability, appealing to residents and professionals seeking an urban lifestyle. Smiths E A Resub SubDv. ⋅ 34236 Zip Code Present Offers!! This 0.66-acre corner parcel is positioned at the highly visible, signalized intersection of US 301 (Washington Boulevard) and 10th Street, offering unmatched access, visibility, and versatility for forward-thinking developers. The property package includes a strategically located office building with a spacious driveway and dual ingress/egress onto both Washington Boulevard and 10th Street, as well as an income-producing residential unit that provides immediate cash flow while future development plans take shape. With its DTE zoning, the site is primed for modern mixed-use development, encouraging residential, office, retail, or live/work concepts. A recent site plan proposed for the property envisioned a four-story mixed-use building featuring 36 residential units and approximately 7,700 square feet of office space, showcasing the strong development potential within this zoning framework. The location provides exceptional traffic exposure and connectivity, situated directly on US 301 with quick access to Fruitville Road (SR 780), Downtown Sarasota, and Interstate 75. Just minutes from the city’s cultural venues, waterfront, and thriving restaurant scene, the property also benefits from strong walkability and bikeability, appealing to residents and professionals seeking an urban lifestyle. 1000 N Washington Boulevard, Sarasota
$2,899,000 Permit-ready opportunity in Sarasota’s red-hot Rosemary District. A rare chance to build lifestyle-driven homes in one of Sarasota’s fastest-growing urban neighborhoods. This shovel-ready project is designed for buyers who want modern design, abundant outdoor living, and walkability—all the essentials for today’s millennial and empty nester markets. Project highlights include: a permit-ready space, construction can begin in just 60 days. Potential for six three-story townhomes, each with four bedrooms, three full baths, two half baths, as well as private pools and guest houses—luxury features that set this community apart. Multiple terraces, patios, and outdoor kitchens will provide expansive outdoor living space. Private two-car garages for every residence. Large residences at over 2,800 square feet. Priced from $2,693,000 with light, bright contemporary architecture and impact glass up to the latest hurricane standards. The projected sales volume is over $16,000,000, with a projected profit potential of $4,426,000 (Pro Forma available). An advantageous location, the project is just steps from The Bay Sarasota, a 53-acre waterfront park, two blocks from Sarasota School of Arts and Sciences (SSAS), is surrounded by 65 restaurants within six blocks, and sits just minutes to downtown shopping, theaters, arts districts and St. Armands/Lido Beach. Located in Flood Zone X, a safer, elevated land designation. Adding to the sought-after location is the stunning urban design across 7th Street. The award-winning Sarasota and Rosemary District architect, Halflants & Pichette, has designed a condominium project with a rooftop pool, fitness center and clubhouse coming at southwest corner of 7th/Cohen Way. Why this project wins? This condominium development lives like single-family homes—offering privacy, scale, and unparalleled outdoor space. With demand outpacing land supply in Rosemary, this is a timely opportunity to shape the district’s next chapter. Completion possible within 18 months of groundbreaking. Optional advantage - buyer may retain the current builder/owner to streamline construction. Plat Of Sarasota SubDv. ⋅ 34236 Zip Code Permit-ready opportunity in Sarasota’s red-hot Rosemary District. A rare chance to build lifestyle-driven homes in one of Sarasota’s fastest-growing urban neighborhoods. This shovel-ready project is designed for buyers who want modern design, abundant outdoor living, and walkability—all the essentials for today’s millennial and empty nester markets. Project highlights include: a permit-ready space, construction can begin in just 60 days. Potential for six three-story townhomes, each with four bedrooms, three full baths, two half baths, as well as private pools and guest houses—luxury features that set this community apart. Multiple terraces, patios, and outdoor kitchens will provide expansive outdoor living space. Private two-car garages for every residence. Large residences at over 2,800 square feet. Priced from $2,693,000 with light, bright contemporary architecture and impact glass up to the latest hurricane standards. The projected sales volume is over $16,000,000, with a projected profit potential of $4,426,000 (Pro Forma available). An advantageous location, the project is just steps from The Bay Sarasota, a 53-acre waterfront park, two blocks from Sarasota School of Arts and Sciences (SSAS), is surrounded by 65 restaurants within six blocks, and sits just minutes to downtown shopping, theaters, arts districts and St. Armands/Lido Beach. Located in Flood Zone X, a safer, elevated land designation. Adding to the sought-after location is the stunning urban design across 7th Street. The award-winning Sarasota and Rosemary District architect, Halflants & Pichette, has designed a condominium project with a rooftop pool, fitness center and clubhouse coming at southwest corner of 7th/Cohen Way. Why this project wins? This condominium development lives like single-family homes—offering privacy, scale, and unparalleled outdoor space. With demand outpacing land supply in Rosemary, this is a timely opportunity to shape the district’s next chapter. Completion possible within 18 months of groundbreaking. Optional advantage - buyer may retain the current builder/owner to streamline construction. 701 Cohen Way, Sarasota
$595,000 Prime Development Opportunity in Downtown Sarasota or build your dream home here! Discover the possibilities with this vacant parcel at 1930 Adams Lane, perfectly positioned in the heart of Sarasota. Zoned Downtown Edge (DTE), this property offers exceptional flexibility for future development in one of the city’s most desirable and walkable locations. Situated just steps from Main Street, Payne Park, shopping, dining, and Sarasota’s vibrant cultural scene, this site provides endless potential—whether for residential, mixed-use, or commercial projects. An added advantage: adjacent parcels are also available, creating a rare opportunity for potential assemblage to expand your footprint and maximize development density. With Sarasota’s continued growth and demand for urban living, this property is ideal for investors, builders, and visionaries seeking a prime downtown project. Don’t miss your chance to secure land in one of Sarasota’s fastest-growing corridors. Towles Sub SubDv. ⋅ 34236 Zip Code Prime Development Opportunity in Downtown Sarasota or build your dream home here! Discover the possibilities with this vacant parcel at 1930 Adams Lane, perfectly positioned in the heart of Sarasota. Zoned Downtown Edge (DTE), this property offers exceptional flexibility for future development in one of the city’s most desirable and walkable locations. Situated just steps from Main Street, Payne Park, shopping, dining, and Sarasota’s vibrant cultural scene, this site provides endless potential—whether for residential, mixed-use, or commercial projects. An added advantage: adjacent parcels are also available, creating a rare opportunity for potential assemblage to expand your footprint and maximize development density. With Sarasota’s continued growth and demand for urban living, this property is ideal for investors, builders, and visionaries seeking a prime downtown project. Don’t miss your chance to secure land in one of Sarasota’s fastest-growing corridors. 1930 Adams Lane, Sarasota
$795,000 Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or small businesses. Historic details and metal roof—blend with flexible layouts to attract both renters and end users. With zero side setbacks and DTE (Downtown Edge) zoning, the property offers significant redevelopment upside. Surrounded by other commercial and residential parcels, 1950 Adams Lane also presents excellent assemblage potential for investors or developers looking to create a larger mixed-use or residential project. Located just steps from downtown Sarasota’s restaurants, shops, galleries, and cultural amenities, this property combines immediate income potential with long-term growth. A rare chance to secure a prime footprint in one of Sarasota’s most dynamic districts! 1 Beds ⋅ 1 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or small businesses. Historic details and metal roof—blend with flexible layouts to attract both renters and end users. With zero side setbacks and DTE (Downtown Edge) zoning, the property offers significant redevelopment upside. Surrounded by other commercial and residential parcels, 1950 Adams Lane also presents excellent assemblage potential for investors or developers looking to create a larger mixed-use or residential project. Located just steps from downtown Sarasota’s restaurants, shops, galleries, and cultural amenities, this property combines immediate income potential with long-term growth. A rare chance to secure a prime footprint in one of Sarasota’s most dynamic districts! 1950 Adams Lane, Sarasota
$7,999,000 Shovel-ready luxury development in the heart of Sarasota. Refined urban living | Rosemary District | $57M-plus projected sales. Experience the best of downtown Sarasota. A game-changer for luxury developers, builders and visionaries—this is one of the last buildable parcels in Sarasota’s vibrant and walkable Rosemary District, moments from the new 53-acre Bay Sarasota Park and surrounded by over 65 restaurants within a six-block radius. What makes this project unmissable? Two words: Time and density. Shovel ready with permits ready to issue. Approved plans feature a boutique, contemporary mixed-use masterpiece combining10 designer condominium residences, 10 tri-level town homes with private garages and elevators, and 10 luxury retail suites with soaring storefronts. Design and lifestyle highlights such as private gated enclave with individual entrances, expansive four-bedroom, 3.5-bath layouts, separate guest casitas for multi-gen or income opportunities, illuminated, open floor plans with floor-to-ceiling glass, alfresco terraces with grill-ready summer kitchens, lushly landscaped Zen-inspired pool oasis, private two-car garages and in-unit elevators, crafted with the latest hurricane construction standards. Premium designer finishes and curated architectural touches throughout. Investment snapshot, projected sales from $2.4M–$3M per unit with total potential projected revenue of $57,220,000. Construction timeline as little as 24 months Ideal for capital rotation, high-margin resale or portfolio legacy. the ultimate urban lifestyle. In Sarasota’s booming cultural corridor, this project redefines boutique luxury in one of Florida’s top-ranked lifestyle cities. From University Town Center to Sarasota Opera, Selby Gardens and Lido Beach—everything is within reach. Pro forma available upon request Don't miss your chance to shape the skyline—and the future—of downtown Sarasota, everything you desire is in reach. Find your ideal Florida lifestyle at Sunrise Preserve. Orange One SubDv. ⋅ 34236 Zip Code Shovel-ready luxury development in the heart of Sarasota. Refined urban living | Rosemary District | $57M-plus projected sales. Experience the best of downtown Sarasota. A game-changer for luxury developers, builders and visionaries—this is one of the last buildable parcels in Sarasota’s vibrant and walkable Rosemary District, moments from the new 53-acre Bay Sarasota Park and surrounded by over 65 restaurants within a six-block radius. What makes this project unmissable? Two words: Time and density. Shovel ready with permits ready to issue. Approved plans feature a boutique, contemporary mixed-use masterpiece combining10 designer condominium residences, 10 tri-level town homes with private garages and elevators, and 10 luxury retail suites with soaring storefronts. Design and lifestyle highlights such as private gated enclave with individual entrances, expansive four-bedroom, 3.5-bath layouts, separate guest casitas for multi-gen or income opportunities, illuminated, open floor plans with floor-to-ceiling glass, alfresco terraces with grill-ready summer kitchens, lushly landscaped Zen-inspired pool oasis, private two-car garages and in-unit elevators, crafted with the latest hurricane construction standards. Premium designer finishes and curated architectural touches throughout. Investment snapshot, projected sales from $2.4M–$3M per unit with total potential projected revenue of $57,220,000. Construction timeline as little as 24 months Ideal for capital rotation, high-margin resale or portfolio legacy. the ultimate urban lifestyle. In Sarasota’s booming cultural corridor, this project redefines boutique luxury in one of Florida’s top-ranked lifestyle cities. From University Town Center to Sarasota Opera, Selby Gardens and Lido Beach—everything is within reach. Pro forma available upon request Don't miss your chance to shape the skyline—and the future—of downtown Sarasota, everything you desire is in reach. Find your ideal Florida lifestyle at Sunrise Preserve. 1625 4th Street, Sarasota
$299,990 Virtually Staged. Massive Price Adjustment. Ready to GO with Certificate of Occupancy! Rare available and affordable Open Space (Two Rooms plus One Bathroom) Commercial Suite, located a few blocks from downtown Sarasota, in the Historic Rosemary District. It's a mixed-use space, part of the "Zahrada 2" condominium project, featuring 4 retail spaces below the 18 residences, created by local award-winning architects Halflants & Pichette. The Building's Facade Sculpture created by the artist Giancarlo Giusti in 2026 and named "THE PORTAL", it has been added to the City of Sarasota's Public Art Collection! The Seller has put over $60k in upgrades including A/C, Plumbing, Drywall, Electrical, 8x7 Bathroom, Lighting, Sprinklers, Acoustical Ceiling,Epoxy Floor. All the area has a lot of street parking available on 4th Street, Lemon Ave, Orange Ave and a Great Traffic of customers for the many Retail and Commercial Enterprises, as the Farmers Market, Restaurants, Bars, Shopping, Arts and Cultural Spaces, and also some new Residential Condominiums coming up soon. It's the ideal place to launch you commercial activity. Hard to find anything for sale at that price in Sarasota Downtown Area. Zahrada 2 SubDv. ⋅ 34236 Zip Code Virtually Staged. Massive Price Adjustment. Ready to GO with Certificate of Occupancy! Rare available and affordable Open Space (Two Rooms plus One Bathroom) Commercial Suite, located a few blocks from downtown Sarasota, in the Historic Rosemary District. It's a mixed-use space, part of the "Zahrada 2" condominium project, featuring 4 retail spaces below the 18 residences, created by local award-winning architects Halflants & Pichette. The Building's Facade Sculpture created by the artist Giancarlo Giusti in 2026 and named "THE PORTAL", it has been added to the City of Sarasota's Public Art Collection! The Seller has put over $60k in upgrades including A/C, Plumbing, Drywall, Electrical, 8x7 Bathroom, Lighting, Sprinklers, Acoustical Ceiling,Epoxy Floor. All the area has a lot of street parking available on 4th Street, Lemon Ave, Orange Ave and a Great Traffic of customers for the many Retail and Commercial Enterprises, as the Farmers Market, Restaurants, Bars, Shopping, Arts and Cultural Spaces, and also some new Residential Condominiums coming up soon. It's the ideal place to launch you commercial activity. Hard to find anything for sale at that price in Sarasota Downtown Area. 1558 4th Street Unit 104, Sarasota
$450,000 Pre-Construction. To be built. Introducing Orange One! Downtown Sarasota and the Rosemary District’s newest and brightest shining star, Orange One is a 30-unit mixed-use development in the red-hot Rosemary District. Ten three-story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three-story townhouses meander along 4th St. Why lease when you can own your own retail unit for under $400,000? These spacious, 799-square-foot retail spaces are lining the sidewalks of North Orange Ave. Three different floor plans are available. These are "gray boxes," meaning you get to finish them to your specific needs at your expense. Developers supply floor, wall, and ceiling systems, electric panels, fire sprinklers, and alarm systems, and we also rough in half-baths in each unit. Of course, all exterior glass and door systems are complete and maintained by HOA. Come take advantage and see why the Rosemary district is the place for your retail enterprise. Great traffic is to be expected in a great downtown location. Take a look around the location to see 65 restaurants within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works, and plays in Sarasota. Call today for your private showing. Orange One SubDv. ⋅ 34236 Zip Code Pre-Construction. To be built. Introducing Orange One! Downtown Sarasota and the Rosemary District’s newest and brightest shining star, Orange One is a 30-unit mixed-use development in the red-hot Rosemary District. Ten three-story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three-story townhouses meander along 4th St. Why lease when you can own your own retail unit for under $400,000? These spacious, 799-square-foot retail spaces are lining the sidewalks of North Orange Ave. Three different floor plans are available. These are "gray boxes," meaning you get to finish them to your specific needs at your expense. Developers supply floor, wall, and ceiling systems, electric panels, fire sprinklers, and alarm systems, and we also rough in half-baths in each unit. Of course, all exterior glass and door systems are complete and maintained by HOA. Come take advantage and see why the Rosemary district is the place for your retail enterprise. Great traffic is to be expected in a great downtown location. Take a look around the location to see 65 restaurants within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works, and plays in Sarasota. Call today for your private showing. 410 N Orange Avenue Unit 118, Sarasota
$1,245,000 MOVE IN READY! NEWLY FINISHED NEW CONSTRUCTION AT Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #508 penthouse condo with two full bedrooms, two baths and 1,196 square feet, there is a spacious balcony facing west from which to enjoy Sarasota’s spectacular sunset and city lights! Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada, as you won't be disappointed. Remember we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $840,000 to $1,840,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. 2 Beds ⋅ 3 Baths ⋅ Villa Ballada SubDv. ⋅ 34236 Zip Code MOVE IN READY! NEWLY FINISHED NEW CONSTRUCTION AT Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #508 penthouse condo with two full bedrooms, two baths and 1,196 square feet, there is a spacious balcony facing west from which to enjoy Sarasota’s spectacular sunset and city lights! Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada, as you won't be disappointed. Remember we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $840,000 to $1,840,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. 430 Kumquat Court Unit 508, Sarasota