Sarasota/Crescent Beach/Siesta Key Homes with Boatable Water Water Frontage

Sarasota/Crescent Beach/Siesta Key Homes with Boatable Water Water Frontage

Welcome to the breathtaking region of Sarasota, encompassing the picturesque locales of Crescent Beach and Siesta Key in Florida. Sarasota County is renowned for its stunning beaches, vibrant arts scene, and diverse culture, making it a sought-after destination for homebuyers seeking a blend of relaxation and sophistication.

Nestled along the shores of Sarasota Bay, the homes in this area offer a unique opportunity for waterfront living with boatable water frontage. Imagine waking up to panoramic views of the glistening water, enjoying leisurely boat rides right from your backyard, and witnessing spectacular sunsets every evening. Whether you are a boating enthusiast or simply appreciate the serenity of waterfront living, these homes are sure to exceed your expectations.

Siesta Key, a barrier island known for its powdery white sands and azure waters, is a coveted residential enclave within Sarasota. With a laid-back island vibe, an array of outdoor activities, and a charming village center, Siesta Key offers a relaxed yet upscale lifestyle for residents. Whether you are looking for a waterfront estate, a cozy beach cottage, or a luxurious condominium, Sarasota and its surrounding areas have a diverse range of real estate options to suit your preferences.

Experience the ultimate in coastal living in Sarasota, where homes with boatable water frontage beckon you to embrace a lifestyle of luxury, relaxation, and natural beauty. Discover your dream waterfront property in this enchanting region and make every day feel like a vacation.

Newest Sarasota/Crescent Beach/Siesta Key Homes with Boatable Water Water Frontage

$479,999
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to Paradise! White Sands Village is great property that is located directly across from the world- famous beautiful Siesta Key beach! It is a great investment or your own private island retreat. This 2bedroom 2 bath well maintained condo is turnkey. Pet friendly, furnished coastal getaway. The large primary suite has an en-suite bath with extra closet space great for full-time living or income producing vacation rental. The guest bedroom has twin beds as well as air mattresses to accommodate many guests. Plenty of guest parking this unit has 1 covered parking space available. Heated community pool, club house sauna, BBQ grills as well a boat dock available for fishing.

5673 Midnight Pass Road Unit 202, Sarasota
$10,500,000
6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
WELCOME TO TORTUGA ON SIESTA KEY, A TRUE TROPICAL COASTAL PARADISE! THIS 5TH-FLOOR 2-BEDROOM, 2-BATHROOM RESIDENCE SHOWCASES A SPRAWLING OPEN-CONCEPT LAYOUT WITH 1,232 SQUARE FEET OF LIVING SPACE, SWEEPING BEACH VIEWS, AND AN OVERSIZED 34-FOOT COMBINED LIVING AND FAMILY ROOM FILLED WITH NATURAL LIGHT. SITUATED ON OVER 3 ACRES OF DIRECT GULF-FRONT GROUNDS, THIS PROPERTY PRESENTS THE ULTIMATE BLEND OF ISLAND LUXURY AND RELAXATION. FRESHLY UPDATED WITH A MODERN COASTAL PALETTE, THE INTERIOR HIGHLIGHTS WOOD-LOOK LAMINATE FLOORS, CROWN MOLDING, NEUTRAL GREY ACCENTS, AND SLEEK CEILING FANS THROUGHOUT. THE PRIMARY SUITE SERVES AS A PRIVATE RETREAT FEATURING AN EXPANSIVE CLOSET WITH CUSTOM ORGANIZERS AND AN EN-SUITE BATHROOM WITH A GLASS-ENCLOSED WALK-IN SHOWER AND PEBBLE TILE FOOTING. THE SECOND BEDROOM AND FULL BATHROOM SHOWCASE PREMIUM FINISHES PERFECT FOR FAMILY OR GUESTS. INCLUDES A DEDICATED IN-UNIT LAUNDRY ROOM PLUS HURRICANE SHUTTERS FOR TOTAL PEACE OF MIND. THE TORTUGA COMMUNITY SHOWCASES RESORT-STYLE AMENITIES: DEEDED BEACH ACCESS DIRECTLY ONTO SIESTA KEY, AN INDOOR/OUTDOOR HEATED POOL, TENNIS COURTS, A CLUBHOUSE, AN ASSIGNED COVERED GARAGE SPACE, ELEVATOR ACCESS, AND A PRIVATE ENTRANCE. THE HOA FEE COVERS CABLE TV, INTERNET, WATER, SEWER, TRASH, PEST CONTROL, BUILDING MAINTENANCE, AND STRUCTURAL INSURANCE. CURRENT THREE DOCKS AVAILABLE FOR RENT FOR $300 PER YEAR UP TO 24 FT BOAT. EMBRACE THE ULTIMATE SIESTA KEY LIFESTYLE: WALK STRAIGHT ONTO THE SAND, ENJOY WATER ACTIVITIES, OR TAKE A SHORT DRIVE OVER STICKNEY POINT BRIDGE TO DOWNTOWN SARASOTA DINING, SHOPPING, AND ENTERTAINMENT. RENTAL-FRIENDLY (1-MONTH MINIMUM LEASE).CLOSE TO OPHELIAS WATERFRONT RESTAURANT AND TURTLE BEACH BOAT RAMP. COME EXPERIENCE COASTAL LIVING AT ITS FINEST!

8750 Midnight Pass Road Unit 501C, Sarasota
$7,900,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. ......YOU WILL BE IMPRESSED by this Permitted & Custom Designed Residence along Hansen Bayou---deep Sailboating Water with Immediate Access to the Gulf....."Tucked-Away" on a 18,000+ sq ft lot on a QUIET STREET near the North Bridge of Siesta, allowing Privacy as well as Quick and Easy Proximity to both all the Arts/Dining/ Shopping of downtown Sarasota Bayfront as well as just MOMENTS to TOP RATED SIESTA KEY BEACH!.....Upon entering the main living area you will be greeted by WALLS OF GLASS seamlessly blending Indoor/Outdoor Living Spaces. In addition the Main Living Areas, this home also features a Private Den/Study, Sumptuous Primary Suite w/balcony; (3) Secondary En-suite Bedrooms as well as a PRIVATE GUEST QUARTERS..... Sleek Architectural Lines; Generous 3 Car Garage with High Ceilings--with optional 6 car garage with "Lifts"; ELEVATOR; Level 5 Finishes Throughout and over 4500 sq ft of Sophistication & Barefoot Elegance*****Every Design Element Commands Attention*****Build Package by Waterfront Specialist, Coastal Tide Construction with ability to CHOOSE YOUR FINISHES---allowing for the PERFECT OPPORTUNITY to Customize your Island Estate and ENJOY the Ideal Beach and Boating Florida Lifestyle.

3601 White Lane, Sarasota
$675,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this beautifully updated turn-key furnished 2-bedroom, 2-bathroom unit and experience coastal elegance at its finest. The open-concept kitchen features stunning cabinetry, a quartz waterfall countertop, and sleek stainless-steel appliances—ideal for entertaining or enjoying quiet mornings with a view. Crown molding and recessed lighting add a refined touch throughout the space. The master suite is a private retreat with a spacious bedroom, walk-in closet, and sliding doors leading to the lanai—offering peaceful water views to wake up to each morning. The en-suite master bathroom is a spa-like sanctuary, complete with a walk-in shower, quartz countertops, and a breathtaking tiled wall and shower. The second bathroom echoes this sophisticated design with quartz counters and beautifully tiled features. A large screened-in lanai invites you to unwind while soaking in the ever-changing hues of sunrise and sunset over the Intracoastal Waterway. Additional conveniences include an in-unit washer/dryer and an assigned covered parking space. The stack pipe replacement work for this unit has been completed and all association projects are paid for and there are no outstanding assessments. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, clubhouse, a private island with a gazebo and grills, and on-site management and maintenance. This five-plus-acre property is conveniently located just a few minutes’ walk from Turtle Beach and three restaurants. Come live at the less-traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!

9393 Midnight Pass Road Unit 302, Sarasota
$719,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor Towers, your home at the beach- this perennial favorite building is now better than ever after undergoing massive exterior renovations which include strengthening and impact glass windows and sliding doors for all units! The unique and large grounds of Harbor Towers provide a spectacular setting with lots of space to enjoy the coastal lifestyle. You are not just buying a home, you're buying into a Yacht and Tennis Club, with har-tru tennis courts, a recently revamped marina with inexpensive boat mooring prices, a heated community pool, fitness center, meeting area, community kayak area and much much more. This unit has been renovated and lovingly cared for over the years. Besides the impeccable view down the Intracoastal Waterway, this unit offers well maintained luxury featuring tile floors throughout, kitchen update in 2021, in unit washer/dryer combo, full furniture package included- just to name a few. This unit must be seen to be appreciated. It is currently positioned in the rental program, but can be removed if desired. Pick your desired lifestyle- keep it all to yourself or earn some income to help pay for your investment. Harbor Towers is well taken care of and well managed. Onsite management, security and well funded reserves make this complex a true winner. This unit also has a covered carport spot that is included in the purchase. Don't wait on this opportunity- these types of units don't come to market very often. Schedule your private showing today!

5855 Midnight Pass Road Unit 605, Sarasota
$7,900,000
5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code
A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct access to Sarasota Bay and the Gulf, with no fixed bridges. The home is set on a private 0.64-acre homesite with a separate access guest suite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code
Experience the ultimate Bayfront lifestyle on Siesta Key in this turnkey furnished 2BR/2BA residence at Turtle Bay. Tucked away on the serene south end of the island, this spacious condo blends modern coastal luxury with vibrant island living. Wake up to spectacular sunrises over the Intracoastal from your private, enclosed lanai, and wind down with sunsets via deeded beach access directly across the street. The generous primary suite features a walk-in closet, and a private entrance to the lanai. An in-unit laundry room includes a full-size washer/dryer and extra storage—a rare luxury on the Key! Additional upgrades include hurricane-impact windows to perfectly frame the water views. One of the most valuable features is the private, oversized 1-car garage providing secure parking and ample gear storage. Pet-friendly Turtle Bay offers premium amenities: brand-new boat docks/slips (just $300/year and you can add your own hoist), an updated fishing pier, kayak launch/storage, heated pool/spa, lighted tennis/pickleball courts, shuffleboard, clubhouse, and grilling area. Enjoy maintenance-free ease with on-site management, secure entry, and elevators. Leave your car behind and take the free trolley to nearby Siesta Village, South Village, or Point of Rocks snorkeling. Just minutes to Stickney Point Bridge and 20 minutes to downtown Sarasota. Perfect as a full-time residence, seasonal escape, or a great investment income opportunity.

8701 Midnight Pass Road Unit 304A, Sarasota
$2,550,000
3 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

732 Siesta Drive, Sarasota
$3,150,000
4 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with two lifts and dual personal watercraft platforms. Everything about this home invites its owners to relax and embrace the Siesta lifestyle. From the abundant outdoor space including a heated saltwater pool and spa, multiple entertaining areas overlooking the lush landscaping and water, to the easy-flowing floor plan with generous gathering areas, 829 Idlewild Way invites you to stay a while, every day. With 4 bedrooms and 3 and a half baths (two are en suites) positioned at the corners of the home, privacy is ensured for everyone. The extraordinary primary suite offers a luxurious respite at the end of the day with spa-like bath awash in natural light, with a dual-entry shower of travertine and glass and multiple showerheads, sliding privacy glass doors to the outdoor area, jetted spa tub, dual separate vanities and a water closet with a bidet, a large walk-in closet with custom built-ins and dressing area and a spacious bedroom featuring an architectural ceiling, fireplace and with abundant natural light, this elevated retreat awaits you. The center of the home is where everything and everyone comes together. Separate yet open areas flow seamlessly from dining to entertaining to lounging, ultimately leading through the four sets of impact-rated double doors to the resort-like environs beyond. At the center of all this is a kitchen that will inspire and satisfy accomplished and aspiring chefs. Miele appliances including dual ovens, microwave drawer, cooktop, two-drawer dishwasher, built-in separate refrigerator and freezer and central cooking island are surrounded by contemporary custom cabinetry, exotic granite surfaces and accent lighting throughout. Of course, if you prefer to present and serve alfresco, everything you need is just nearby. For those who value a bit of practicality beyond luxury, the oversized three-plus-car garage (a lift is included to accommodate four vehicles) will provide ample space for vehicles and toys. Additional practicality is possible given the orientation of two guest rooms, full bath and separate living room, potentially providing a generous guest/in-law suite within the home. If you are dreaming of a laid-back beach and boating lifestyle at the number one beach in the U.S., this is your place.

829 Idlewild Way, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key.

9393 Midnight Pass Road Unit 205, Sarasota
$875,000
1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall has oversized 6-foot-high impact windows that frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

6140 Midnight Pass Road Unit 101, Sarasota
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