Harbor Oaks Homes with Trees/Woods View

Harbor Oaks Homes with Trees/Woods View

Welcome to Harbor Oaks, a charming subdivision nestled in the heart of South Sarasota, FL. This idyllic community offers a peaceful retreat for those looking to escape the hustle and bustle of city life while still being conveniently located near all the amenities Sarasota has to offer.

One of the standout features of Harbor Oaks is the abundance of homes with stunning trees and woods views. Imagine waking up every morning to the sight of lush greenery and hearing the gentle rustle of leaves in the breeze. Whether you're sipping your morning coffee on the porch or enjoying a relaxing evening on the patio, the natural beauty that surrounds you in Harbor Oaks is sure to enchant and inspire.

Located in Sarasota County, Harbor Oaks is the perfect blend of tranquility and convenience. With easy access to shopping, dining, entertainment, and top-rated schools, this neighborhood offers the best of both worlds. Whether you're looking for a cozy cottage or a spacious family home, Harbor Oaks has a variety of real estate options to suit your needs.

Come and experience the magic of Harbor Oaks, where the beauty of nature meets the comfort of home. Discover your piece of paradise in this charming Sarasota community today.

Newest Harbor Oaks Homes with Trees/Woods View

$1,495,000
3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code
3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retreat with multiple closets including a walk-in, double sinks, a newly tiled glass-enclosed shower, and a bathroom skylight. Two additional bedrooms and a bonus office with golf-course and garden-atrium views give the household room to work, guest, and spread out. Practical updates include a new roof with the assessment paid and a large two-car garage with epoxy floor and organized storage for beach and sports gear. Harbour Oaks residents have use of the private Bay Isles Beach Club on the Gulf (parking available). Longboat Key Club golf, tennis, pickleball, and dining are nearby by optional separate membership; the marina is a short walk, with slips available separately. Move-in ready Longboat Key living: golf-course backdrop, private pool, beach-club access, and lock-and-leave convenience behind the Bay Isles gates. Schedule your private showing and start living the island lifestyle.

2101 Harbourside Drive Unit 1103, Longboat Key
$899,999
5 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34756 Zip Code
Welcome to this spacious custom pool home on a beautifully wooded half-acre lot in Montverde! Offering 5 bedrooms, 3 full baths and over 3,700 sq. ft. of heated living space, this unique split-level home provides plenty of room to live and entertain. Enjoy a kitchen with granite countertops and stainless steel appliances, formal living area with fireplace, family room, bonus/game room and flexible living spaces. Step outside to your private Florida retreat featuring a sparkling pool and spa, screened outdoor kitchen, covered porch, fire pit and mature trees offering shade and privacy. A garage-sized workshop and additional tandem garage/storage space provide plenty of room for hobbies and storage. Updates include A/C replaced in 2022, newer kitchen appliances and refinished hardwood floors. Convenient to Clermont, shopping, dining and major roadways.

16017 Harbar Oaks Drive, Montverde
$469,777
4 Beds ⋅ 2 Baths ⋅ Harbor Oaks SubDv. ⋅ 34231 Zip Code
Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.

2110 Palm Terrace, Sarasota
$499,000
Harbor Oaks SubDv. ⋅ 32127 Zip Code
SUBJECT PARCEL IS A 1.47+ ACRE COMMERCIAL SITE (MU) WITH OVER 210 LF ALONG S RIDGEWOOD AVENUE HAVING GOOD SITUS AND A SIGNALIZED INTERSECTION CONNECTING WITH SR 5A (S NOVA ROAD) & EAST PALM AVENUE. THE PARCEL HAS THE REMNANTS OF A 1924 STRUCTURE ON SITE WITH UTILITY CONNECTIONS STILL AVAILABLE AND A FIRE HYDRANT AT THE NW CORNER OF THE PARCEL.

5919 S Ridgewood Avenue, Port Orange
$799,000
Harbor Oaks SubDv. ⋅ 32127 Zip Code
SUBJECT PROPERTY IS A .62 ACRE SECLUDED SINGLE FAMILY RESIDENTIAL WATER FRONT LOT LOCATED AT THE SOUTH END OF RIVERSIDE DRIVE IN PORT ORANGE RIGHT ON SCENIC ROSE BAY. THE LOT IS A 100 FT WIDE BY ~ AVG. OF 275 FT DEEP (~27,547 SF) WITH LARGE BEAUTIFUL OAKS, CONCRETE BOAT RAMP WITH ROOM TO BUILD A CUSTOM BOAT DOCK TO HOUSE & MOOR YOUR WATER CRAFT. THE PARCEL PROVIDES ACCESS TO THE INTRACOASTAL WATERWAY VIA MILL CREEK PROVIDING AMPLE DRAFT. THIS PARCEL HAS PLENTY OF AREA TO BUILD YOUR CUSTOMIZED HOME ON THIS DEEP LOT TO ENJOY OUR FLORIDA SUNSETS OVER THE SOUTH END OF ROSE BAY.

5948 Riverside Drive, Port Orange
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