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$175,000
Sarabay Acres SubDv. ⋅ 34229 Zip Code
**Pine View School** NO HOA** Custom House-Separate Guest House- Separate RV/Boat** Discover an exceptional opportunity to create your custom dream home in the heart of Osprey — one of Sarasota County’s most desirable coastal communities. This buildable vacant homesite offers the perfect canvas to design a private retreat tailored to your lifestyle, all while enjoying the charm, convenience, and natural beauty of Florida’s Gulf Coast. With over 7,000 square feet of buildable area on the ground level alone, the possibilities are truly expansive. Whether you envision a sprawling single-story estate or a multi-level architectural masterpiece, there is ample room to bring your vision to life. The generous footprint allows space for: A luxurious primary residence. A private ADU (Accessory Dwelling Unit) for guests or extended family Dedicated RV parking or a custom RV garage Outdoor living areas, pool, and entertaining spaces. The property is graced with mature trees, providing natural shade, character, and the opportunity to design a home that blends seamlessly with the surrounding landscape. The established greenery enhances privacy and creates a serene setting that feels tucked away, yet connected. Location is everything — and this homesite delivers. Conveniently located near nationally recognized schools, the area is highly sought after for its top-tier education and strong community appeal. Residents enjoy easy access to nearby beaches, parks, boating, golf, shopping, and dining throughout Osprey, Nokomis, and Sarasota. Build without compromise. Design without limits. This is your opportunity to secure a prime homesite in Osprey and create the Florida lifestyle you’ve always imagined. Renderings are available. One of the closest buildable lots in the proximity of Pine View School!

14 Old Venice Road, Osprey
$4,700,000
4 Beds ⋅ 6 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey
$237,000
Sarabay Acres SubDv. ⋅ 34229 Zip Code
Great opportunity to purchase a 1 acre parcel close to town with many possibilities. The property has been cleared of all structures and out buildings. The approximate 1 acre parcel is ready to build in the town of Osprey. Property is close to Pine View school and minutes to the beaches. The Legacy trail and Oscar Scherer State park are near by. Shopping, restaurants, and Medical offices are also close. There is easy access to I-75 from the Honore Ave connector. The neighboring parcel is also for sale MLS #A4600249 which if purchased together would give you a 2 acre parcel with endless possibilities.

14 Old Venice Road, Osprey
$1,799,000
2 Beds ⋅ 3 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
One or more photo(s) has been virtually staged. Stunning Waterfront Property on Little Sarasota Bay! Discover a rare opportunity to own a magnificent estate lot on the Intracoastal Waterway in beautiful Osprey, Florida. This exceptional property features 100 feet of prime waterfrontage; Dock and boat lift grandfathered in, making it a boater’s dream! Nestled on a spacious 1.23-acre lot, this private estate size acreage offers ample space to build your dream home while enjoying the charm of the existing ranch-style house. Stunning sunset views abound from the living room, primary bedroom and dining area, as well as from the expansive pool deck, which surrounds a large, heated pool and spa. The current home features 2 bedrooms plus a bonus room/den, 3 baths, all on a single level at a ground elevation of 13 feet. Whether you’re looking to build your dream home or enjoy the existing charming ranch, this property promises breathtaking sunsets and a serene waterfront lifestyle. Close to Casey Key and the Nokomis beaches and all that nearby Sarasota has to offer: Dining, Shopping and the Arts. Don’t miss out on this unique opportunity in Sarabay Acres!

716 Sarabay Road, Osprey
$875,000
3 Beds ⋅ 3 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
One or more photo(s) has been virtually staged. This is the one you've been waiting for! Nestled on approximately 3 acres, this cherished family estate, spanning generations, awaits its next chapter. Situated opposite the esteemed Pine View School for the Gifted, ranked #1 High School in Florida and #18 High School nationally, this unique parcel blends country charm with coastal allure. Winding down the long gravel driveway and secluded from Old Venice Road, the main residence exudes a country feel, boasting a wrap-around front porch, rear screened and covered porch, open deck, 3 bedrooms, 2.5 baths, and a 2-car garage. Additionally, the original 1954-built 2 bed, 2 bath home with a pool stands on the grounds, offering the buyer with vision, the versatile potential of having a rental cottage, in-law quarters, or integral part of a family retreat. Opportunities like this are rare gems. Package priced below market value and beckoning a new family to shape its legacy. With no deed restrictions, the property invites almost endless possibilities—whether cultivating gardens, fruit orchards, or simply embracing spacious living. Conveniently located in the heart of Osprey, just minutes from pristine beaches, shopping, dining, and the state-of-the-art Sarasota Memorial Hospital Venice campus, this property epitomizes the best of both worlds. Don’t miss your chance to explore this exclusive offering—schedule your private showing today!

510 Old Venice Road, Osprey
$402,500
2 Beds ⋅ 2 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
Take a look at this gorgeous island style home West of the Trail in Osprey! This 2 bedroom, 2 bathroom home features a two car garage, a third of an acre corner lot, and is perfect for water sport enthusiasts with a deeded easement for Inter-coastal waterway access for kayaks stand-up paddle boards, and canoes, etc. The home has a spacious kitchen with lots of cabinet space, eat in area, and ceramic tile floors. The family room has laminate floors and plenty of natural light throughout. The primary bedroom has its own bathroom, with an additional bedroom and bath for guests. The private screened lanai is 12'x20', and is great for entertaining. There are two sheds with plenty of storage for all the beach life accessories, and one has electric and AC! No HOA- bring your boat or RV! This home has beautiful curb appeal with a brick paver walkway, a lovely shade tree, and is a slice of tropical paradise here in sunny Florida. Great location in proximity to restaurants, shopping, Oscar Scherer State Park, Legacy Trail, Casey Key, Siesta Key, downtown Venice, and the world famous beaches of Florida's Gulf Coast!!

308 Kensey Lane, Osprey
$2,200,000
Sarabay Acres SubDv. ⋅ 34229 Zip Code
This half-acre parcel boasts 100 feet of pristine bayfront land, zoned RMF1, offering significant development potential.

133 W Bay Street, Osprey
$2,200,000
1 Beds ⋅ 1 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
This property offers immediate income generation through a well-maintained 4-Plex.

133 W Bay Street, Osprey
$2,200,000
4 Beds ⋅ 4 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
This gated bayfront compound, sitting on half an acre with 100 feet of bay frontage and a brand-new 150-foot dock with boat moorings, offers a range of possibilities.

133 W Bay Street, Osprey