Residential Property - Single Family Residence in Osprey
Listing Price: $3,900,000
Description of Property
Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.












































































Property Details At A Glance
Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Osprey
County: Sarasota
Subdivision: Oaks
Bedrooms: 4
Bathrooms: 5
Half Baths: 1
Sq. Ft. Gross: 11,076
Sq. Ft. Living Area: 8,635
Cost per (heated) sqare foot: $452
Year built: 1989
Annual Tax: $39,991
HOA Fee: $2,850 Semi-Annually
Taxes and fees can change periodically, and other fees may apply. Please check with your Realtor for more details.
- 24-Hour Guard
- Community Pool
- Escrow Reserves Fund
- Maintenance Grounds
- Manager
- Private Road
- Recreational Facilities
- Security
Interior Features:
- Ceiling Fan(s)
- Crown Molding
- Eating Space In Kitchen
- High Ceilings
- Kitchen/Family Room Combo
- L Dining
- Open Floorplan
- PrimaryBedroom Upstairs
- Solid Surface Counters
- Solid Wood Cabinets
- Split Bedroom
- Walk-In Closet(s)
Appliances: None
Accessibility Features:
Fireplace: Yes
Fireplace Features: Living Room
Window Features: Blinds, Rods
Additional Rooms:
- Bonus Room
- Den/Library/Office
- Family Room
- Formal Dining Room Separate
- Formal Living Room Separate
- Great Room
Ceiling Type:
Flooring: Brick/Stone, Ceramic Tile
Schools
Elementary School: Laurel Nokomis Elementary
Middle/Junior High School: Venice Area Middle
High School: Venice Senior High
Pool & Waterfront Info
Private Pool: Yes
Pool Features: In Ground
Spa Features:
Water Front: Yes
Water Frontage: Bay/Harbor, Intracoastal Waterway
Water Access: Yes
Water Access Type: Bay/Harbor, Intracoastal Waterway
Water View: Intracoastal Waterway
Water Name: LITTLE SARASOTA BAY
Water Extras:
- Lift
- Seawall - Concrete
- Seawall - Other
Exterior & Construction
Architectural Style: Custom, Traditional
Construction: Block, Stucco
Foundation: Slab
Roof: Tile
- French Doors
- Lighting
- Sliding Doors
Garage: Yes
Garage Spaces: 3
- Circular Driveway
- Off Street
- Oversized
Floors Total:
Floors in Unit: Three Or More
Cooling: Central Air, Zoned
Heating & Fuel: Central, Zoned
Electric:
Patio & Porch Features:
- Deck
- Patio
- Porch
- Rear Porch
Security Features: Gated Community
Other Structures: Shed(s)
View: Water
Fencing:
Utilities:
- Cable Available
- Electricity Connected
- Public
Sewer: Public Sewer
Water Source: Public
Community Features:
- Water Access
- Association Recreation - Owned
- Buyer Approval Required
- Clubhouse
- Deed Restrictions
- Fitness Center
- Golf
- Handicap Modified
- Irrigation-Reclaimed Water
- No Truck/RV/Motorcycle Parking
- Pool
- Restaurant
- Special Community Restrictions
- Tennis Court(s)
- Wheelchair Access
Association Amenities:
- Clubhouse
- Elevator(s)
- Fitness Center
- Gated
- Handicap Modified
- Pickleball Court(s)
- Playground
- Recreation Facilities
- Security
- Tennis Court(s)
Lot Information
Lot Features: Street One Way
Lot Size (acres): 0.6
Lot Size (sq. ft.): 26,000 square feet
Road Frontage: Street One Way, Street Paved, Private Road
Front Exposure: East
Adjoining Property:
Current Adjacent Use:
Legal Description & Other Information
Financing Available: Cash, Conventional, Other
Parcel Number: 0144080004
Zoning: RSF1
Pets Allowed/Pet Policies: Yes
Tax Legal Desc.: LOT 44 OAKS OR 2855/1444
Section: 4
Range: 18
Listing courtesy of KARA MONEY LLC. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.