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101 OSPREY POINT DRIVE, OSPREY, FL 34229

$4,790,000 · Active

MLS #A4694716

101 OSPREY POINT DRIVE, OSPREY, FL 34229
Price
$4,790,000
Status
Active
Bedrooms
4
Bathrooms
5.5
Living area
5,087 sq ft
Home type
Single Family Residence
Year built
1985
Lot size
0.93 acres
Full bathrooms
5
Half bathrooms
1
Private pool
Yes
Waterfront
Yes
New construction
No
HOA
Yes
55+ community
No
Levels
One
County
Sarasota
Garage spaces
3
HOA fee
$5,700 · Semi-Annually
Annual property taxes
$12,940.05
Subdivision
OAKS
Style
Custom, Traditional
Appliances & Equipment
Bar Fridge · Built-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Electric Water Heater · Microwave · Range Hood · Refrigerator · Washer · Water Filtration System · Water Softener · Wine Refrigerator · Other equipment: Irrigation Equipment
Bathrooms
6 total bathrooms · 5 full bathrooms · 1 half bathroom
Bedrooms
4 total bedrooms
Building
Built in 1985 · Living area: 5087 · Living area units: Square Feet · Building faces West · Levels: One · Construction Materials: Block, Stucco
Community
Buyer Approval Required · Clubhouse · Deed Restrictions · Fitness Center · Gated Community - Guard · Golf · Pool · Special Community Restrictions · Tennis Court(s) · Street Lights
Cooling
Central Air · Zoned
Exterior Features
Patio/Porch Features: Front Porch, Rear Porch · Hurricane Shutters · Lighting · Private Mailbox
Fireplaces
Family Room · Living Room · Primary Bedroom · Wood Burning
Floors
Brick · Ceramic Tile · Parquet
Foundation
Slab
Garage
3 spaces
Heating
Central · Electric · Zoned
Home Owner's Association
Association Fee: $5,700 · Fee Frequency: Semi-Annually · Fee Includes: Guard - 24 Hour, Pool, Management, Private Road, Security · Amenities: Clubhouse, Fitness Center, Gated, Handicap Modified, Pool, Recreation Facilities, Security, Tennis Court(s)
Interior Features
Built-in Features · Ceiling Fans(s) · Chair Rail · Crown Molding · Eat-in Kitchen · High Ceilings · Primary Bedroom Main Floor · Solid Surface Counters · Stone Counters · Thermostat · Walk-In Closet(s) · Wet Bar · Window Treatments
Laundry
Inside · Laundry Room
Lot
0.93 acres · Cul-De-Sac · In County · Landscaped · Paved · Mature Landscaping · Trees/Landscaped
Parking
Circular Driveway · Driveway · Garage Door Opener · Garage Faces Side · Off Street
Pets Policy
Allowed: Yes
Pool
Gunite · In Ground
Property
Water
Roof
Tile
Sewer
Public Sewer
Utilities
BB/HS Internet Available · Cable Available · Electricity Connected · Phone Available · Propane · Public · Sewer Connected · Sprinkler Well · Water Connected · Water Source: Public, Well
Water Features
Lake Front
Windows
Blinds · Drapes · Window Treatments
Elementary school
Laurel Nokomis Elementary
Middle school
Sarasota Middle
High school
Venice Senior High

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About this home

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

Courtesy of DOUGLAS ELLIMAN 941-867-6199

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