101 OSPREY POINT DR, OSPREY, FL, 34229
$4,790,000
Residential
|
Bedrooms
4
|
Bathrooms
6
|
Living Area
5,087 Sqft
|
Lot Size
40,593 Sqft
|
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.
Property Details
| Property Features | Property Features | |||
|---|---|---|---|---|
| MLS ID: | MFRA4694716 | Year Built: | 1985 | |
| Appliances: | Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator | Architectural Style: | Custom, Traditional | |
| Association Amenities: | Clubhouse, Fitness Center, Gated, Handicap Modified, Pool, Recreation Facilities, Security, Tennis Court(s) | Association Fee Includes: | Guard - 24 Hour, Pool, Management, Private Road, Security | |
| Community Features: | Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s), Street Lights | Construction Materials: | Block, Stucco | |
| Cooling: | Central Air, Zoned | Country: | US | |
| County Or Parish: | Sarasota | Direction Faces: | West | |
| Exterior Features: | French Doors, Hurricane Shutters, Lighting, Private Mailbox | Fireplace Features: | Family Room, Living Room, Other, Primary Bedroom, Wood Burning | |
| Flooring: | Brick, Ceramic Tile, Parquet | Foundation Details: | Slab | |
| Furnished: | Unfurnished | Heating: | Central, Electric, Zoned | |
| Laundry Features: | Inside, Laundry Room | Levels: | One | |
| Listing Agreement: | Exclusive Right To Sell | Listing Terms: | Cash, Conventional | |
| Lot Features: | Cul-De-Sac, In County, Landscaped, Paved | Occupant Type: | Owner | |
| Other Equipment: | Irrigation Equipment | Parking Features: | Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street | |
| Patio And Porch Features: | Front Porch, Rear Porch | Pets Allowed: | Yes | |
| Pool Features: | Gunite, In Ground | Property Sub Type: | Single Family Residence | |
| Property Type: | Residential | Road Surface Type: | Asphalt, Paved | |
| Roof: | Tile | Security Features: | Gated Community, Security System Owned, Smoke Detector(s) | |
| Sewer: | Public Sewer | Showing Requirements: | 24 Hour Notice, Appointment Only, Listing Agent Must Accompany, ShowingTime | |
| Spa Features: | In Ground | Special Listing Conditions: | None | |
| Standard Status: | Active | State Or Province: | FL | |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Propane, Public, Sewer Connected, Sprinkler Well, Water Connected | Vegetation: | Mature Landscaping, Trees/Landscaped | |
| View: | Water | Water Source: | Public, Well | |
| Waterfront Features: | Lake Front | Window Features: | Blinds, Drapes, Window Treatments | |
| Rooms | Rooms | |||
|---|---|---|---|---|
| Dining Room: | 15x25 ft | Family Room: | 20x20 ft | |
| Kitchen: | 16x23 ft | Bedroom 4: | 12x10 ft | |
| Library: | 20x26 ft | Bedroom 2: | 15x12 ft | |
| Bedroom 3: | 13x13 ft | Primary Bedroom: | 25x22 ft | |
| Primary Bathroom: | Living Room: | |||
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