


75 OSPREY POINT DRIVEOSPREY, FL 34229
Single Family · 4 Beds · 4 Full Baths · 4,001 Sq. ft. | 0.76 Acres75 OSPREY POINT DRIVE Overview
- Time on Site:
- 19 days
- Visits:
- 0
Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.
75 OSPREY POINT DRIVE Facts & Features
- Type Single Family
- Sq. ft. 4,001
- Price/Sq.ft. $412
- Lot 0.76 Acres
Details
General
Association/HOA
- Association Amenities: Gated,Security,Vehicle Restrictions
- Association Fee: 5700
- Association Fee Frequency: Semi-Annually
- Association Fee Includes: Guard - 24 Hour,Common Area Taxes,Escrow Reserves Fund,Fidelity Bond,Management,Private Road,Security
- Association Name: Access Management/Hope Root
- Association: Yes
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle Or Junior School: Sarasota Middle
- High School: Venice Senior High
Building Information
- Builder Name: Bo MacEwen
- New Construction: No
- Year Built: 1983
Location/Region
- Country: US
- County Or Parish: Sarasota
- MLS Area Major: 34229 - Osprey
- Subdivision Name: OAKS
- Township: 38
Community/Development
- Community Features: Deed Restrictions,Golf,Irrigation-Reclaimed Water
Tax Information
- Tax Annual Amount: 14635.87
- Tax Year: 2025
General Information
- Furnished: Unfurnished
- Listing Terms: Cash,Conventional
- Ownership: Fee Simple
- Parcel Number: 0142050014
- Pets Allowed: Dogs OK,Yes
- Property Sub Type: Single Family Residence
- Property Type: Residential
- Senior Community: No
- Special Listing Conditions: None
- Zoning: RE1
Interior
Parking Information
- Garage Spaces: 2
- Garage: Yes
Beds/Baths
- Bathrooms Full: 4
- Bathrooms Half: 0
- Bathrooms Total: 4
- Bedrooms Total: 4
Building Interior
- Building Area Source: Public Records
- Building Area Total: 5028
- Building Area Units: Square Feet
General Information
- Appliances: Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Range,Range Hood,Refrigerator,Washer,Wine Refrigerator
- Cooling: Central Air,Zoned
- Fireplace Features: Gas
- Fireplace: Yes
- Flooring: Carpet,Tile
- Foundation Details: Slab
- Heating: Heat Pump,Zoned
- Interior Features: Ceiling Fans(s),Crown Molding,High Ceilings,Primary Bedroom Main Floor,Solid Wood Cabinets,Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments
- Laundry Features: Inside,Laundry Room
- Levels: One
- Living Area: 4001
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Other Equipment: Irrigation Equipment
- Security Features: Security System,Security System Owned,Smoke Detector(s)
- Spa: No
- Window Features: Blinds,Drapes,Insulated Windows,Rods,Window Treatments
Exterior
Parking Information
- Parking Features: Circular Driveway,Garage Faces Side
Lot Information
- Additional Parcels Description: 0
- Additional Parcels: Yes
- Lot Features: In County,Near Golf Course,Private
- Lot Size Acres: 0.76
- Lot Size Dimensions: 260x130
- Lot Size Square Feet: 32983
- Road Surface Type: Paved
- Vegetation: Bamboo,Mature Landscaping,Oak Trees,Trees/Landscaped,Wooded
- Water Source: Public
Waterfront/View
- View: Trees/Woods,Water
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Traditional
- Attached Garage: Yes
- Construction Materials: Block,Stucco
- Direction Faces: South
- Patio And Porch Features: Patio
- Roof: Concrete,Tile
General Information
- Carport: No
- Other Structures: Guest House
- Pool Features: In Ground
- Pool Private: Yes
- Sewer: Public Sewer
- Utilities: BB/HS Internet Available,Cable Connected
Room Information
Room: Bedroom 2
- Level: First
- Dimensions: 13x16
- Length: 16
- Width: 13
Room: Bedroom 3
- Level: First
- Dimensions: 11x11
- Length: 11
- Width: 11
Room: Dining Room
- Level: First
- Dimensions: 29x40
- Length: 40
- Width: 29
Room: Foyer
- Level: First
- Dimensions: 12x18
- Length: 18
- Width: 12
Room: Great Room
- Level: First
- Dimensions: 22x45
- Length: 45
- Width: 22
Room: Kitchen
- Level: First
- Dimensions: 9x15
- Length: 15
- Width: 9
Room: Laundry
- Level: First
- Dimensions: 13x8
- Length: 8
- Width: 13
Room: Primary Bedroom
- Level: First
- Dimensions: 14x16
- Length: 16
- Width: 14
Room: Studio
- Level: First
- Dimensions: 12x20
- Length: 20
- Width: 12
75 OSPREY POINT DRIVE Neighborhood
Community
34229 (OSPREY) Demographics
Schools
School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.75 OSPREY POINT DRIVE Monthly Cost

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- HomeServices Insurance
- 904-254-6309
- Contact
75 OSPREY POINT DRIVE Market Data
Based on the last 30 days in this zip code
75 OSPREY POINT DRIVE History
| Date | Value | Agent |
|---|---|---|
| 6/11/2026Source: My Florida Regional MLS | June 11, 2026 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |











































































