About 75 OSPREY POINT DRIVE, Osprey, Florida, 34229
**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**
Additional Rooms : Attic, Interior In-Law Suite
Utilities : BB/HS Internet Available
Water Access : 1
Sewer : Public Sewer
Parking Features : French Doors
Garage On Property : Yes.
Garage Spaces: 2
Exterior Features : French Doors
Lot Features : In County
Road Surface Type : Asphalt
Roof : Built-Up
Property Condition : Completed
Zoning : RSF1
Heating : Central
Cooling : Zoned
Construction Materials : Concrete
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Dishwasher
Window Features : Skylight(s)
Flooring : Ceramic Tile
Additional Rooms : Attic, Interior In-Law Suite
Utilities : BB/HS Internet Available
Water Access : 1
Sewer : Public Sewer
Parking Features : French Doors
Garage On Property : Yes.
Garage Spaces: 2
Exterior Features : French Doors
Lot Features : In County
Road Surface Type : Asphalt
Roof : Built-Up
Property Condition : Completed
Zoning : RSF1
Heating : Central
Cooling : Zoned
Construction Materials : Concrete
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Dishwasher
Window Features : Skylight(s)
Flooring : Ceramic Tile

Street Address: 75 OSPREY POINT DRIVE
City: Osprey
State: Florida
Postal Code: 34229
County: Sarasota
Directions: US41 TO WEST ONTO OSPREY POINT DR. (D/L / REALTOR CREDENTIALS REQUIRED AT GATE). PROCEED THROUGH ENTRY GATE AND ARRIVE AT PROPERTY ON RIGHT.

Property Information :
Listing Status: Active
Size: 4,001 Sqft
Lot Size: 0.76 Acres
MLS #: A4672439
Bedrooms: 4 bd
Bathrooms: 4 ba
Price: $1,975,000
Tax Amount: 14228.54
Construction Status: Built in 1983
Last Modified : Jan 2 2026 1:51AM
Amenities :
Fireplace

Courtesy of: Mark Lyda, GENEROUS PROPERTY (MLS# 281521591)
Source MLS: StellarMLS