75 OSPREY POINT DRIVE, Osprey, FL 34229

• 4 beds |
• 4 baths |
• 4,001 sqft

Property Description

**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**

Listing Status:

Active

Date Added:

November 19, 2025 at 06:00AM

Listing Office:

GENEROUS PROPERTY : 941-275-9399

Listing Agent:

Mark Lyda : 941-586-2670

MLS ID:

A4672439

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Crown MoldingEat-in KitchenHigh CeilingsSolid Wood CabinetsThermostatVaulted Ceiling(s)Walk-In Closet(s)
• Rooms: AtticInterior In-Law Suite
• Appliances: DishwasherDisposalDryerElectric Water HeaterFreezerMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: Ceramic Tile
• A/C: Zoned
• Heating: CentralElectricZoned
• Fireplace: ElectricLiving RoomFireplace

Exterior

• General: French DoorsHurricane ShuttersLightingRain Gutters
• Style: Traditional
• Other Structures: Guest House
• Pool: Chlorine FreeGuniteHeatedIn GroundOtherSelf Cleaning
• Parking: Circular DrivewayDrivewayGarage Door OpenerGarage Faces SideGuestOff StreetOversized

Construction

• Roofing: Built-UpMembraneTile
• Windows: Skylight(s)
• General: ConcreteStuccoOneSlab

Location

• Road/Access: AsphaltPaved
• HOA Amenities: Basketball CourtClubhouseFence RestrictionsFitness CenterGatedGolf CoursePickleball Court(s)PlaygroundPoolRecreation FacilitiesSecurityTennis Court(s)Vehicle RestrictionsGuard - 24 HourCommon Area TaxesPoolManagementPrivate RoadRecreational FacilitiesSecurity5700.0Semi-Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1LOTS 140 & 141 OAKS0142050014
• View: Park/GreenbeltWater
• Fencing: Masonry

Utilities

• Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple

This listing courtesy of Mark Lyda, GENEROUS PROPERTY