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$1,975,000 - 75 Osprey Point Drive, OSPREY

4
Bedrooms
4
Baths
4,001
SQ. Feet
0.76
Acres

**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**

Essential Information

  • MLS® #:
    A4672439
  • Price:
    $1,975,000
  • Bedrooms:
    4
  • Bathrooms:
    4.00
  • Full Baths:
    4
  • Square Footage:
    4,001
  • Acres:
    0.76
  • Year Built:
    1983
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Traditional
  • Status:
    Active

Community Information

  • Address:
    75 Osprey Point Drive
  • Area:
    Osprey
  • Subdivision:
    OAKS
  • City:
    OSPREY
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34229

Amenities

  • Amenities:
    Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
  • Parking:
    Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Oversized
  • # of Garages:
    2
  • View:
    Park/Greenbelt, Water
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances:
    Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Refrigerator, Washer
  • Heating:
    Central, Electric, Zoned
  • Cooling:
    Zoned
  • Fireplace:
    Yes
  • Fireplaces:
    Electric, Living Room
  • # of Stories:
    1

Exterior

  • Exterior Features:
    French Doors, Hurricane Shutters, Lighting, Rain Gutters
  • Lot Description:
    In County, Oversized Lot, Paved, Private
  • Roof:
    Built-Up, Membrane, Tile
  • Foundation:
    Slab

School Information

  • Elementary:
    Laurel Nokomis Elementary
  • Middle:
    Laurel Nokomis Middle
  • High:
    Venice Senior High

Additional Information

  • Days on Market:
    42
  • Zoning:
    RSF1

Listing Details

  • Listing Office:
    Generous Property

Listing information courtesy of Generous Property.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on December 30th, 2025 at 11:19pm EST.