**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE

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Home For Sale

75 OSPREY POINT DRIVE

Osprey, Florida 34229

Sarasota County

Community: OAKS

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$1,975,000 4 br, 4.0 bath 4001 sq. ft. 0.760 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**

Interior:
  • Bedrooms: 4
  • Baths: 4.0
  • Sq Ft: 4001
  • Year Built: 1983
  • Utilities: 
  • Fireplaces: Has Fireplace
  • Stories: 
  • Heat/AC: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • Garage: Driveway, Garage, Garage - Attached, Guest, Off Street, Oversized
Exterior:
  • Lot Size: 0.760 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: Concrete, Stucco
  • Roof: Built-Up, Membrane, Tile
  • Property Taxes: $14,229
  • Yearly HOA Fee: $11,400
  • Swimming Pool: Yes
  • MLS #: A4672439
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Contact Information:
Beach Home For Sale in Osprey, Florida
Listing Agent: Mark Lyda, Generous Property, 941-275-9399, 941-275-9399 Listing Site, Listing Status: Active
Copyright © 2025 Sarasota Association of Realtors®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 6853409
Viewed 19 times.
Updated: Nov 19, 2025

This property is a Home located at 75 OSPREY POINT DRIVE, Osprey, Florida 34229, and is currently For Sale at $1,975,000. This Home has 4 bedrooms, 4.0 baths, 4001 sq ft.