$1,975,000
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75 Osprey Point Drive, Osprey, FL 34229

4 Beds
4 Baths
4,001 Sq Ft

**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 Americas 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**

  • MLS# A4672439
  • Date Listed11/19/2025
  • Days on Realty 8 Days
  • Bedrooms 4
  • Bathrooms 4 Full baths
  • Lot Size 0.76 acres (32,983 sq. ft)
  • Sewer Public Sewer
  • Subdivision OAKS
  • Property Type Single Family
  • County Sarasota
  • Year Built 1983
  • Water Public
  • Square Feet 4,001 sq. ft
  • Price Per Sq. Ft $493.63

Interior Features

  • Appliances Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Refrigerator, Washer
  • Flooring Ceramic Tile
  • Cooling Zoned
  • Heating Central, Electric, Zoned

Exterior / Lot Features

  • Exterior Lighting, Rain Gutters, Guest House
  • Roof Built-Up, Membrane, Tile
  • Lot Size Acres 0.76
  • Lot Size SQFT 32,983.00
  • Lot Features Paved, Private

Financial Considerations

  • HOA Fee $5,700 Semi-Annually
  • Tax Amount $14,229
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 34229

Source: Walkscore

3/100

Car-Dependent

Walk Score ®

32/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 36/100.

Points of Interest near 75 OSPREY POINT DRIVE, OSPREY, FL 34229

Frequently Asked Questions for 75 OSPREY POINT DRIVE

Source: Realty.com

75 OSPREY POINT DRIVE, OSPREY, FL 34229 is a Single Family 4,001 sq. ft. home listed for sale. Realty.com has 92 photos available of this 4 bed, 4 bath house, listed at $1,975,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 92 photos of 75 OSPREY POINT DRIVE.

Our records indicate that 75 OSPREY POINT DRIVE was built in 1983.

The full address for this home is 75 OSPREY POINT DRIVE, OSPREY, FL 34229.

75 OSPREY POINT DRIVE has been listed on Realty.com since Wed November 19, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 36/100.

There are 3 schools assigned to this home. Check out the schools near 75 OSPREY POINT DRIVE. Gulf Gate Elementary School (Grades: PK - 5), Sarasota Middle School (Grades: 6 - 8), Riverview High School (Grades: 9 - 12)

Listing provided courtesy of: Generous Property (tel: 941-275-9399)
Listing agent: Mark Lyda (#281530555)

This content last refreshed on 2025-11-27 19:42:35. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 75 OSPREY POINT DRIVE, OSPREY, FL 34229 : MLS# A4672439