75 Osprey Point Drive, OSPREY, FL

$1,595,000

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4

Beds

4

Baths

4,001

Square feet

0.76

Acres

About 75 Osprey Point Drive

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

Features of 75 Osprey Point Drive

MLS® # A4695145
Price $1,595,000
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
Property Taxes 14,636.00
Total Annual Fees 11400.00
Pet Allowed Dogs OK, Yes
Pet Size Limit Extra Large (101+ Lbs.)
Minimum Lease 1-2 Years

Community Information

Address 75 Osprey Point Drive
Area Osprey
Subdivision OAKS
City OSPREY
County Sarasota
State FL
Zip Code 34229-9246

Amenities

Amenities Gated, Security, Vehicle Restrictions
Parking Circular Driveway, Garage Faces Side
# of Garages 2
View Trees/Woods, Water
Is Waterfront No
Waterfront Waterfront
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Appliances Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Heat Pump, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Wood Burning

Exterior

Exterior Features Irrigation System
Lot Description In County, Near Golf Course
Roof Concrete, Tile
Foundation Slab

School Information

Elementary Laurel Nokomis Elementary
Middle Sarasota Middle
High Venice Senior High

Additional Information

Date Listed June 11th, 2026
Days on Market 81
Zoning RE1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOLDWELL BANKER REALTY

Listing Map

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