Properties

Property Description

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
: In Ground
: Heat Pump, Zoned
: Central Air, Zoned
: Water, Trees/woods
: Yes, Dogs Ok
: Patio
: Unfurnished
: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Exhaust Fan, Range Hood, Wine Refrigerator
: Golf, Deed Restrictions, Irrigation-Reclaimed Water, Dock, Waterfront
: Irrigation System
: Gas
: Carpet, Tile
2
: Window Treatments, Walk-in Closet(s), Vaulted Ceiling(s), Crown Molding, Solid Wood Cabinets, Ceiling Fan(s), Primary Bedroom Main Floor, High Ceilings
: Laundry Room, Inside
: In County, Near Golf Course
: Circular Driveway, Garage Faces Side
: Tile, Concrete
: Smoke Detector(s), Security System, Security System Owned
: Public Sewer
: Cable Connected, Bb/hs Internet Available
: Waterfront
Address Map
FL
Sarasota
OSPREY
34229
75 OSPREY POINT DRIVE
1
W83° 30' 15.3''
N27° 12' 28.7''
South
Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
OAKS
MLS Addon
: Traditional
: Gated, Security, Vehicle Restrictions
$5,700
Semi-annually
: Common Area Taxes, Manager, Private Road, Escrow Reserves Fund, 24-Hour Guard, Security, Fidelity Bond
: Block, Stucco
0
Laurel Nokomis Elementary
: Slab
Venice Senior High
: One
281505166
231502433
: Cash, Conventional
Sarasota Middle
: Guest House
: Private Road
: No
$14,636
2025
: Public
RE1

Residential For Sale

75 OSPREY POINT DRIVE, OSPREY, Florida 34229

4 Bedrooms
4 Bathrooms
4,001 Sqft
Visits : 1 in 1 days
$1,649,000
Listing ID #A4695145
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : A4695145
Status : Active
Brokerage Name : COLDWELL BANKER REALTY
Agent Name : Steve Abbe
Bathrooms Total : 4
Price : $1,649,000
Bedrooms : 4
Rooms : 9
Bathrooms : 4
Square Footage : 4,001 Sqft
Year Built : 1983
Lot Size : 0.76 Acre
Building Area : 5,028 Sqft
Property SubType : Single Family Residence
Agent info
Gulf Sands Realty
Contact Agent

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Gulf Sands Realtors

Steve Foster

Stevefosterhomes14@gmail.com

Magdalena Carr

Mcarr.FloridaHomes@hotmail.com

Kristen Silver

kristengulfsandsrealty@gmail.com

Karen Macdonald

Floridahousedream@gmail.com