IDX

Listed by Steve Abbe · Courtesy of COLDWELL BANKER REALTY · Agent MLS ID# MFR281505166 · Deemed reliable but not guaranteed. · Listing updated: Oct 7, 2026 · 1:24 PM

75 OSPREY POINT DR

Osprey, Sarasota, FL, 34229

Active

$1,595,000

$399/sqft

4Beds
4Baths
4,001Sq Ft
1983Built
106Days on Market

About this home

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.

Facts & Features

MFRA4695145
$1,595,000
Active
4
4
4
0
4,001 sqft
0.7600
1983
Residential
Single Family Residence
Traditional

Community Information

75 OSPREY POINT DR
Oaks
Osprey
Sarasota
FL
34229
No

Amenities

Gated, Security, Vehicle Restrictions
N/A
No
No
Yes

Interior

Ceiling Fans(s), High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s), Solid Wood Cabinets, Crown Molding, Window Treatments, Primary Bedroom Main Floor
Heat Pump, Zoned
Central Air, Zoned
Tile, Carpet
Wood Burning
N/A
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Electric Water Heater, Range, Range Hood, Exhaust Fan, Wine Refrigerator

Exterior

N/A
Block, Stucco
Slab
Concrete, Tile
N/A
In County, Near Golf Course, Private

School Information

Laurel Nokomis Elementary
Sarasota Middle
Venice Senior High

Additional Information

June 11, 2026
106
RE1
South
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. COLDWELL BANKER REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

106 days on market

Listing updated: Oct 7, 2026 · 1:24 PM

Listed by: Steve Abbe · 941-400-3969—COLDWELL BANKER REALTY · 941-383-6411

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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