Steven Koleno

Steven Koleno Consumer-First Real Estate Architect

$1,595,000.00
75 OSPREY POINT DRIVE, OSPREY, FL - 34229
4 beds
4.0 baths
4,001 sqft
$1,595,000.00
75 OSPREY POINT DRIVE, OSPREY, FL - 34229
Steven Koleno
$1,595,000.00
4 beds
4.0 baths
4,001 sqft
75 OSPREY POINT DRIVE, OSPREY, FL - 34229
For Sale
Photo 1
  • Built in 1983
  • 2 garage spaces
  • $398.65/sqft
  • Lot size: 32,983 sqft
  • 71 days on market

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.

  • Directions: Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
  • County: Sarasota
  • Geo subdivision: OAKS

Nearby Schools

Laurel Nokomis Elementary

Sarasota Middle

Venice Senior High

Features

Financial

Let's get in touch!

Steven Koleno

Steven Koleno

Consumer-First Real Estate Architect

See also

For Sale
480 ORISKANY COURT, OSPREY, FL - 34229
$1,500,000.00
3 bds
3.5 ba
3,208 sqft
480 ORISKANY COURT, OSPREY, FL - 34229
For Sale
8889 ENCLAVE COURT, SARASOTA, FL - 34238
$1,460,000.00
3 bds
2.5 ba
3,080 sqft
8889 ENCLAVE COURT, SARASOTA, FL - 34238
For Sale
221 LYCHEE ROAD, NOKOMIS, FL - 34275
$1,650,000.00
5 bds
3.5 ba
4,166 sqft
221 LYCHEE ROAD, NOKOMIS, FL - 34275
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4695145
Listing updated: August 15, 2026 at 2:19PM
Listing provided by: Steve Abbe, COLDWELL BANKER REALTY
Last checked 6 days ago
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