Steven Koleno

Steven Koleno Consumer-First Real Estate Architect

$2,399,000.00
49 OSPREY POINT DRIVE, OSPREY, FL - 34229
4 beds
3.5 baths
3,953 sqft
$2,399,000.00
49 OSPREY POINT DRIVE, OSPREY, FL - 34229
Steven Koleno
$2,399,000.00
4 beds
3.5 baths
3,953 sqft
49 OSPREY POINT DRIVE, OSPREY, FL - 34229
For Sale
Photo 1
  • Built in 1989
  • 2 garage spaces
  • $606.88/sqft
  • Lot size: 17,230 sqft
  • 280 days on market

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

  • Directions: From US 41 go South to Osprey Point Drive. West on Osprey point drive, show gate guard your card. 49 Osprey Point is on the 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
5207 SAND LAKE COURT, SARASOTA, FL - 34238
$2,450,000.00
5 bds
4.5 ba
5,653 sqft
5207 SAND LAKE COURT, SARASOTA, FL - 34238
For Sale
180 LOOKOUT POINT DRIVE, OSPREY, FL - 34229
$2,199,900.00
5 bds
3.5 ba
3,236 sqft
180 LOOKOUT POINT DRIVE, OSPREY, FL - 34229
For Sale
7345 PINE NEEDLE ROAD, SARASOTA, FL - 34242
$2,350,000.00
4 bds
4.0 ba
2,977 sqft
7345 PINE NEEDLE ROAD, SARASOTA, FL - 34242
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4671762
Listing updated: May 19, 2026 at 4:32PM
Listing provided by: Jonathan Abrams, PLLC, MICHAEL SAUNDERS & COMPANY
Last checked 1 month ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.