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$1,125,000 Sold Feb 9, 2026
Listed at $1,250,000

5244 Winding Way, Sarasota, FL 34242

MLS# A4669581 • Single Family Residence • TWIN OAK POND
4
Beds
4
Baths
2,100
Sq Ft
0.22 ac
Lot
1967
Built
3
Garage
77
Days to Sell

About This Home

Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

Features

Pool

Virtual Tour

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Sale Info

Closed Feb 9, 2026 at $1,125,000

Location

Lauralyn Kazimir
Lauralyn “Laurie” Kazimir
Licensed Real Estate Broker
Christian Kazimir
Christian Kazimir
Broker Associate
Call (941) 500-2048
Listing information © 2026 Stellar MLS as distributed by MLS GRID. Listing provided by Justin Shirley, SHIRLEY INTERNATIONAL REALTY. Information deemed reliable but not guaranteed and should be independently verified.

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