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Home For Sale
5244 WINDING WAY
Sarasota, Florida 34242
Sarasota CountyCommunity: TWIN OAK POND
$1,250,000
4 br, 4.0 bath
2100 sq. ft.
0.220 acres
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
Interior:
- Bedrooms: 4
- Baths: 4.0
- Sq Ft: 2100
- Year Built: 1967
- Utilities:
- Fireplaces:
- Stories:
- Heat/AC: Central
- Garage: Garage
Exterior:
- Lot Size: 0.220 acre
- Lot Dimensions:
- View Types:
- Yard:
- Siding: Wood Siding
- Roof: Shingle
- Property Taxes: $9,776
- Swimming Pool: Yes
- MLS #: A4669581
Contact Information:
Listing Agent: Justin Shirley, Shirley International Realty, 941-448-4872, 941-448-4872
Listing Site, Listing Status: Active
Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 6755110
Viewed 21 times.
Updated: Oct 24, 2025

