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5244 WINDING WAY , Sarasota, FL 34242


Sold For: 1125000

Sold on: Feb 9th, 2026
$ Per Square Foot: Not Available
Beds: 4
Baths: 4 full
Days on Market: 109

Comments for 5244 WINDING WAY , Sarasota, FL 34242

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

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer Pets Allowed: Yes
Cooling: Central Air, Mini-Split Unit(s) Pool: Gunite, In Ground
Days on Market: 109 Property Sub-Type: Single Family Residence
Exterior: Wood Siding Roof Type: Shingle
Exterior Features: French Doors Special Sale Provisions: None
Garage: 3 Stories: 2.0
Heating: Central Swimming Pool: Yes
HOA Y/N: Yes Taxes: $9,776
Interior Features: Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Walk-In Closet(s) Utilities: BB/HS Internet Available, Cable Connected
Lot Dimensions: 0.22 Water Access: No
Lot Size: 0.22 Acres Year Built: 1967

Listed By

Agency Name: SHIRLEY INTERNATIONAL REALTY
Agency Phone: 941-448-4872

Shown By

Agency Title: Wagner Realty
Agency Phone: 941.727.2800

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