5244 Winding Way, Siesta Key, FL 34242

$1,125,000
4
BD
4
BA
2,100
SqFt

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Sold Price
$1,125,000
List Price
$1,250,000
Status
SOLD
MLS#
A4669581
Closing Date
Feb 09, 2026
Bedrooms
4
Bathrooms
4
Living Area
2,100
Subdivision
Twin Oak Pond

Property Description

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

Additional Information

Year Built
1967
Construction
Wood Siding
Living Area
2,100
Acres
0.22
Interior Features
Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Walk-In Closet(s)
Cooling
Central Air, Mini-Split Unit(s)
Heating
Central
Garage Spaces
3
Garage Description
3 Car Garage
Exterior Features
French Doors
Sewer
Public Sewer
Pool Description
Gunite, In Ground
Pets
Yes

Listing courtesy of SHIRLEY INTERNATIONAL REALTY. Selling Office: PROPERTY LIONS REALTY, INC.

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