5244 Winding Way, Sarasota, 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
Days on Market
77
Closing Date
Feb 09, 2026
MLS#
A4669581
Property Style
Single Family
Year Built
1967
Bedrooms
4
Bathrooms
4
Living Area
2,100
Lot Size
9,664
Acres
0.22
Total Acreage
0 to less than 1/4
Legal Subdivision Name
Twin Oak Pond
Community Name
Twin Oak Pond
MLS Area Major
Sarasota/Crescent Beach/Siesta Key

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

Taxes
$9776
Minimum Lease
1 Month
HOA Payment Schedule
Annually
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
RSF3
Interior Layout
Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Walk-In Closet(s)
Interior Features
Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Walk-In Closet(s)
Floor
Ceramic Tile, Vinyl
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Utilities
BB/HS Internet Available, Cable Connected
Heating
Central
Air Conditioning
Central Air, Mini-Split Unit(s)
Exterior Construction
Wood Siding
Exterior Features
French Doors
Roof
Shingle
Foundation
Crawlspace
Pool
Private
Pool Type
Gunite, In Ground
Garage Carport
3 Car Garage
Garage Spaces
3
Garage Dimensions
17x30
Pets
Allowed
Flood Zone Code
AE
Parcel ID
0082010022
Legal Description
LOT 9 TWIN OAK POND

Listing courtesy of SHIRLEY INTERNATIONAL REALTY. 941-448-4872

Selling Office: PROPERTY LIONS REALTY, INC.

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