5244 Winding Way, SARASOTA, FL 34242
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Priced at Only: $1,250,000
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Address: 5244 Winding Way, SARASOTA, FL 34242
Property Location and Similar Properties
- MLS#: A4669581 ( Residential )
- Street Address: 5244 Winding Way
- Viewed: 50
- Price: $1,250,000
- Price sqft: $595
- Waterfront: No
- Year Built: 1967
- Bldg sqft: 2100
- Bedrooms: 4
- Total Baths: 4
- Full Baths: 4
- Days On Market: 55
- Additional Information
- Geolocation: 27.2751 / -82.5483
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Twin Oak Pond

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DescriptionExpansive 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
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- Property Tax $
- Home Insurance $
- HOA Fees $
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Features
Building and Construction
- Covered Spaces: 0.00
- Exterior Features: French Doors
- Flooring: Ceramic Tile, Vinyl
- Living Area: 2100.00
- Roof: Shingle
Garage and Parking
- Garage Spaces: 3.00
- Open Parking Spaces: 0.00
Eco-Communities
- Pool Features: Gunite, In Ground
- Water Source: Public
Utilities
- Carport Spaces: 0.00
- Cooling: Central Air, Mini-Split Unit(s)
- Heating: Central
- Pets Allowed: Yes
- Sewer: Public Sewer
- Utilities: BB/HS Internet Available, Cable Connected
Finance and Tax Information
- Home Owners Association Fee: 0.00
- Insurance Expense: 0.00
- Net Operating Income: 0.00
- Other Expense: 0.00
- Tax Year: 2025
Other Features
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Country: US
- Interior Features: Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Walk-In Closet(s)
- Legal Description: LOT 9 TWIN OAK POND
- Levels: Two
- Area Major: 34242 - Sarasota/Crescent Beach/Siesta Key
- Occupant Type: Vacant
- Parcel Number: 0082010022
- Views: 50
- Zoning Code: RSF3
- Frank Filippelli, Broker,CDPE,CRS,REALTOR ®
- Southern Realty Ent. Inc.
- Mobile: 407.448.1042
- frank4074481042@gmail.com






















































