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5239 Winding Way

Sarasota, FL 34242
  • $939,000
  • STATUS: Active
  • ON SITE: 39 Days
  • MLS #: O6278642
$939,000
  • 3
    BEDS
  • 0.21
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,512
    SQFT
  • $621
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1958
County:

School Information

Elementary School:
Middle School:
High School:

Description

Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities from fishing to parasailing.

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© 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2025-03-19T10:47:57.143.
www.pristinepropertiesonline.com/homes/160145963
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5239 Winding Way Sarasota, FL 34242

  • Price: $939,000
  • Status: Active
  • On Site: 39 Days
  • MLS #: O6278642
3
Beds
2
Baths
0
½ Baths
0.21
Acres
1,512
SQFT
$621
$/SQFT
1958
Built
Neighborhood:
Twin Oak Pond
County:
Sarasota
Area:
Sarasota/Crescent Beach/Siesta Key
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property Description
Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities from fishing to parasailing.
Exterior Features

Carport Spaces 2 Carport Yn Yes Construction Materials Wood FrameWood Frame (FSC Certified)Wood Siding Covered Spaces 2 Direction Faces Southeast Exterior Features Awning(s)French DoorsOther Fencing Fenced Foundation Details OtherSlab Parking Features Covered Pool Features GuniteHeatedIn Ground Pool Private Yn Yes Road Surface Type Paved Roof Shingle View GardenTrees/WoodsWater Water Access Yn No Water Extras Yn No Water View Pond Water View Yn Yes Waterfront Features LakePond Waterfront Feet Total 0 Waterfront Yn Yes

Interior Features

Additional Rooms Den/Library/Office Appliances Built-In OvenDishwasherDisposalDryerMicrowaveRangeRange HoodRefrigeratorWasher Building Area Total 1912 Cooling Central Air Cooling YN Yes Fireplace Features ElectricFamily Room Fireplace Yn Yes Flooring Luxury Vinyl Heating Electric Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Crown MoldingHigh CeilingsLiving Room/Dining Room ComboOpen Floorplan Laundry Features InsideLaundry Room Levels One Rooms Living Room Dining Room Primary Bedroom (Built-in Closet) Kitchen Primary Bathroom Bedroom 2 (Built-in Closet) Bathroom 2 Bedroom 3 (Built-in Closet) Laundry Foyer Sewer Public Sewer Water Source Public

Property Features

Additional Lease Restrictions Check with Twin Oak Ponds Association. Approval Process Check with Twin Oak Ponds Association and Sarasota County. Association Approval Required Yn No Association Fee 414 Association Fee Frequency Annually Association Fee Monthly Amount 34.5 Association Fee Requirement Optional Association Yn Yes Cdd Yn No Community Features Deed Restrictions Down Payment Resource No Flood Zone Code AE Garage Yn No Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventionalVA Loan Minimum Lease 1 Month New Construction Yn No Ownership Fee Simple Pets Allowed Yes Property Sub Type Single Family Residence Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Twin Oak Pond Tax Annual Amount 10388.47 Total Annual Fees 414 Total Monthly Fees 34.5 Utilities BB/HS Internet AvailableCable AvailableCable ConnectedElectricity AvailableElectricity ConnectedSewer ConnectedWater AvailableWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF3


Listing information © 2025 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of BALDWIN PARK REALTY LLC: 407-986-9800.



© 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2025-03-19T10:47:57.143.
 
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