5239 Winding Way
SARASOTA, FL 34242
- 3 beds
- 2 baths
- 1,512 sqft
- 9,100 sqft lot
- $621 per sqft
- 1958 build
- – on site
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. <br></br> <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://tour.pinnaclerealestatemarketing.com/5239-Winding-Way-1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>
Last checked:
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Checking…
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Last updated Feb 8, 2025
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MLS# O6278642 —
The Building
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Year Built:1958
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New Construction:false
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Construction Materials:Wood Frame
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Levels:One
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Roof:Shingle
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Foundation Details:Other
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Building Area Total:1912
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Building Area Units:Square Feet
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Building Area Source:Public Records
Interior
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Interior Features:Built-in Features
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Flooring:Luxury Vinyl
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Additional Rooms:Den/Library/Office
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Fireplace:true
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Fireplace Features:Electric
Room Dimensions
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Living Area:1512
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Living Area Units:Square Feet
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Living Area Source:Public Records
Location
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Directions:Siesta Dr. to Higel Ave. Left on Mangrove Point Rd to Midnight Pass Rd. Right on Winding Way to home.
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Latitude:27.275499
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Longitude:-82.548966
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Coordinates:-82.548966, 27.275499
The Property
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Parcel Number:0082010056
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size Acres:0.21
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Lot Size Area:9100
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Lot Size SqFt:9100
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Lot Size Units:Square Feet
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Total Acres:0 to less than 1/4
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Zoning:RSF3
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Direction Faces:Southeast
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View:Garden
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View:true
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Exterior Features:Awning(s)
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Fencing:Fenced
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Vegetation:Mature Landscaping
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Water Source:Public
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Road Surface Type:Paved
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Flood Zone Code:AE
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Flood Zone Panel:12115C0143F
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Additional Parcels:false
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Homestead:false
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Lease Restrictions:true
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Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (321) 231-1068
- Office phone:
- (407) 986-9800
Taxes
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Tax Year:2024
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Tax Lot:41
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Tax Legal Description:LOT 41 TWIN OAK POND
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Tax Book Number:8-35
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Tax Annual Amount:10388.47
Beds
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Bedrooms Total:3
Baths
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Total Baths:2
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Total Baths:2
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Full Baths:2
The Listing
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Virtual Tour URL Unbranded:https://www.propertypanorama.com/instaview/stellar/O6278642
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Special Listing Conditions:None
Heating & Cooling
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Heating:Electric
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Heating:true
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Cooling:Central Air
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Cooling:true
Utilities
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Utilities:BB/HS Internet Available
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Sewer:Public Sewer
Appliances
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Appliances:Built-In Oven
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Laundry Features:Inside
Schools
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Elementary School:Phillippi Shores Elementary
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Middle Or Junior School:Brookside Middle
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High School:Sarasota High
The Community
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Subdivision Name:TWIN OAK POND
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Senior Community:false
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Community Features:Deed Restrictions
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Waterview:Pond
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Waterview:true
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Water Access:false
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Waterfront:true
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Waterfront Features:Lake
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Pool Private:true
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Pool Features:Gunite
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Pets Allowed:Yes
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Association:true
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Association Fee:414
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Association Fee Frequency:Annually
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Association Fee Requirement:Optional
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Monthly HOA Amount:34.5
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Ownership:Fee Simple
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Association Approval Required:false
Parking
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Garage:false
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Carport:true
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Carport Spaces:2
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Covered Spaces:2
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Parking Features:Covered
Monthly cost estimate

Asking price
$939,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$5,028
|
Taxes | $865 |
Insurance | $258 |
HOA fees | $35 |
Utilities | $147 See report |
Total | $6,333/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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2/7/25
Feb 7, 2025
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Relisted | STELLAR_MLS | $939,000 | 43.2% (7.0% / YR) |
2/13/24
Feb 13, 2024
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Pending | STELLAR_MLS | ||
1/19/24
Jan 19, 2024
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Listed / Active | STELLAR_MLS |