3427 Winding Oaks Drive Unit 14
Longboat Key, FL 34228
- 3 beds
- 3 baths
- 2,555 sqft
- $467 per sqft
- 1988 build
- – on site
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Experience the pinnacle of waterfront luxury in this meticulously updated 3-bedroom, 3-bath villa overlooking the Blue Heron Harbourside Golf Course in the exclusive Winding Oaks community on Longboat Key. Combining the privacy of a single-family home with maintenance-free living, this residence offers panoramic water and Blue 5th-hole views in a sophisticated modern setting. The open floor plan features soaring ceilings, wide-plank tile flooring, and seamless indoor-outdoor flow. Highlights include a remodeled kitchen with Italian white-lacquer cabinetry, stone countertops, and high-end appliances, plus a spacious living room with a custom gas fireplace and floor-to-ceiling sliders that lead to the expansive screened lanai. A private courtyard with a heated pool and inground hot tub adds to the retreat-like ambiance. The luxurious master suite boasts serene water views, a spa-inspired bath, and a walk-in closet. Two additional en-suite bedrooms provide versatility for guests or a home office. Ownership includes access to the exclusive Bay Isles Beach Club, offering pristine white sands, a private pavilion, barbecue grills, volleyball courts, shaded picnic areas, and modern facilities. The Winding Oaks community features a recently updated pool, walking trails, and a gated, maintenance-free lifestyle, all minutes from St. Armands Circle and downtown Sarasota.
Last checked:
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Last updated Mar 10, 2025
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MLS# A4633113 —
The Building
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Year Built:1988
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New Construction:false
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Construction Materials:HardiPlank Type
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Building Elevator:false
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Levels:One
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Stories Total:1
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Roof:Tile
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Foundation Details:Slab
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Patio And Porch Features:Covered
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Floor Number:1
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Unit Number:14
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Building Area Total:3270
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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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Furnished:Unfurnished
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Flooring:Luxury Vinyl
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Fireplace:true
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Fireplace Features:Gas
Room Dimensions
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Living Area:2555
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Living Area Units:Square Feet
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Living Area Source:Public Records
Location
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Directions:St. Armands, travel north on Gulf of Mexico Drive to Bay Isles Parkway. Turn right into Bay Isles, go to gatehouse, continue to Winding Oaks on right.
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Latitude:27.377941
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Longitude:-82.622785
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Coordinates:-82.622785, 27.377941
The Property
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Parcel Number:0004121014
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Property Type:Residential
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Property Subtype:Condominium
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Property Condition:Completed
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Total Acres:Non-Applicable
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Zoning:MUC1
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Direction Faces:West
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View:Golf Course
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View:true
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Exterior Features:Awning(s)
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Vegetation:Mature Landscaping
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Water Source:Public
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Road Responsibility:Private Maintained Road
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Road Surface Type:Paved
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Flood Zone Code:AE
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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:
- (941) 376-5311
- Office phone:
- (941) 383-6411
Taxes
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Tax Year:2024
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Tax Lot:14
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Tax Legal Description:UNIT 14 WINDING OAKS
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Tax Book Number:27-27
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Tax Annual Amount:13020.32
Beds
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Bedrooms Total:3
Baths
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Total Baths:3
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Total Baths:3
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Full Baths:3
The Listing
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Special Listing Conditions:None
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Home Warranty:false
Heating & Cooling
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Heating:Central
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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:Electricity Connected
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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:Southside Elementary
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Middle Or Junior School:Pine View School
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High School:Booker High
The Community
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Subdivision Name:WINDING OAKS
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Senior Community:false
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Community Features:Buyer Approval Required
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Waterview:Lake
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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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Spa:true
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Spa Features:Heated
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Pool Private:true
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Pool Features:In Ground
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Pets Allowed:Yes
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Pet Restrictions:See Documents
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# of Pets:2
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Max Pet Weight:100
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Association Amenities:Maintenance
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Association:true
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Association Fee Frequency:Quarterly
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Association Fee Includes:24-Hour Guard
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Association Fee Requirement:Required
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Association Fee 2:1855
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Association Fee 2 Frequency:Annually
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Condo Fees:6271
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Condo Fees Term:Quarterly
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Monthly Condo Fee Amount:2090
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Ownership:Fee Simple
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Association Approval Required:true
Parking
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Garage:true
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Attached Garage:true
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Garage Spaces:2
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Carport:false
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Covered Spaces:2
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Parking Features:Garage Door Opener
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.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/10/25
Mar 10, 2025
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Sold | STELLAR_MLS | $1,195,000 | |
1/29/25
Jan 29, 2025
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Pending | STELLAR_MLS | $1,195,000 | |
1/6/25
Jan 6, 2025
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Relisted | STELLAR_MLS | $1,195,000 |