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3427 Winding Oaks Drive 14
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PRICED AT ONLY: $1,150,000

Address: 3427 Winding Oaks Drive 14, LONGBOAT KEY, FL 34228

Description

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three bedroom villa offers an easy, elevated way to enjoy Sarasotas coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single family home with the simplicity of maintenance free ownershipideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide plank tile floors create a light, welcoming feel, while floor to ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white lacquer cabinetry, stone countertops, and premium appliancesperfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa like bath, and a generous walk in closet. Two additional en suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the areawhile always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.

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  • MLS#: A4686623 ( Residential )
  • Street Address: 3427 Winding Oaks Drive 14
  • Viewed: 4
  • Price: $1,150,000
  • Price sqft: $352
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Lake Front,Pond
  • Year Built: 1988
  • Bldg sqft: 3270
  • Bedrooms: 3
  • Total Baths: 3
  • Full Baths: 3
  • Garage / Parking Spaces: 2
  • Days On Market: 6

Description

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three bedroom villa offers an easy, elevated way to enjoy Sarasotas coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single family home with the simplicity of maintenance free ownershipideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide plank tile floors create a light, welcoming feel, while floor to ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white lacquer cabinetry, stone countertops, and premium appliancesperfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa like bath, and a generous walk in closet. Two additional en suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the areawhile always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.
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Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Awning(s), Lighting, Sliding Doors
  • Flooring: Luxury Vinyl, Tile
  • Living Area: 2555.00
  • Roof: Tile
Property Information
  • Property Condition: Completed
School Information
  • School Elementary: Southside Elementary
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Deeded, Driveway, Garage Door Opener
Eco-Communities
  • Pool Features: Gunite, Heated, In Ground
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central, Electric, Natural Gas
  • Pets Allowed: Cats OK, Dogs OK, Number Limit, Yes
  • Sewer: Public Sewer
  • Utilities: Electricity Connected, Natural Gas Available, Sewer Connected, Underground Utilities, Water Connected
Amenities
  • Association Amenities: Maintenance, Pool, Spa/Hot Tub, Tennis Court(s)
Finance and Tax Information
  • Home Owners Association Fee Includes: Guard - 24 Hour, Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Management, Pest Control, Private Road, Security
  • 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: Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Association Name: Winding Oaks/Neil Fleet
  • Association Phone: 941-383-3200
  • Country: US
  • Furnished: Turnkey
  • Interior Features: Built-in Features, Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Legal Description: UNIT 14 WINDING OAKS
  • Levels: One
  • Area Major: 34228 - Longboat Key
  • Occupant Type: Vacant
  • Parcel Number: 0004121014
  • Style: Coastal
  • Unit Number: 14
  • View: Golf Course, Water
  • Zoning Code: MUC1
Nearby Subdivisions
Arbomar Apts   Aria Longboat Key   Bay Harbour Apts   Bayport   Bayport Bch Ten Ph D   Bayport Bch Ten Ph E   Beach Harbor Club   Beaches Of Longboat Key   Beaches Of Longboat Key Ph1   Beachplace 1   Beachplace I   Beachplace Ii   Beachplace Iii   Buttonwood Cove   Casa Del Mar   Cedars East Sec 2   Cedars East Sec 3   Cedars West Of Longboat Inc   Club Longboat Beach Tennis   Coreys Landing   Covert Ii   En Provence   Fairway Bay   Fairway Bay 1   Fairway Bay 2 Ph 2 3   Fairway Bay 3   Grand Bay 1   Grand Bay 2   Grand Bay 3   Grand Bay 4   Grand Bay 5   Grand Bay 6   Harbor Oaks Ph I Ii   Harbour Villa Club At The Bucc   Inn On The Beach Ph I   Inn On The Beach Ph Ii   Inn On The Beach Ph Iii   Islander Club Of Longboat   L Ambiance 1   L Ambiance At Longboat Key Clu   La Firenza   Longbeach   Longbeach Condominius   Longboat Arms   Longboat Beach House   Longboat Harbour   Longboat Harbour Towers   Longboat Key Casa Del Mar   Longboat Key Towers   Longboat Landing   Longboat Sandpipers   Mccalls Beach Castle   Neptune On Longboat Key   Northgate Of Longboat Key   Pelican Harbour Beach Club   Pierre   Players Club I   Players Club Iii   Players Club Iv   Portobello   Positano   Privateer North   Privateer South   Saint Judes Apts   Sanctuary Ii   Sanctuary Iii   Sanctuary Iv   Sand Cay   Sands Point   Sea Gate Club   Sea Pines   Seagrape Inn   Seaplace   Seaplace I   Seaplace Ii   Seaplace Iii   Seaplace Iv   Seaplace Vi   Seaside Of Longboat   Spanish Main Yacht Club   Spanish Main Yacht Club Condo   St. Regis Longboat Key   Sunset Beach   Sutton Place   Tangerine Bay Club   The Banyan Bay Club   The Grande At Longboat Key   The Shore   Turtle Crawl Sec 36 Township 3   Villa Di Lancia   Villa Di Lancia Ph 1   Villa Dos Palmas   Water Club 01 At Longboat Key   Water Club At Longboat Key   Water Club Iilongboat Key   Westchester   Westchester Apts   Whitney Beach   Whitney Beach Condo   Winding Oaks   Windward Bay Amd  
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  2. The Real Estate Professional You Deserve
  3. Mobile: 904.248.9848
  4. phoenixwade@gmail.com
Wade M. Berlin

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