Skip to Content Skip to Navigation Skip to Dashboard

3453 Winding Oaks Drive 27, LONGBOAT KEY, FL – $1,299,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sqft
  • 197 DOM
  • 3 Beds
  • 3 Baths
  • 2,608 Sqft
  • 197 DOM

3453 Winding Oaks Drive 27

Location, Location, Location! This three bedroom, three bath villa/condo, located on the desirable side of the community in coveted Winding Oaks can be yours. One of 56 Nantucket style, maintenance free villas has vaulted ceilings, plentiful closets, some of which are walk-in, and updated with hurricane windows, sliders and garage door, ceiling fans, newer baths and kitchen, oversized Trex deck overlooking Bayou and the golf course for spectacular sunrise vistas, Balcony Railings, atrium with plantings for a Zen relaxing feel, separate air conditioned laundry room, split plan and open and airy main area to enjoy your family around the wood burning fireplace to take out the Winter chill. "Single family" feel offers a two car garage and if this isn’t enough, the community salt water pool awaits you. Community is currently being Painted and Repaired on the exterior of the Villas. Winding Oaks is pet friendly and boasts deeded beach access to Bay Isles Beach Club, comfortably appointed with restrooms, showers, tables/seating and grills. Best of both worlds as you enjoy sipping fine wine as you witness the most beautiful Sunsets on Longboat Key. R and R is the pace, LBK is the place!

Upcoming Open Houses

  • Jun30th
  • Sunday1-3PM
  • Jul7th
  • Sunday1AM-3PM

Essential Information

  • MLS® #A4589152
  • Price$1,299,000
  • Bedrooms3
  • Bathrooms3.00
  • Full Baths3
  • Square Footage2,608
  • Acres0.00
  • Year Built1988
  • TypeResidential
  • Sub-TypeCondominium
  • StatusActive

Community Information

  • Address3453 Winding Oaks Drive 27
  • AreaLongboat Key
  • SubdivisionWINDING OAKS
  • CityLONGBOAT KEY
  • CountySarasota
  • StateFL
  • Zip Code34228

Amenities

  • # of Garages2
  • Is WaterfrontYes
  • WaterfrontBayou

Interior

  • HeatingCentral, Electric, Zoned
  • FireplaceYes
  • # of Stories1

Interior Features

Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments

Appliances

Cooktop, Dishwasher, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer

Cooling

Central Air, Mini-Split Unit(s), Zoned

Exterior

  • RoofTile
  • FoundationBlock, Slab

Exterior Features

Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox, Sliding Doors

School Information

  • ElementarySouthside Elementary
  • MiddlePine View School
  • HighBooker High

Additional Information

  • Date ListedDecember 2nd, 2023
  • Days on Market197
  • ZoningMUC1
  • Taxes$11,703
  • HOA Fees$0
  • HOA Fee FrequencyQuarterly

Listing Details

  • OfficeCOLDWELL BANKER REALTY
Please provide a valid email address.

Price Change History for 3453 Winding Oaks Drive 27, LONGBOAT KEY, FL (MLS® #A4589152)

Date Details Change
Price Reduced from $1,349,000 to $1,299,000 $50,000 (3.71%)
Price Reduced from $1,399,000 to $1,349,000 $50,000 (3.57%)
Price Reduced from $1,458,000 to $1,399,000 $59,000 (4.05%)

Similar Nearby Listings

3401 Winding Oaks Drive 1 - $1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 2,092 SQFT
View details More Photos Save

Welcome To The Exclusive Enclave Of Winding Oaks, Nestled Within The Prestigious Bay Isles Community On Longboat Key. This Meticulously Maintained And Furnished 2-bedroom, 2-bat...

3281 Bayou Road - $1,549,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,345 SQFT
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Discover Your Dream Home Nestled In The Bay Isles Bayou, An Idyllic Enclave Within The Renowned Longboat Key Club. Here, Picture...

3060 Grand Bay Boulevard 152 - $1,395,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,250 SQFT
View details More Photos Save

This Bayfront Biscayne Residence, Nestled Within The Highly Sought-after Grand Bay Community, Offers Breathtaking Views Of The Verdant Harbourside Golf Course, The Serene Waters...

3010 Grand Bay Boulevard 422 - $1,145,000

Residential, Condominium
  • 2 Beds
  • 4 Baths
  • 2,143 SQFT
View details More Photos Save

When You Enter Your Elegant Double Door Entry, You Will Be Drawn To The Sweeping Water Views Of Sarasota Bay. The Spacious Terrace Has Panoramic Views For True Indoor/outdoor Li...

606 Buttonwood Drive - $1,250,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,971 SQFT
View details More Photos Save

Attractive Split Plan Ranch Embraces Large-screened Lanai & Pool Area Overlooking Private Setting With Lush Landscaping. Great Curb Appeal Adds To The Warm Ambiance Of This 3-b...

602 Buttonwood Drive - $1,275,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,107 SQFT
View details More Photos Save

Under Contract-accepting Backup Offers. Expect Luxury Living And A World Of Conveniences Within The Serene Enclave Of Buttonwood Harbour On Longboat Key, Where Care And Impeccab...

COLDWELL BANKER REALTY.

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 consumer 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.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on June 16th, 2024 at 8:18pm EDT.