This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$1,050,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property Description
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!
Full Property Details
Full Property Details for 3453 Winding Oaks Dr #27
General
- Sold For: $1,050,000
- HOA FEE: $1,991/month
- HOA FEE FREQ.: Quarterly
- Taxes: $11,703 (2022)
- Status: Closed
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: A4589152
- Added to Site: 816 day(s) ago
Rental Information
- Min. Lease: 3 Months
Interior
- Number of Rooms: 6
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space 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
- Fireplace: Yes
- Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
- Furnishings: Partially
- Flooring: Carpet, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Exterior
- Exterior Features: Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34228 - Longboat Key
- County: Sarasota
- Development Name: 34228 - Longboat Key
- Subdivision: WINDING OAKS
- Driving Directions: From St. Armands, travel north on Gulf of Mexico Drive to Bay Isles Parkway. Turn right into Bay Isles, go to gatehouse, receive a barcode for entry, make a left to second gate, continue straight into Winding Oaks.
- Direction Faces: West
School Information
- Elementary School: Southside Elementary
- Middle School: Pine View School
- High School: Booker High
Community
- Community Name: 34228 - Longboat Key
- Community Features: Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Irrigation-Reclaimed Water, Pool
- Assoc. Name: Neil Fleet AMI
- Assoc. Fees Include: 24-Hour Guard, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road
- Number of Pets: 2
- Pet Restrictions: 100lbs.
Heating & Cooling
- Cooling Type: Central Air, Mini-Split Unit(s), Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Sewer Connected
Structural Information
- Exterior Const.: HardiPlank Type
- Roof: Tile
- Stories/Levels: One
- Square Feet: 2,608
- Sq. Ft. Source: Public Records
- Living Area: 2,608 Sq. Ft.
- Year Built: 1988
Lot Features
- Lot Size (Sq. Ft.): 3,323
- Lot Size: 3323
- Street/Road Desc.: Asphalt
Water Features
- Water Front: Yes
- Water Front Desc.: Bayou
Financial Considerations
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: None
- Condo Fee: $5,973
- Condo Fee Freq: Quarterly
- Tax Amount: $11,703
- Tax Year: 2022
Disclosures and Reports
- Ownership: Condominium
- Special Conditions: None
- Legal Description: UNIT 27 WINDING OAKS
- Flood Zone Info: AE
- Disclosures/Reports: Condominium Disclosure Available, HOA/PUD/Condo Disclosure, Seller Property Disclosure
- APN: 4121027
- Property ID: 4121027
Get Pre-Approved Today
Schools
Schools serving 3453 Winding Oaks Dr #27
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 7.3 mi |
Booker Middle School 2250 Myrtle Street, Sarasota, FL 34234 | 6-8 | 6.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3453 Winding Oaks Dr #27
Date
Details
Price
Change
Source
1/24/2025
Sold
$1,050,000
-8.7%
MLS
11/23/2024
Price Reduced
$1,150,000
-7.93%
MLS
9/27/2024
Price Reduced
$1,249,000
-3.85%
MLS
3/24/2024
Price Reduced
$1,299,000
-3.71%
MLS
3/09/2024
Price Reduced
$1,349,000
-3.57%
MLS
2/10/2024
Price Reduced
$1,399,000
-4.05%
MLS
12/02/2023
Listed
$1,458,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
3453 Winding Oaks Drive #27, Longboat Key, FL 34228 (MLS# A4589152) is a Condo property that was sold at $1,050,000 on January 24, 2025. This property was listed by Toni Giliberti from our Longboat Key Office.Want to learn more about 3453 Winding Oaks Drive #27? Do you have questions about finding other Condo real estate for sale in Longboat Key? You can browse all Longboat Key real estate or contact a Coldwell Banker agent to request more information.


