3466 Winding Oaks Drive #35, Longboat Key, FL 34228
Local realty services provided by:CENTURY 21 Real Estate Champions
3466 Winding Oaks Drive #35,Longboat Key, FL 34228
$758,500
- 2 Beds
- 2 Baths
- - sq. ft.
- Condominium
- Sold
Listed by: bruce myer, chase myer
Office: coldwell banker realty
MLS#:A4686581
Source:MFRMLS
Sorry, we are unable to map this address
Price summary
- Price:$758,500
About this home
Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature landscaping, lead you to the front door. Inside, high ceilings and warm wood floors immediately make the space feel open and inviting. The finishes are neutral and timeless, and the natural light really does the rest. Impact glass throughout adds both comfort and peace of mind. The main living area flows easily, with a striking corner of sliding glass doors that brings the outdoors in and opens to a spacious, screened, deck. It’s the kind of space you’ll actually use—whether that’s for entertaining, relaxing, or just enjoying the greenery around you.
The kitchen is nicely laid out with stone countertops, stainless appliances, a tray ceiling, and a large window that keeps things bright. Both bedrooms are generously sized. The primary suite feels like a true retreat, with vaulted ceilings, a walk-in closet, and sliding doors that open to the deck with peaceful nature views. The bathroom is spacious, featuring dual vanities, a Jacuzzi tub, walk-in shower, and well-done tile details. Additional highlights include a two-car garage and a floor plan that offers a nice balance of openness and privacy. Winding Oaks is part of the Bay Isles Harbourside golf course community and offers a gated entrance, community pool, and access to Bay Isles amenities—including deeded beach access through the private Bay Isles Beach Club. It’s an easy, comfortable lifestyle in one of Longboat Key’s most desirable communities....
Contact an agent
Home facts
- Year built:1988
- Listing ID #:A4686581
- Added:74 day(s) ago
- Updated:June 21, 2026 at 07:59 AM
Rooms and interior
- Bedrooms:2
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Tile, Wood
- Dining Description:Eat In Kitchen
- Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Disposal, Eat-in Kitchen, Microwave, Refrigerator, Solid Surface Counters, Stone Counters
- Bedroom Description:Primary Bedroom Main Floor
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Year built:1988
- Construction Materials:Block, Stucco
- Exterior Features:Covered Porch/Patio, Deck, Lighting, Rear Porch, Sidewalk
- Foundation Description:Slab
- Levels:1 Story
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$758,500
- Tax amount:$4,919 (2025)
Features and amenities
- Appliances:Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Irrigation Equipment, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Laundry Room, Washer
- Amenities:Built-In Features, Ceiling Fans(s), Eat-in Kitchen, Irrigation Equipment, Open Floorplan, Pool, Primary Bedroom Main Floor, Solid Surface Counters, Stone Counters, Thermostat, Underground Utilities, Window Treatments
- Pool features:Heated, In Ground, Pool, Public Pool
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener
- Garage:Yes
- Garage spaces:2
New listings near 3466 Winding Oaks Drive #35
- Open Sun, 1 to 3pmNew
$1,250,000Active4 beds 3 baths2,827 sq. ft.3301 Bayou Road, LONGBOAT KEY, FL 34228
MLS# A4692818Listed by: PREFERRED SHORE LLC - New
$310,000Active1 beds 1 baths747 sq. ft.4350 Chatham Drive #105, LONGBOAT KEY, FL 34228
MLS# A4697241Listed by: MICHAEL SAUNDERS & COMPANY - New
$649,000Active2 beds 2 baths1,150 sq. ft.4234 Gulf Of Mexico Drive #M1, LONGBOAT KEY, FL 34228
MLS# A4696419Listed by: COLDWELL BANKER REALTY - New
$12,995,000Active4 beds 4 baths4,912 sq. ft.415 L Ambiance Drive #PH-F, LONGBOAT KEY, FL 34228
MLS# A4697487Listed by: COLDWELL BANKER REALTY - New
$479,500Active-- beds -- baths2600 Harbourside Drive #C11, LONGBOAT KEY, FL 34228
MLS# A4697476Listed by: MICHAEL SAUNDERS & COMPANY - New
$310,000Active1 beds 1 baths680 sq. ft.3710 Gulf Of Mexico Drive #E22, LONGBOAT KEY, FL 34228
MLS# A4697004Listed by: EDGEWATER REAL ESTATE, INC - New
$2,050,000Active3 beds 4 baths3,083 sq. ft.2450 Harbourside Drive #244, LONGBOAT KEY, FL 34228
MLS# A4697202Listed by: MICHAEL SAUNDERS & COMPANY - Open Sun, 12 to 3pmNew
$799,000Active3 beds 3 baths1,564 sq. ft.660 Linley Street, LONGBOAT KEY, FL 34228
MLS# A4697248Listed by: KELLER WILLIAMS ON THE WATER S - New
$1,399,000Active3 beds 3 baths2,107 sq. ft.602 Buttonwood Drive, LONGBOAT KEY, FL 34228
MLS# A4697037Listed by: COLDWELL BANKER REALTY
$1,025,000Pending2 beds 2 baths1,272 sq. ft.4725 Gulf Of Mexico Drive #204, LONGBOAT KEY, FL 34228
MLS# A4696758Listed by: MICHAEL SAUNDERS & COMPANY