3460 WINDING OAKS DRIVE UNIT 38 LONGBOAT KEY FL 34228 MLS #A4695005

3460 WINDING OAKS DRIVE UNIT 38
LONGBOAT KEY, FL, 34228
$1,150,000
3 Beds
3.5 Baths
2,608 SqFt
0 Acres
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MLS #A4695005 image #0
Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.

Property Details

Price:
$1,150,000
MLS #:
A4695005
Status:
Active
Beds:
3
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Subdivision:
WINDING OAKS
Neighborhood:
34228longboatkey
Listed Date:
Jun 2, 2026
Finished Sq Ft:
2,608
Total Sq Ft:
3,323
Year Built:
1988
OtherWaterfrontLakefrontPoolPrimary Bedroom Main Floor34228 – Longboat Key34228longboatkeyWinding OaksWaterSee Documents3 MonthsPets Allowed

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Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile
Heating
Central, Electric
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One

Exterior

Architectural Style
Other
Association Amenities
Maintenance, Pool
Attached Garage YN
1
Community Features
Buyer Approval Required, Deed Restrictions, Pool
Construction Materials
Wood Frame
Covered Spaces
2
Direction Faces
East
Exterior Features
Sidewalk, Sliding Doors
Garage Spaces
2
Parking Features
Garage Door Opener
Patio And Porch Features
Rear Porch
Roof
Tile
Spa Features
Heated, In Ground
View
Water
Waterfront Features
Lake Front
Window Features
Blinds, Window Treatments

Financial

HOA Fee 2
$1,523
HOA Fee 2 Frequency
Annually
HOA Includes
24-Hour Guard, Community Pool, Manager, Private Road
HOA Name
Advanced Management – AMI / Neil Fleet
HOA Name 2
Bay Isles Homeowners Assoc
HOA Phone
941-383-3200
HOA Phone 2
941-383-3200
Tax Year
2025
Taxes
$10,320

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Condo in LONGBOAT KEY as of Jun 11, 2026
260
Condo Listed
153
Avg DOM
762
Avg $ / SqFt
$1,423,422
Avg List Price

Property Summary

    Located in the WINDING OAKS subdivision, 3460 WINDING OAKS DRIVE UNIT 38 LONGBOAT KEY FL is a Condo for sale in LONGBOAT KEY, FL, 34228. It is listed for $1,150,000 and features 3 beds, 4 baths, and has approximately 2,608 square feet of living space, and was originally constructed in 1988. The current price per square foot is $441. The average price per square foot for Condo listings in LONGBOAT KEY is $762. The average listing price for Condo in LONGBOAT KEY is $1,423,422. To schedule a showing of MLS#a4695005 at 3460 WINDING OAKS DRIVE UNIT 38 in LONGBOAT KEY, FL, contact your LPT Realty agent at 813.694.8061.

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