$1,150,000
3460 Winding Oaks Drive #38 Longboat Key, FL 34228
For Sale MLS# A4695005
3 beds 4 baths 2,608 sq ft Condo
Details for 3460 Winding Oaks Drive #38
MLS# A4695005
Description for 3460 Winding Oaks Drive #38, Longboat Key, FL, 34228
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.
Listing Information
Property Type: Residential, Condominium
Status: Active
Bedrooms: 3
Bathrooms: 4
Square Feet: 2,608 sq ft
Year Built: 1988
Garage: Yes
Stories: 1 Story
Construction: Wood Frame
Construction Display: New Construction
Subdivision: Winding Oaks
Foundation: Slab
County: Sarasota
Construction Status: New Construction
Room Information
Main Floor
Laundry: 5x7
Bedroom 3: 14x15
Bedroom 2: 14x14
Primary Bedroom: 17x14
Porch: 23x45
Kitchen: 23x15
Living Room: 29x22
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Wine Refrigerator, Range Hood, Tankless Water Heater, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Dishwasher, Disposal, Dryer
Flooring: Tile
Doors/Windows: Blinds, Window Treatments
Fireplaces: Gas
Additional Interior Features: Eat-In Kitchen, Cathedral Ceiling(s), Window Treatments, Walk-In Closet(s), Ceiling Fan(s), High Ceilings, Open Floorplan, Solid Surface Counters, Main Level Primary
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Electricity Connected,Sewer Connected,Underground Utilities,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Garage, Garage Door Opener
Roof: Tile
Pool: Heated, Association, Community, In Ground
Lot View: Lake,Water
Additional Exterior/Lot Features: Rear Porch, Landscaped, Buyer Approval Required
Waterfront Details
Water Front Features: Lake Privileges, Lake Front
Community Features
Community Features: Pool, Sidewalks
Association Amenities: Maintenance Grounds, Pool
HOA Dues Include: Association Management, Security, Pool(s), Road Maintenance
Driving Directions
Start at St. Armands Circle. Take N Boulevard of the Presidents north. Continue onto John Ringling Parkway. Cross onto Gulf of Mexico Drive. Stay on Gulf of Mexico Drive north. Turn right on Bay Isles Parkway. Stop at the Bay Isles security gate. Continue to Winding Oaks Drive. Follow it to 3460 Winding Oaks Drive.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 0004121038
Tax Amount: 10319.57
Tax Year: 2025
A broker reciprocity listing courtesy: COLDWELL BANKER REALTY
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Sales History & Tax Summary for 3460 Winding Oaks Drive #38
Sales History
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Tax Summary
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Schools
Schools nearby 3460 Winding Oaks Drive #38
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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