Experience the pinnacle of waterfront luxury in this meticulously updated 3-bedroom, 3-bath villa overlooking the Blue Heron Harbourside Golf Course in the exclusive Winding Oaks community on Longboat Key. Combining the privacy of a single-family home with maintenance-free living, this residence offers panoramic water and Blue 5th-hole views in a sophisticated modern setting. The open floor plan features soaring ceilings, wide-plank tile flooring, and seamless indoor-outdoor flow. Highlights include a remodeled kitchen with Italian white-lacquer cabinetry, stone countertops, and high-end appliances, plus a spacious living room with a custom gas fireplace and floor-to-ceiling sliders that lead to the expansive screened lanai. A private courtyard with a heated pool and inground hot tub adds to the retreat-like ambiance. The luxurious master suite boasts serene water views, a spa-inspired bath, and a walk-in closet. Two additional en-suite bedrooms provide versatility for guests or a home office. Ownership includes access to the exclusive Bay Isles Beach Club, offering pristine white sands, a private pavilion, barbecue grills, volleyball courts, shaded picnic areas, and modern facilities. The Winding Oaks community features a recently updated pool, walking trails, and a gated, maintenance-free lifestyle, all minutes from St. Armands Circle and downtown Sarasota.
Sold
$1,195,000
3427 Winding Oaks Dr #14, Longboat Key, FL 34228
3beds
2,555sqft
Condominium
Built in 1988
-- sqft lot
$1,180,700 Zestimate®
$468/sqft
$2,245/mo HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: March 10, 2025 at 09:24am
Listing Provided by:
Bruce Myer 941-376-5311,
COLDWELL BANKER REALTY 941-383-6411
Bought with:
Carolyn Donnelly, PA, 0360540
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: A4633113
Originating MLS: Sarasota - Manatee


Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 20x15
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 14x14
Bedroom 3
- Features: Built-in Closet
- Level: First
- Dimensions: 12x15
Balcony porch lanai
- Level: First
- Dimensions: 29x46
Balcony porch lanai
- Level: First
- Dimensions: 11x15
Balcony porch lanai
- Level: First
- Dimensions: 10x10
Dining room
- Level: First
- Dimensions: 13x21
Kitchen
- Features: Built-in Closet
- Level: First
- Dimensions: 19x31
Laundry
- Level: First
- Dimensions: 5x11
Living room
- Level: First
- Dimensions: 15x19
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat
- Flooring: Luxury Vinyl, Tile
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Gas, Wood Burning
Interior area
- Total structure area: 3,270
- Total interior livable area: 2,555 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Rear Porch, Screened
- Exterior features: Awning(s), Irrigation System, Lighting
- Has private pool: Yes
- Pool features: In Ground
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Golf Course, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
Lot
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 0004121014
- Zoning: MUC1
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- HardiPlank Type
- Foundation: Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Community & neighborhood
Community
- Community features: Buyer Approval Required, Gated Community - Guard, Pool
Location
- Region: Longboat Key
- Subdivision: WINDING OAKS
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $2,245 monthly
- Amenities included: Maintenance, Pool, Spa/Hot Tub, Tennis Court(s)
- Services included: 24-Hour Guard, Community Pool, Reserve Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Pest Control, Pool Maintenance, Private Road
- Association name: Winding Oaks
- Second association name: Bay Isles Homeowners Association
- Second association phone: 941-383-3200
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Paved
Services availability

Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,180,700