Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely renovated and impeccably maintained, this stunning residence offers unobstructed views of Cranes Bayou stretching out to Sarasota Bay—boasting deep sailboat water, direct bay access, and an unmatched setting for waterfront living. Tucked away on a private, tree-lined street, this 3-bedroom, 2-bath home sits on a generous 0.31 acres with an ideal southern exposure and is just two blocks from the white sands of the Gulf of Mexico. Inside, a spacious open-concept floor plan welcomes you with soaring ceilings, walls of glass framing the view, and a sleek chef’s kitchen appointed with top-of-the-line Thermador appliances. Ideal for entertaining, the seamless indoor-outdoor flow makes gatherings effortless and elegant. Each bedroom is generously sized, offering comfort and privacy for family or guests. Peace of mind comes standard with this property, thanks to custom whole-house flood barriers, a brand new 2025 metal roof, a dual-zone HVAC system (Trane & York), and a 24kW whole house generator ready to power your oasis. Recent upgrades include new LG washer/dryer units, a new pool heater, and impact-rated doors and windows throughout. Lounge by the sparkling heated pool or unwind on the expansive patio while taking in the rhythmic sound of sailboats gliding by. A private dock with a 7,500-lb boat lift invites you to launch directly into adventure, making this a true boater’s dream. With a short stroll to beach access and proximity to the shops and dining of Bay Isles Plaza, Harry's, Lazy Lobster, and the world-renowned St. Armands Circle—every day here feels like a resort escape. This is your chance to own a slice of paradise in one of Longboat Key’s most desirable neighborhoods—just minutes from downtown Sarasota’s cultural gems, yet worlds away in tranquility.
For sale
$2,600,000
4 Winslow Pl, Longboat Key, FL 34228
4beds
3,288sqft
Est.:
Single Family Residence
Built in 1963
0.31 Acres Lot
$-- Zestimate®
$791/sqft
$100/mo HOA
What's special
Deep sailboat waterDirect bay accessOpen-concept floor planSouthern exposureTop-of-the-line thermador appliancesSoaring ceilingsPrivate tree-lined street
- 56 days
- on Zillow |
- 419 |
- 24 |
Zillow last checked: 7 hours ago
Listing updated: July 16, 2025 at 02:07pm
Listing Provided by:
Kaisen Mitchell 941-726-7657,
COLDWELL BANKER REALTY 941-383-6411,
Shaun Williams 941-961-4011,
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: A4655347
Originating MLS: Sarasota - Manatee

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 224 Square Feet
- Dimensions: 16x14
Great room
- Features: Ceiling Fan(s)
- Level: First
- Area: 660 Square Feet
- Dimensions: 33x20
Kitchen
- Features: Breakfast Bar, Ceiling Fan(s), Kitchen Island, Other
- Level: First
- Area: 160 Square Feet
- Dimensions: 16x10
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Dry Bar, Kitchen/Family Room Combo, L Dining, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Tile
- Doors: French Doors
- Windows: Blinds, Drapes, Insulated Windows, Rods, Window Treatments, Hurricane Shutters
- Has fireplace: No
Interior area
- Total structure area: 4,234
- Total interior livable area: 3,288 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 20x30
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio, Screened
- Exterior features: Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, Screen Enclosure
- Has view: Yes
- View description: Water, Bay/Harbor - Full, Bayou, Intracoastal Waterway
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full,Bayou,Intracoastal Waterway
- Waterfront features: Waterfront, Bayou, Bayou Access, Beach Access, Intracoastal Waterway Access, Lift, Sailboat Water, Seawall
- Body of water: CRANES BAYOU
Lot
- Size: 0.31 Acres
- Features: CoastalConstruction Control Line, Flood Insurance Required, FloodZone, City Lot, In County, Level, Near Public Transit, Oversized Lot
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 0005080031
- Zoning: R4SF
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Cable Connected, Electricity Connected, Natural Gas Available, Public
Community & HOA
Community
- Features: Water Access, Waterfront, Deed Restrictions
- Subdivision: BUTTONWOOD HARBOR
HOA
- Has HOA: Yes
- Services included: Private Road
- HOA fee: $100 monthly
- HOA name: David Bishop, Assn. President
- Pet fee: $0 monthly
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $791/sqft
- Tax assessed value: $1,725,300
- Annual tax amount: $20,182
- Date on market: 6/10/2025
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
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