4 Winslow Place, LONGBOAT KEY, FL

$2,000,000

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4

Beds

3

Baths

3,288

Square feet

0.31

Acres

About 4 Winslow Place

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 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.

Residential home sold in LONGBOAT KEY, FL at 4 Winslow Place. This 4 bedroom Residential home is priced at $608/sqft

Features of 4 Winslow Place

MLS® # A4666470
Price $2,000,000
Sold Price $2,000,000
Date Sold October 15th, 2025
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,288
Acres 0.31
Year Built 1963
Type Residential
Sub-Type Single Family Residence
Style Contemporary, Florida
Status Sold

Community Information: Longboat Key

Address 4 Winslow Place
Area Longboat Key
Subdivision BUTTONWOOD HARBOR
City LONGBOAT KEY
County Sarasota
State FL
Zip Code 34228

Amenities of 4 Winslow Place

Parking Driveway, Garage Door Opener
# of Garages 2
View Water
Is Waterfront Yes
Waterfront Bayou
Has Pool Yes

Interior of 4 Winslow Place

Interior Features Ceiling Fans(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), Window Treatments
Appliances Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace No
Furnished Unfurnished

Exterior of 4 Winslow Place

Exterior Features French Doors, Hurricane Shutters, Lighting
Lot Description CoastalConstruction Control Line, Flood Insurance Required, FloodZone, City Limits, In County, Level, Near Public Transit, Oversized Lot, Paved
Roof Shingle
Foundation Slab

School Information

Elementary Southside Elementary
Middle Booker Middle
High Booker High

Additional Information On 4 Winslow Place

Date Listed September 26th, 2025
Zoning R4SF
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 1200
HOA Fees Freq. Annually

Listing Details

OfficeCOLDWELL BANKER REALTY

Map To 4 Winslow Place, LONGBOAT KEY

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