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4 WINSLOW PLACE

House Recently Sold
$2,000,000

BTC: 24.96302352

ETH: 822.36842105

Sold on: 2025-10-15
New
Waterfront
4 bds
3 ba
3,288 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener
Year Built:
1963
Lot:
0.31 Acres
Heating:
Central
Price/sqft:
$608
Cooling:
Central Air
HOA:
$1,200

Valuation

Our model vs. what's actually selling nearby.
Estimate
$3,000,000
$1.4M – $4.0M
Confidence Low
List vs. estimate
$1.0M below estimate
List $2,000,000 · -33.3%
Our model says this listing is priced below recent comparable activity. Expect competition.
Price per sq ft
$608
-23.6% vs. city median $795
Based on
7 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$20,182
2024
HOA
$1,200/yr
Private Road
Pool
Gunite
View
Water
Waterfront
Waterfront, Bayou
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Tile

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Convection Oven

    • Dishwasher

    • Dryer

    • Microwave

    • Range

    • Refrigerator

    • Washer

    Other interior 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)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 3

  • Parking

    • Driveway

    • Garage Door Opener

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: French Doors / Hurricane Shutters / Lighting

    Lot

    • Lot: 0.31 Acres

    Other Property Information

    • Parcel Number: 0005080031

    • Zoning: R4SF

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Cable Connected

    • Electricity Connected

    • Natural Gas Available

    • Public

  • Other financial information

    • HOA: $1,200

    • HOA Frequency: Annually

    • Annual tax amount: $20,182

  • Source details

    • MLS ID: A4666470

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Slab

    • Laundry Features: Inside / Laundry Room

    • Lot Features: CoastalConstruction Control Line / Flood Insurance Required / FloodZone / City Lot / In County / Level / Near Public Transit / Oversized Lot

    • Patio And Porch Features: Deck / Patio / Screened

    • Pool Features: Gunite / Screen Enclosure

    • Window Features: Blinds / Drapes / Insulated Windows / Rods

    • Direction Faces: Southwest

    • Architectural Style: Contemporary / Florida

    • Waterfront: Yes

    • Water Body Name: CRANES BAYOU

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3288

    • Water Source: Public

    • Subdivision Name: BUTTONWOOD HARBOR

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COLDWELL BANKER REALTY