by Global Lifestyle Properties

See Home Value
$2,000,000
● House - Off Market

4 WINSLOW PLACE

LONGBOAT KEY, FL 34228
bedrooms
4 Beds
bathrooms
3 Baths
square feet
3,288 Ft²
$11,603
Est. Monthly
$100
HOA / Fees
2.19%
Cap Rate

About This Property

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.
Unit Size
3,288 Ft²
Days on Market
19 days
Land Size
0.31 acres
Price per sqft
$608
Property Type
House
Property Taxes
$1,682
HOA Dues
$100
Year Built
1963

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Last updated: 12 months ago (Stellar MLS #A4666470)

Price History

Date / Event Date Event Price
Oct 15, 2025 Sold
Sold
Sep 26, 2025 Listed by COLDWELL BANKER REALTY $2,000,000
Listed by COLDWELL BANKER REALTY
Jun 10, 2025 Listed $2,600,000
Listed
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.
May 9, 2019 Sold
Sold
Jun 13, 2014 Sold
Sold

Property Highlights

Garage
Air Conditioning
With View

Building Info

Overview

    General

  • Year Built: 1963
  • Effective Year Built: 2013
  • Building Count: 1
  • Total Rooms: 6
  • Bedroom Count: 3
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Bathroom Plumbing Fixtures: 1
  • Building Condition: 6
  • Building Quality: 1
  • Construction Type: 12
  • Building Style: 0
  • Exterior Walls Type: 12
  • Interior Walls Type: 6
  • Roof Shape Type: 8
  • Roof Cover Type: 15
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 600
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 27

    Dimensions

  • Lot Size Square Feet: 13,302
  • Lot Size Depth Feet: 1,580
  • Lot Size Frontage Feet: 760
  • Total Building Area: 2,575
  • Gross Building Area: 2,575
  • Building Area: 1,975
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 1,975
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: BUTTONWOOD HARBOR
  • Land Acres: 0000000305
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 001
  • Legal Description 1: LOT 6 REPLAT UNRECORDED OF A PORTION OF BLKS 8 & 9 LONGBOAT SHORES REVISED

Neighborhood

  • School District Name: Sarasota County School District
  • School Tax School District: T04 T04D T43
  • Census Tract: 000802

Zoning

  • Zoning: R4SF

Geography

  • Assessors Map Reference: 24A
  • Account Number: 0005080031
  • Subdivision Tract Number: 6703
  • Parcel: 0005-08-0031
  • Block: 8,9
  • Lot: 6
  • Meridian: SEC 07 TWN 36S RNG 17E
  • Municipality: TOWN OF LONGBOAT KEY
  • Latitude: 27.3731
  • Longitude: -82.6295

    Address

  • Full Address: 4 Winslow Pl
  • Address - House Number: 4
  • Address - Street Name: Winslow
  • Address - Suffix Type: Pl
  • State: FL
  • City Name: Longboat Key
  • Carrier Code: C010
  • 4-Digit Zip Code: 2919
  • Zip Code: 34228

Valuation

    Tax

  • Total Area: 2,896
  • Tax Year: 2023
  • Tax Amount: $1,900,252
  • Tax Rate Code Area: 2110

    Appraisal Valuation

  • Standard Deviation: 0.1928
  • Valuation Date: Jan 10, 2024
  • Confidence Score: 74
  • Final Value: 1,841,693
  • High Value: 2,196,800
  • Low Value: 1,486,586

    Market Valuation

  • Market Total Value: $1,634,700
  • Market Land Value: $1,112,600
  • Market Improvement Value: $522,100

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $1,634,700
  • Assessed Land Value: $1,112,600
  • Assessed Improvements Value: $522,100

    Sales

  • Current Sale Contract Date: May 08, 2019
  • Current Sale Recording Date: May 09, 2019
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 2019060138
  • Previous Sale Recording Date: Jun 13, 2014
  • Previous Sale Contract Date: Jun 13, 2014
  • Previous Sale Amount: $900,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Longboat Shores


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Frequently Asked Questions

When was property at 4 Winslow Place built and last sold?
The property at 4 Winslow Place was built in 1963 and last sold on May 8, 2019 for $1,075,000.
How much is this home worth?
The estimated value of the home located at 4 Winslow Place is $0.
What are some comparable homes to 4 Winslow Place?
There are currently no comparable homes to 4 Winslow Place.