4 Winslow Place Longboat Key, FL 34228
Estimated payment $12,386/month
Highlights
- 65 Feet of Bayou Waterfront
- White Water Ocean Views
- Beach Access
- Southside Elementary School Rated A
- Dock has access to electricity and water
- Boat Lift
About This Home
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.
Listing Agent
COLDWELL BANKER REALTY Brokerage Phone: 941-383-6411 License #3394183 Listed on: 09/26/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $20,182
Year Built
- Built in 1963
Lot Details
- 0.31 Acre Lot
- 65 Feet of Bayou Waterfront
- Southwest Facing Home
- Mature Landscaping
- Oversized Lot
- Level Lot
- Property is zoned R4SF
HOA Fees
- $100 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Property Views
- White Water Ocean
- Intracoastal
- Bayou
Home Design
- Contemporary Architecture
- Florida Architecture
- Bi-Level Home
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 3,288 Sq Ft Home
- Open Floorplan
- Dry Bar
- Tray Ceiling
- Ceiling Fan
- Insulated Windows
- Blinds
- Drapes & Rods
- French Doors
- Great Room
- Family Room Off Kitchen
- L-Shaped Dining Room
- Tile Flooring
- Hurricane or Storm Shutters
Kitchen
- Breakfast Bar
- Convection Oven
- Range
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
Bedrooms and Bathrooms
- 4 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Screened Pool
- Gunite Pool
- Fence Around Pool
Outdoor Features
- Beach Access
- Access To Intracoastal Waterway
- Sailboat Water Access
- Access To Bayou
- Seawall
- Boat Lift
- Dock has access to electricity and water
- Dock made with Composite Material
- Deck
- Screened Patio
- Exterior Lighting
Location
- Flood Zone Lot
- Flood Insurance May Be Required
- Property is near public transit
Schools
- Southside Elementary School
- Booker Middle School
- Booker High School
Utilities
- Central Heating and Cooling System
- Cable TV Available
Community Details
- Association fees include private road
- David Bishop, Assn. President Association
- Buttonwood Harbor Community
- Buttonwood Harbor Subdivision
- The community has rules related to deed restrictions
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 6 / 8
- Assessor Parcel Number 0005080031
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $19,003 | $1,298,377 | -- | -- |
| 2023 | $19,003 | $1,634,700 | $1,112,600 | $522,100 |
| 2022 | $17,462 | $1,470,000 | $1,043,600 | $426,400 |
| 2021 | $14,413 | $991,400 | $694,300 | $297,100 |
| 2020 | $13,025 | $863,900 | $589,700 | $274,200 |
| 2019 | $12,125 | $807,800 | $551,100 | $256,700 |
| 2018 | $13,499 | $903,300 | $626,000 | $277,300 |
| 2017 | $12,983 | $878,339 | $0 | $0 |
| 2016 | $12,339 | $863,100 | $547,000 | $316,100 |
| 2015 | $10,882 | $725,900 | $439,800 | $286,100 |
| 2014 | $6,050 | $431,106 | $0 | $0 |
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/26/2025 09/26/25 | Pending | -- | -- | -- |
| 09/26/2025 09/26/25 | For Sale | $2,000,000 | +86.0% | $608 / Sq Ft |
| 05/08/2019 05/08/19 | Sold | $1,075,000 | -6.5% | $544 / Sq Ft |
| 04/05/2019 04/05/19 | Pending | -- | -- | -- |
| 04/01/2019 04/01/19 | For Sale | $1,150,000 | +7.0% | $582 / Sq Ft |
| 02/01/2019 02/01/19 | Off Market | $1,075,000 | -- | -- |
| 12/03/2018 12/03/18 | For Sale | $1,150,000 | +21.1% | $582 / Sq Ft |
| 06/13/2014 06/13/14 | Sold | $950,000 | -4.9% | $481 / Sq Ft |
| 04/21/2014 04/21/14 | Pending | -- | -- | -- |
| 03/10/2014 03/10/14 | Price Changed | $999,000 | -8.8% | $506 / Sq Ft |
| 12/10/2013 12/10/13 | For Sale | $1,095,000 | -- | $554 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,075,000 | Barnes Walker Title Inc | |
| Warranty Deed | $900,000 | Attorney | |
| Warranty Deed | $770,500 | -- |
Source: Stellar MLS
MLS Number: A4666470
APN: 0005-08-0031
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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