Seller's Agent in 2025
Karen Lane
Berkshire Hathaway HomeServices Knight & Gardner Realty
(305) 394-0858
9 in this area
30 Total Sales
Estimated Value: $1,717,000 - $1,809,000
Your next great idea is right here -- a coveted transient-licensed townhome located just one block from Duval Street in Windward Park, an intimate gated community of only 13 residences. Known for having one of the most beautiful pools in Key West, this property combines rare income potential with effortless island living.This 2-bedroom, 2-bath Bahamian-style townhome is surrounded by lush tropical landscaping and views of the sparkling swimming pool. Windward Park is located in an ideal area of Old Town Key West. A short stroll to Duval Street offers restaurants, bars, shopping and galleries nearby. Hop on a bicycle and head down to Mallory Square, Smather's Beach or the Key West Seaport all just a short ride away.Inside, this retreat is light, bright, and thoughtfully designed for island living. The open-concept floor plan features soaring ceilings, comfortable seating perfect for both relaxing and entertaining. The main level includes a guest bedroom and full bath, with access to the private deck while the upstairs primary suite offers a California king bed, ensuite bath, and privacy for ultimate comfort.With strong rental history and a low quarterly HOA fee of just $1,142 ($380.67 per month) covering pool and common area maintenance, this property is built for performance. It's offered turn-key, fully furnished and ready to rent or enjoy from day one. Additional highlights include the highly desirable X flood zone and assigned off-street parking. Rental rules allow for short stays with a 6-night minimum.Given the potential significant decrease in the number of properties with this rare designation the value is poised to rise sharply--making this not just a dream home but a smart investment.
Last Agent to Sell the Property
Berkshire Hathaway HomeServices Knight & Gardner Realty License #3075559 Listed on: 10/10/2025
Last Buyer's Agent
Joyce Craul
Keller Williams Key West Compass Realty
Home Type
Townhome
Year Built
1988
Lot Details
1,002 Sq Ft Lot
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| Bone Island 56 Llc | -- | None Listed On Document | |
| Bone Island Llc | -- | None Listed On Document | |
| Winters Valas Matthew | $1,799,000 | None Listed On Document | |
| Todd Maurice Linwood | $1,025,000 | None Listed On Document | |
| Winchester Charles D | $940,000 | First International Ttl Inc | |
| Sterns Albert M | $892,500 | Attorney | |
| 876649 Ontario Ltd | -- | Attorney | |
| Gray Terrance W | $358,000 | -- | |
| Mckenzie John P | $219,900 | -- | |
| Sterns Albert M | $168,000 | -- |
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | Winters Valas Matthew | $1,439,200 | |
| Previous Owner | Todd Maurice Linwood | $989,816 | |
| Previous Owner | Sterns Albert M | $529,000 | |
| Previous Owner | Gray Terrance W | $197,000 | |
| Previous Owner | Gray Terrance W | $56,000 | |
| Previous Owner | Mckenzie John P | $197,900 |
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/21/2025 11/21/25 | Sold | $1,799,000 | 0.0% | $1,606 / Sq Ft | |
| 11/13/2025 11/13/25 | Pending | -- | -- | -- | |
| 10/10/2025 10/10/25 | For Sale | $1,799,000 | +75.5% | $1,606 / Sq Ft | |
| 09/30/2020 09/30/20 | Sold | $1,025,000 | 0.0% | $813 / Sq Ft | View Prior Sale |
| 06/04/2020 06/04/20 | Off Market | $1,025,000 | -- | -- | |
| 05/29/2020 05/29/20 | Price Changed | $1,049,000 | -4.5% | $833 / Sq Ft | |
| 04/25/2020 04/25/20 | Price Changed | $1,099,000 | -4.4% | $872 / Sq Ft | |
| 04/05/2020 04/05/20 | Price Changed | $1,149,000 | -3.8% | $912 / Sq Ft | |
| 03/11/2020 03/11/20 | For Sale | $1,195,000 | +27.1% | $948 / Sq Ft | |
| 05/21/2019 05/21/19 | Sold | $940,000 | -4.0% | $746 / Sq Ft | View Prior Sale |
| 04/12/2019 04/12/19 | Pending | -- | -- | -- | |
| 11/28/2018 11/28/18 | For Sale | $979,000 | +9.7% | $777 / Sq Ft | |
| 03/21/2016 03/21/16 | Sold | $892,500 | +5.1% | $708 / Sq Ft | View Prior Sale |
| 03/11/2016 03/11/16 | Pending | -- | -- | -- | |
| 12/21/2015 12/21/15 | For Sale | $849,000 | -- | $674 / Sq Ft |
| 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 |
|---|---|---|---|---|
| 2025 | $9,990 | $1,447,669 | $560,196 | $887,473 |
| 2024 | $9,990 | $1,395,221 | $513,022 | $882,199 |
| 2023 | $8,927 | $1,159,362 | $320,786 | $838,576 |
| 2022 | $7,451 | $848,687 | $320,786 | $527,901 |
| 2021 | $7,658 | $825,677 | $242,948 | $582,729 |
| 2020 | $7,129 | $767,981 | $241,769 | $526,212 |
| 2019 | $6,509 | $690,994 | $233,513 | $457,481 |
| 2018 | $6,088 | $630,094 | $242,009 | $388,085 |
| 2017 | $6,105 | $620,768 | $0 | $0 |
| 2016 | $5,172 | $526,243 | $0 | $0 |
| 2015 | $4,995 | $515,080 | $0 | $0 |
| 2014 | $4,792 | $480,753 | $0 | $0 |
Seller's Agent in 2025
Karen Lane
Berkshire Hathaway HomeServices Knight & Gardner Realty
(305) 394-0858
9 in this area
30 Total Sales
J
Buyer's Agent in 2025
Joyce Craul
Keller Williams Key West Compass Realty
J
Seller's Agent in 2019
John Zaharakis
Century 21 Schwartz Realty (KW)
E
Buyer's Agent in 2019
Elaine Chinnis
Seller's Agent in 2016
Bascom Grooms
Bascom Grooms Real Estate (KW)
(305) 304-7444
58 in this area
267 Total Sales
Buyer's Agent in 2016
Terri Spottswood
Truman & Co. (KW)
(305) 587-3407
96 in this area
236 Total Sales
Source: Key West Association of REALTORS®
MLS Number: 616830
APN: 00027080-000107
Ask me questions while you tour the home.