Joseph DiGirolamo
Triangle Properties, Inc.
(754) 465-0849
74 Total Sales
1 in Mid Town
$695,000 Price
Centrally located to everything Key West has to offer, and tucked behind a concrete privacy wall on a lush, tropical corner lot, this Midtown Key West property makes a statement the moment you step through the gate. A private courtyard filled with vibrant flowers and mature landscaping immediately sets the tone, leading you to a spacious home full of character and personality! Built with a metal roof, hurricane impact windows and doors, and thoughtfully updated throughout. The functional layout prides itself on easy indoor-outdoor living, effortlessly flowing from the living areas and out to the pool, patios, and guest cottage. The kitchen and dining area are truly made for entertaining, mimicking a chef's kitchen offering generous counter space, ample storage, a bar setup, and abundant natural light pouring in. Step outside to a sunny patio and resort-style pool, perfect for lounging or hosting. Alongside, you'll find a separate guest cottage offering a perfect multi-purpose space. Each bedroom features its own en suite bath, including a spacious primary suite with a walk-in closet, custom built-ins, and your very own private treetop balcony. Additional guest suites are thoughtfully positioned on both levels, including one with its own private entrance. Rich details set this home apart, including Dade County Pine accent walls, stone flooring and bathrooms, multiple balconies, patios, and an outdoor shower. Can be offered turnkey and fully furnished. Additional upgrades include new central AC, high-quality custom awnings, shade sails, a heavy duty storage shed, irrigation system, gutters, and new kitchen appliances.
Last Agent to Sell the Property
Island Welcome Real Estate LLC License #3528269 Listed on: 05/02/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Joseph DiGirolamo
Triangle Properties, Inc.
(754) 465-0849
74 Total Sales
1 in Mid Town
$695,000 Price
Terrance Sullivan
Ocean Sotheby's International Realty
(888) 612-4007
67 Total Sales
15 in Mid Town
$640K - $2.7M Price Range
Karl Helbig
SUNREAL ESTATE INC
(941) 208-2160
48 Total Sales
2 in Mid Town
$954,000 Price Range
Chris Remmert
CENTURY 21 EXECUTIVE TEAM
(656) 228-8358
33 Total Sales
2 in Mid Town
$3,275,000 Price Range
Brenda Thomas
Island Welcome Real Estate
(724) 202-0694
16 Total Sales
1 in Mid Town
$560,000 Price
Matthew Sheehan
Ocean Sotheby's International Realty
(877) 719-4071
80 Total Sales
11 in Mid Town
$600K - $1.4M Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,385,000 | None Listed On Document | |
| Deed | -- | None Listed On Document | |
| Warranty Deed | $1,250,000 | Attorney | |
| Warranty Deed | $1,000,000 | Attorney | |
| Special Warranty Deed | $207,000 | Attorney | |
| Trustee Deed | -- | None Available | |
| Trustee Deed | -- | None Available | |
| Warranty Deed | $997,500 | None Available | |
| Warranty Deed | $715,000 | -- | |
| Warranty Deed | $230,000 | -- | |
| Deed | $180,000 | -- | |
| Warranty Deed | $140,000 | -- | |
| Deed | $15,500 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $750,000 | New Conventional | |
| Previous Owner | $800,000 | New Conventional | |
| Previous Owner | $748,100 | New Conventional | |
| Previous Owner | $572,000 | New Conventional | |
| Previous Owner | $149,688 | New Conventional |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/10/2026 06/10/26 | Sold | $1,385,000 | -6.1% | $619 / Sq Ft | |
| 05/02/2026 05/02/26 | For Sale | $1,475,000 | +18.0% | $660 / Sq Ft | |
| 05/14/2021 05/14/21 | Sold | $1,250,000 | 0.0% | $559 / Sq Ft | View Prior Sale |
| 05/26/2020 05/26/20 | For Sale | $1,250,000 | +25.0% | $559 / Sq Ft | |
| 08/23/2017 08/23/17 | Sold | $1,000,000 | -14.8% | $447 / Sq Ft | View Prior Sale |
| 08/14/2017 08/14/17 | Pending | -- | -- | -- | |
| 02/15/2017 02/15/17 | For Sale | $1,173,900 | -- | $525 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $10,165 | $1,208,776 | $485,000 | $723,776 |
| 2024 | $10,044 | $1,295,433 | $580,000 | $715,433 |
| 2023 | $10,044 | $1,145,402 | $455,000 | $690,402 |
| 2022 | $9,426 | $1,087,992 | $390,000 | $697,992 |
| 2021 | $8,047 | $870,081 | $297,500 | $572,581 |
| 2020 | $8,055 | $874,008 | $295,000 | $579,008 |
| 2019 | $8,135 | $875,435 | $290,000 | $585,435 |
| 2018 | $7,996 | $841,862 | $250,000 | $591,862 |
| 2017 | $3,323 | $364,558 | $0 | $0 |
| 2016 | $3,209 | $331,719 | $0 | $0 |
| 2015 | $3,008 | $294,621 | $0 | $0 |
| 2014 | $2,686 | $218,201 | $0 | $0 |
Seller's Agent in 2026
Madeleine Young
Island Welcome Real Estate LLC
(305) 496-7691
3 in this area
51 Total Sales
Buyer's Agent in 2026
Solaris Gregory
Expert Realty LLC (HQ)
(305) 394-3442
10 in this area
81 Total Sales
S
Seller's Agent in 2021
Suzanne Moore
Truman & Co. (KW)
J
Buyer's Agent in 2021
Justyn Ewald
Expert Realty LLC (HQ)
(305) 587-7330
11 in this area
138 Total Sales
Seller's Agent in 2017
Dawn Thornburgh
Beach Club Brokers (KW)
(305) 304-1067
8 in this area
21 Total Sales
Source: Key West Association of REALTORS®
MLS Number: 619730
APN: 00050040-000000
Ask me questions while you tour the home.