Midtown Key West:
68 matches found
$4,495,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2806
Year Built: 2024
Area: 03 - Key West
Subdivision: Monroe Investement Co Sub (2.0)
Description: Architect-designed and purpose-built for modern island living, 1614 Washing...
Listing Office: Your Keys Real Estate, LLC
Last Updated: March - 08 - 2026
IDX
$3,699,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2810
Year Built: 1968
Area: 03 - Key West
Subdivision: Prog Land Imp Co Diag (2.0)
Description: 1501 Georgia Street is a masterclass in design. Conceived by local architec...
Listing Office: Truman & Co. (KW)
Last Updated: May - 19 - 2026
IDX
$3,250,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2772
Year Built: 1959
Area: 02 - Key West
Subdivision: Kamien Plat #2 (2.0)
Description: New listing in Midtown West! Discover a unique property located in the hear...
Listing Office: Bascom Grooms Real Estate (KW)
Last Updated: April - 24 - 2026
IDX
$3,191,400
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 1863
Year Built: 1958
Area: 03 - Key West
Subdivision: East Martello Towers (2.0)
Description: Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Gues...
Listing Office: Compass Florida, LLC
Last Updated: May - 03 - 2026
IDX
$2,895,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3220
Year Built: 2008
Area: 02 - Key West
Subdivision: Key West Investment Co Sub (1.0)
Description: Built in 2008, this expansive 3,220 sq ft residence sits on a nearly 5,000 ...
Listing Office: Preferred Properties (KW)
Last Updated: April - 28 - 2026
IDX
$2,695,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 1931
Year Built: 1958
Area: 02 - Key West
Subdivision: Key West Investment Co Sub (1.0)
Description: Excellent opportunity to purchase a luxurious, modern, and refined single f...
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: May - 18 - 2026
IDX
$2,525,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2051
Year Built: 1998
Area: 03 - Key West
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Description: Located in a charming midtown neighborhood sits this beautifully renovated ...
Listing Office: Truman & Co. (KW)
Last Updated: April - 22 - 2026
IDX
$2,299,999
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2000
Year Built: 2025
Area: 03 - Key West
Subdivision: Pearlmans Subd (2.0)
Description: This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 ...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: May - 19 - 2026
IDX
$2,290,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 2366
Year Built: 1958
Area: 04 - Key West
Subdivision: Key Estates (3.0)
Description: Discover the perfect blend of modern elegance and island charm in this upda...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: March - 19 - 2026
IDX
$2,200,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 2096
Year Built: 1961
Area: 03 - Key West
Subdivision: Key West Realty Cos Sub (3.0)
Description: Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 13 - 2026
IDX
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
The Midtown neighborhood has Key West homes for sale, Key West townhomes for sale and Key West condos for sale.
For assistance with your Key West real estate needs, please contact the team of Key West realtors at Anchor Line Realty.









