Midtown Key West:
61 matches found
$5,195,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 3597
Year Built: 1967
Area: 03 - Key West
Subdivision: Hilton Haven Sec 2 A (2.0)
Description: Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquir...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: October - 20 - 2026
IDX
$4,995,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 4224
Year Built: 1980
Area: 02 - Key West
Subdivision: Casa Caselles (2.0)
Description: Welcome to an extraordinary oceanfront residence in the exclusive Casa Case...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: September - 24 - 2026
IDX
$4,499,999
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2309
Year Built: 1986
Area: 03 - Key West
Subdivision: Key West Beach Club 2 (2.0)
Description: Located in the Beach Club, this reimagined residence offers a rare combinat...
Listing Office: Preferred Properties (KW)
Last Updated: September - 16 - 2026
IDX
$4,400,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2600
Year Built: 2026
Area: 03 - Key West
Subdivision: Monroe Investement Co Sub (2.0)
Description: BRAND NEW CONSTRUCTION MIDTOWN WEST Meticulously crafted by a local luxur...
Listing Office: Truman & Co. (KW)
Last Updated: October - 19 - 2026
IDX
$4,300,000
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: There is a certain rhythm to life in Key West. Mornings begin outside, frie...
Listing Office: Your Keys Real Estate, LLC
Last Updated: October - 05 - 2026
IDX
$3,599,000
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: September - 14 - 2026
IDX
$3,295,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 2530
Year Built: 1958
Area: 02 - Key West
Subdivision: Macros Subd (2.0)
Description: Discover the perfect blend of transient investment potential and coastal ch...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: October - 19 - 2026
IDX
$2,900,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1598
Year Built: 2018
Area: 03 - Key West
Subdivision: Land Buyers Assn (3.0)
Description: Seclusion meets striking contemporary design in this elevated sanctuary, po...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: September - 16 - 2026
IDX
$2,880,000
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: September - 29 - 2026
IDX
$2,650,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 2038
Year Built: 1986
Area: 03 - Key West
Subdivision: Key West Beach Club 2 (2.0)
Description: Life is BETTER at the Beach!
Enjoy penthouse style living with panoramic o...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: October - 15 - 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.