Homes Under $500K in Key West, FL

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24 of 25 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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89Active
$69,000
2 bd · 2 ba · 1,120 sqft
617 Front Street D54 Week 3 Penthouse, Key West, FL
Stephanie Herrmann · Truman & Co. Real Estate
89Active
$69,000
2 bd · 2 ba · 1,120 sqft
617 Front Street C43 Week 50, Key West, FL
Stephanie Herrmann · Truman & Co. Real Estate
89Active
$69,000
2 bd · 2 ba · 1,120 sqft
617 Front Street B52 Week 52 Penthouse, Key West, FL
Stephanie Herrmann · Truman & Co. Real Estate

Listing data & MLS disclosures

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-10-19 13:02:37 UTC
Space Coast MLS (Space Coast Association of REALTORS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-19 21:32:33 UTC
Key West Association of REALTORS: The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of The Key West Association of REALTORS®. MLS Real Estate listings held by brokerage firms other than this broker are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright ©2026 The Key West Association of REALTORS®. All Rights Reserved.
MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-10-20 15:01:54 UTC

About Homes Under $500K in Key West, FL

Homes Under $500K in Key West, FL: 25 active listings as of October 22, 2026, 04:08 UTC.

Property types among these 25 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property type	Listings	Share
Condominium	10	40.0%
Timeshare	6	24.0%

Key West housing market

September 2026 · This period is still settling

Selling at 95.3% of asking price

Buyers here are paying below asking. MLS · 36 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $1,016,000$706,250–$1,562,500 typical range
Price per sq. ft.: $756
Sales: 32
Paid in cash: 50.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,100,000

Key West, FL community profile

Population: 25,696
Median income: $84,673
Housing units: 14,524
People per sq. mi.: 179.2
Area: 143.4 sq. mi.

Source: HJN community data

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Listing data & MLS disclosures

About Homes Under $500K in Key West, FL

Key West housing market

Homes that sold · County records, as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Key West, FL community profile

Explore Key West homes

Listing data & MLS disclosures

Key West, FL community profile

Your local brokerage

Your local brokerage

Key West housing market

Homes that sold · County records, as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026