Homes, values and local insight for Key West, Monroe County, Florida. Typical home value $1,007,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Key West is a Florida community offering diverse real estate opportunities. The area features a blend of residential properties and strong neighborhood character. Located in Monroe County, Key West provides access to quality schools, employment opportunities, and local amenities. The community attracts diverse buyer profiles seeking lifestyle fit and investment potential. Strong local market fundamentals support steady appreciation.
Real estate in Key West emphasizes island lifestyle properties with median prices in the $500K-$3M range. The market reflects regional growth patterns and economic fundamentals. Properties range from affordable starter homes to premium estates. Strong buyer demand from relocating professionals and investors creates steady transaction activity. Market appreciation typically runs 2-4% annually driven by local employment and population growth.
Winslow Homes serves this community buyers and sellers across FL, MA, CT, and RI. Ryan and Megan Winslow provide both brokerage and mortgage services (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.
The typical home in Key West is worth $1,007,000, 5% above the Monroe County typical value of $960,000 and 168% above the Florida typical value of $375,000.
Zillow Home Value Index for Key West, August 2026. The middle of the market for single family homes and condos.
Home values in Key West moved +25.5% over five years and +68.6% over ten.
Median gross rent in Key West. Useful for investors running rental numbers.
Share of occupied homes in Key West lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Key West.

Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Key West home of $1,007,000:
Ryan and Megan price Key West homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Typical value $833,000 · 10,039 residents
Area guide →Typical value $883,000 · 749 residents
Area guide →Typical value $904,000 · 208 residents
Area guide →Typical value $1,239,000 · 7,013 residents
Area guide →396 residents
Area guide →Typical value $1,097,000 · 12,069 residents
Area guide →See the full Monroe County real estate guide or the Florida real estate guide.
The Zillow Home Value Index for Key West was $1,007,000 in August 2026, -0.7% over the past year.
Key West is in Monroe County, Florida.
About 25,240 people as of the 2024 Census Bureau estimate, compared with 26,437 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
47% of occupied homes in Key West are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Typical home values, 12-month change and days on market for every Key West ZIP code, updated from public Zillow and Redfin data.
Get coming-soon homes, pocket listings and price drops in Key West, FL before they hit the big home search sites.