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Luxury Homes in Key West, FL

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Luxury Homes in Key West, FL

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23 of 147 Listings

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23 of 147 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

47Active
$1,575,000
4 bd · 4 ba · 2,082 sqft
2519 Staples Avenue, Key West, FL
Julia Mitsoglou · Keller Williams Key West Compass Realty
32Active
$2,650,000
3 bd · 2 ba · 2,038 sqft
1500 Atlantic Boulevard 414, Key West, FL
The Behmke Group · Keller Williams Key West Compass Realty
25Active
$1,299,000
3 bd · 3 ba · 1,260 sqft
626 Fleming Street a, Key West, FL
Wendy L Zintsmaster · Truman & Co. (KW)

34Active
$1,375,000
2 bd · 2 ba · 948 sqft
1216 Packer Street, Key West, FL
Tom McLaughlin · Coldwell Banker Schmitt Real Estate Co. (KW)
71Active
$2,980,000
3 bd · 2 ba · 1,782 sqft
728 Poor House Lane, Key West, FL
Fabiola Acevedo PA · Realty 100
57Active
$2,919,000
3 bd · 4 ba · 3,461 sqft
3615 Eagle Avenue, Key West, FL
Suzanne M Moore · Suzanne Moore Real Estate
29Active
$1,050,000
3 bd · 2 ba · 1,281 sqft
614 Roberts Lane, Key West, FL
Tom McLaughlin · Coldwell Banker Schmitt Real Estate Co. (KW)
43Active
$1,225,000
3 bd · 3 ba · 1,690 sqft
14 Spoonbill Way, Key West, FL
Cardenas & Krug Team · Coastal Collection Real Estate Inc.
41Active
$5,400,000
6 bd · 7 ba · 2,993 sqft
613 Margaret Street, Key West, FL
Brenda J Donnelly · Brenda Donnelly Real Estate LLC
22Active
$1,225,000
1 bd · 1 ba · 475 sqft
714 Olivia Street #6, Key West, FL
Caroline Bauer · Key West Sales, LLC
45Active
$1,890,000
2 bd · 3 ba · 1,495 sqft
516 Elizabeth Street, Key West, FL
Ellen Gvili · Ocean Sotheby's International Realty
37Active
$2,250,000
3 bd · 4 ba · 1,470 sqft
1300 Seminary Street, Key West, FL
Wendy L Zintsmaster · Truman & Co. (KW)
36Active
$2,525,000
4 bd · 3 ba · 2,051 sqft
1427 Washington Street, Key West, FL
The Spottswood Team · Truman & Co. (KW)
43Active
$1,395,000
2 bd · 4 ba · 1,092 sqft
709 Olivia Street, Key West, FL
Bascom L Grooms · Bascom Grooms Real Estate (KW)
43Active
$1,395,000
2 bd · 4 ba · 1,092 sqft
709 Olivia Street, Key West, FL
Bascom L Grooms · Bascom Grooms Real Estate (KW)
43Active
$3,600,000
4 bd · 3 ba · 1,920 sqft
514 Emma Street, Key West, FL
The Behmke Group · Keller Williams Key West Compass Realty
80Active
$6,750,000
5 bd · 5 ba · 3,663 sqft
411 Louisa Street, Key West, FL
Bobby W Coe IV · RE/MAX Keys Connection (KW)
55Active
$1,350,000
4 bd · 2 ba · 1,760 sqft
1300 Ashby Street, Key West, FL
Samira Garcia · Luxe Properties, LLC.
40Active
$2,599,000
3 bd · 2 ba · 1,204 sqft
812 Carsten Lane, Key West, FL
Wendy L Zintsmaster · Truman & Co. (KW)
42Active
$1,079,000
3 bd · 3 ba · 1,797 sqft
1421 12th Street, Key West, FL
Darrin N Smith · Key West Luxury Real Estate Inc (KW)
69Active
$1,490,000
5 bd · 4 ba · 2,501 sqft
1724 Rose Street, Key West, FL
Ellen Gvili · Ocean Sotheby's International Realty
47Active
$1,500,000
4 bd · 3 ba · 1,800 sqft
193 Golf Club Drive, Key West, FL
Zachary Goodfellow · Keller Williams Key West Compass Realty
30Active
$3,700,000
3 bd · 4 ba · 1,366 sqft
530 Catherine Street, Key West, FL
Brenda J Donnelly · Brenda Donnelly Real Estate LLC

1 2…7

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: 2026-10-05 21:19:46 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.

About Luxury Homes in Key West, FL

Luxury Homes in Key West, FL: 147 active listings as of October 7, 2026, 14:04 UTC.

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 · 34 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 21, 2026

Median sale price: $1,025,000$725,000–$1,600,000 typical range
Price per sq. ft.: $786
Sales: 25
Paid in cash: 52.0%

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

Median list price: $1,100,000
Homes for sale: 285
Median days on market: 70 days

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

Year-over-year: 15.2%

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

Median home size: 1,400 sq. ft.

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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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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: 2026-10-05 21:19:46 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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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

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 · 34 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 21, 2026

Median sale price: $1,025,000$725,000–$1,600,000 typical range
Price per sq. ft.: $786
Sales: 25
Paid in cash: 52.0%

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

Median list price: $1,100,000
Homes for sale: 285
Median days on market: 70 days

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

Year-over-year: 15.2%

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

Median home size: 1,400 sq. ft.