Luxury Homes in Summerland Key, FL

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3 beds New construction With a pool

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17 Listings

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Luxury Homes in Summerland Key, FL

17 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

20Active
$1,300,000
2 bd · 2 ba · 1,240 sqft
486 S Airport Drive, Summerland Key, FL
Rose M Dell · Keller Williams Key West Compass Realty
82Active
$3,500,000
3 bd · 3 ba · 2,535 sqft
25361 1st Street, Summerland Key, FL
Tommy Mack · Coastal Collection Real Estate Inc.
Price Reduced73Active
$2,799,000
5 bd · 4 ba · 3,886 sqft
23950 Overseas Highway, Summerland Key, FL
Walters Luxury Group Gloria, Rachel and Michaela Walters · Ocean Sotheby's International Realty

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: 2026-09-23 11:53:48 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.

Summerland Key housing market

August 2026 · This period is still settling

Selling at 95.5% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $330,000$240,000–$832,500 typical range
Sales: 11
Paid in cash: 81.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 83 days

Summerland Key, FL community profile

Area: 125 sq. mi.

Source: HJN community data

Explore Summerland Key homes

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: 2026-09-23 11:53:48 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

Multi-family homes

Co-ops

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Summerland Key, FL community profile

Area: 125 sq. mi.

Source: HJN community data

Summerland Key housing market

August 2026 · This period is still settling

Selling at 95.5% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $330,000$240,000–$832,500 typical range
Sales: 11
Paid in cash: 81.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 83 days

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Listing data & MLS disclosures

Summerland Key housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 31, 2026

Summerland Key, FL community profile

Explore Summerland Key homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Summerland Key, FL community profile

Summerland Key housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 31, 2026