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Homes with a Pool in Summerland Key, FL
8 listings

Homes with a Pool in Summerland Key, FL

Homes with a Pool in Summerland Key, FL

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8 Listings
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Homes with a Pool in Summerland Key, FL

8 Listings

  1. 361 Avenue D — photo63Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$3,100,000

2 bd · 3 ba · 1,819 sqft

361 Avenue D, Summerland Key, FL

Stacy L Shahan · Island Real Estate Company Florida Keys

  • 0 Howell Key — photo146Active

    $16,900,000

    5 bd · 4 ba · 3,352 sqft

    0 Howell Key, Summerland Key, FL

    Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co

  • 848 E Caribbean Drive — photo44Active

    $2,246,000

    3 bd · 2 ba · 2,016 sqft

    848 E Caribbean Drive, Summerland Key, FL

    Jonathan Minerick · Homecoin.com

  • 414 E Caribbean Drive — photo49Active

    $3,495,000

    4 bd · 4 ba · 2,766 sqft

    414 E Caribbean Drive, Summerland Key, FL

    Lisa Swanson · The Agency Florida Keys

  • 937 Gulf Drive — photoPrice Reduced58Active

    $2,220,000

    3 bd · 2 ba · 1,900 sqft

    937 Gulf Drive, Summerland Key, FL

    Sandra Tuttle · Island Welcome Real Estate

  • 24348 Caribbean Drive — photoPrice Reduced65Active

    $3,295,000

    3 bd · 3 ba · 2,870 sqft

    24348 Caribbean Drive, Summerland Key, FL

    Caroline Bauer · Key West Sales, LLC

  • 231 E Shore Drive 6 — photo40Active

    $4,400,000

    5 bd · 6 ba · 3,119 sqft

    231 E Shore Drive 6, Summerland Key, FL

    Stephanie Marie Muzzillo · Serhant Florida LLC - Delray Beach Office

  • 231 E Shore Drive Unit 2 — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM52Active

    $4,250,000

    5 bd · 6 ba · 4,103 sqft

    231 E Shore Drive Unit 2, Summerland Key, FL

    Stephanie Muzzillo · Serhant

  • Realty.com

    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

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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 18:31:41 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, FL community profile

    Area
    125 sq. mi.

    Source: HJN community data

    Summerland Key housing market

    September 2026 · This period is still settling

    Selling at 96.3% of asking price

    Buyers here are paying below asking. MLS · 20 sales · as of Sep 30, 2026

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

    Median list price
    $1,127,000
    Homes for sale
    120
    Median days on market
    94 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    1,520 sq. ft.