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Waterfront Homes in Key West, FL
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3 bedsWith a pool

Waterfront Homes in Key West, FL

Waterfront Homes in Key West, FL

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24 of 50 Listings
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Waterfront Homes in Key West, FL

24 of 50 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 617 Front Street D54 Week 3 Penthouse — photoNew89Active

    $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

  2. 617 Front Street C43 Week 50 — photoNew89Active

    $69,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street C43 Week 50, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  3. 617 Front Street B52 Week 52 Penthouse — photoNew89Active

    $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

  4. 617 Front Street F53 Week 2 Penthouse — photoNew89Active

    $69,000

    3 bd · 3 ba · 1,120 sqft

    617 Front Street F53 Week 2 Penthouse, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  5. 617 Front Street C22 Week 1 — photoNew90Active

    $69,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street C22 Week 1, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  6. 617 Front Street D53 Week 4 Penthouse — photoNew89Active

    $69,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street D53 Week 4 Penthouse, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  7. 617 Front Street C34 Week 2 — photoNew90Active

    $69,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street C34 Week 2, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  8. 617 Front Street C34 Week 1 — photoNew90Active

    $69,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street C34 Week 1, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  9. 6 Beach Drive — photo14Active

    $399,000

    2 bd · 1 ba · 460 sqft

    6 Beach Drive, Key West, FL

    Anneliese Dietrick · Coldwell Banker Schmitt Real E

  10. 1500 Atlantic Boulevard Unit 414 — photo32Active

    $2,650,000

    3 bd · 2 ba · 2,038 sqft

    1500 Atlantic Boulevard Unit 414, Key West, FL

    The Behmke Group · Keller Williams Key West Compass Realty

  11. 617 Front Street C-21 Week 22 — photo63Active

    $43,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street C-21 Week 22, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  12. 1800 Atlantic Boulevard Unit 325C — photo43Active

    $995,000

    2 bd · 2 ba · 1,357 sqft

    1800 Atlantic Boulevard Unit 325C, Key West, FL

    Bobby Baker · Brightwild Real Estate

  13. 3206 Riviera Drive — photoPrice Reduced30Active

    $2,399,000

    3 bd · 4 ba · 2,149 sqft

    3206 Riviera Drive, Key West, FL

    Will Langley · Berkshire Hathaway HomeServices Knight & Gardner Realty

  14. 735 50 St Gulf, Marathon — photo76Active

    $5,495,000

    5 bd · 6 ba · 3,219 sqft

    735 50 St Gulf, Marathon, Key West, FL

    Ydania Leon-Avila · Florida Realty of Miami Corp

  15. 2601 S Roosevelt Blvd 103C — photo16Active

    $889,000

    3 bd · 2 ba · 1,126 sqft

    2601 S Roosevelt Blvd 103C, Key West, FL

    Natallie Liz · Expert Realty LLC

  16. 6810 Front Street B-15 & Slip 22 — photo26Active

    $875,000

    3 bd · 3 ba · 7,080 sqft

    6810 Front Street B-15 & Slip 22, Key West, FL

    Marc Ulanowski · Equestrian Sotheby's Internati

  17. listing photo101Active

    $4,995,000

    4 bd · 5 ba · 4,224 sqft

    Address withheld · Key West, FL

    Lisa Ferringo · Coldwell Banker Schmitt Real E

  18. 32 Sunset Key Drive — photo70Active

    $12,500,000

    6 bd · 7 ba · 3,635 sqft

    32 Sunset Key Drive, Key West, FL

    J. Michael Caron · Keller Williams Key West Compass Realty

  19. 32 Hilton Haven Road Apt 5 — photo35Active

    $995,000

    2 bd · 2 ba · 1,036 sqft

    32 Hilton Haven Road Apt 5, Key West, FL

    Jenna Stauffer · Ocean Sotheby's International Realty

  20. 901 Eisenhower Drive — photo57Active

    $4,750,000

    7 bd · 5 ba · 3,118 sqft

    901 Eisenhower Drive, Key West, FL

    Sarah Dolson · Keller Williams Key West Compass Realty

  21. 1616 Atlantic Boulevard Unit 11 — photo102Active

    $4,995,000

    4 bd · 5 ba · 4,224 sqft

    1616 Atlantic Boulevard Unit 11, Key West, FL

    Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co

  22. 1500 Atlantic Boulevard Unit 308 — photo45Active

    $4,499,999

    3 bd · 3 ba · 2,309 sqft

    1500 Atlantic Boulevard Unit 308, Key West, FL

    Corinne Held, PA · Preferred Properties (KW)

  23. 1800 Atlantic Boulevard 218B — photo36Active

    $950,000

    2 bd · 2 ba · 1,469 sqft

    1800 Atlantic Boulevard 218B, Key West, FL

    Donna Pezzi · Keller Williams Key West Compass Realty

  24. 9 McCoy Circle Unit 9 — photoPrice Reduced63Active

    $1,249,000

    2 bd · 2 ba · 1,387 sqft

    9 McCoy Circle Unit 9, Key West, FL

    Karen Verri · Ocean Sotheby's International Realty

123

About Waterfront Homes in Key West, FL

Waterfront Homes in Key West, FL: 50 active listings as of October 17, 2026, 07:12 UTC.

Property types among these 50 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 typeListingsShare
Condominium1122.0%
Timeshare612.0%

Explore Key West homes

By price

  • Homes Under $600K
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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.

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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: 2026-10-13 19:19:42 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: 2026-10-16 11:01:50 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: 2026-09-23 02:39:41 UTC

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

  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Homes Under $2M
  • Homes Under $2.25M
  • Homes Under $2.5M
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Key West housing market

    September 2026 · This period is still settling

    Key West 12-month median sale price trend

    Selling at 95.5% of asking price

    Buyers here are paying below asking. MLS · 35 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 25, 2026

    Median sale price
    $1,016,000$706,250–$1,625,000 typical range
    Price per sq. ft.
    $756
    Sales
    28
    Paid in cash
    50.0%

    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
    71 days

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

    Year-over-year
    14.2%

    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.