Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsWith a pool
Homes Under $2M in Key West, FL — Page 4
182 listings

Homes Under $2M in Key West, FL

Homes Under $2M in Key West, FL

Hide Map
24 of 182 Listings
Map

Homes Under $2M in Key West, FL

24 of 182 Listings

  1. 1402 Olivia Street 2 — photo35

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$639,000

1 bd · 1 ba · 535 sqft

1402 Olivia Street 2, Key West, FL

Paul Brooks · Compass Florida, LLC

  • 611 Grinnell Street 4 — photo50Active

    $1,300,000

    3 bd · 2 ba · 784 sqft

    611 Grinnell Street 4, Key West, FL

    Dan Cloud · Water Vista Realty, Inc.

  • 1124 Olivia Street 321 — photo33Active

    $839,000

    2 bd · 2 ba · 944 sqft

    1124 Olivia Street 321, Key West, FL

    Juan Alberto Benitez · Keller Williams Key West Compass Realty

  • 25 Seaside South Court — photoPrice Reduced48Active

    $1,239,000

    2 bd · 4 ba · 1,824 sqft

    25 Seaside South Court, Key West, FL

    Louis M Paez · Coldwell Banker Schmitt Real Estate Co. (KW)

  • 3808 Duck Avenue — photoPrice Reduced44Active

    $979,000

    2 bd · 2 ba · 838 sqft

    3808 Duck Avenue, Key West, FL

    Elaine S Coyle · Keller Williams Key West Compass Realty

  • 1119 Whitehead Street — photoPrice Reduced31Active

    $1,999,999

    3 bd · 2 ba · 1,665 sqft

    1119 Whitehead Street, Key West, FL

    Logan Guevremont · Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 1227 20th — photoPrice Reduced28Active

    $900,000

    3 bd · 2 ba · 1,286 sqft

    1227 20th, Key West, FL

    Wade J Meyer · Real Estate Management of Key West, LLC

  • 1901 S Roosevelt Boulevard 401S — photoPrice Reduced29Active

    $890,000

    2 bd · 2 ba · 1,099 sqft

    1901 S Roosevelt Boulevard 401S, Key West, FL

    Vic Musmanno · Coldwell Banker Schmitt Real Estate Co. (KW)

  • 1911 Seidenberg Avenue — photo61Active

    $1,250,000

    2 bd · 2 ba · 1,119 sqft

    1911 Seidenberg Avenue, Key West, FL

    Everett H Smith · Ocean Sotheby's International Realty

  • 9 McCoy Circle 9 — photoPrice Reduced63Active

    $1,375,000

    2 bd · 2 ba · 1,387 sqft

    9 McCoy Circle 9, Key West, FL

    Karen Verri · Ocean Sotheby's International Realty

  • 2116 Fogarty Avenue — photo20Active

    $1,249,000

    3 bd · 2 ba · 1,258 sqft

    2116 Fogarty Avenue, Key West, FL

    Jenna Vega Blackwell · Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 243 Golf Club Drive — photo55Active

    $1,245,000

    3 bd · 3 ba · 1,600 sqft

    243 Golf Club Drive, Key West, FL

    Jessica M Prescott · Coastal Collection Real Estate Inc.

  • 617 Front Street B-24 Week 45 — photo64Active

    $37,500

    2 bd · 2 ba · 1,120 sqft

    617 Front Street B-24 Week 45, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  • 1504 Flagler Avenue — photoPrice Reduced64Active

    $1,599,999

    7 bd · 5 ba · 2,501 sqft

    1504 Flagler Avenue, Key West, FL

    Michaele Meadows · Meadows Realty Group

  • 2601 S Roosevelt Boulevard Apt 103C — photoPrice Reduced52Active

    $888,000

    3 bd · 2 ba · 1,221 sqft

    2601 S Roosevelt Boulevard Apt 103C, Key West, FL

    Natallie M Liz · Island Welcome Real Estate LLC

  • 800 Elizabeth Street — photo38Active

    $1,799,000

    7 bd · 5 ba · 2,349 sqft

    800 Elizabeth Street, Key West, FL

    Key West Sisters · Preferred Properties (KW)

  • 34 Golf Club Drive — photoPrice Reduced27Active

    $839,900

    3 bd · 2 ba · 1,320 sqft

    34 Golf Club Drive, Key West, FL

    Jaime M Caballero · Key West Vacation Properties & Realty, LLC (KW)

  • 617 Front Street D-54 Week 37 Penthouse — photoPrice Reduced59Active

    $26,000

    2 bd · 2 ba · 1,120 sqft

    617 Front Street D-54 Week 37 Penthouse, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  • 1800 Atlantic Boulevard 427C — photo34Active

    $1,025,000

    2 bd · 2 ba · 1,311 sqft

    1800 Atlantic Boulevard 427C, Key West, FL

    Tommy Mack · Coastal Collection Real Estate Inc.

  • 1911 Seidenberg Avenue — photo61Active

    $1,250,000

    2 bd · 2 ba · 1,119 sqft

    1911 Seidenberg Avenue, Key West, FL

    Everett H Smith · Ocean Sotheby's International Realty

  • 1224 2nd Street — photo20Active

    $1,700,000

    4 bd · 4 ba · 3,000 sqft

    1224 2nd Street, Key West, FL

    Jenna Stauffer · Ocean Sotheby's International Realty

  • 617 Front Street E43-Ab Lockout Week 46 — photo58Active

    $49,900

    2 bd · 2 ba · 1,120 sqft

    617 Front Street E43-Ab Lockout Week 46, Key West, FL

    Stephanie Herrmann · Truman & Co. Real Estate

  • 1516 17th Terrace — photo44Active

    $1,875,000

    4 bd · 3 ba · 2,423 sqft

    1516 17th Terrace, Key West, FL

    Bascom L Grooms · Bascom Grooms Real Estate (KW)

  • 800 Elizabeth Street — photo39Active

    $1,799,000

    7 bd · 5 ba · 2,349 sqft

    800 Elizabeth Street, Key West, FL

    Key West Sisters · Preferred Properties (KW)

  • 1…345…8

    Explore Key West homes

    By price

    • Homes Under $600K
    • Homes Under $700K
    • Homes Under $800K
    • Homes Under $900K
    • Homes Under $1M
    • Homes Under $1.25M
    • Homes Under $1.5M
    • Homes Under $1.75M
    • Homes Under $2M
    • Homes Under $2.25M
    • Homes Under $2.5M
    • Homes Under $2.75M
    • Homes Under $3M
    • Homes Over $3M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes

    By feature

    • Homes with a Pool
    • Waterfront Homes
    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

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    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: 2026-06-10 20:35:08 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.

    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

    Key West 12-month median sale price trend

    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.