Florida Keys neighborhoods, Key Largo to Key West. Know what matters before you buy.

The Florida Keys are a single 113-mile island chain along US-1 in Monroe County, and the market splits by mile marker: Key West and its old-town/condo core at the end of the road, the Upper Keys resort and second-home corridor from Key Largo through Islamorada, and the quieter Middle and Lower Keys around Marathon and Big Pine. Nearly everything trades on water access, elevation, and whether short-term rental is allowed.

What decides a Keys purchase is the vacation-rental rules, which vary sharply by city and by the county's ROGO building-permit system, plus wind and flood insurance and real hurricane and surge exposure on low coral-rock lots. The guides state the rental posture, the flood-zone and elevation reality, and whether a dock or canal access conveys.

103 community guides, organized by town below. Start with the interactive Neighborhood Finder if you'd rather browse the whole map.

Key West (21)

Bay ManorBay Manor in Key West, FL: 252 homes, built 1918-2019. Live Florida Keys MLS data and public records.Campbell CourtyardCampbell Courtyard in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 16 MLS sales on record since 2002.Casa CasellesCasa Caselles in Key West, FL: Median sale $1.45M (2026), median 57 days on market. Live Florida Keys MLS data and public records.Coconut Mallory Resort & MarinaCoconut Mallory Resort & Marina in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 14 MLS sales on record since 2007.Delancey HallDelancey Hall Condominium in Key West, FL: 195 homes for sale in ZIP 33030 (22% under contract), 10 MLS sales on record since 2004.Flagler CourtFlagler Court in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 19 MLS sales on record since 2011.George W NicholsGeorge W Nichols in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 34 MLS sales on record since 2001.Key West EstatesKey West Estates in Key West, FL: Median sale $579K (2026), 352 homes, built 1923-2024, median 56 days on market.Key West FwdnKey West Fwdn in Key West, FL: Median sale $1.93M (2026), median 35 days on market. Live Florida Keys MLS data and public records.Key West Golf ClubKey West Golf Club in Key West, FL: Median sale $662K (2026), median 122 days on market. Live Florida Keys MLS data and public records.Key West Investment CoKey West Investment Co in Key West, FL: Recent sales median $1.75M (2025), 173 sales since 2001. Live Florida Keys MLS data and public records.La Brisa WestLa Brisa West in Key West, FL: Median sale $676K (2026), median 86 days on market. Live Florida Keys MLS data and public records.Newton ParkNewton Park in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 9 MLS sales on record since 1999.Salt PondSalt Pond in Key West, FL: Median sale $492K (2026), 95 homes, built 2005-2005, median 57 days on market. Live Florida Keys MLS data and public…Santa ClaraSanta Clara in Key West, FL: Median sale $424K (2026), median 114 days on market. Live Florida Keys MLS data and public records.Seaside Key West ResidencesSeaside Key West Residences in Key West, FL: Recent sales median $1.14M (2025), 20 sales since 2020, 95 homes, built 2005-2005.Ser-Deb EstatesSer-Deb Estates in Key West, FL: Recent sales median $1.14M (2023), 46 sales since 2001, 91 homes, built 1938-2014.Solana VillageSolana Village in Key West, FL: Median sale $488K (2026), median 121 days on market. Live Florida Keys MLS data and public records.Sunset Key (Tank) Island UnrcdSunset Key (Tank) Island Unrcd in Key West, FL: Median sale $6.60M (2026), 56 homes, built 1996-2024, median 103 days on market.The FoundryThe Foundry in Key West, FL: Recent sales median $1.48M (2024), 63 sales since 2000. Live Florida Keys MLS data and public records.The HalyardThe Halyard in Key West, FL: 344 homes for sale in ZIP 33040 (15% under contract), 10 MLS sales on record since 2001.

Key Largo (27)

Anglers Park ShoresAnglers Park Shores in Key Largo, FL: Recent sales median $1.21M (2023), 24 sales since 2007. Live Florida Keys MLS data and public records.Bahia MarBahia Mar in Key Largo, FL: Median sale $670K (2026), 188 homes, built 1959-2023, median 67 days on market. Live Florida Keys MLS data and public…Bay HavenBay Haven in Key Largo, FL: Recent sales median $634K (2023), 75 sales since 2007, 241 homes, built 1950-2024.BaywoodBaywood in Key Largo, FL: Recent sales median $275K (2025), 19 sales since 2012. Live Florida Keys MLS data and public records.Bermuda ShoresBermuda Shores in Key Largo, FL: Median sale $1.40M (2026), 188 homes, built 1968-2024, median 47 days on market.Buccaneer PointBuccaneer Point in Key Largo, FL: Median sale $2.46M (2026), 167 homes, built 1957-2024, median 63 days on market.Buttonwood BayButtonwood Bay in Key Largo, FL: Median sale $1.15M (2026), median 35 days on market. Live Florida Keys MLS data and public records.Caribbean HeightsCaribbean Heights in Key Largo, FL: 11 homes, built 1956-2019. Live Florida Keys MLS data and public records.HarborageHarborage in Key Largo, FL: Recent sales median $1.22M (2025), 53 sales since 2008, 173 homes, built 1948-2024.Kawama TowerKawama Tower in Key Largo, FL: Median sale $783K (2026), median 72 days on market. Live Florida Keys MLS data and public records.Kawama Yacht ClubKawama Yacht Club in Key Largo, FL: Recent sales median $750K (2025), 47 sales since 2006. Live Florida Keys MLS data and public records.Key Largo KampgroundKey Largo Kampground in Key Largo, FL: Recent sales median $415K (2025), 47 sales since 2007. Live Florida Keys MLS data and public records.Key Largo Mob HomesitesKey Largo Mob Homesites in Key Largo, FL: Median sale $364K (2026), 158 homes, built 1960-2024, median 58 days on market.Lazy LagoonLazy Lagoon in Key Largo, FL: 211 homes, built 1948-2024. Live Florida Keys MLS data and public records.Lime Grove EstatesLime Grove Estates in Key Largo, FL: 118 homes, built 1960-2023. Live Florida Keys MLS data and public records.Moon BayMoon Bay in Key Largo, FL: Recent sales median $738K (2024), 87 sales since 2006. Live Florida Keys MLS data and public records.Point PleasantPoint Pleasant in Key Largo, FL: 39 homes, built 1951-2024. Live Florida Keys MLS data and public records.Rock Harbor EstatesRock Harbor Estates in Key Largo, FL: 255 homes for sale in ZIP 33037 (17% under contract), 44 MLS sales on record since 2006.Sexton CoveSexton Cove in Key Largo, FL: Median sale $1.26M (2026), 331 homes, built 1960-2024, median 26 days on market.Silver ShoresSilver Shores in Key Largo, FL: Median sale $410K (2026), 373 homes, built 1961-2022, median 30 days on market.Stillwright PointStillwright Point in Key Largo, FL: Median sale $1.75M (2026), median 88 days on market. Live Florida Keys MLS data and public records.Sunset AcresSunset Acres in Key Largo, FL: 155 homes, built 1950-2024. Live Florida Keys MLS data and public records.Sunset WaterwaysSunset Waterways in Key Largo, FL: 105 homes, built 1948-2024. Live Florida Keys MLS data and public records.Tamarind BayTamarind Bay in Key Largo, FL: Median sale $679K (2026), median 38 days on market. Live Florida Keys MLS data and public records.Tavernier ParkTavernier Park in Key Largo, FL: 31 homes, built 1945-2003. Live Florida Keys MLS data and public records.Twin LakesTwin Lakes in Key Largo, FL: Median sale $1.58M (2026), 298 homes, built 1953-2023, median 54 days on market.Winston ParkWinston Park in Key Largo, FL: Median sale $650K (2026), 181 homes, built 1954-2023, median 187 days on market.

Marathon (27)

Bonefish TowersBonefish Towers in Marathon, FL: Median sale $365K (2026), median 95 days on market. Live Florida Keys MLS data and public records.Bonefish TownhousesBonefish Townhouses in Marathon, FL: Median sale $1.10M (2026), median 19 days on market. Live Florida Keys MLS data and public records.Bougainvillea VillasBougainvillea Villas Condominium in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 22 MLS sales on record since 2011.Captains QuartersCaptains Quarters in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 18 MLS sales on record since 2011.Casa BlancaCasa Blanca in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 4 MLS sales on record since 2007.Casa Manana ShoresCasa Manana Shores in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 4 MLS sales on record since 2008.Cobia PointCobia Point Condo in Marathon, FL: Recent sales median $920K (2024), 18 sales since 2009. Live Florida Keys MLS data and public records.Coco Plum TerracesCoco Plum Terraces in Marathon, FL: Median sale $414K (2026), 68 homes, built 1976-2024, median 141 days on market.Coco Plum VillasCoco Plum Villas in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 8 MLS sales on record since 2019.Coral ClubCoral Club in Marathon, FL: Median sale $485K (2026), median 41 days on market. Live Florida Keys MLS data and public records.Coral Lagoon ResortCoral Lagoon Resort in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 41 MLS sales on record since 2008.Crane HammockCrane Hammock in Marathon, FL: Median sale $799K (2026), 44 homes, built 1957-2020, median 34 days on market.Flamingo IslandFlamingo Island in Marathon, FL: Median sale $1.21M (2026), 115 homes, built 1974-2024, median 106 days on market.Harbor HouseHarbor House in Marathon, FL: 2 homes for sale from $935K to $975K. Live Florida Keys MLS data and public records.Indigo Reef Marina HomesIndigo Reef Marina Homes in Marathon, FL: Median sale $1.05M (2026), median 82 days on market. Live Florida Keys MLS data and public records.Island ClubIsland Club in Marathon, FL: Recent sales median $460K (2024), 27 sales since 2010. Live Florida Keys MLS data and public records.Keys RV/Mobile HomeKeys RV/Mobile Home Condominium in Marathon, FL: Median sale $260K (2026), median 93 days on market. Live Florida Keys MLS data and public records.Little VeniceLittle Venice in Marathon, FL: Median sale $715K (2026), 91 homes, built 1952-2024, median 42 days on market.Marathon Country C WMarathon Country C W in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 30 MLS sales on record since 2012.PearcesPearces in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 10 MLS sales on record since 2010.Roosevelt Point #Roosevelt Point # in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 13 MLS sales on record since 2007.SeaGlass CoveSeaGlass Cove is a planned gated waterfront enclave (new-construction residences) community in Marathon, FL (Monroe County) by Constellation Group.SeawatchSeawatch in Marathon, FL: Median sale $862K (2026), 3 homes, built 1983-2019, median 96 days on market. Live Florida Keys MLS data and public records.Sombrero IsleSombrero Isle in Marathon, FL: 30 homes, built 1977-2024. Live Florida Keys MLS data and public records.Stirrup KeyStirrup Key Condo in Marathon, FL: 266 homes for sale in ZIP 33050 (14% under contract), 31 MLS sales on record since 2009.Tranquility BayTranquility Bay in Marathon, FL: Median sale $375K (2026), median 71 days on market. Live Florida Keys MLS data and public records.Treasure IslandTreasure Island in Marathon, FL: 20 homes, built 1964-2023. Live Florida Keys MLS data and public records.

Big Pine Key (9)

Cudjoe Key (2)

Summerland Key (3)

Duck Key (3)

Plantation Key (3)

Lower Matecumbe (2)

Sugarloaf Key (1)

Little Torch Key (3)

Key Colony (2)

Straight answers

Can I short-term rental a home in the Florida Keys?

It depends heavily on the jurisdiction - Key West, Marathon, Islamorada, and unincorporated Monroe each have their own vacation-rental rules, and many areas require a minimum 28-day rental. Confirm the exact rental license and zoning for the specific address before you buy for income.

Why are building permits (ROGO) a factor in the Keys?

Monroe County's Rate of Growth Ordinance strictly caps new building permits, so a buildable vacant lot or an existing legal dwelling carries real scarcity value. Confirm the permit and legal-unit status before offering on land or a teardown.

How bad is insurance and flood risk in the Keys?

Most of the chain is low-elevation coral rock in high-velocity wind and flood zones, so wind, flood, and elevation certificates drive both insurance cost and financing. Confirm the flood zone, base flood elevation, and any prior claims before you write an offer.

Homes for sale now in Florida Keys

1,437 live listings in this area, 61 listed in the last 7 days. A selection, newest first:

Just listed, updated hourly: New in Florida Keys · New in Georgia

Live MLS listings, refreshed hourly; listings held by other brokerages are marked with the listing broker. Information deemed reliable but not guaranteed. Equal Housing Opportunity.