Homes for Sale in Cudjoe Key, FL

46 homes are for sale in Cudjoe Key, FL as of 2026-09-06, with 1 more under contract. The median list price is $965,800, most homes list between $339K to $2.50M, and the median listing has been on the market 120 days. 2 homes came on the market this week.

Newest homes for sale in Cudjoe Key

The most recently listed homes in Cudjoe Key, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$2.10M New

4 bd · 3.5 ba

1106 Thatch Lane

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$819,500 New

3 bd · 2 ba

22968 Drake Lane

Cudjoe Key

Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

$1.80M

3 bd · 2 ba

22970 Gasparilla Lane

Cudjoe Key

Listing courtesy of Expert Realty LLC (HQ)

$982,600

2 bd · 2 ba

701 Spanish Main Drive #198

Cudjoe Key

Listing courtesy of Homecoin.com

$849,000

3 bd · 3 ba

22832 John Silver Lane

Cudjoe Key

Listing courtesy of Internet Realty of the Florida Keys

$1.35M

3 bd · 2 ba

23057 Bluegill Lane

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Lower Keys (KW)

$249,000

1 bd · 1 ba

701 Spanish Main Drive #533

Cudjoe Key

Listing courtesy of Bluescape Real Estate

$2.06M

5 bd · 3 ba

94 Sacarma Drive

Cudjoe Key

Listing courtesy of Realty Executives Florida Keys Old Town

$449,999

1 bd · 1 ba

701 Spanish Main Drive #246

Cudjoe Key

Listing courtesy of Bluescape Real Estate

$949,000

3 bd · 2 ba

342 Spanish Main Drive

Cudjoe Key

Listing courtesy of eXp Realty LLC KW Branch

$1.50M

3 bd · 3 ba

21007 4Th Avenue

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$2.19M

5 bd · 3 ba

125 Colson Drive

Cudjoe Key

Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate

$549,000

2 bd · 2 ba

701 Spanish Main Drive #424

Cudjoe Key

Listing courtesy of Bluescape Real Estate

$2.70M

4 bd · 2.5 ba

20833 W 4Th Avenue

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$1.27M

3 bd · 2 ba

174 Tortuga Lane

Cudjoe Key

Listing courtesy of eXp Realty LLC

$799,000

2 bd · 2 ba

22822 Buccaneer Lane

Cudjoe Key

Listing courtesy of Coastal Collection Real Estate Inc.

$487,000

2 bd · 2 ba

701 Spanish Main Drive #659

Cudjoe Key

Listing courtesy of Bluescape Real Estate

$799,000

2 bd · 1 ba

701 Spanish Main Drive #LOT 49

Cudjoe Key

Listing courtesy of RE/MAX Keys Connection (KW)

$2.50M

4 bd · 2 ba

21023 2nd Avenue

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$425,000

2 bd · 1 ba

701 Spanish Main Drive #639

Cudjoe Key

Listing courtesy of Expert Realty LLC

$895,000

3 bd · 2 ba

135 Tortuga Lane

Cudjoe Key

Listing courtesy of Bruno Realty Group, Inc

$1.27M

2 bd · 2 ba

116 Spanish Main Drive

Cudjoe Key

Listing courtesy of Florida Keys Realty Group LLC

$1.40M

2 bd · 2 ba

21012 6th Avenue

Cudjoe Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$1.40M

3 bd · 2 ba

22939 Gasparilla Lane

Cudjoe Key

Listing courtesy of Keller Williams Key West Compass Realty

Cudjoe Key homes for sale by price

Every active listing in Cudjoe Key grouped by price, with the newest listings in each band. The median is $965,800; the busiest band is $1M and up.

$200K – $300K: 2 homes

• $249,000 · 1 bd / 1 ba · 701 Spanish Main Drive #533
• $267,000 · 1 bd / 1 ba · 701 Spanish Main Drive #423

$300K – $400K: 3 homes

• $339,000 · 2 bd / 1 ba · 701 Spanish Main Drive #28
• $320,000 · 2 bd / 1 ba · 701 Spanish Main Drive #566
• $329,000 · 2 bd / 1.5 ba · 701 Spanish Main Drive #543

$400K – $500K: 5 homes

• $449,999 · 1 bd / 1 ba · 701 Spanish Main Drive #246
• $487,000 · 2 bd / 2 ba · 701 Spanish Main Drive #659
• $425,000 · 2 bd / 1 ba · 701 Spanish Main Drive #639
• $493,000 · 2 bd / 2 ba · 701 Spanish Main Drive #417

$500K – $750K: 3 homes

• $549,000 · 2 bd / 2 ba · 701 Spanish Main Drive #424
• $595,000 · 2 bd / 2 ba · 701 Spanish Main Drive #604
• $535,000 · 2 bd / 2 ba · 701 Spanish Main Drive #247

$750K – $1M: 11 homes

• $819,500 · 3 bd / 2 ba · 22968 Drake Lane
• $982,600 · 2 bd / 2 ba · 701 Spanish Main Drive #198
• $849,000 · 3 bd / 3 ba · 22832 John Silver Lane
• $949,000 · 3 bd / 2 ba · 342 Spanish Main Drive

$1M and up: 22 homes

• $2.10M · 4 bd / 3.5 ba · 1106 Thatch Lane
• $1.80M · 3 bd / 2 ba · 22970 Gasparilla Lane
• $1.35M · 3 bd / 2 ba · 23057 Bluegill Lane
• $2.06M · 5 bd / 3 ba · 94 Sacarma Drive

What is for sale in Cudjoe Key: property types

• Single-family homes: 31
• Manufactured homes: 15

Another 2 listings in Cudjoe Key are land, commercial or other non-residential property and are not counted above.

Browse by type: Manufactured and Mobile Homes for sale in Cudjoe Key (15).

What a home in Cudjoe Key costs to own

Take the median $965,800 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $4,991/month. Monroe County’s typical millage of 8.82 puts property tax near $8,074/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Monroe County is about $4,380/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $6,029/month plus any HOA or CDD assessment.

Explore Cudjoe Key

• All homes for sale in Monroe County, FL
• Monroe County property tax guide
• Search every Cudjoe Key community
• All Florida cities and counties

Homes for sale near Cudjoe Key

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• Homes for sale in Marathon, FL — 181 listings

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Cudjoe Key as of 2026-09-06 and refresh as homes list and sell. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.