Homes for Sale in Cudjoe Key, FL 33042

Every active MLS listing in Cudjoe Key’s 33042 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Cudjoe Key, FL (48 listings); for the ZIP’s values, taxes and growth see the 33042 housing scorecard.

44 homes are for sale in ZIP 33042 (Cudjoe Key, FL) right now, from $339,000 to $2,699,999 for the middle 80%, at a median asking price of $887,000. , built 1993; 2 came on the market in the last 7 days and 9% are new construction.

Newest homes for sale in 33042

701 Spanish Main Drive #171, home for sale in Cudjoe Key 33042
$799,000 New
2 bd · 2 ba · built 2003
701 Spanish Main Drive #171
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate
1106 Thatch Lane, home for sale in Cudjoe Key 33042
$2,099,000
4 bd · 3.5 ba · built 2016
1106 Thatch Lane
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
22968 Drake Lane, home for sale in Cudjoe Key 33042
$819,500
3 bd · 2 ba · built 1981
22968 Drake Lane
Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
22970 Gasparilla Lane, home for sale in Cudjoe Key 33042
$1,799,000
3 bd · 2 ba · built 2026
22970 Gasparilla Lane
Listing courtesy of Expert Realty LLC (HQ)
701 Spanish Main Drive #198, home for sale in Cudjoe Key 33042
$982,600
2 bd · 2 ba · built 2000
701 Spanish Main Drive #198
Listing courtesy of Homecoin.com
701 Spanish Main Drive #533, home for sale in Cudjoe Key 33042
$239,000
1 bd · 1 ba · built 1978
701 Spanish Main Drive #533
Listing courtesy of Bluescape Real Estate
94 Sacarma Drive, home for sale in Cudjoe Key 33042
$2,060,000
5 bd · 3 ba · built 2011
94 Sacarma Drive
Listing courtesy of Realty Executives Florida Keys Old Town
701 Spanish Main Drive #246, home for sale in Cudjoe Key 33042
$449,999
1 bd · 1 ba · built 1989
701 Spanish Main Drive #246
Listing courtesy of Bluescape Real Estate
342 Spanish Main Drive, home for sale in Cudjoe Key 33042
$949,000
3 bd · 2 ba · built 2003
342 Spanish Main Drive
Listing courtesy of eXp Realty LLC KW Branch
21007 4Th Avenue, home for sale in Cudjoe Key 33042
$1,499,000
3 bd · 3 ba · built 2005
21007 4Th Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
125 Colson Drive, home for sale in Cudjoe Key 33042
$2,195,000
5 bd · 3 ba · built 1986
125 Colson Drive
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
701 Spanish Main Drive #424, home for sale in Cudjoe Key 33042
$549,000
2 bd · 2 ba · built 1997
701 Spanish Main Drive #424
Listing courtesy of Bluescape Real Estate
20833 W 4Th Avenue, home for sale in Cudjoe Key 33042
$2,699,999
4 bd · 2.5 ba · built 2018
20833 W 4Th Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
21470 Overseas Highway, home for sale in Cudjoe Key 33042
$5,995,000
13 bd · 7 ba · built 1977
21470 Overseas Highway
Listing courtesy of Select Properties of NWFL
174 Tortuga Lane, home for sale in Cudjoe Key 33042
$1,270,000
3 bd · 2 ba · built 2020
174 Tortuga Lane
Listing courtesy of eXp Realty LLC
701 Spanish Main Drive #659, home for sale in Cudjoe Key 33042
$487,000
2 bd · 2 ba · built 1999
701 Spanish Main Drive #659
Listing courtesy of Bluescape Real Estate
21023 2Nd Avenue, home for sale in Cudjoe Key 33042
$2,499,000
4 bd · 2 ba · built 2006
21023 2Nd Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
701 Spanish Main Drive #639, home for sale in Cudjoe Key 33042
$425,000
2 bd · 1 ba · built 1987
701 Spanish Main Drive #639
Listing courtesy of Expert Realty LLC
135 Tortuga Lane, home for sale in Cudjoe Key 33042
$895,000
3 bd · 2 ba · built 1988
135 Tortuga Lane
Listing courtesy of Bruno Realty Group, Inc
21090 5Th Avenue, home for sale in Cudjoe Key 33042
$3,099,000
4 bd · 3 ba · built 2011
21090 5Th Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
22542 Jolly Roger Drive, home for sale in Cudjoe Key 33042
$1,725,000
4 bd · 3 ba · built 1982
22542 Jolly Roger Drive
Listing courtesy of Coldwell Banker Schmitt Islamorada
20868 W 5Th Avenue, home for sale in Cudjoe Key 33042
$1,150,000
2 bd · 2 ba · built 1995
20868 W 5Th Avenue
Listing courtesy of Coldwell Banker Schmitt RE Co.
21025 3Rd Avenue, home for sale in Cudjoe Key 33042
$1,299,000
3 bd · 2 ba · built 1989
21025 3Rd Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
1083 Labat Lane, home for sale in Cudjoe Key 33042
$3,300,000
3 bd · 3 ba · built 1992
1083 Labat Lane
Listing courtesy of Island Welcome Real Estate
701 Spanish Main Drive #28, home for sale in Cudjoe Key 33042
$339,000
2 bd · 1 ba · built 1983
701 Spanish Main Drive #28
Listing courtesy of Bluescape Real Estate
701 Spanish Main Drive #423, home for sale in Cudjoe Key 33042
$267,000
1 bd · 1 ba · built 1980
701 Spanish Main Drive #423
Listing courtesy of Bluescape Real Estate
701 Spanish Main Drive #604, home for sale in Cudjoe Key 33042
$595,000
2 bd · 2 ba · built 1993
701 Spanish Main Drive #604
Listing courtesy of Bluescape Real Estate
701 Spanish Main Drive #417, home for sale in Cudjoe Key 33042
$493,000
2 bd · 2 ba · built 1981
701 Spanish Main Drive #417
Listing courtesy of Bluescape Real Estate
701 Spanish Main Drive #536, home for sale in Cudjoe Key 33042
$350,000
2 bd · 1 ba · built 1986
701 Spanish Main Drive #536
Listing courtesy of eXp Realty LLC KW Branch
701 Spanish Main Drive #29, home for sale in Cudjoe Key 33042
$649,000
2 bd · 2 ba · built 2024
701 Spanish Main Drive #29
Listing courtesy of Bluescape Real Estate

Homes for sale in 33042 by price

Price bandFor saleShare
$200K–$300K25%
$300K–$400K49%
$400K–$500K511%
$500K–$750K818%
$750K+2557%

How to read this

Counts and medians are from active MLS listings with a 33042 mailing ZIP as of September 18, 2026; property mix Single-family 52%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also homes for sale in Monroe County. More: luxury homes in Cudjoe Key.

Hiring an agent in Cudjoe Key, FL?

Get matched with the right local expert.

Tell us your goal in Cudjoe Key, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Cudjoe Key, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461