33042 Homes for Sale — Cudjoe Key, FL

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 (46 listings); for the ZIP’s values, taxes and growth see the 33042 housing scorecard.

33042 at a glance

ZIP 33042 is Cudjoe Key, Monroe County, FL. The numbers below are computed from MLS closings and live listings for every community in the ZIP and refresh with each data pull.

Where it isCudjoe Key, Monroe County, FL
Communities38 MLS communities, 19 with 12-month sales data
Median sold price, 12 months$908K (+3.7% year over year)
Days to contract (median)79
New construction share of sales7%
Sale-to-original-list92.2%
Communities with the most salesCutthroat Harbor Estates ($900K), VENTURE OUT ($650K), SUMMERLAND KEY COVE ($1.1M), JOLLY ROGER ESTATES ($1.2M), CORAL SHORES ESTATES ($360K), SUMMERLAND COVE ISLE ($2.36M)

33042 housing market tracker · all homes for sale in Cudjoe Key, FL · Monroe County property tax

44 homes are for sale in ZIP 33042 (Cudjoe Key, FL) right now, from $350,000 to $2,699,999 for the middle 80%, at a median asking price of $877,000. , built 1994; 3 came on the market in the last 7 days and 11% are new construction.

Newest homes for sale in 33042

701 Spanish Main Drive #198, home for sale in Cudjoe Key 33042
$949,600 New
2 bd · 2 ba · built 2000
701 Spanish Main Drive #198
Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
701 Spanish Main Drive #543, home for sale in Cudjoe Key 33042
$329,000 New
2 bd · 1.5 ba · built 1988
701 Spanish Main Drive #543
Listing courtesy of Bluescape Real Estate
165 Colson Drive, home for sale in Cudjoe Key 33042
$1,645,000 New
3 bd · 2 ba · built 2023
165 Colson Drive
Listing courtesy of Island Welcome Real Estate
701 Spanish Main Drive #321, home for sale in Cudjoe Key 33042
$799,000
2 bd · 2 ba · built 2005
701 Spanish Main Drive #321
Listing courtesy of Bluescape Real Estate
22960 Sharp Lane, home for sale in Cudjoe Key 33042
$525,000
2 bd · 1 ba · built 1980
22960 Sharp Lane
Listing courtesy of Keller Williams Key West Compass Realty
701 Spanish Main Drive #455, home for sale in Cudjoe Key 33042
$399,999
1 bd · 1 ba · built 1988
701 Spanish Main Drive #455
Listing courtesy of Coldwell Banker Schmitt RE Co.
20731 W 2Nd Avenue, home for sale in Cudjoe Key 33042
$3,200,000
5 bd · 4 ba · built 2015
20731 W 2Nd Avenue
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
459 Pattison Drive, home for sale in Cudjoe Key 33042
$2,299,995
3 bd · 2 ba · built 2000
459 Pattison Drive
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
701 Spanish Main Drive #123, home for sale in Cudjoe Key 33042
$674,999
2 bd · 2 ba · built 1992
701 Spanish Main Drive #123
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate
701 Spanish Main Drive #171, home for sale in Cudjoe Key 33042
$799,000
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
$1,999,000
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 #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
$444,999
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
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
$5,750,000
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
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
22978 Port Royal Lane, home for sale in Cudjoe Key 33042
$875,000
2 bd · 1 ba · built 1977
22978 Port Royal Lane
Listing courtesy of Lokation Real Estate

Every home for sale in 33042 right now (44)

All 44 active listings in ZIP 33042 with a detail page, newest first, refreshed twice a day from the MLS.

Homes for sale in 33042 by price

Price bandFor saleShare
$200K–$300K25%
$300K–$400K49%
$400K–$500K49%
$500K–$750K818%
$750K+2659%

How to read this

Counts and medians are from active MLS listings with a 33042 mailing ZIP as of October 11, 2026; property mix Single-family 55%. 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.

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