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Cudjoe Key, FL - single-family homes for sale
43 of 43 results displayed
- New
$790,000Active3 beds 2 baths1,560 sq. ft.22920 Privateer Drive, Cudjoe Key, FL 33042
MLS# B26007553Listed by: GLOBAL LUXURY REALTY LLC 
$1,075,000Active4 beds 3 baths2,448 sq. ft.165 Cutlass Lane, Cudjoe, FL 33042
MLS# 619003Listed by: EXPERT REALTY LLC (HQ)
$2,100,000Active4 beds 3 baths2,440 sq. ft.22542 Jolly Roger Dr, Lower Keys, FL 33042
MLS# A11977423Listed by: COLDWELL BANKER SCHMITT R.E.
$324,999Active2 beds 2 baths980 sq. ft.230 Yardarm Road, Cudjoe, FL 33042
MLS# 618882Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$1,200,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 618820Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$2,100,000Active4 beds 3 baths2,440 sq. ft.22542 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 618818Listed by: COLDWELL BANKER SCHMITT ISLAMORADA
$985,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 618817Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$869,000Active2 beds 2 baths960 sq. ft.154 Cutthroat Drive, Cudjoe, FL 33042
MLS# 618809Listed by: EXPERT REALTY LLC
$999,000Active3 beds 2 baths1,356 sq. ft.22852 Buccaneer Lane, Cudjoe, FL 33042
MLS# 618798Listed by: EXPERT REALTY LLC (HQ)
$2,995,000Active4 beds 3 baths2,913 sq. ft.20920 5th Avenue, Cudjoe, FL 33042
MLS# 618526Listed by: COMPASS FLORIDA, LLC
$1,799,000Active3 beds 3 baths2,456 sq. ft.51 Sawyer Drive, Cudjoe, FL 33042
MLS# 618500Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,999,999Active3 beds 4 baths2,100 sq. ft.23087 Sailfish Lane, Cudjoe, FL 33042
MLS# 618494Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,575,000Active3 beds 2 baths1,667 sq. ft.22865 Redfish Lane, Cudjoe, FL 33042
MLS# 618413Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,499,000Active3 beds 2 baths1,508 sq. ft.21250 Conch Drive, Cudjoe, FL 33042
MLS# 618382Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$899,000Active3 beds 2 baths1,203 sq. ft.153 Peg Leg Lane, Cudjoe, FL 33042
MLS# 618377Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,699,000Active2 beds 2 baths1,344 sq. ft.1163 De Lussan Lane, Cudjoe, FL 33042
MLS# 618057Listed by: COLDWELL BANKER SCHMITT RE CO.
$430,000Active2 beds 1 baths415 sq. ft.21857 Disturbed Pine Road, Cudjoe, FL 33042
MLS# 618053Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$980,000Active3 beds 2 baths1,456 sq. ft.131 Doubloon Lane, Cudjoe, FL 33042
MLS# 617960Listed by: BLUESCAPE REAL ESTATE
$1,325,000Active3 beds 2 baths1,494 sq. ft.22974 Anne Bonny Lane, Cudjoe, FL 33042
MLS# 617786Listed by: ISLAND WELCOME REAL ESTATE
$1,399,000Active3 beds 2 baths1,356 sq. ft.51 Drost Drive, Cudjoe, FL 33042
MLS# 617709Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$879,000Active2 beds 2 baths861 sq. ft.701 Spanish Main Drive #512, Cudjoe, FL 33042
MLS# 617604Listed by: LOKATION REAL ESTATE
$2,195,000Active5 beds 3 baths1,903 sq. ft.125 Colson Drive, Cudjoe, FL 33042
MLS# 617496Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$1,099,000Active2 beds 2 baths1,284 sq. ft.22748 Blackbeard Lane, Cudjoe, FL 33042
MLS# 617545Listed by: EXP REALTY LLC
$549,000Active2 beds 2 baths860 sq. ft.701 Spanish Main Drive #247, Cudjoe, FL 33042
MLS# 617289Listed by: BLUESCAPE REAL ESTATE
$3,750,000Active3 beds 2 baths1,851 sq. ft.755 Sawyer Drive, Cudjoe, FL 33042
MLS# 617442Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$1,499,000Active3 beds 2 baths1,944 sq. ft.20838 W 5th Avenue, Cudjoe, FL 33042
MLS# 617081Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$2,150,000Active3 beds 2 baths1,674 sq. ft.743 Pattison Drive, Cudjoe, FL 33042
MLS# 617067Listed by: ISLAND WELCOME REAL ESTATE
$1,050,000Active2 beds 2 baths1,008 sq. ft.22837 Calico Jack Circle, Cudjoe Key, FL 33042
MLS# 2066328Listed by: COLDWELL BANKER VANGUARD REALTY
$449,700Active2 beds 2 baths604 sq. ft.701 Spanish Main Drive #234, Cudjoe, FL 33042
MLS# 616834Listed by: BLUESCAPE REAL ESTATE
$2,795,000Active4 beds 3 baths2,951 sq. ft.20844 W 4th Avenue, Cudjoe, FL 33042
MLS# 616783Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$974,000Active3 beds 2 baths1,400 sq. ft.22954 Buccaneer Lane, Cudjoe, FL 33042
MLS# 616110Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,529,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Lane, Cudjoe, FL 33042
MLS# 615839Listed by: AMERIFIRST REALTY
$1,529,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Ln, Lower Keys, FL 33042
MLS# A11840243Listed by: AMERIFIRST REALTY
$925,000Active2 beds 1 baths806 sq. ft.701 Spanish Main Drive #49, Cudjoe, FL 33042
MLS# 617499Listed by: RE/MAX KEYS CONNECTION (KW)
$989,999Active3 beds 3 baths960 sq. ft.22961 John Avery Lane, Cudjoe, FL 33042
MLS# 614900Listed by: CASA MIAMI REAL ESTATE
$849,000Active3 beds 2 baths1,560 sq. ft.22920 Privateer Drive, Cudjoe, FL 33042
MLS# 614188Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$1,145,000Active3 beds 2 baths1,260 sq. ft.22737 Blackbeard Lane, Cudjoe, FL 33042
MLS# 616428Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$1,549,000Active3 beds 2 baths1,872 sq. ft.20841 W 8th Avenue, Cudjoe, FL 33042
MLS# 616914Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$999,999Active3 beds 2 baths2,198 sq. ft.21073 7th Avenue, Cudjoe, FL 33042
MLS# 613514Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$2,089,000Active5 beds 3 baths1,978 sq. ft.94 Sacarma Drive, Cudjoe, FL 33042
MLS# 615662Listed by: REALTY EXECUTIVES FLORIDA KEYS OLD TOWN
$1,490,000Active2 beds 2 baths1,127 sq. ft.1113 De Lussan Lane, Cudjoe, FL 33042
MLS# 612427Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,125,000Active2 beds 2 baths1,008 sq. ft.22837 Calico Jack Circle, Cudjoe, FL 33042
MLS# 610732Listed by: COLDWELL BANKER VANGUARD REALTY
$839,000Active2 beds 2 baths1,120 sq. ft.22739 Buccaneer Lane, Cudjoe, FL 33042
MLS# 618732Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
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Information deemed reliable but not guaranteed. Information is provided, in part, by Greater Miami MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.