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Cudjoe Key, FL - homes for sale
78 of 78 results displayed
$299,000Active0.23 Acres20822 W 1st Avenue, Cudjoe, FL 33042
MLS# 616481Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$870,000Active3 beds 2 baths1,452 sq. ft.22818 Privateer Drive, Cudjoe, FL 33042
MLS# 616451Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)- Open Sun, 1 to 3pm
$1,250,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 616432Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY 
$550,000Active2.3 Acres21865 Spain Boulevard, Cudjoe, FL 33042
MLS# 616433Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$57,000Active0.14 AcresLot 16 Treasure Chest, Cudjoe, FL 33042
MLS# 616406Listed by: EXPERT REALTY LLC
$57,000Active0.14 AcresLot 17 Treasure Chest, Cudjoe, FL 33042
MLS# 616407Listed by: EXPERT REALTY LLC- Open Sat, 10am to 12pm
$949,000Active2 beds 2 baths1,620 sq. ft.22852 John Silver Lane, Cudjoe, FL 33042
MLS# 616338Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY 
$650,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #495, Cudjoe, FL 33042
MLS# 616333Listed by: KEYS REALTY REDEFINED LLC
$1,175,000Active4 beds 3 baths2,448 sq. ft.165 Cutlass Lane, Cudjoe, FL 33042
MLS# 616305Listed by: EXPERT REALTY LLC (HQ)
$1,265,000Active3 beds 2 baths1,344 sq. ft.22915 Bluegill Lane, Cudjoe, FL 33042
MLS# 616294Listed by: KEYISLE REALTY
$779,000Active2 beds 2 baths860 sq. ft.22464 La Fitte Drive, Cudjoe, FL 33042
MLS# 616276Listed by: BEYCOME OF FLORIDA, LLC
$999,965Active0.1 Acres701 Spanish Main Drive #369, 370, Cudjoe, FL 33042
MLS# 616265Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$2,999,999Active3 beds 2 baths1,714 sq. ft.653 Sawyer Drive, Cudjoe, FL 33042
MLS# 616166Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$999,000Active3 beds 2 baths1,400 sq. ft.22954 Buccaneer Lane, Cudjoe, FL 33042
MLS# 616110Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$2,999,000Active3 beds 4 baths3,747 sq. ft.22967 Redfish Lane, Cudjoe, FL 33042
MLS# 616070Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,975,000Active3 beds 3 baths2,295 sq. ft.20889 W 7th Avenue, Cudjoe, FL 33042
MLS# 616071Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY- Open Sun, 1 to 3pm
$1,750,000Active3 beds 2 baths1,467 sq. ft.21855 21865 Spain Boulevard, Cudjoe, FL 33042
MLS# 616020Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY 
$299,000Active2 beds 1 baths738 sq. ft.701 Spanish Main Drive #641, Cudjoe, FL 33042
MLS# 616003Listed by: COLDWELL BANKER SCHMITT RE CO.
$580,175Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #79, Cudjoe, FL 33042
MLS# 615962Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$569,700Active2 beds 1 baths718 sq. ft.701 Spanish Main Drive #335, Cudjoe, FL 33042
MLS# 615963Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$199,500Active0.14 AcresVacant Picard Lane, Cudjoe, FL 33042
MLS# 615956Listed by: KEYISLE REALTY
$239,000Active0.05 Acres701 Spanish Main Drive #621, Cudjoe, FL 33042
MLS# 615873Listed by: BLUESCAPE REAL ESTATE
$1,599,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Lane, Cudjoe, FL 33042
MLS# 615839Listed by: AMERIFIRST REALTY
$1,599,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Ln, Lower Keys, FL 33042
MLS# A11840243Listed by: AMERIFIRST REALTY
$875,000Active2 beds 2 baths948 sq. ft.22878 Privateer Drive, Cudjoe, FL 33042
MLS# 615626Listed by: EXPERT REALTY LLC
$344,999Active2 beds 1 baths720 sq. ft.701 Spanish Main Drive #625, Cudjoe, FL 33042
MLS# 615577Listed by: EXPERT REALTY LLC (HQ)
$1,990,000Active3 beds 2 baths2,047 sq. ft.20771 W 2nd Avenue, Cudjoe, FL 33042
MLS# 615567Listed by: ISLAND WELCOME REAL ESTATE
$997,000Active2 beds 2 baths779 sq. ft.701 Spanish Main Drive #214, Cudjoe, FL 33042
MLS# 615420Listed by: BLUESCAPE REAL ESTATE
$279,000Active1 beds 1 baths368 sq. ft.701 Spanish Main Drive #533, Cudjoe, FL 33042
MLS# 615422Listed by: BLUESCAPE REAL ESTATE
$539,000Active2 beds 1 baths667 sq. ft.701 Spanish Main Drive #602, Cudjoe, FL 33042
MLS# 615408Listed by: BLUESCAPE REAL ESTATE
$195,000Active1.01 Acres0 Asturias Road, Cudjoe, FL 33042
MLS# 615327Listed by: COLDWELL BANKER SCHMITT KEY LARGO
$3,499,000Active3 beds 2 baths1,714 sq. ft.653 Sawyer Drive, Cudjoe, FL 33042
MLS# 615276Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,699,000Active3 beds 2 baths1,667 sq. ft.22865 Redfish Lane, Cudjoe, FL 33042
MLS# 615204Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$999,965Active2 beds 2 baths840 sq. ft.701 Spanish Main 369, 370 Drive #369, Cudjoe, FL 33042
MLS# 615139Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$925,000Active2 beds 1 baths806 sq. ft.701 Spanish Main Drive #49, Cudjoe, FL 33042
MLS# 615125Listed by: RE/MAX KEYS CONNECTION (KW)
$1,950,000Active2 beds 2 baths1,281 sq. ft.489 Sawyer Drive, Cudjoe, FL 33042
MLS# 615080Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$985,000Active2 beds 2 baths888 sq. ft.701 Spanish Main Drive #51, Cudjoe, FL 33042
MLS# 616170Listed by: EXPERT REALTY LLC (HQ)
$1,079,000Active3 beds 3 baths1,920 sq. ft.22841 Buccaneer Lane, Cudjoe, FL 33042
MLS# 614970Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$300,000Active0.05 Acres701 Spanish Main Drive #403, Cudjoe, FL 33042
MLS# 614911Listed by: EXPERT REALTY LLC (HQ)
$989,999Active3 beds 3 baths960 sq. ft.22961 John Avery Lane, Cudjoe, FL 33042
MLS# 614900Listed by: CASA MIAMI REAL ESTATE
$1,140,000Active2 beds 2 baths1,248 sq. ft.701 Spanish Main Drive #587, Cudjoe, FL 33042
MLS# 614875Listed by: BLUESCAPE REAL ESTATE
$250,000Active0.05 Acres701 Spanish Main Drive #610, Cudjoe, FL 33042
MLS# 614876Listed by: BLUESCAPE REAL ESTATE
$374,000Active2 beds 2 baths748 sq. ft.701 Spanish Main Drive #543, Cudjoe, FL 33042
MLS# 614618Listed by: BLUESCAPE REAL ESTATE
$2,650,000Active2 beds 2 baths1,577 sq. ft.1176 Thatch Lane, Cudjoe, FL 33042
MLS# 614543Listed by: HOMECOIN.COM
$80,000Active0.14 Acres248 Yardarm Lane, Cudjoe, FL 33042
MLS# 614331Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$849,000Active3 beds 2 baths1,560 sq. ft.22920 Privateer Drive, Cudjoe, FL 33042
MLS# 614188Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$595,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #604, Cudjoe, FL 33042
MLS# 614094Listed by: BLUESCAPE REAL ESTATE
$224,500Active0.04 Acres701 Spanish Main Drive #658, Cudjoe, FL 33042
MLS# 614091Listed by: BLUESCAPE REAL ESTATE
$1,165,000Active3 beds 2 baths1,260 sq. ft.22737 Blackbeard Lane, Cudjoe, FL 33042
MLS# 616428Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$420,000Active1 beds 1 baths816 sq. ft.701 Spanish Main Drive #280, Cudjoe, FL 33042
MLS# 613771Listed by: BLUESCAPE REAL ESTATE
$470,000Active1 beds 1 baths748 sq. ft.701 Spanish Main Drive #342, Cudjoe, FL 33042
MLS# 613572Listed by: BLUESCAPE REAL ESTATE
$495,000Active1 beds 1 baths754 sq. ft.701 Spanish Main Drive #182, Cudjoe, FL 33042
MLS# 613336Listed by: BLUESCAPE REAL ESTATE
$329,000Active1 beds 1 baths690 sq. ft.701 Spanish Main Drive #21, Cudjoe, FL 33042
MLS# 613271Listed by: BLUESCAPE REAL ESTATE
$559,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #453, Cudjoe, FL 33042
MLS# 613264Listed by: EXPERT REALTY LLC (HQ)
$1,399,000Active3 beds 3 baths1,500 sq. ft.22872 Buccaneer Lane, Cudjoe, FL 33042
MLS# 613235Listed by: MEYER AND BOUMERHI REALTY LLC
$475,000Active0.05 Acres701 Spanish Main Drive #600, Cudjoe, FL 33042
MLS# 613123Listed by: BLUESCAPE REAL ESTATE
$268,000Active2 beds 1 baths664 sq. ft.701 Spanish Main Drive #457, Cudjoe, FL 33042
MLS# 613120Listed by: FLORIDA KEYS REALTY, INC.
$425,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #635, Cudjoe, FL 33042
MLS# 615787Listed by: EXPERT REALTY LLC (HQ)
$850,000Active2 beds 2 baths842 sq. ft.701 Spanish Main Drive #172, Cudjoe, FL 33042
MLS# 614672Listed by: EXPERT REALTY LLC (HQ)
$2,300,000Active5 beds 3 baths1,978 sq. ft.94 Sacarma Drive, Cudjoe, FL 33042
MLS# 615662Listed by: REALTY EXECUTIVES FLORIDA KEYS OLD TOWN
$1,900,000Active1.37 Acres23038 Overseas Highway, Cudjoe, FL 33042
MLS# 612652Listed by: KEYISLE REALTY
$825,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #468, Cudjoe, FL 33042
MLS# 612583Listed by: BLUESCAPE REAL ESTATE
$519,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #659, Cudjoe, FL 33042
MLS# 612530Listed by: BLUESCAPE REAL ESTATE- Open Sat, 12 to 2pm
$1,799,999Active4 beds 2 baths2,074 sq. ft.22562 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 616281Listed by: EXP REALTY LLC 
$299,900Active0.05 Acres701 Spanish Main Drive #236, Cudjoe, FL 33042
MLS# 612299Listed by: BLUESCAPE REAL ESTATE
$899,000Active2 beds 2 baths640 sq. ft.701 Spanish Main Drive #97, Cudjoe, FL 33042
MLS# 612263Listed by: BLUESCAPE REAL ESTATE
$645,000Active2 beds 1 baths740 sq. ft.701 Spanish Main Drive #324, Cudjoe, FL 33042
MLS# 612235Listed by: EXP REALTY LLC KW BRANCH
$550,000Active0.05 Acres701 Spanish Main Drive #323, Cudjoe, FL 33042
MLS# 612231Listed by: EXP REALTY LLC KW BRANCH
$750,000Active2 beds 2 baths814 sq. ft.701 Spanish Main Drive #333,334, Cudjoe, FL 33042
MLS# 612221Listed by: EXP REALTY LLC KW BRANCH
$470,000Active0.05 Acres701 Spanish Main Drive #183, Cudjoe, FL 33042
MLS# 611970Listed by: BLUESCAPE REAL ESTATE- Open Sat, 10am to 12pm
$995,000Active3 beds 2 baths1,195 sq. ft.22922 Blackbeard Lane, Cudjoe, FL 33042
MLS# 616304Listed by: EXP REALTY LLC 
$625,000Active2 beds 2 baths861 sq. ft.701 Spanish Main Drive #444, Cudjoe, FL 33042
MLS# 611543Listed by: ACTION KEYS REALTY OF THE LOWER FL KEYS LLC
$265,000Active0.05 Acres701 Spanish Main Drive #69, Cudjoe, FL 33042
MLS# 610861Listed by: BLUESCAPE REAL ESTATE
$1,135,000Active2 beds 2 baths1,008 sq. ft.22837 Calico Jack Circle, Cudjoe, FL 33042
MLS# 610732Listed by: COLDWELL BANKER VANGUARD REALTY
$329,000Active2 beds 1 baths756 sq. ft.701 Spanish Main Drive #62, Cudjoe, FL 33042
MLS# 612945Listed by: LIVE LOCAL REALTY OF THE FLORIDA KEYS
$1,199,000Active3 beds 2 baths1,400 sq. ft.164 Tortuga Lane, Cudjoe, FL 33042
MLS# 614206Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$12,999,999Active31 beds 19 baths21540 21470 Overseas Highway, Cudjoe, FL 33042
MLS# 610484Listed by: SELECT PROPERTIES OF NWFL
$3,750,000Active4 beds 5 baths3,228 sq. ft.22815 Port Royal Lane, Cudjoe, FL 33042
MLS# 616122Listed by: GAILEY ENTERPRISES REAL ESTATE
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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 with an American Home Shield© home warranty. Learn more© 2025 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.