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Cudjoe Key, FL - homes for sale
94 of 94 results displayed
- New
$799,000Active2 beds 2 baths766 sq. ft.701 Spanish Main Drive #333\334, Cudjoe, FL 33042
MLS# 617687Listed by: BLUESCAPE REAL ESTATE - New
$278,500Active1 beds 1 baths368 sq. ft.701 Spanish Main Drive #533, Cudjoe, FL 33042
MLS# 617682Listed by: BLUESCAPE REAL ESTATE - New
$190,000Active0.14 Acres1145 Hakluyt Ln, Lower Keys, FL 33042
MLS# A11928965Listed by: UNITED REALTY GROUP INC - New
$1,399,000Active2 beds 2 baths1,152 sq. ft.1185 Hakluyt Lane, Cudjoe, FL 33042
MLS# 617661Listed by: INTERNET REALTY OF THE FLORIDA KEYS - Open Sat, 11am to 1pmNew
$979,000Active2 beds 2 baths861 sq. ft.701 Spanish Main Drive #512, Cudjoe, FL 33042
MLS# 617604Listed by: LOKATION REAL ESTATE - New
$725,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #87, Cudjoe, FL 33042
MLS# 617403Listed by: RE/MAX KEYS CONNECTION (KW) - New
$999,000Active0.38 Acres21082 6th Avenue, Cudjoe, FL 33042
MLS# 617437Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW) - New
$579,900Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #437, Cudjoe, FL 33042
MLS# 617465Listed by: BLUESCAPE REAL ESTATE - New
$2,249,000Active5 beds 3 baths1,903 sq. ft.125 Colson Drive, Cudjoe, FL 33042
MLS# 617496Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$385,000Active0.05 Acres701 Spanish Main Drive #181, Cudjoe, FL 33042
MLS# 617506Listed by: WATERFRONT KEYS REALTY INC. - Open Sat, 2 to 4pmNew
$1,190,000Active2 beds 2 baths1,284 sq. ft.22748 Blackbeard Lane, Cudjoe, FL 33042
MLS# 617545Listed by: EXP REALTY LLC - New
$495,000Active0.1 Acres701 Spanish Main Drive #369, Cudjoe, FL 33042
MLS# 617560Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY 
$480,000Active0.04 Acres701 Spanish Main Drive #432, Cudjoe, FL 33042
MLS# 617378Listed by: WATERFRONT KEYS REALTY INC.
$549,000Active2 beds 2 baths860 sq. ft.701 Spanish Main Drive #247, Cudjoe, FL 33042
MLS# 617289Listed by: BLUESCAPE REAL ESTATE
$650,000Active0.14 Acres22948 Drake Lane, Cudjoe, FL 33042
MLS# 617328Listed by: PREFERRED PROPERTIES (KW)
$2,000,000Active3 beds 2 baths1,767 sq. ft.22892 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 617242Listed by: BRENDA DONNELLY REAL ESTATE LLC
$995,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #221, Cudjoe, FL 33042
MLS# 617239Listed by: TRUMAN & CO. (KW)
$899,999Active3 beds 2 baths950 sq. ft.23012 Snapper Lane, Cudjoe, FL 33042
MLS# 617232Listed by: RE/MAX KEYS CONNECTION (KW)
$3,750,000Active3 beds 2 baths1,851 sq. ft.755 & 744 Sawyer Drive, Cudjoe, FL 33042
MLS# 617183Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$475,000Active0.05 Acres701 Spanish Main Drive #551, Cudjoe, FL 33042
MLS# 617117Listed by: BLUESCAPE REAL ESTATE
$849,000Active2 beds 2 baths842 sq. ft.701 Spanish Main Drive #172, Cudjoe, FL 33042
MLS# 617097Listed by: BLUESCAPE REAL ESTATE
$1,599,000Active3 beds 2 baths1,944 sq. ft.20838 W 5th Avenue, Cudjoe, FL 33042
MLS# 617081Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$1,377,000Active3 beds 2 baths1,674 sq. ft.141 Arica Lane, Cudjoe, FL 33042
MLS# 617073Listed by: EXPERT REALTY LLC (HQ)
$2,250,000Active3 beds 2 baths1,674 sq. ft.743 Pattison Drive, Cudjoe, FL 33042
MLS# 617067Listed by: ISLAND WELCOME REAL ESTATE
$1,135,000Active2 beds 2 baths1,008 sq. ft.22837 Calico Jack Circle, Cudjoe Key, FL 33042
MLS# 2066328Listed by: COLDWELL BANKER VANGUARD REALTY
$319,000Active2 beds 1 baths720 sq. ft.701 Spanish Main Drive #625, Cudjoe, FL 33042
MLS# 616840Listed by: BLUESCAPE REAL ESTATE
$485,000Active2 beds 2 baths604 sq. ft.701 Spanish Main Drive #234, Cudjoe, FL 33042
MLS# 616834Listed by: BLUESCAPE REAL ESTATE
$539,000Active2 beds 2 baths836 sq. ft.701 Spanish Main Drive #154, Cudjoe, FL 33042
MLS# 616828Listed by: BLUESCAPE REAL ESTATE
$649,000Active2 beds 2 baths840 sq. ft.701 Spanish Main Drive #30, Cudjoe, FL 33042
MLS# 616817Listed by: BLUESCAPE REAL ESTATE
$2,950,000Active4 beds 3 baths2,951 sq. ft.20844 W 4th Avenue, Cudjoe, FL 33042
MLS# 616783Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$225,000Active0.14 Acres124 Cutthroat Drive, Cudjoe, FL 33042
MLS# 616686Listed by: ISLAND LIFE REALTY EXPERTS
$1,998,000Active4 beds 3 baths2,440 sq. ft.22542 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 616688Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$265,000Active0.05 Acres701 Spanish Main Drive #643, Cudjoe, FL 33042
MLS# 616674Listed by: BLUESCAPE REAL ESTATE
$265,000Active0.05 Acres701 Spanish Main Drive #642, Cudjoe, FL 33042
MLS# 616676Listed by: BLUESCAPE REAL ESTATE
$1,150,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 616432Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$400,000Active2.3 Acres21865 Spain Boulevard, Cudjoe, FL 33042
MLS# 616433Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$640,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #495, Cudjoe, FL 33042
MLS# 616333Listed by: KEYS REALTY REDEFINED LLC
$589,900Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #510, Cudjoe, FL 33042
MLS# 616317Listed by: BLUESCAPE REAL ESTATE
$1,099,000Active4 beds 3 baths2,448 sq. ft.165 Cutlass Lane, Cudjoe, FL 33042
MLS# 616305Listed by: EXPERT REALTY LLC (HQ)
$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)
$1,500,000Active3 beds 2 baths1,467 sq. ft.21855 21865 Spain Boulevard, Cudjoe, FL 33042
MLS# 616020Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$329,000Active2 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
$1,569,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Lane, Cudjoe, FL 33042
MLS# 615839Listed by: AMERIFIRST REALTY
$1,569,999Active4 beds 3 baths2,136 sq. ft.142 Peg Leg Ln, Lower Keys, FL 33042
MLS# A11840243Listed by: AMERIFIRST REALTY
$1,895,000Active3 beds 2 baths2,047 sq. ft.20771 W 2nd Avenue, Cudjoe, FL 33042
MLS# 615567Listed by: ISLAND WELCOME REAL ESTATE
$949,000Active2 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
$529,000Active2 beds 1 baths667 sq. ft.701 Spanish Main Drive #602, Cudjoe, FL 33042
MLS# 615408Listed by: BLUESCAPE REAL ESTATE
$1,599,000Active3 beds 2 baths1,667 sq. ft.22865 Redfish Lane, Cudjoe, FL 33042
MLS# 615204Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)- New
$925,000Active2 beds 1 baths806 sq. ft.701 Spanish Main Drive #49, Cudjoe, FL 33042
MLS# 617499Listed by: RE/MAX KEYS CONNECTION (KW) 
$499,000Active0.16 Acres22552 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 616687Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY
$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)
$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
$2,450,000Active2 beds 2 baths1,577 sq. ft.1176 Thatch Lane, Cudjoe, FL 33042
MLS# 614543Listed by: HOMECOIN.COM
$350,000Active2 beds 2 baths980 sq. ft.37 N Yardarm Lane #1, Cudjoe, FL 33042
MLS# 614488Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$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
$1,145,000Active3 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)
$600,000Active0.05 Acres701 Spanish Main Drive #384, Cudjoe, FL 33042
MLS# 617053Listed by: TRUMAN & CO. (KW)
$470,000Active1 beds 1 baths748 sq. ft.701 Spanish Main Drive #342, Cudjoe, FL 33042
MLS# 613572Listed by: BLUESCAPE REAL ESTATE
$1,100,000Active3 beds 2 baths2,198 sq. ft.21073 7th Avenue, Cudjoe, FL 33042
MLS# 613514Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$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
$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)
$2,200,000Active5 beds 3 baths1,978 sq. ft.94 Sacarma Drive, Cudjoe, FL 33042
MLS# 615662Listed by: REALTY EXECUTIVES FLORIDA KEYS OLD TOWN
$487,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #659, Cudjoe, FL 33042
MLS# 612530Listed by: BLUESCAPE REAL ESTATE
$1,799,999Active4 beds 2 baths2,074 sq. ft.22562 Jolly Roger Drive, Cudjoe, FL 33042
MLS# 616281Listed by: EXP REALTY LLC
$1,599,000Active2 beds 2 baths1,127 sq. ft.1113 De Lussan Lane, Cudjoe, FL 33042
MLS# 612427Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW)
$319,000Active0.05 Acres701 Spanish Main Drive #236, Cudjoe, FL 33042
MLS# 612299Listed by: BLUESCAPE REAL ESTATE- Open Sat, 11am to 1pmNew
$899,000Active2 beds 2 baths640 sq. ft.701 Spanish Main Drive #97, Cudjoe, FL 33042
MLS# 617476Listed by: COLDWELL BANKER SCHMITT RE CO. 
$750,000Active2 beds 2 baths814 sq. ft.701 Spanish Main Drive #333,334, Cudjoe, FL 33042
MLS# 612221Listed by: EXP REALTY LLC KW BRANCH
$896,000Active3 beds 2 baths1,195 sq. ft.22922 Blackbeard Lane, Cudjoe, FL 33042
MLS# 616304Listed by: EXP REALTY LLC
$470,000Active0.05 Acres701 Spanish Main Drive #183, Cudjoe, FL 33042
MLS# 617042Listed by: BLUESCAPE REAL ESTATE
$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
$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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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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Protect your home and budget with an American Home Shield© home warranty. Learn more©2025 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget with an American Home Shield© home warranty. Learn more©2025 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.