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Cudjoe Key, FL - homes for sale
78 of 78 results displayed
- New
$265,500Active0.05 Acres701 Spanish Main Drive #24, Cudjoe Key, FL 33042
MLS# 622030Listed by: BLUESCAPE REAL ESTATE - New
$795,000Active2 beds 2 baths1,031 sq. ft.22849 Blackbeard Lane, Cudjoe Key, FL 33042
MLS# 622020Listed by: TRUMAN & CO. (KW) - New
$499,000Active2 beds 1 baths667 sq. ft.701 Spanish Main Drive #602, Cudjoe Key, FL 33042
MLS# 622015Listed by: BLUESCAPE REAL ESTATE - New
$9,999,000Active6 beds 5 baths3,622 sq. ft.21966 Raffy Road, Cudjoe Key, FL 33042
MLS# 621938Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO - New
$2,999,000Active3 beds 2 baths1,851 sq. ft.755 Sawyer Drive, Cudjoe Key, FL 33042
MLS# 621937Listed by: INTERNET REALTY OF THE FLORIDA KEYS - New
$999,000Active2 beds 3 baths1,156 sq. ft.21650 Overseas Hwy, Lower Keys, FL 33042
MLS# A12116383Listed by: FLORIDA REALTY OF MIAMI CORP - New
$275,000Active0.05 Acres701 Spanish Main Drive #LOT 403, Cudjoe Key, FL 33042
MLS# 621915Listed by: MIAMI NEW REALTY - New
$1,900,000Active4 beds 4 baths2,638 sq. ft.22925 John Avery Lane, Cudjoe Key, FL 33042
MLS# B26095818Listed by: YOUR ESQUIRE REALTY 
$1,885,000Active3 beds 2 baths1,472 sq. ft.22939 Sharp Lane, Cudjoe Key, FL 33042
MLS# 621866Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$266,500Active1 beds 1 baths316 sq. ft.701 Spanish Main Drive #423, Cudjoe Key, FL 33042
MLS# 621828Listed by: BLUESCAPE REAL ESTATE
$425,000Active0.05 Acres701 Spanish Main Drive #LOT 287, Cudjoe Key, FL 33042
MLS# 621816Listed by: WATERFRONT KEYS REALTY INC.
$2,600,000Active4 beds 3 baths2,312 sq. ft.1017 Picard Lane, Cudjoe Key, FL 33042
MLS# 621757Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$450,000Active0.05 Acres701 Spanish Main Drive #426, Cudjoe Key, FL 33042
MLS# 621706Listed by: BLUESCAPE REAL ESTATE
$499,000Active2 beds 2 baths836 sq. ft.701 Spanish Main Drive #154, Cudjoe Key, FL 33042
MLS# 621700Listed by: BLUESCAPE REAL ESTATE- Open Sat, 12 to 3pm
$3,275,000Active3 beds 3 baths2,295 sq. ft.1083 Labat Lane, Cudjoe Key, FL 33042
MLS# 621664Listed by: ISLAND WELCOME REAL ESTATE 
$939,600Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #198, Cudjoe Key, FL 33042
MLS# 621567Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$329,000Active2 beds 2 baths748 sq. ft.701 Spanish Main Drive #543, Cudjoe Key, FL 33042
MLS# 621559Listed by: BLUESCAPE REAL ESTATE
$330,000Active0.05 Acres701 Spanish Main Drive #LOT 336, Cudjoe Key, FL 33042
MLS# 621560Listed by: LIVE LOCAL REALTY OF THE FLORIDA KEYS- Open Sat, 12 to 3pm
$1,645,000Active3 beds 2 baths1,696 sq. ft.165 Colson Drive, Cudjoe Key, FL 33042
MLS# 621554Listed by: ISLAND WELCOME REAL ESTATE 
$255,000Active0.05 Acres701 Spanish Main Drive #LOT 643, Cudjoe Key, FL 33042
MLS# 621496Listed by: BLUESCAPE REAL ESTATE
$399,999Active1 beds 1 baths768 sq. ft.701 Spanish Main Drive #455, Cudjoe Key, FL 33042
MLS# 621464Listed by: COLDWELL BANKER SCHMITT RE CO.
$2,299,995Active3 beds 2 baths2,020 sq. ft.459 Pattison Drive, Cudjoe Key, FL 33042
MLS# 621419Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$550,000Active0.2 Acres193 Galleon Ln, Lower Keys, FL 33042
MLS# A12086167Listed by: CRANELUXE
$425,000Active0.05 Acres701 Spanish Main Drive #283, Cudjoe Key, FL 33042
MLS# 621336Listed by: COLDWELL BANKER SCHMITT RE CO.
$1,725,000Pending4 beds 4 baths2,440 sq. ft.22542 Jolly Roger, Lower Keys, FL 33042
MLS# A12076889Listed by: COLDWELL BANKER SCHMITT R.E.
$624,999Active2 beds 2 baths770 sq. ft.701 Spanish Main Drive #123, Cudjoe Key, FL 33042
MLS# 621327Listed by: BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE
$799,000Active2 beds 2 baths828 sq. ft.701 Spanish Main Drive #171, Cudjoe Key, FL 33042
MLS# 621307Listed by: BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE
$300,000Active0.05 Acres701 Spanish Main Drive #236, Cudjoe Key, FL 33042
MLS# 621280Listed by: BLUESCAPE REAL ESTATE
$819,500Active3 beds 2 baths960 sq. ft.22968 Drake Lane, Cudjoe Key, FL 33042
MLS# 621169Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY
$1,850,000Active4 beds 4 baths2,548 sq. ft.1106 Thatch Lane, Cudjoe Key, FL 33042
MLS# 621161Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$1,799,000Active3 beds 2 baths1,500 sq. ft.22970 Gasparilla Lane, Cudjoe Key, FL 33042
MLS# 621138Listed by: EXPERT REALTY LLC (HQ)
$459,000Active0.04 Acres701 Spanish Main Drive #609, Cudjoe Key, FL 33042
MLS# 621103Listed by: BLUESCAPE REAL ESTATE
$514,900Active0.06 Acres701 Spanish Main Drive #LOT 266, Cudjoe Key, FL 33042
MLS# 620843Listed by: WATERFRONT KEYS REALTY INC.
$350,000Active0.19 Acres22776 Overseas, Cudjoe Key, FL 33042
MLS# 620822Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$239,000Active1 beds 1 baths368 sq. ft.701 Spanish Main Drive #533, Cudjoe Key, FL 33042
MLS# 620746Listed by: BLUESCAPE REAL ESTATE
$444,999Active1 beds 1 baths408 sq. ft.701 Spanish Main Drive #246, Cudjoe Key, FL 33042
MLS# 620685Listed by: BLUESCAPE REAL ESTATE
$2,060,000Active5 beds 3 baths1,978 sq. ft.94 Sacarma Drive, Cudjoe Key, FL 33042
MLS# 620686Listed by: REALTY EXECUTIVES FLORIDA KEYS OLD TOWN
$949,000Active3 beds 2 baths1,144 sq. ft.342 Spanish Main Drive, Cudjoe Key, FL 33042
MLS# 620535Listed by: EXP REALTY LLC KW BRANCH
$1,775,000Active4 beds 4 baths1,671 sq. ft.193 Galleon Ln, Lower Keys, FL 33042
MLS# A12042729Listed by: CRANELUXE
$549,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #424, Cudjoe Key, FL 33042
MLS# 620346Listed by: BLUESCAPE REAL ESTATE
$365,000Active0.05 Acres701 Spanish Main Drive #LOT 557, Cudjoe Key, FL 33042
MLS# 620344Listed by: BLUESCAPE REAL ESTATE
$275,000Active0 Acres0 Disturbed Pine Road, Cudjoe Key, FL 33042
MLS# 620297Listed by: EXPERT REALTY LLC
$2,699,999Active4 beds 3 baths2,452 sq. ft.20833 W 4th Avenue, Cudjoe Key, FL 33042
MLS# 620277Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$5,500,000Active13 beds 7 baths5,022 sq. ft.21470 Overseas Highway, Cudjoe Key, FL 33042
MLS# 620213Listed by: SELECT PROPERTIES OF NWFL
$1,270,000Active3 beds 2 baths1,320 sq. ft.174 Tortuga Lane, Cudjoe Key, FL 33042
MLS# 620186Listed by: EXP REALTY LLC
$799,000Active2 beds 2 baths1,082 sq. ft.22822 Buccaneer Lane, Cudjoe Key, FL 33042
MLS# 620174Listed by: COASTAL COLLECTION REAL ESTATE INC.
$895,000Active3 beds 2 baths1,248 sq. ft.135 Tortuga Lane, Cudjoe Key, FL 33042
MLS# 620163Listed by: BRUNO REALTY GROUP, INC
$235,000Active7.09 AcresLot 7 Parcel 10, Cudjoe Key, FL 33042
MLS# 620165Listed by: EXPERT REALTY LLC
$487,000Active2 beds 2 baths864 sq. ft.701 Spanish Main Drive #659, Cudjoe Key, FL 33042
MLS# 620156Listed by: BLUESCAPE REAL ESTATE
$255,000Active0.05 Acres701 Spanish Main Drive #LOT 399, Cudjoe Key, FL 33042
MLS# 620126Listed by: EXP REALTY LLC KW BRANCH
$2,499,000Active4 beds 2 baths2,739 sq. ft.21023 2nd Avenue, Cudjoe Key, FL 33042
MLS# 620071Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$249,000Active0.16 Acres1155 Thatch Lane, Cudjoe Key, FL 33042
MLS# 620046Listed by: COASTAL COLLECTION REAL ESTATE INC.
$425,000Active2 beds 1 baths748 sq. ft.701 Spanish Main Drive #639, Cudjoe Key, FL 33042
MLS# 619998Listed by: EXPERT REALTY LLC
$1,399,000Active3 beds 2 baths1,434 sq. ft.22939 Gasparilla Lane, Cudjoe Key, FL 33042
MLS# 619835Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY
$12,999,999Active31 beds 19 baths21540 21470 Overseas Highway, Cudjoe Key, FL 33042
MLS# 610484Listed by: SELECT PROPERTIES OF NWFL
$849,500Active2 beds 1 baths900 sq. ft.22978 Port Royal Lane, Cudjoe Key, FL 33042
MLS# 619325Listed by: LOKATION REAL ESTATE
$1,150,000Active2 beds 2 baths1,344 sq. ft.20868 W 5th Avenue, Cudjoe Key, FL 33042
MLS# 619465Listed by: COLDWELL BANKER SCHMITT RE CO.
$30,000Active0.16 AcresBk 15 Lt 6, Cudjoe Key, FL 33042
MLS# 619549Listed by: AMERICAN CARIBBEAN REAL ESTATE, CHRISTIE'S INTERNATIONAL REAL ESTATE
$30,000Active0.16 Acres0 Bk 15 Lt 5, Cudjoe Key, FL 33042
MLS# 619550Listed by: AMERICAN CARIBBEAN REAL ESTATE, CHRISTIE'S INTERNATIONAL REAL ESTATE
$30,000Active0.16 AcresBk 15 Lt 13, Cudjoe Key, FL 33042
MLS# 619551Listed by: AMERICAN CARIBBEAN REAL ESTATE, CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,999,999Active4 beds 3 baths3,056 sq. ft.21090 5th Avenue, Cudjoe Key, FL 33042
MLS# 619589Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$350,000Active2 beds 1 baths726 sq. ft.701 Spanish Main Dr #536, Lower Keys, FL 33042
MLS# A11979130Listed by: EXP REALTY LLC
$460,000Active0.05 Acres701 Spanish Main Drive #84, Cudjoe Key, FL 33042
MLS# 618910Listed by: MIAMI NEW REALTY
$350,000Active2 beds 1 baths726 sq. ft.701 Spanish Main Drive #536, Cudjoe Key, FL 33042
MLS# 618674Listed by: EXP REALTY LLC KW BRANCH
$599,000Active2 beds 2 baths840 sq. ft.701 Spanish Main Drive #29, Cudjoe Key, FL 33042
MLS# 618622Listed by: BLUESCAPE REAL ESTATE
$1,799,000Active3 beds 3 baths2,456 sq. ft.51 Sawyer Drive, Cudjoe Key, FL 33042
MLS# 618500Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$445,000Active0.05 Acres701 Spanish Main Drive #LOT 496, Cudjoe Key, FL 33042
MLS# 618458Listed by: BLUESCAPE REAL ESTATE
$399,900Active2 beds 1 baths833 sq. ft.701 Spanish Main Drive #140, Cudjoe Key, FL 33042
MLS# 618353Listed by: COLDWELL BANKER SCHMITT RE CO.
$879,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #265, Cudjoe Key, FL 33042
MLS# 618239Listed by: EXPERT REALTY LLC (HQ)
$310,000Active2 beds 1 baths672 sq. ft.701 Spanish Main Drive #566, Cudjoe Key, FL 33042
MLS# 618228Listed by: BLUESCAPE REAL ESTATE
$1,399,000Active3 beds 2 baths1,356 sq. ft.51 Drost Drive, Cudjoe Key, FL 33042
MLS# 617709Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$460,000Active0.04 Acres701 Spanish Main Drive #432, Cudjoe Key, FL 33042
MLS# 617378Listed by: WATERFRONT KEYS REALTY INC.
$535,000Active2 beds 2 baths860 sq. ft.701 Spanish Main Drive #247, Cudjoe Key, FL 33042
MLS# 617289Listed by: BLUESCAPE REAL ESTATE
$599,000Active2 beds 2 baths840 sq. ft.701 Spanish Main Drive #30, Cudjoe Key, FL 33042
MLS# 616817Listed by: BLUESCAPE REAL ESTATE
$595,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #604, Cudjoe Key, FL 33042
MLS# 618979Listed by: BLUESCAPE REAL ESTATE
$485,000Active1 beds 1 baths754 sq. ft.701 Spanish Main Drive #182, Cudjoe Key, FL 33042
MLS# 613336Listed by: BLUESCAPE REAL ESTATE
$259,000Active0.05 Acres701 Spanish Main Drive #69, Cudjoe Key, FL 33042
MLS# 610861Listed by: BLUESCAPE REAL ESTATE
$509,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #453, Cudjoe Key, FL 33042
MLS# 618300Listed by: BLUESCAPE 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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© 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.