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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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Cudjoe Key:

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29 matches found

$3,750,000
755 Sawyer Drive
Cudjoe Key, FL 33042
755 Sawyer Drive, Cudjoe Key, FL 33042
View Photos (58)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1851
Year Built: 1968
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more...
Listing Office: Ocean Sotheby's International Realty
Last Updated: November - 24 - 2025
IDX
$3,750,000
755 & 744 Sawyer Drive
Cudjoe Key, FL 33042
755 & 744 Sawyer Drive, Cudjoe Key, FL 33042
View Photos (58)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1851
Year Built: 1968
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more...
Listing Office: Ocean Sotheby's International Realty
Last Updated: November - 12 - 2025
IDX
$3,500,000
1083 Labat Lane
Cudjoe Key, FL 33042
Luxury illuminated estate
View Photos (69)Virtual Tours (1)
Open House (04/18/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2295
Year Built: 1992
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Experience elevated island living in this striking modern residence in Cudj...
Listing Office: Island Welcome Real Estate
Last Updated: April - 10 - 2026
IDX
$2,995,000
20920 5th Avenue
Cudjoe Key, FL 33042
20920 5th Avenue, Cudjoe Key, FL 33042
View Photos (71)Videos (1)
Open House (04/12/2026 - 12:30 pm)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2913
Year Built: 1995
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: Florida Keys luxury island living at its finest. Welcome to your private ...
Listing Office: Compass Florida, LLC
Last Updated: April - 11 - 2026
IDX
$2,195,000
125 Colson Drive
Cudjoe Key, FL 33042
125 Colson Drive, Cudjoe Key, FL 33042
View Photos (69)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 1903
Year Built: 1986
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Acres (21.5)
Description: TRANSIENT LICENSE FOR NIGHTLY RENTALS BRINGING IN 250k+! WITH OPEN WATER VI...
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: April - 03 - 2026
IDX
$2,100,000
22542 Jolly Roger Drive
Cudjoe Key, FL 33042
22542 Jolly Roger Drive, Cudjoe Key, FL 33042
View Photos (50)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2440
Year Built: 1982
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: FULLY RESTORED! This 4-bedroom, 3-bathroom home is a testament to coastal a...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 30 - 2026
IDX
$2,089,000
94 Sacarma Drive
Cudjoe Key, FL 33042
94 Sacarma Drive, Cudjoe Key, FL 33042
View Photos (42)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 1978
Year Built: 2011
Area: 07 - Cudjoe Key
Subdivision: Sacarma Bay (21.0)
Description: Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Ke...
Listing Office: Realty Executives Florida Keys Old Town
Last Updated: March - 29 - 2026
IDX
$1,799,000
51 Sawyer Drive
Cudjoe Key, FL 33042
51 Sawyer Drive, Cudjoe Key, FL 33042
View Photos (42)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2456
Year Built: 2001
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawye...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: March - 19 - 2026
IDX
$1,675,000
1163 De Lussan Lane
Cudjoe Key, FL 33042
Front of house, paver drive
View Photos (55)Videos (2)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1344
Year Built: 1998
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Are you dreaming of your own personal paradise? Look no further than this s...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: March - 29 - 2026
IDX
$1,575,000
22865 Redfish Lane
Cudjoe Key, FL 33042
22865 Redfish Lane, Cudjoe Key, FL 33042
View Photos (34)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1667
Year Built: 1986
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Ocean Shores (23.0)
Description: The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life'...
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: February - 23 - 2026
IDX

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The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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Cudjoe Key real estate consists of Florida Keys homes for sale, Florida Keys condos for sale and Florida Keys townhomes for sale.

For assistance with your Florida Keys real estate needs, please contact the team of Florida Keys realtors at Anchor Line Realty.

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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)