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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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List View Map View
29 matches found

$999,000
288 Spanish Main Drive
Cudjoe Key, FL 33042
288 Spanish Main Drive, Cudjoe Key, FL 33042
View Photos (38)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1144
Year Built: 1984
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Beautifully renovated canalfront home on Cudjoe Key offering the perfect bl...
Listing Office: Buy The Keys
Last Updated: April - 10 - 2026
IDX
$999,000
22748 Blackbeard Lane
Cudjoe Key, FL 33042
22748 Blackbeard Lane, Cudjoe Key, FL 33042
View Photos (125)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1284
Year Built: 1989
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, ...
Listing Office: EXP Realty LLC
Last Updated: April - 13 - 2026
IDX
$989,999
22961 John Avery Lane
Cudjoe Key, FL 33042
22961 John Avery Lane, Cudjoe Key, FL 33042
View Photos (16)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 960
Year Built: 1990
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all ...
Listing Office: Casa Miami Real Estate
Last Updated: April - 07 - 2026
IDX
$949,000
22954 Buccaneer Lane
Cudjoe Key, FL 33042
22954 Buccaneer Lane, Cudjoe Key, FL 33042
View Photos (42)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1400
Year Built: 1990
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront esc...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: April - 12 - 2026
IDX
$899,000
153 Peg Leg Lane
Cudjoe Key, FL 33042
153 Peg Leg Lane, Cudjoe Key, FL 33042
View Photos (37)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1203
Year Built: 1997
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 ...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: March - 30 - 2026
IDX
$879,000
701 Spanish Main Drive 512
Cudjoe Key, FL 33042
701 Spanish Main Drive 512, Cudjoe Key, FL 33042
View Photos (36)Virtual Tours (2)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 861
Year Built: 1999
Area: 07 - Cudjoe Key
Subdivision: Venture Out (23.0)
Description: VACATION RENTAL OPPORTUNITY - OPEN WATER VIEWS + 43' DOCK - 2BR/2BA | 864 S...
Listing Office: Lokation Real Estate
Last Updated: February - 10 - 2026
IDX
$849,000
154 Cutthroat Drive
Cudjoe Key, FL 33042
New tiles floors, granite counters and stainless appliances
View Photos (41)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 960
Year Built: 1987
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: VA Assumable Loan for qualified buyers using VA benefits! Details availabl...
Listing Office: Expert Realty LLC
Last Updated: April - 13 - 2026
IDX
$839,000
22739 Buccaneer Lane
Cudjoe Key, FL 33042
22739 Buccaneer Lane, Cudjoe Key, FL 33042
View Photos (29)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1120
Year Built: 1981
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you'...
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 11 - 2026
IDX
$775,000
22939 Privateer Drive
Cudjoe Key, FL 33042
22939 Privateer Drive, Cudjoe Key, FL 33042
View Photos (41)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1288
Year Built: 1988
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Ocean Shores (23.0)
Description: Welcome to your private slice of paradise in desirable Cudjoe Key. this cha...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: April - 01 - 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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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)