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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

With a portal you are able to:
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List View Map View
72 matches found

$3,500,000
416 Fleming Street
Key West, FL 33040
416 Fleming Street, Key West, FL 33040
View Photos (39)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 2575
Year Built: 1938
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: First Time on the Market in 26 Years! Just 79 steps from Duval Street, this...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: July - 31 - 2026
IDX
$3,500,000
141 Simonton Street
Key West, FL 33040
141 Simonton Street, Key West, FL 33040
View Photos (50)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2691
Year Built: 2017
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Located within the quiet, gated security of Old Town Villas, this 3-bedroom...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: August - 07 - 2026
IDX
$3,495,000
710 Caroline Street
Key West, FL 33040
710 Caroline Street, Key West, FL 33040
View Photos (36)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2250
Year Built: 1928
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Caroline Street, steps from the Historic Seaport. This is the Key West peop...
Listing Office: Real Broker, LLC
Last Updated: August - 04 - 2026
IDX
$3,300,000
214 Eanes Lane
Key West, FL 33040
214 Eanes Lane, Key West, FL 33040
View Photos (50)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2573
Year Built: 1933
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Welcome to 214 Eanes Lane, a classic Key West property offering flexibility...
Listing Office: Key West Vacation Properties & Realty, LLC (KW)
Last Updated: April - 17 - 2026
IDX
$3,180,000
1019 Whitehead Street
Key West, FL 33040
Whitehead Street View
View Photos (36)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1373
Year Built: 1928
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Classic Key West charm and sophistication abound, with traditional grace ye...
Listing Office: Real Estate Management of Key West, LLC
Last Updated: July - 26 - 2026
IDX
$3,100,000
524 Southard Street
Key West, FL 33040
524 Southard Street, Key West, FL 33040
View Photos (69)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2262
Year Built: 1925
Area: 01 - Key West
Subdivision: Gardens of Key West (1.0)
Description: Welcome to 524 Southard Street, an extraordinary luxury offering in the hea...
Listing Office: Coastal Collection Real Estate Inc.
Last Updated: July - 28 - 2026
IDX
$2,999,999
405 Petronia Street
Key West, FL 33040
405 Petronia Street, Key West, FL 33040
View Photos (47)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 4
Square Footage: 1596
Year Built: 1912
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-u...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: April - 17 - 2026
IDX
$2,859,000
814 Ashe Street
Key West, FL 33040
814 Ashe Street, Key West, FL 33040
View Photos (55)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2286
Year Built: 2008
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: August - 03 - 2026
IDX
$2,800,000
1009 Whitehead Street
Key West, FL 33040
1009 Whitehead Street, Key West, FL 33040
View Photos (34)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 809
Year Built: 1918
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: High Income-Producing Transient Licensed Gem in the Heart of Old Town Key W...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: July - 09 - 2026
IDX
$2,790,000
1405-1409 United Street
Key West, FL 33040
1405-1409 United Street, Key West, FL 33040
View Photos (32)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1872
Year Built: 1970
Area: 02 - Key West
Subdivision: Moffats Sub (2.0)
Description: Unique and extraordinary triple (3) lot property located in Old Town, Key W...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: August - 08 - 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)