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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
163 matches found

$7,495,000
616 Eaton Street
Key West, FL 33040
Prime Old Town location, set back from the street
View Photos (61)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 4000
Year Built: 1939
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Located in the heart of Old Town, 616 Eaton Street tells a story that spans...
Listing Office: Truman & Co. (KW)
Last Updated: April - 12 - 2026
IDX
$7,000,000
5 Sunset Key Drive
Key West, FL 33040
5 Sunset Key Drive, Key West, FL 33040
View Photos (47)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2528
Year Built: 1996
Area: 01 - Key West
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Description: Escape to Sunset Key, a private island sanctuary where refined elegance mee...
Listing Office: Coastal Collection Real Estate Inc.
Last Updated: April - 05 - 2026
IDX
$6,995,000
525 Simonton Street
Key West, FL 33040
525 Simonton Street, Key West, FL 33040
View Photos (60)Videos (1)
Property Type: Residential
# of Bedrooms: 11
# of Bathrooms: 11
Square Footage: 3034
Year Built: 1889
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY re...
Listing Office: Island Home Realty Inc.
Last Updated: April - 09 - 2026
IDX
$6,965,000
1101 Casa Marina Court
Key West, FL 33040
1101 Casa Marina Court, Key West, FL 33040
View Photos (51)Videos (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 4666
Year Built: 1934
Area: 02 - Key West
Subdivision: Martello Towers (1.0)
Description: Rarely does a property of such storied provenance and grand scale grace the...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: March - 23 - 2026
IDX
$6,895,000
317 Whitehead Street
Key West, FL 33040
317 Whitehead Street, Key West, FL 33040
View Photos (78)Videos (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 7
Square Footage: 3425
Year Built: 2025
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Discover unparalleled luxury in the heart of Old Town, Key West. Compri...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: February - 28 - 2026
IDX
$6,850,000
103 Front Street
Key West, FL 33040
103 Front Street, Key West, FL 33040
View Photos (44)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 3000
Year Built: 1918
Area: 01 - Key West
Subdivision: The Foundry (1.0)
Description: 103 Front Street is a one of a kind masterpiece of architectural design and...
Listing Office: Preferred Properties (KW)
Last Updated: April - 04 - 2026
IDX
$6,750,000
411 Louisa Street
Key West, FL 33040
411 Louisa Street, Key West, FL 33040
View Photos (71)Videos (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 3663
Year Built: 1943
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa ...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: November - 03 - 2025
IDX
$5,995,000
910-914 Watson Street
Key West, FL 33040
Back Patio
View Photos (38)Videos (1)Virtual Tours (2)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 4387
Year Built: 1929
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: More than a residence and rarer than legend, 910-914 Watson Street stands a...
Listing Office: Truman & Co. (KW)
Last Updated: February - 24 - 2026
IDX
$5,995,000
1014 Flagler Avenue
Key West, FL 33040
1014 Flagler Avenue, Key West, FL 33040
View Photos (47)Videos (1)Virtual Tours (1)
Open House (04/12/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 3104
Year Built: 1998
Area: 02 - Key West
Subdivision: Martello Towers (1.0)
Description: Some homes are built; others are authored. This is one of the latter—an a...
Listing Office: Truman & Co. (KW)
Last Updated: April - 09 - 2026
IDX
$5,750,000
906 Johnson Street
Key West, FL 33040
906 Johnson Street, Key West, FL 33040
View Photos (65)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 6
Square Footage: 3751
Year Built: 1953
Area: 02 - Key West
Subdivision: Martello Towers (1.0)
Description: Experience the grandeur of this exceptional six bedroom, five and a half ba...
Listing Office: Truman & Co. (KW)
Last Updated: February - 28 - 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)