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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
23 matches found

$2,295,000
937 Gulf Drive
Summerland Key, FL 33042
937 Gulf Drive, Summerland Key, FL 33042
View Photos (44)
Open House (04/17/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1900
Year Built: 2008
Area: 08 - Summerland Key
Subdivision: Summerland Cove Isle (25.5)
Description: High quality concrete 3/2 in Summerland Cove. One of the best boating commu...
Listing Office: Island Welcome Real Estate
Last Updated: April - 10 - 2026
IDX
$1,950,000
860 Lagoon Drive
Summerland Key, FL 33042
860 Lagoon Drive, Summerland Key, FL 33042
View Photos (28)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1797
Year Built: 2003
Area: 08 - Summerland Key
Subdivision: Summerland Cove Isle (25.5)
Description: This stately concrete home has all the best of everything on one of the bes...
Listing Office: Action Keys Realty of the Lower FL Keys LLC
Last Updated: March - 27 - 2026
IDX
$1,595,000
887 Bay Drive
Summerland Key, FL 33042
887 Bay Drive, Summerland Key, FL 33042
View Photos (26)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2022
Year Built: 1974
Area: 08 - Summerland Key
Subdivision: Summerland Cove Isle (25.5)
Description: This 3-bedroom, 3-bath concrete fortress on a deep water canal (5' draft) i...
Listing Office: Realty Executives Florida Keys Summerland Branch
Last Updated: February - 14 - 2026
IDX
$1,495,000
25368 2nd Street
Summerland Key, FL 33042
So much charm and freshly painted!
View Photos (57)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1392
Year Built: 1958
Area: 08 - Summerland Key
Subdivision: Summerland Beach (25.0)
Description: Experience the perfect blend of character, durability, and Keys style at th...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 30 - 2026
IDX
$1,225,000
466 W Shore Drive
Summerland Key, FL 33042
466 W Shore Drive, Summerland Key, FL 33042
View Photos (26)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1364
Year Built: 1970
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom con...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: March - 29 - 2026
IDX
$1,200,000
637 E Caribbean Drive
Summerland Key, FL 33042
Land and sea! Summerland airport and fabulous boating
View Photos (47)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1040
Year Built: 1993
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: Elevated COASTAL LIVING meets clean, modern design in this beautifully remo...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 13 - 2026
IDX
$1,200,000
715 E Caribbean Drive
Summerland Key, FL 33042
715 E Caribbean Drive, Summerland Key, FL 33042
View Photos (16)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1544
Year Built: 1975
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: Experience the ultimate Florida Keys lifestyle at 715 Caribbean Drive East ...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: March - 29 - 2026
IDX
$1,150,000
1331 Hudgins Drive
Summerland Key, FL 33042
1331 Hudgins Drive, Summerland Key, FL 33042
View Photos (22)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1060
Year Built: 1983
Area: 08 - Summerland Key
Subdivision: Snug Harbor Sub (25.0)
Description: Construction Location & Orientation A Beautifully Appointed Canal Front For...
Listing Office: Home Sold Realty, LLC
Last Updated: April - 05 - 2026
IDX
$1,100,000
667 E Caribbean Drive
Summerland Key, FL 33042
A charming home nestled between Summerland Cove and the private airport
View Photos (54)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1095
Year Built: 1986
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: PILOTS and BOATERS will love this! Tucked away in the heart of Summerland K...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 10 - 2026
IDX
$1,025,000
24225 W Caribbean Drive
Summerland Key, FL 33042
24225 W Caribbean Drive, Summerland Key, FL 33042
View Photos (53)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1056
Year Built: 2001
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: Sailor's Dream -- waterfront living at its best! Beautifully maintained tro...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: April - 11 - 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)