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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
179 matches found

$42,000,000
88041 Old Highway
Plantation Key, FL 33036
88041 Old Highway, Plantation Key, FL 33036
View Photos (185)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 9
Square Footage: 9843
Year Built: 2017
Area: 25 - Plantation Key
Subdivision: Plant Beach (87.5)
Description: Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetim...
Listing Office: Ocean Sotheby's International Realty
Last Updated: February - 17 - 2026
IDX
$29,500,000
79775 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
79775 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (100)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 6
Square Footage: 3104
Year Built: 1971
Area: 23 - Upper Matecumbe
Subdivision: Tea Table (79.5)
Description: A once-in-a-lifetime opportunity to own one of South Florida's most iconic ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 07 - 2026
IDX
$27,800,000
89505 Old Highway
Plantation Key, FL 33070
Beachfront family compound
View Photos (120)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 10
Square Footage: 8988
Year Built: 2008
Area: 25 - Plantation Key
Subdivision: Trop Coral Reef (89.0)
Description: Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, F...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 02 - 2025
IDX
$25,000,000
82768 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
82768 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (139)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 10
Square Footage: 6935
Year Built: 2017
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranqu...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 28 - 2025
IDX
$24,995,000
87895 Old Highway
Plantation Key, FL 33036
87895 Old Highway, Plantation Key, FL 33036
View Photos (87)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 8
Square Footage: 9011
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Misc Plantation Key (85.0)
Description: Introducing a newly completed architectural masterpiece overlooking the tur...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: February - 03 - 2026
IDX
$24,995,000
82719 Old Highway
Upper Matecumbe Key Islamorada, FL 33036
82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (60)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 11
Square Footage: 10182
Year Built: 1995
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Experience unparalleled oceanfront living at the Chateau on the Ocean, a tu...
Listing Office: Chateau International Properties
Last Updated: March - 31 - 2026
IDX
$22,500,000
81486 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
Front Exterior Twilight
View Photos (33)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 9
Square Footage: 8878
Year Built: 2026
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Introducing Isla House. A truly exceptional waterfront estate in the heart ...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: March - 06 - 2026
IDX
$19,500,000
87429 Old Highway
Plantation Key, FL 33036
Oceanfront property situated on 2.8 acres of land
View Photos (105)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Square Footage: 6692
Year Built: 2022
Area: 25 - Plantation Key
Subdivision: Plant Beach (87.5)
Description: A private sanctuary of coastal sophistication, The Oasis offers two residen...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 23 - 2026
IDX
$15,990,000
88351 Old Highway
Plantation Key, FL 33036
88351 Old Highway, Plantation Key, FL 33036
View Photos (59)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 9
Square Footage: 7590
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Pearl City (89.0)
Description: Newly completed in 2025, this exceptional oceanfront estate is located in t...
Listing Office: Berkshire Hathaway HomeServices EWM Realty
Last Updated: April - 06 - 2026
IDX
$15,950,000
20 Avacado Street
Upper Matecumbe Key Islamorada, FL 33036
20 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036
View Photos (44)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Square Footage: 6680
Year Built: 2005
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of Islamorada'...
Listing Office: Beycome of Florida, LLC
Last Updated: February - 25 - 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)