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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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Florida Keys Homes for Sale:

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608 matches found

$40,000,000
88835 & 88845 Old Highway
Plantation Key, FL 33070
88835 & 88845 Old Highway, Plantation Key, FL 33070
View Photos (48)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 11
Square Footage: 9704
Year Built: 2022
Area: 25 - Plantation Key
Subdivision: Pearl City (89.0)
Description: A rare dual-offering on coveted Millionaire's Row in Tavernier, this extrao...
Listing Office: Serhant Florida LLC - Coconut Grove
Last Updated: May - 08 - 2026
IDX
$35,000,000
57223 Morton Street
Marathon, FL 33050
57223 Morton Street, Marathon, FL 33050
View Photos (280)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 9
# of Bathrooms: 10
Square Footage: 9530
Year Built: 2022
Area: 19 - Crawl Key & Grassy Key
Subdivision: Crains Sub (58.0)
Description: Zephyr Cove; the extravagant aquatically inspired retreat that you deserve....
Listing Office: Ocean Sotheby's International Realty
Last Updated: July - 07 - 2026
IDX
$29,500,000
57783 Morton Street
Marathon, FL 33050
Aerial View
View Photos (40)
Property Type: Residential
# of Bedrooms: 10
# of Bathrooms: 13
Square Footage: 10000
Year Built: 2022
Area: 19 - Crawl Key & Grassy Key
Subdivision: Crains Sub (58.0)
Description: Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool House...
Listing Office: Bespoke Real Estate
Last Updated: May - 20 - 2026
IDX
$29,000,000
75090 Overseas Highway
Lower Matecumbe, FL 33036
75090 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (115)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 6
Square Footage: 8194
Year Built: 2011
Area: 22 - Lower Matecumbe
Subdivision: Matecumbe Ocean Bay (75.0)
Description: Villa Lago is an Italian-inspired waterfront estate positioned along 220 fe...
Listing Office: Ocean Sotheby's International Realty
Last Updated: July - 03 - 2026
IDX
$27,000,000
88845 Old Highway
Plantation Key, FL 33070
88845 Old Highway, Plantation Key, FL 33070
View Photos (29)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 8
Square Footage: 8200
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Pearl City (89.0)
Description: Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this ...
Listing Office: Serhant Florida LLC - Coconut Grove
Last Updated: May - 08 - 2026
IDX
$26,400,000
89505 Old Highway
Plantation Key, FL 33070
Welcome to Palm Paradise
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 breathtaking oceanfront estate on 7.64 private a...
Listing Office: Ocean Sotheby's International Realty
Last Updated: May - 26 - 2026
IDX
$24,995,000
87895 Old Highway
Plantation Key, FL 33036
87895 Old Highway, Plantation Key, FL 33036
View Photos (92)Virtual Tours (1)
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: Newly completed private oceanfront estate on 2+ acres in Plantation Key, of...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: August - 21 - 2026
IDX
$22,500,000
81486 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
Front Exterior Twilight
View Photos (26)
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: April - 23 - 2026
IDX
$18,999,000
87429 Old Highway
Plantation Key, FL 33036
87429 Old Highway, Plantation Key, FL 33036
View Photos (103)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: The Oasis Islamorada is a waterfront estate of exceptional scale, conceived...
Listing Office: Ocean Sotheby's International Realty
Last Updated: August - 31 - 2026
IDX
$16,900,000
0 Howell Key
Summerland Key, FL 33042
0 Howell Key, Summerland Key, FL 33042
View Photos (145)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3352
Year Built: 2015
Area: 08 - Summerland Key
Subdivision: Misc Summerland Key (25.0)
Description: Discover one of the Florida Keys' most extraordinary private island retreat...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: July - 24 - 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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Florida Keys Homes | Houses for Sale in The Florida Keys

Florida Keys home buyers look for stilt columns, concrete, and new construction.  Neighborhoods and flood zones also are a factor in price per square foot for Florida Keys homes for sale.

Florida Keys Homes for Sale

For assistance with your Florida Keys real estate needs, please contact the team of Florida Keys realtors at Anchor Line Realty.

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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)