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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

$6,750,000
83407 Old Highway
Upper Matecumbe Key Islamorada, FL 33036
83407 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (64)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 4566
Year Built: 1992
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: This breathtaking three-story beachfront estate offers the ultimate blend o...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 21 - 2026
IDX
$6,700,000
109 Columbus Drive
Lower Matecumbe, FL 33036
109 Columbus Drive, Lower Matecumbe, FL 33036
View Photos (84)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3860
Year Built: 1922
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean View (76.5)
Description: Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 02 - 2026
IDX
$6,600,000
265 Pueblo Street
Plantation Key, FL 33070
265 Pueblo Street, Plantation Key, FL 33070
View Photos (115)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3100
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Indian Waterways (89.0)
Description: Experience the pinnacle of luxury waterfront living in the Florida Keys wit...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 12 - 2026
IDX
$6,500,000
158 Sapodilla Drive
Lower Matecumbe, FL 33036
158 Sapodilla Drive, Lower Matecumbe, FL 33036
View Photos (92)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2684
Year Built: 1978
Area: 22 - Lower Matecumbe
Subdivision: Mat Sandy Bch (75.0)
Description: The prettiest, most perfect Keys home you ever did see. Discover one of the...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 10 - 2026
IDX
$6,500,000
82749 Old Highway
Upper Matecumbe Key Islamorada, FL 33036
82749 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (39)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1485
Year Built: 1978
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along t...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: April - 12 - 2026
IDX
$6,500,000
430 Palm Drive
Lower Matecumbe, FL 33036
430 Palm Drive, Lower Matecumbe, FL 33036
View Photos (72)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 5153
Year Built: 2017
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Experience modern coastal luxury in Islamorada, where elevated design meets...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: January - 16 - 2026
IDX
$6,500,000
88547 Old Highway
Plantation Key, FL 33070
88547 Old Highway, Plantation Key, FL 33070
View Photos (87)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 4103
Year Built: 1996
Area: 25 - Plantation Key
Subdivision: Key Heights (88.5)
Description: Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 19 - 2026
IDX
$6,495,000
75131 Overseas Highway
Lower Matecumbe, FL 33036
75131 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (36)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1500
Year Built: 1957
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Beach (75.0)
Description: Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering...
Listing Office: Century 21 Circle- Islamorada
Last Updated: December - 10 - 2025
IDX
$6,490,000
137 Sapodilla Drive
Lower Matecumbe, FL 33036
137 Sapodilla Drive, Lower Matecumbe, FL 33036
View Photos (77)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 5456
Year Built: 2000
Area: 22 - Lower Matecumbe
Subdivision: Mat Sandy Bch (75.0)
Description: Big, beautiful, and exceptionally solid, this waterfront Islamorada residen...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 12 - 2026
IDX
$6,150,000
194 Buttonwood Lane
Lower Matecumbe, FL 33036
194 Buttonwood Lane, Lower Matecumbe, FL 33036
View Photos (82)Videos (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 7
Square Footage: 5100
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the ...
Listing Office: Fairchild Partners, Inc.
Last Updated: November - 11 - 2025
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)