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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
127 matches found

$4,445,000
136 San Remo Drive
Plantation Key, FL 33036
136 San Remo Drive, Plantation Key, FL 33036
View Photos (66)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 4
Square Footage: 4681
Year Built: 1992
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Venetian Shores, the premier waterfront community in Islamorada!!! Looking ...
Listing Office: Cypress Realty, Inc.
Last Updated: May - 11 - 2026
IDX
$4,000,000
82779 Old Highway 7
Upper Matecumbe Key Islamorada, FL 33036
82779 Old Highway 7, Upper Matecumbe Key Islamorada, FL 33036
View Photos (84)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2574
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: The Villas at the Islands of Islamorada is a meticulously designed, private...
Listing Office: Ocean Sotheby's International Realty
Last Updated: July - 27 - 2026
IDX
$4,000,000
82779 Old Highway 8
Upper Matecumbe Key Islamorada, FL 33036
82779 Old Highway 8, Upper Matecumbe Key Islamorada, FL 33036
View Photos (82)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2574
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: The Villas at the Islands of Islamorada is a meticulously designed, private...
Listing Office: Ocean Sotheby's International Realty
Last Updated: July - 27 - 2026
IDX
$3,999,999
77340 Overseas Highway
Lower Matecumbe, FL 33036
77340 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (24)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 928
Year Built: 1963
Area: 22 - Lower Matecumbe
Subdivision: Matecumbe Ocean Bay (75.0)
Description: Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: June - 05 - 2026
IDX
$3,999,000
75131 Overseas Highway
Lower Matecumbe, FL 33036
75131 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (29)
Property Type: Residential
# of Bathrooms: 3
Square Footage: 1530
Year Built: 1957
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Beach (75.0)
Description: Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering...
Listing Office: Century 21 Circle- Islamorada
Last Updated: August - 16 - 2026
IDX
$3,952,000
148 Giardino Drive
Plantation Key, FL 33036
148 Giardino Drive, Plantation Key, FL 33036
View Photos (55)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2328
Year Built: 1987
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: THIS UPDATED BEAUTY LOCATED IN RENOWNED VENETIAN SHORES IS A TRUE MUST SEE!...
Listing Office: The Valencia Group Corp.
Last Updated: September - 02 - 2026
IDX
$3,875,000
109 Giardino Drive
Plantation Key, FL 33036
Updated, 3 bedrooms, 3 baths, pool and 27,000 lb. boat lift!!
View Photos (48)Videos (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 3088
Year Built: 1991
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Coastal elegance meets the ultimate boating lifestyle in this beautifully u...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: June - 26 - 2026
IDX
$3,850,000
74049 Overseas Highway
Lower Matecumbe, FL 33036
74049 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (71)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2596
Year Built: 1970
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Rare opportunity to own an ocean side single family home in the heart of Is...
Listing Office: Luxe Properties, LLC.
Last Updated: August - 14 - 2026
IDX
$3,800,000
82779 Old Highway 15
Upper Matecumbe Key Islamorada, FL 33036
82779 Old Highway 15, Upper Matecumbe Key Islamorada, FL 33036
View Photos (82)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2574
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: The Villas at the Islands of Islamorada is a meticulously designed, private...
Listing Office: Ocean Sotheby's International Realty
Last Updated: July - 27 - 2026
IDX
$3,800,000
87950 Overseas Highway
Plantation Key, FL 33036
87950 Overseas Highway, Plantation Key, FL 33036
View Photos (62)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2464
Year Built: 1973
Area: 25 - Plantation Key
Subdivision: Plant Beach (87.5)
Description: Tired of waiting on Uber or Freebee? Why not make this stunning bayfront es...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: August - 08 - 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)