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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

$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: April - 12 - 2026
IDX
$3,995,000
87445 Old Highway
Plantation Key, FL 33036
87445 Old Highway, Plantation Key, FL 33036
View Photos (33)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 4014
Year Built: 1999
Area: 25 - Plantation Key
Subdivision: Plant Beach (87.5)
Description: This stunning property spans 1.82 acres and is ideally located on the ocean...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 23 - 2026
IDX
$3,995,000
105 Palo De Oro Drive
Plantation Key, FL 33036
Canal-front backyard with private pool, tiki hut, spa, and dual boat lifts in Venetian Shores. Stunning canal-front backyard at 105 Palo de Oro Drive featuring a heated and chilled swimming pool, spa, tiki hut, and 70 feet of concrete dockage with two boat lifts (15,000 lb and 20,000 lb). This Islamorada waterfront property offers a true Florida Keys boating
View Photos (53)Videos (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2640
Year Built: 1971
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Waterfront pool home with dockage in Venetian Shores offered furnished. Exp...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: February - 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: April - 08 - 2026
IDX
$3,800,000
82779 Old Highway 14
Upper Matecumbe Key Islamorada, FL 33036
82779 Old Highway 14, Upper Matecumbe Key Islamorada, FL 33036
View Photos (78)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: April - 10 - 2026
IDX
$3,800,000
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: April - 10 - 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: April - 10 - 2026
IDX
$3,800,000
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: April - 10 - 2026
IDX
$3,600,000
141 Canal Street
Plantation Key, FL 33070
141 Canal Street, Plantation Key, FL 33070
View Photos (84)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 5061
Year Built: 1980
Area: 25 - Plantation Key
Subdivision: Plant Shores (90.0)
Description: Stunning Plantation Key canal front pool home! This exceptional all-concret...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 09 - 2026
IDX
$3,500,000
133 Sunset Drive
Lower Matecumbe, FL 33036
133 Sunset Drive, Lower Matecumbe, FL 33036
View Photos (81)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2519
Year Built: 1974
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 27 - 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)