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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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Lower Matecumbe Key:

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32 matches found

$13,750,000
75840 Overseas Highway
Lower Matecumbe, FL 33036
75840 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (150)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 7
Square Footage: 5900
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: LUXURY BEACHFRONT ESTATE HOME! Come embrace this brand-new magnificent prop...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: June - 07 - 2026
IDX
$11,000,000
75280 Overseas Highway
Lower Matecumbe, FL 33036
75280 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (99)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 5100
Year Built: 1993
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Harbor (75.0)
Description: Commanding 170 feet of private Florida Bay frontage, and situated on over a...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 12 - 2026
IDX
$10,900,000
186 & 165 Bayview Drive
Lower Matecumbe, FL 33036
186 & 165 Bayview Drive, Lower Matecumbe, FL 33036
View Photos (102)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 4394
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: A refined expression of waterfront living, this six-bedroom, four-bath resi...
Listing Office: Ocean Sotheby's International Realty
Last Updated: June - 04 - 2026
IDX
$8,950,000
162 Bayview Drive
Lower Matecumbe, FL 33036
162 Bayview Drive, Lower Matecumbe, FL 33036
View Photos (46)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10
Square Footage: 5392
Year Built: 2014
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning...
Listing Office: Coldwell Banker Realty - Coral Gables
Last Updated: December - 24 - 2025
IDX
$7,900,000
91 Iroquois Drive
Lower Matecumbe, FL 33036
91 Iroquois Drive, Lower Matecumbe, FL 33036
View Photos (54)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 4048
Year Built: 1989
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Discover paradise in Islamorada, with beautiful ocean views, protected cana...
Listing Office: Palm House Real Estate
Last Updated: May - 16 - 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 - 17 - 2026
IDX
$6,690,000
75691-71 Overseas Highway
Lower Matecumbe, FL 33036
75691-71 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (37)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1331
Year Built: 1959
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: New Price, New Improvements, including new dock, deck off dock on jetty, bo...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: April - 28 - 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
$6,299,000
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: May - 14 - 2026
IDX
$6,150,000
194 Buttonwood Lane
Lower Matecumbe, FL 33036
194 Buttonwood Lane, Lower Matecumbe, FL 33036
View Photos (82)
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: June - 06 - 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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Lower Matecumbe Key real estate consists of Florida Keys homes for sale, Florida Keys condos for sale and Florida Keys townhomes 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)