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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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Sugarloaf Key:

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27 matches found

$10,499,000
1041 E Buttonwood Drive
Sugarloaf Key, FL 33042
1041 E Buttonwood Drive, Sugarloaf Key, FL 33042
View Photos (125)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Square Footage: 4894
Year Built: 2025
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Masterpiece of Modern Strength & Luxury | Brand-New Concrete Waterfront Est...
Listing Office: The Agency Florida Keys
Last Updated: May - 10 - 2026
IDX
$8,995,000
16750 Old State Road 4A
Sugarloaf Key, FL 33042
16750 Old State Road 4A, Sugarloaf Key, FL 33042
View Photos (100)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 5208
Year Built: 1959
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Beach (17.0)
Description: Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exce...
Listing Office: The Agency Florida Keys
Last Updated: April - 23 - 2026
IDX
$5,200,000
17013 Coral Drive
Sugarloaf Key, FL 33042
17013 Coral Drive, Sugarloaf Key, FL 33042
View Photos (62)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2660
Year Built: 1981
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on ...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: April - 14 - 2026
IDX
$3,899,000
17015 W Wahoo Lane
Sugarloaf Key, FL 33042
17015 W Wahoo Lane, Sugarloaf Key, FL 33042
View Photos (72)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2096
Year Built: 1968
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Positioned on a rare west facing point lot with 270 ft of sparkling open wa...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: May - 17 - 2026
IDX
$3,750,000
17387 E Dolphin Street
Sugarloaf Key, FL 33042
17387 E Dolphin Street, Sugarloaf Key, FL 33042
View Photos (61)Virtual Tours (2)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2409
Year Built: 2021
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Morning Glory - The Dolphin House is one of those rare oceanfront sanctuari...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: June - 08 - 2026
IDX
$3,299,000
17042 W Starfish Lane
Sugarloaf Key, FL 33042
17042 W Starfish Lane, Sugarloaf Key, FL 33042
View Photos (83)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 3700
Year Built: 1982
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Set among lush tropical landscaping and located just one home in from open ...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: June - 14 - 2026
IDX
$3,199,000
17183 Coral Drive
Sugarloaf Key, FL 33042
The grand pool & spa, night shot
View Photos (86)Videos (2)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 1744
Year Built: 1997
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Nestled within this 280 ft of concrete walled and gated property lies a tro...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: June - 07 - 2026
IDX
$3,025,000
17210 Angelfish Lane + 17220
Sugarloaf Key, FL 33042
Waterfront home + vacant lot - 24,610sf Total
View Photos (55)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2288
Year Built: 2025
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: A rare double-parcel waterfront opportunity in Lower Sugarloaf Key - offeri...
Listing Office: Truman & Co. (KW)
Last Updated: April - 14 - 2026
IDX
$2,950,000
16805 Tamarind Road
Sugarloaf Key, FL 33042
16805 Tamarind Road, Sugarloaf Key, FL 33042
View Photos (74)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2812
Year Built: 1978
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Suga...
Listing Office: The Agency Florida Keys
Last Updated: May - 17 - 2026
IDX
$2,895,000
17385 Keystone Road
Sugarloaf Key, FL 33042
17385 Keystone Road, Sugarloaf Key, FL 33042
View Photos (74)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 1804
Year Built: 1985
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Stunning open water views from this fabulous waterfront home! A truly rare ...
Listing Office: The Agency Florida Keys
Last Updated: May - 17 - 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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Sugarloaf 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)