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Home Florida Sugarloaf Key

Sugarloaf Key

Looking for beachfront homes for sale in Sugarloaf Key, Florida? Discover coastal real estate, waterfront property, beach houses, condos, land, and investment opportunities in one of the most desirable beach destinations in Florida. Whether you're searching for a luxury oceanfront estate, a vacation home by the shore, a waterfront condo, or vacant land to build your dream beach house, BeachHouse.com helps you find the best Sugarloaf Key beach real estate available.

Browse the latest beachfront and waterfront listings in Sugarloaf Key, Florida, including oceanfront homes, Gulf Coast property, bayfront real estate, island homes, and coastal communities. From primary residences and vacation homes to rental investments and development opportunities, BeachHouse.com connects buyers with the properties that fit their coastal lifestyle goals.

Connect with experienced local real estate agents who specialize in beachfront property in Sugarloaf Key and can help you buy or sell with confidence. Start your search today and explore the latest beach homes for sale, waterfront property, coastal land, and beachfront investment opportunities in Sugarloaf Key, Florida.
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Showing 1-20 of 22 Homes For Sale
For Sale
Nestled within this 280 ft of concrete walled and gated property - photo 1
Nestled within this 280 ft of concrete walled and gated property - photo 2
Nestled within this 280 ft of concrete walled and gated property - photo 3
Nestled within this 280 ft of concrete walled and gated property - photo 4
Nestled within this 280 ft of concrete walled and gated property - photo 5
Nestled within this 280 ft of concrete walled and gated property - photo 6
Nestled within this 280 ft of concrete walled and gated property - photo 7
Nestled within this 280 ft of concrete walled and gated property - photo 8
Nestled within this 280 ft of concrete walled and gated property - photo 9
Nestled within this 280 ft of concrete walled and gated property - photo 10
Nestled within this 280 ft of concrete walled and gated property - photo 11
Nestled within this 280 ft of concrete walled and gated property - photo 12
Nestled within this 280 ft of concrete walled and gated property - photo 13
Nestled within this 280 ft of concrete walled and gated property - photo 14
Nestled within this 280 ft of concrete walled and gated property - photo 15
Nestled within this 280 ft of concrete walled and gated property - photo 16
Nestled within this 280 ft of concrete walled and gated property - photo 17
Nestled within this 280 ft of concrete walled and gated property - photo 18
Nestled within this 280 ft of concrete walled and gated property - photo 19
Nestled within this 280 ft of concrete walled and gated property - photo 20
Nestled within this 280 ft of concrete walled and gated property - photo 21
Nestled within this 280 ft of concrete walled and gated property - photo 22
Nestled within this 280 ft of concrete walled and gated property - photo 23
Nestled within this 280 ft of concrete walled and gated property - photo 24
Nestled within this 280 ft of concrete walled and gated property - photo 25
Nestled within this 280 ft of concrete walled and gated property - photo 26
Nestled within this 280 ft of concrete walled and gated property - photo 27
Nestled within this 280 ft of concrete walled and gated property - photo 28
Nestled within this 280 ft of concrete walled and gated property - photo 29
Nestled within this 280 ft of concrete walled and gated property - photo 30
Nestled within this 280 ft of concrete walled and gated property - photo 31
Nestled within this 280 ft of concrete walled and gated property - photo 32
Nestled within this 280 ft of concrete walled and gated property - photo 33
Nestled within this 280 ft of concrete walled and gated property - photo 34
Nestled within this 280 ft of concrete walled and gated property - photo 35
Nestled within this 280 ft of concrete walled and gated property - photo 36
Nestled within this 280 ft of concrete walled and gated property - photo 37
Nestled within this 280 ft of concrete walled and gated property - photo 38
Nestled within this 280 ft of concrete walled and gated property - photo 39
Nestled within this 280 ft of concrete walled and gated property - photo 40
Nestled within this 280 ft of concrete walled and gated property - photo 41
Nestled within this 280 ft of concrete walled and gated property - photo 42
Nestled within this 280 ft of concrete walled and gated property - photo 43
Nestled within this 280 ft of concrete walled and gated property - photo 44
Nestled within this 280 ft of concrete walled and gated property - photo 45
Nestled within this 280 ft of concrete walled and gated property - photo 46
Nestled within this 280 ft of concrete walled and gated property - photo 47
Nestled within this 280 ft of concrete walled and gated property - photo 48
Nestled within this 280 ft of concrete walled and gated property - photo 49
Nestled within this 280 ft of concrete walled and gated property - photo 50

$3,199,000

4 Beds | 4.0 Baths | 1,744 Sqft

17183 Coral Dr, Sugarloaf Key, FL, 33042

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe...

Ad#: 7247935 • Added: 02/08/2026 • Updated: 06/04/2026
Ad#: 7247935 • Added: 02/08/2026 • Updated: 06/04/2026
For Sale
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 1
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 2
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 3
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 4
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 5
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 6
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 7
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 8
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 9
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 10
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 11
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 12
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 13
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 14
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 15
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 16
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 17
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 18
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 19
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 20
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 21
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 22
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 23
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 24
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 25
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 26
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 27
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 28
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 29
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 30
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 31
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 32
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 33
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 34
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 35
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 36
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 37
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 38
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 39
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 40
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 41
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 42
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 43
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 44
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 45
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 46
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 47
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 48
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 49
A rare double-parcel waterfront opportunity in Lower Sugarloaf - photo 50

$3,025,000

3 Beds | 3.0 Baths | 2,288 Sqft

17210 Angelfish Ln + 17220, Sugarloaf Key, FL, 33042

A rare double-parcel waterfront opportunity in Lower Sugarloaf Key - offering a newly constructed home plus an adjacent buildable lot, creating the ultimate private boating compound. The newly built...

Ad#: 7493295 • Added: 03/30/2026 • Updated: 06/24/2026
Ad#: 7493295 • Added: 03/30/2026 • Updated: 06/24/2026
For Sale
Welcome to your private waterfront retreat in the highly - photo 1
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Welcome to your private waterfront retreat in the highly - photo 23
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Welcome to your private waterfront retreat in the highly - photo 26
Welcome to your private waterfront retreat in the highly - photo 27
Welcome to your private waterfront retreat in the highly - photo 28
Welcome to your private waterfront retreat in the highly - photo 29
Welcome to your private waterfront retreat in the highly - photo 30
Welcome to your private waterfront retreat in the highly - photo 31
Welcome to your private waterfront retreat in the highly - photo 32
Welcome to your private waterfront retreat in the highly - photo 33
Welcome to your private waterfront retreat in the highly - photo 34
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Welcome to your private waterfront retreat in the highly - photo 36
Welcome to your private waterfront retreat in the highly - photo 37
Welcome to your private waterfront retreat in the highly - photo 38
Welcome to your private waterfront retreat in the highly - photo 39
Welcome to your private waterfront retreat in the highly - photo 40
Welcome to your private waterfront retreat in the highly - photo 41
Welcome to your private waterfront retreat in the highly - photo 42
Welcome to your private waterfront retreat in the highly - photo 43
Welcome to your private waterfront retreat in the highly - photo 44
Welcome to your private waterfront retreat in the highly - photo 45
Welcome to your private waterfront retreat in the highly - photo 46
Welcome to your private waterfront retreat in the highly - photo 47
Welcome to your private waterfront retreat in the highly - photo 48
Welcome to your private waterfront retreat in the highly - photo 49
Welcome to your private waterfront retreat in the highly - photo 50

$2,499,000

3 Beds | 2.0 Baths | 2,224 Sqft

16843 E Point Dr, Sugarloaf Key, FL, 33042

Welcome to your private waterfront retreat in the highly sought-after Southpoint neighborhood of Sugarloaf Key - where space, privacy and effortless access to the open water redefine the Lower Keys...

Ad#: 7445051 • Added: 03/19/2026 • Updated: 07/13/2026
Ad#: 7445051 • Added: 03/19/2026 • Updated: 07/13/2026
For Sale
Experience the best of waterfront living in this brand-new home - photo 1
Experience the best of waterfront living in this brand-new home - photo 2
Experience the best of waterfront living in this brand-new home - photo 3
Experience the best of waterfront living in this brand-new home - photo 4
Experience the best of waterfront living in this brand-new home - photo 5
Experience the best of waterfront living in this brand-new home - photo 6
Experience the best of waterfront living in this brand-new home - photo 7
Experience the best of waterfront living in this brand-new home - photo 8
Experience the best of waterfront living in this brand-new home - photo 9
Experience the best of waterfront living in this brand-new home - photo 10
Experience the best of waterfront living in this brand-new home - photo 11
Experience the best of waterfront living in this brand-new home - photo 12
Experience the best of waterfront living in this brand-new home - photo 13
Experience the best of waterfront living in this brand-new home - photo 14
Experience the best of waterfront living in this brand-new home - photo 15
Experience the best of waterfront living in this brand-new home - photo 16
Experience the best of waterfront living in this brand-new home - photo 17
Experience the best of waterfront living in this brand-new home - photo 18
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Experience the best of waterfront living in this brand-new home - photo 20
Experience the best of waterfront living in this brand-new home - photo 21
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Experience the best of waterfront living in this brand-new home - photo 24
Experience the best of waterfront living in this brand-new home - photo 25
Experience the best of waterfront living in this brand-new home - photo 26
Experience the best of waterfront living in this brand-new home - photo 27
Experience the best of waterfront living in this brand-new home - photo 28
Experience the best of waterfront living in this brand-new home - photo 29
Experience the best of waterfront living in this brand-new home - photo 30
Experience the best of waterfront living in this brand-new home - photo 31
Experience the best of waterfront living in this brand-new home - photo 32
Experience the best of waterfront living in this brand-new home - photo 33
Experience the best of waterfront living in this brand-new home - photo 34
Experience the best of waterfront living in this brand-new home - photo 35
Experience the best of waterfront living in this brand-new home - photo 36
Experience the best of waterfront living in this brand-new home - photo 37
Experience the best of waterfront living in this brand-new home - photo 38
Experience the best of waterfront living in this brand-new home - photo 39
Experience the best of waterfront living in this brand-new home - photo 40
Experience the best of waterfront living in this brand-new home - photo 41
Experience the best of waterfront living in this brand-new home - photo 42
Experience the best of waterfront living in this brand-new home - photo 43
Experience the best of waterfront living in this brand-new home - photo 44
Experience the best of waterfront living in this brand-new home - photo 45
Experience the best of waterfront living in this brand-new home - photo 46
Experience the best of waterfront living in this brand-new home - photo 47
Experience the best of waterfront living in this brand-new home - photo 48
Experience the best of waterfront living in this brand-new home - photo 49
Experience the best of waterfront living in this brand-new home - photo 50

$2,299,999

3 Beds | 3.0 Baths | 2,288 Sqft

17210 Angelfish Ln, Sugarloaf Key, FL, 33042

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of...

Ad#: 7551320 • Added: 04/10/2026 • Updated: 06/24/2026
Ad#: 7551320 • Added: 04/10/2026 • Updated: 06/24/2026
For Sale
Welcome to this spacious canal-front retreat set on an oversized - photo 1
Welcome to this spacious canal-front retreat set on an oversized - photo 2
Welcome to this spacious canal-front retreat set on an oversized - photo 3
Welcome to this spacious canal-front retreat set on an oversized - photo 4
Welcome to this spacious canal-front retreat set on an oversized - photo 5
Welcome to this spacious canal-front retreat set on an oversized - photo 6
Welcome to this spacious canal-front retreat set on an oversized - photo 7
Welcome to this spacious canal-front retreat set on an oversized - photo 8
Welcome to this spacious canal-front retreat set on an oversized - photo 9
Welcome to this spacious canal-front retreat set on an oversized - photo 10
Welcome to this spacious canal-front retreat set on an oversized - photo 11
Welcome to this spacious canal-front retreat set on an oversized - photo 12
Welcome to this spacious canal-front retreat set on an oversized - photo 13
Welcome to this spacious canal-front retreat set on an oversized - photo 14
Welcome to this spacious canal-front retreat set on an oversized - photo 15
Welcome to this spacious canal-front retreat set on an oversized - photo 16
Welcome to this spacious canal-front retreat set on an oversized - photo 17
Welcome to this spacious canal-front retreat set on an oversized - photo 18
Welcome to this spacious canal-front retreat set on an oversized - photo 19
Welcome to this spacious canal-front retreat set on an oversized - photo 20
Welcome to this spacious canal-front retreat set on an oversized - photo 21
Welcome to this spacious canal-front retreat set on an oversized - photo 22
Welcome to this spacious canal-front retreat set on an oversized - photo 23
Welcome to this spacious canal-front retreat set on an oversized - photo 24
Welcome to this spacious canal-front retreat set on an oversized - photo 25
Welcome to this spacious canal-front retreat set on an oversized - photo 26
Welcome to this spacious canal-front retreat set on an oversized - photo 27
Welcome to this spacious canal-front retreat set on an oversized - photo 28
Welcome to this spacious canal-front retreat set on an oversized - photo 29
Welcome to this spacious canal-front retreat set on an oversized - photo 30
Welcome to this spacious canal-front retreat set on an oversized - photo 31
Welcome to this spacious canal-front retreat set on an oversized - photo 32
Welcome to this spacious canal-front retreat set on an oversized - photo 33
Welcome to this spacious canal-front retreat set on an oversized - photo 34
Welcome to this spacious canal-front retreat set on an oversized - photo 35
Welcome to this spacious canal-front retreat set on an oversized - photo 36
Welcome to this spacious canal-front retreat set on an oversized - photo 37
Welcome to this spacious canal-front retreat set on an oversized - photo 38
Welcome to this spacious canal-front retreat set on an oversized - photo 39
Welcome to this spacious canal-front retreat set on an oversized - photo 40
Welcome to this spacious canal-front retreat set on an oversized - photo 41
Welcome to this spacious canal-front retreat set on an oversized - photo 42
Welcome to this spacious canal-front retreat set on an oversized - photo 43
Welcome to this spacious canal-front retreat set on an oversized - photo 44
Welcome to this spacious canal-front retreat set on an oversized - photo 45
Welcome to this spacious canal-front retreat set on an oversized - photo 46
Welcome to this spacious canal-front retreat set on an oversized - photo 47
Welcome to this spacious canal-front retreat set on an oversized - photo 48
Welcome to this spacious canal-front retreat set on an oversized - photo 49
Welcome to this spacious canal-front retreat set on an oversized - photo 50

$1,710,000

4 Beds | 2.0 Baths | 2,605 Sqft

1481 Sugarloaf Blvd, Sugarloaf Key, FL, 33042

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living...

Ad#: 6847748 • Added: 11/18/2025 • Updated: 05/23/2026
Ad#: 6847748 • Added: 11/18/2025 • Updated: 05/23/2026
For Sale
Excellent opportunity to build your dream in paradise. This 6 - photo 1
Excellent opportunity to build your dream in paradise. This 6 - photo 2
Excellent opportunity to build your dream in paradise. This 6 - photo 3
Excellent opportunity to build your dream in paradise. This 6 - photo 4
Excellent opportunity to build your dream in paradise. This 6 - photo 5
Excellent opportunity to build your dream in paradise. This 6 - photo 6
Excellent opportunity to build your dream in paradise. This 6 - photo 7
Excellent opportunity to build your dream in paradise. This 6 - photo 8

$1,450,000

0 Beds | 0.0 Baths | 0 Sqft

Lagoon Dr, Sugarloaf Key, FL, 33042

Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this...

Ad#: 7584750 • Added: 04/08/2026 • Updated: 04/08/2026
Ad#: 7584750 • Added: 04/08/2026 • Updated: 04/08/2026
For Sale
Recently updated canal-front home in highly desirable Upper - photo 1
Recently updated canal-front home in highly desirable Upper - photo 2
Recently updated canal-front home in highly desirable Upper - photo 3
Recently updated canal-front home in highly desirable Upper - photo 4
Recently updated canal-front home in highly desirable Upper - photo 5
Recently updated canal-front home in highly desirable Upper - photo 6
Recently updated canal-front home in highly desirable Upper - photo 7
Recently updated canal-front home in highly desirable Upper - photo 8
Recently updated canal-front home in highly desirable Upper - photo 9
Recently updated canal-front home in highly desirable Upper - photo 10
Recently updated canal-front home in highly desirable Upper - photo 11
Recently updated canal-front home in highly desirable Upper - photo 12
Recently updated canal-front home in highly desirable Upper - photo 13
Recently updated canal-front home in highly desirable Upper - photo 14
Recently updated canal-front home in highly desirable Upper - photo 15
Recently updated canal-front home in highly desirable Upper - photo 16
Recently updated canal-front home in highly desirable Upper - photo 17
Recently updated canal-front home in highly desirable Upper - photo 18
Recently updated canal-front home in highly desirable Upper - photo 19
Recently updated canal-front home in highly desirable Upper - photo 20
Recently updated canal-front home in highly desirable Upper - photo 21
Recently updated canal-front home in highly desirable Upper - photo 22
Recently updated canal-front home in highly desirable Upper - photo 23
Recently updated canal-front home in highly desirable Upper - photo 24
Recently updated canal-front home in highly desirable Upper - photo 25
Recently updated canal-front home in highly desirable Upper - photo 26
Recently updated canal-front home in highly desirable Upper - photo 27
Recently updated canal-front home in highly desirable Upper - photo 28
Recently updated canal-front home in highly desirable Upper - photo 29
Recently updated canal-front home in highly desirable Upper - photo 30
Recently updated canal-front home in highly desirable Upper - photo 31
Recently updated canal-front home in highly desirable Upper - photo 32
Recently updated canal-front home in highly desirable Upper - photo 33
Recently updated canal-front home in highly desirable Upper - photo 34
Recently updated canal-front home in highly desirable Upper - photo 35
Recently updated canal-front home in highly desirable Upper - photo 36
Recently updated canal-front home in highly desirable Upper - photo 37
Recently updated canal-front home in highly desirable Upper - photo 38
Recently updated canal-front home in highly desirable Upper - photo 39
Recently updated canal-front home in highly desirable Upper - photo 40
Recently updated canal-front home in highly desirable Upper - photo 41
Recently updated canal-front home in highly desirable Upper - photo 42
Recently updated canal-front home in highly desirable Upper - photo 43
Recently updated canal-front home in highly desirable Upper - photo 44
Recently updated canal-front home in highly desirable Upper - photo 45
Recently updated canal-front home in highly desirable Upper - photo 46
Recently updated canal-front home in highly desirable Upper - photo 47
Recently updated canal-front home in highly desirable Upper - photo 48
Recently updated canal-front home in highly desirable Upper - photo 49
Recently updated canal-front home in highly desirable Upper - photo 50

$1,299,000

3 Beds | 2.0 Baths | 1,398 Sqft

885 Hawksbill Ln, Sugarloaf Key, FL, 33042

Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane...

Ad#: 7630529 • Added: 04/26/2026 • Updated: 06/26/2026
Ad#: 7630529 • Added: 04/26/2026 • Updated: 06/26/2026
For Sale
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 1
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 2
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 3
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 4
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 5
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 6
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 7
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 8
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 9
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 10
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 11
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 12
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 13
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 14
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 15
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 16
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 17
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 18
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 19
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 20
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 21
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 22
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 23
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 24
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 25
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 26
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 27
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 28
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 29
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 30
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 31
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 32
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 33
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 34
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 35
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 36
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 37
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 38
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 39
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 40
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 41
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 42
Set on over an acre of land, 19267 Hansen Trail is a truly - photo 43

$999,000

3 Beds | 2.0 Baths | 1,968 Sqft

19267 Hansen Trl, Sugarloaf Key, FL, 33042

Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet of beautifully remodeled living...

Ad#: 7762636 • Added: 05/21/2026 • Updated: 05/21/2026
Ad#: 7762636 • Added: 05/21/2026 • Updated: 05/21/2026
For Sale
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 1
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 2
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 3
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 4
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 5
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Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 9
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Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 13
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Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 17
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 18
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Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 20
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 21
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 22
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 23
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 24
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 25
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 26
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 27
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 28
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 29
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 30
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS - photo 31

$998,000

3 Beds | 2.0 Baths | 1,225 Sqft

83 Sugarloaf Dr, Sugarloaf Key, FL, 33042

Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby...

Ad#: 7456624 • Added: 03/22/2026 • Updated: 06/02/2026
Ad#: 7456624 • Added: 03/22/2026 • Updated: 06/02/2026
For Sale
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 1
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 2
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 3
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 4
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 5
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 6
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 7
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 8
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 9
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 10
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 11
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 12
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 13
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 14
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 15
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 16
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 17
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 18
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 19
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 20
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 21
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 22
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 23
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 24
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 25
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 26
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 27
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 28
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 29
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 30
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 31
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 32
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 33
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 34
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 35
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 36
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 37
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 38
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 39
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 40
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 41
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 42
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 43
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 44
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 45
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 46
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 47
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 48
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 49
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 50
Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE - photo 51

$890,000

2 Beds | 2.0 Baths | 1,008 Sqft

813 Hawksbill Ln, Sugarloaf Key, FL, 33042

Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE GENERATOR WITH TRANSFER SWITCH, Built on sturdy concrete pilings with Hardie board siding and a metal roof, Large workshop, storage space on...

Ad#: 6563908 • Added: 08/29/2025 • Updated: 07/01/2026
Ad#: 6563908 • Added: 08/29/2025 • Updated: 07/01/2026
For Sale
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 1
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 2
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 3
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 4
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 5
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Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 9
Build Your Dream Home in Sugarloaf Shores! Discover the rare - photo 10

$725,000

0 Beds | 0.0 Baths | 0 Sqft

17220 Angelfish Ln, Sugarloaf Key, FL, 33042

Build Your Dream Home in Sugarloaf Shores! Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. waterfront lot is high, dry...

Ad#: 7551319 • Added: 04/10/2026 • Updated: 06/24/2026
Ad#: 7551319 • Added: 04/10/2026 • Updated: 06/24/2026
For Sale
**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 1
**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 2
**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 3
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**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 13
**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 14
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**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 21
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**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This - photo 23

$705,000

3 Beds | 2.0 Baths | 1,232 Sqft

180 Sugarloaf Dr, Sugarloaf Key, FL, 33042

**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool...

Ad#: 6275555 • Added: 06/07/2025 • Updated: 06/23/2026
Ad#: 6275555 • Added: 06/07/2025 • Updated: 06/23/2026
For Sale
Looking for your ROGO exempt slice of paradise. Look no further - photo 1
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$644,500

0 Beds | 0.0 Baths | 0 Sqft

132 Sugarloaf Dr, Sugarloaf Key, FL, 33042

Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting...

Ad#: 6226582 • Added: 05/28/2025 • Updated: 05/28/2025
Ad#: 6226582 • Added: 05/28/2025 • Updated: 05/28/2025
For Sale
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 1
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 2
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 3
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 4
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 5
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 6
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 7
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 8
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 9
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 10
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 11
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf - photo 12

$599,000

0 Beds | 0.0 Baths | 0 Sqft

16841 Driftwood Ln, Sugarloaf Key, FL, 33042

**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!** Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting...

Ad#: 6712722 • Added: 10/10/2025 • Updated: 07/10/2026
Ad#: 6712722 • Added: 10/10/2025 • Updated: 07/10/2026
For Sale
Now only $120,000. Best priced lot in popular Upper Sugarloaf - photo 1
Now only $120,000. Best priced lot in popular Upper Sugarloaf - photo 2
Now only $120,000. Best priced lot in popular Upper Sugarloaf - photo 3

$120,000

0 Beds | 0.0 Baths | 0 Sqft

19617 Date Palm Dr, Sugarloaf Key, FL, 33042

Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 Tier III platted lot (infill lot...

Ad#: 7228736 • Added: 02/05/2026 • Updated: 06/17/2026
Ad#: 7228736 • Added: 02/05/2026 • Updated: 06/17/2026
Active Under Contract
Experience the ultimate island lifestyle in this breathtaking - photo 1
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$3,300,000

5 Beds | 4.0 Baths | 3,060 Sqft

17249 E Bonefish Ln, Sugarloaf Key, FL, 33042

Experience the ultimate island lifestyle in this breathtaking waterfront residence located in the prestigious Sugarloaf Shores subdivision. Situated on a massive 25,482 sq. ft. lot, this property...

Ad#: 7248143 • Added: 02/08/2026 • Updated: 05/23/2026
Ad#: 7248143 • Added: 02/08/2026 • Updated: 05/23/2026
Active Under Contract
Located at the end of a quiet street in Sugarloaf Key, this 2 - photo 1
Located at the end of a quiet street in Sugarloaf Key, this 2 - photo 2
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Located at the end of a quiet street in Sugarloaf Key, this 2 - photo 30
Located at the end of a quiet street in Sugarloaf Key, this 2 - photo 31
Located at the end of a quiet street in Sugarloaf Key, this 2 - photo 32

$960,000

2 Beds | 2.0 Baths | 1,150 Sqft

1129 Hawksbill Ln, Sugarloaf Key, FL, 33042

Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the living room and large deck...

Ad#: 8020553 • Added: 07/07/2026 • Updated: 07/07/2026
Ad#: 8020553 • Added: 07/07/2026 • Updated: 07/07/2026
Active Under Contract
On a quiet dead-end street in the highly sought-after Sugarloaf - photo 1
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On a quiet dead-end street in the highly sought-after Sugarloaf - photo 50

$950,000

3 Beds | 2.0 Baths | 1,548 Sqft

123 Venetian Way, Sugarloaf Key, FL, 33042

On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out of a secret garden. Set on an...

Ad#: 7711531 • Added: 05/12/2026 • Updated: 05/23/2026
Ad#: 7711531 • Added: 05/12/2026 • Updated: 05/23/2026
Sale Pending
Rare opportunity to acquire approximately 10 acres of vacant - photo 1
Rare opportunity to acquire approximately 10 acres of vacant - photo 2
Rare opportunity to acquire approximately 10 acres of vacant - photo 3

$799,000

0 Beds | 0.0 Baths | 0 Sqft

Lot 57 ROCKY RD, Sugarloaf Key, FL, 33042

Rare opportunity to acquire approximately 10 acres of vacant residential land in Sugarloaf Key, an area known for its low-density character, natural surroundings, and limited land availability. Large...

Ad#: 7831039 • Added: 06/08/2026 • Updated: 06/08/2026
Ad#: 7831039 • Added: 06/08/2026 • Updated: 06/08/2026
Sale Pending
Build your dream home. Imagine waking up to the natural beauty - photo 1
Build your dream home. Imagine waking up to the natural beauty - photo 2
Build your dream home. Imagine waking up to the natural beauty - photo 3
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$190,000

0 Beds | 0.0 Baths | 0 Sqft

Bad George Rd lot: 15 Bk2, Sugarloaf Key, FL, 33042

Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. Great location near Sugarloaf school. Easy commute to Key West, only 25 minutes. Nearby boat...

Ad#: 7399603 • Added: 03/13/2026 • Updated: 03/13/2026
Ad#: 7399603 • Added: 03/13/2026 • Updated: 03/13/2026
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Sugarloaf Key Real Estate Agent Info

About Sugarloaf Key

Looking for beachfront homes for sale in Sugarloaf Key, Florida? Discover coastal real estate, waterfront property, beach houses, condos, land, and investment opportunities in one of the most desirable beach destinations in Florida. Whether you're searching for a luxury oceanfront estate, a vacation home by the shore, a waterfront condo, or vacant land to build your dream beach house, BeachHouse.com helps you find the best Sugarloaf Key beach real estate available.

Browse the latest beachfront and waterfront listings in Sugarloaf Key, Florida, including oceanfront homes, Gulf Coast property, bayfront real estate, island homes, and coastal communities. From primary residences and vacation homes to rental investments and development opportunities, BeachHouse.com connects buyers with the properties that fit their coastal lifestyle goals.

Connect with experienced local real estate agents who specialize in beachfront property in Sugarloaf Key and can help you buy or sell with confidence. Start your search today and explore the latest beach homes for sale, waterfront property, coastal land, and beachfront investment opportunities in Sugarloaf Key, Florida.
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Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

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Last updated on 2026.07.19
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