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Highland Lake Homes For Sale
Connecticut

Highland Lake Homes For Sale
Connecticut

Highland Lake, Connecticut

Highland Lake real estate is the third largest market for lake homes and land in Connecticut.

 

The closest major airport, Bradley International Airport, is only 25 miles away.

Highland Lake Real Estate

Total Listings
21
Total Value
$8,876,300
Updated as of
03-20-2019

Highland Lake, Connecticut

Highland Lake real estate is the third largest market for lake homes and land in Connecticut.

 

The closest major airport, Bradley International Airport, is only 25 miles away.

 

Highland Lake Real Estate for Sale

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538 Wheelers Point, Winchester, CT 06098 - Image 1
Waterfront

538 Wheelers Point

$1,160,000

Bedrooms: 5 |  Bathrooms: 3

Acreage: 0.7

View Details »

Highland Lake, CT

51 East Lake Street, Winchester, CT 06098 - Image 1
Waterfront

51 East Lake Street

$795,000

Bedrooms: 6 |  Bathrooms: 5

Acreage: 0.7

View Details »

Highland Lake, CT

422 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Price Change
Waterfront

422 East Wakefield Boulevard

$735,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.48

View Details »

Highland Lake, CT

234 Perch Rock Trail, Winchester, CT 06098 - Image 1
Waterfront

234 Perch Rock Trail

$679,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.2

View Details »

Highland Lake, CT

760 Lake Drive, Winchester, CT 06098 - Image 1
Waterfront

760 Lake Drive

$675,000

Bedrooms: 3 |  Bathrooms: 3|  SF: 2400

Acreage: 0.2

View Details »

Highland Lake, CT

878 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

878 West Wakefield Boulevard

$615,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

View Details »

Highland Lake, CT

842 East Wakefield Boulevard, Winchester, CT 06098 - Image 1: This should be your holiday card!!!
Waterfront

842 East Wakefield Boulevard

$559,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »

Highland Lake, CT

212 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

212 East Wakefield Boulevard

$479,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.17

View Details »

Highland Lake, CT

266 Perch Rock Trail, Winchester, CT 06098 - Image 1: Welcome to 266 Perch Rock Trail on Highland lake
Waterfront

266 Perch Rock Trail

$449,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.15

View Details »

Highland Lake, CT

104 Shore Drive, Winchester, CT 06098 - Image 1: WELCOME TO THE LAKE
Waterfront

104 Shore Drive

$429,000

Bedrooms: 2 |  Bathrooms: 2

Acreage: 0.1

View Details »

Highland Lake, CT

546 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

546 East Wakefield Boulevard

$399,900

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.05

View Details »

Highland Lake, CT

168 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

168 East Wakefield Boulevard

$319,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.21

View Details »

Highland Lake, CT

548 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

548 East Wakefield Boulevard

$249,000

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.06

View Details »

Highland Lake, CT

237 East Wakefield Boulevard, Winchester, CT 06098 - Image 1

237 East Wakefield Boulevard

$245,000

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.28

View Details »

Highland Lake, CT

711 West Wakefield Boulevard, Winchester, CT 06098 - Image 1

711 West Wakefield Boulevard

$189,900

Bedrooms: 2 |  Bathrooms: 1|  SF: 1015

Acreage: 0.71

View Details »

Highland Lake, CT

100 Hurlbut Street, Winchester, CT 06098 - Image 1
New Listing

100 Hurlbut Street

$179,900

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.23

View Details »

Highland Lake, CT

44 Spencer Street, Winchester, CT 06098 - Image 1
Waterfront

44 Spencer Street

$179,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.41

View Details »

Highland Lake, CT

128 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

128 West Wakefield Boulevard

$179,000

Bedrooms: 1 |  Bathrooms: 1

Acreage: 0.02

View Details »

Highland Lake, CT

57 Bridge Street, Winchester, CT 06098 - Image 1: Front View
Price Change

57 Bridge Street

$165,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.21

View Details »

Highland Lake, CT

203 Birch Street, Winchester, CT 06098 - Image 1

203 Birch Street

$139,900

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.23

View Details »

Highland Lake, CT


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12

About Highland Lake

Highland Lake real estate is the third largest market for lake homes and land in Connecticut.

 

The closest major airport, Bradley International Airport, is only 25 miles away.

Sell Your Lake Home

Off Market Properties

538 Wheelers Point, Winchester, CT 06098 - Image 1
Waterfront

538 Wheelers Point

$1,160,000

Bedrooms: 5 |  Bathrooms: 3

Acreage: 0.7

View Details »Highland Lake, CT
51 East Lake Street, Winchester, CT 06098 - Image 1
Waterfront

51 East Lake Street

$795,000

Bedrooms: 6 |  Bathrooms: 5

Acreage: 0.7

View Details »Highland Lake, CT
422 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Price Change
Waterfront

422 East Wakefield Boulevard

$735,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.48

View Details »Highland Lake, CT
234 Perch Rock Trail, Winchester, CT 06098 - Image 1
Waterfront

234 Perch Rock Trail

$679,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.2

View Details »Highland Lake, CT
760 Lake Drive, Winchester, CT 06098 - Image 1
Waterfront

760 Lake Drive

$675,000

Bedrooms: 3 |  Bathrooms: 3|  SF: 2400

Acreage: 0.2

View Details »Highland Lake, CT
878 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

878 West Wakefield Boulevard

$615,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

View Details »Highland Lake, CT
842 East Wakefield Boulevard, Winchester, CT 06098 - Image 1: This should be your holiday card!!!
Waterfront

842 East Wakefield Boulevard

$559,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »Highland Lake, CT
212 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

212 East Wakefield Boulevard

$479,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.17

View Details »Highland Lake, CT
266 Perch Rock Trail, Winchester, CT 06098 - Image 1: Welcome to 266 Perch Rock Trail on Highland lake
Waterfront

266 Perch Rock Trail

$449,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.15

View Details »Highland Lake, CT
104 Shore Drive, Winchester, CT 06098 - Image 1: WELCOME TO THE LAKE
Waterfront

104 Shore Drive

$429,000

Bedrooms: 2 |  Bathrooms: 2

Acreage: 0.1

View Details »Highland Lake, CT
546 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

546 East Wakefield Boulevard

$399,900

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.05

View Details »Highland Lake, CT
168 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

168 East Wakefield Boulevard

$319,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.21

View Details »Highland Lake, CT
548 East Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

548 East Wakefield Boulevard

$249,000

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.06

View Details »Highland Lake, CT
237 East Wakefield Boulevard, Winchester, CT 06098 - Image 1

237 East Wakefield Boulevard

$245,000

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.28

View Details »Highland Lake, CT
711 West Wakefield Boulevard, Winchester, CT 06098 - Image 1

711 West Wakefield Boulevard

$189,900

Bedrooms: 2 |  Bathrooms: 1|  SF: 1015

Acreage: 0.71

View Details »Highland Lake, CT
100 Hurlbut Street, Winchester, CT 06098 - Image 1
New Listing

100 Hurlbut Street

$179,900

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.23

View Details »Highland Lake, CT
44 Spencer Street, Winchester, CT 06098 - Image 1
Waterfront

44 Spencer Street

$179,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.41

View Details »Highland Lake, CT
128 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

128 West Wakefield Boulevard

$179,000

Bedrooms: 1 |  Bathrooms: 1

Acreage: 0.02

View Details »Highland Lake, CT
57 Bridge Street, Winchester, CT 06098 - Image 1: Front View
Price Change

57 Bridge Street

$165,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.21

View Details »Highland Lake, CT
203 Birch Street, Winchester, CT 06098 - Image 1

203 Birch Street

$139,900

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.23

View Details »Highland Lake, CT

« First< Prev12Next >Last »
« First< PrevNext >Last »
12

About Highland Lake

Highland Lake real estate is the third largest market for lake homes and land in Connecticut.

 

The closest major airport, Bradley International Airport, is only 25 miles away.