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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
26
Total Value
$11,316,200
Updated as of
02-20-2020

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

614 East Wakefield Boulevard

$1,495,000

Bedrooms: 6 |  Bathrooms: 3

Acreage: 0.45

View Details »

Highland Lake, CT

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

406 East Wakefield Boulevard

$945,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.92

View Details »

Highland Lake, CT

543 West Wakefield Boulevard, Winchester, CT 06098 - Image 1: VIEW FROM WATERFRONT AREA UP TO HOUSE.
Waterfront

543 West Wakefield Boulevard

$795,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 1

View Details »

Highland Lake, CT

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

51 East Lake Street

$775,000

Bedrooms: 6 |  Bathrooms: 5

Acreage: 0.7

View Details »

Highland Lake, CT

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

714 West Wakefield Boulevard

$640,000

Bedrooms: 3 |  Bathrooms: 4

Acreage: 0.17

View Details »

Highland Lake, CT

348 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Price Change
Waterfront

348 West Wakefield Boulevard

$629,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.08

View Details »

Highland Lake, CT

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

878 West Wakefield Boulevard

$575,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

View Details »

Highland Lake, CT

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

87 East Lake Street

$565,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.11

View Details »

Highland Lake, CT

848 East Wakefield, Winchester, CT 06098 - Image 1: Waterfront
Waterfront

848 East Wakefield

$549,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.13

View Details »

Highland Lake, CT

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

39 East Lake Street

$519,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.69

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

$489,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »

Highland Lake, CT

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

340 West Wakefield Boulevard

$424,900

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.3

View Details »

Highland Lake, CT

67 R East Lake Street, Winchester, CT 06098 - Image 1
New Listing
Waterfront

67 R East Lake Street

$364,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.19

View Details »

Highland Lake, CT

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

145 East Wakefield Boulevard

$349,900

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.49

View Details »

Highland Lake, CT

538 West Wakefield Boulevard, Winchester, CT 06098 - Property Photo
Waterfront

538 West Wakefield Boulevard

$325,000

Acreage: 0.05

View Details »

Highland Lake, CT

321 West Lake Street, Winchester, CT 06098 - Image 1

321 West Lake Street

$249,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.25

View Details »

Highland Lake, CT

707 East Wakefield Boulevard, Winchester, CT 06098 - Image 1: Welcome to 707 E. Wakefield Blvd

707 East Wakefield Boulevard

$249,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.38

View Details »

Highland Lake, CT

86 East Lake Street, Winchester, CT 06098 - Image 1

86 East Lake Street

$249,200

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.52

View Details »

Highland Lake, CT

137 Belvedere Avenue, Winchester, CT 06098 - Image 1

137 Belvedere Avenue

$193,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.6

View Details »

Highland Lake, CT

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

711 West Wakefield Boulevard

$190,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.71

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

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

614 East Wakefield Boulevard

$1,495,000

Bedrooms: 6 |  Bathrooms: 3

Acreage: 0.45

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

406 East Wakefield Boulevard

$945,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.92

View Details »Highland Lake, CT
543 West Wakefield Boulevard, Winchester, CT 06098 - Image 1: VIEW FROM WATERFRONT AREA UP TO HOUSE.
Waterfront

543 West Wakefield Boulevard

$795,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 1

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

51 East Lake Street

$775,000

Bedrooms: 6 |  Bathrooms: 5

Acreage: 0.7

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

714 West Wakefield Boulevard

$640,000

Bedrooms: 3 |  Bathrooms: 4

Acreage: 0.17

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

348 West Wakefield Boulevard

$629,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.08

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

878 West Wakefield Boulevard

$575,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

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

87 East Lake Street

$565,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.11

View Details »Highland Lake, CT
848 East Wakefield, Winchester, CT 06098 - Image 1: Waterfront
Waterfront

848 East Wakefield

$549,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.13

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

39 East Lake Street

$519,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.69

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

$489,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

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

340 West Wakefield Boulevard

$424,900

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.3

View Details »Highland Lake, CT
67 R East Lake Street, Winchester, CT 06098 - Image 1
New Listing
Waterfront

67 R East Lake Street

$364,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.19

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

145 East Wakefield Boulevard

$349,900

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.49

View Details »Highland Lake, CT
538 West Wakefield Boulevard, Winchester, CT 06098 - Property Photo
Waterfront

538 West Wakefield Boulevard

$325,000

Acreage: 0.05

View Details »Highland Lake, CT
321 West Lake Street, Winchester, CT 06098 - Image 1

321 West Lake Street

$249,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.25

View Details »Highland Lake, CT
707 East Wakefield Boulevard, Winchester, CT 06098 - Image 1: Welcome to 707 E. Wakefield Blvd

707 East Wakefield Boulevard

$249,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.38

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

86 East Lake Street

$249,200

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.52

View Details »Highland Lake, CT
137 Belvedere Avenue, Winchester, CT 06098 - Image 1

137 Belvedere Avenue

$193,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.6

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

711 West Wakefield Boulevard

$190,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.71

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.