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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
25
Total Value
$10,876,300
Updated as of
04-04-2020

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
Price Change
Waterfront

714 West Wakefield Boulevard

$630,000

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

$624,900

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

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

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

210 West Wakefield Boulevard

$549,900

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.12

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: You can wake up to this view EVERY morning!!!!!!
Waterfront

842 East Wakefield Boulevard

$474,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »

Highland Lake, CT

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

67 East Lake Street Lot R

$364,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.19

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

109 West Wakefield Boulevard Unit 1, Winchester, CT 06098 - Image 1
New Listing

109 West Wakefield Boulevard Unit 1

$299,000

Bedrooms: 2 |  Bathrooms: 2

View Details »

Highland Lake, CT

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

548 East Wakefield Boulevard

$279,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.06

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

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

707 East Wakefield Boulevard

$239,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.38

View Details »

Highland Lake, CT

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

722 West Wakefield Boulevard

$230,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.34

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

137 Belvedere Avenue, Winchester, CT 06098 - Image 1

137 Belvedere Avenue

$189,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.6

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
Price Change
Waterfront

714 West Wakefield Boulevard

$630,000

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

$624,900

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

210 West Wakefield Boulevard

$549,900

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.12

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: You can wake up to this view EVERY morning!!!!!!
Waterfront

842 East Wakefield Boulevard

$474,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

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

67 East Lake Street Lot R

$364,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.19

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
109 West Wakefield Boulevard Unit 1, Winchester, CT 06098 - Image 1
New Listing

109 West Wakefield Boulevard Unit 1

$299,000

Bedrooms: 2 |  Bathrooms: 2

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

548 East Wakefield Boulevard

$279,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.06

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

707 East Wakefield Boulevard

$239,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.38

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

722 West Wakefield Boulevard

$230,000

Bedrooms: 2 |  Bathrooms: 1

Acreage: 0.34

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
137 Belvedere Avenue, Winchester, CT 06098 - Image 1

137 Belvedere Avenue

$189,900

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.6

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.