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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
36
Total Value
$19,620,699
Updated as of
06-25-2019

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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210-212 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

210-212 West Wakefield Boulevard

$1,900,000

Bedrooms: 11 |  Bathrooms: 9

Acreage: 1.17

View Details »

Highland Lake, CT

211/212 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

211/212 West Wakefield Boulevard

$1,500,000

Bedrooms: 5 |  Bathrooms: 6

Acreage: 1.05

View Details »

Highland Lake, CT

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

534 Wheelers Point

$1,050,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.54

View Details »

Highland Lake, CT

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

512 West Wakefield Boulevard

$999,999

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.86

View Details »

Highland Lake, CT

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

850 East Wakefield Boulevard

$925,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.43

View Details »

Highland Lake, CT

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

504 West Wakefield Boulevard

$895,000

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.57

View Details »

Highland Lake, CT

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

424 East Wakefield Boulevard

$875,000

Bedrooms: 5 |  Bathrooms: 2

Acreage: 0.59

View Details »

Highland Lake, CT

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

262 Perch Rock Trail

$869,000

Bedrooms: 7 |  Bathrooms: 5

Acreage: 0.24

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

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

200 Perch Rock Trail

$699,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.21

View Details »

Highland Lake, CT

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

422 East Wakefield Boulevard

$699,900

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.48

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

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

210 West Wakefield Boulevard

$674,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.12

View Details »

Highland Lake, CT

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

714 West Wakefield Boulevard

$650,000

Bedrooms: 3 |  Bathrooms: 4

Acreage: 0.17

View Details »

Highland Lake, CT

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

878 West Wakefield Boulevard

$575,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

View Details »

Highland Lake, CT

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

39 East Lake Street

$549,000

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

$524,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »

Highland Lake, CT

244 Perch Rock Trail, Winchester, CT 06098 - Image 1: Seasonal cottage with over 140 feet of its own waterfront, newer dock, boat lift & large level yard!
New Listing
Waterfront

244 Perch Rock Trail

$509,900

Bedrooms: 2 |  Bathrooms: 2

Acreage: 0.15

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

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

756 Lake Drive

$439,900

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.27

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

210-212 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

210-212 West Wakefield Boulevard

$1,900,000

Bedrooms: 11 |  Bathrooms: 9

Acreage: 1.17

View Details »Highland Lake, CT
211/212 West Wakefield Boulevard, Winchester, CT 06098 - Image 1
Waterfront

211/212 West Wakefield Boulevard

$1,500,000

Bedrooms: 5 |  Bathrooms: 6

Acreage: 1.05

View Details »Highland Lake, CT
534 Wheelers Point, Winchester, CT 06098 - Image 1
Waterfront

534 Wheelers Point

$1,050,000

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.54

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

512 West Wakefield Boulevard

$999,999

Bedrooms: 3 |  Bathrooms: 2

Acreage: 0.86

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

850 East Wakefield Boulevard

$925,000

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.43

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

504 West Wakefield Boulevard

$895,000

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.57

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

424 East Wakefield Boulevard

$875,000

Bedrooms: 5 |  Bathrooms: 2

Acreage: 0.59

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

262 Perch Rock Trail

$869,000

Bedrooms: 7 |  Bathrooms: 5

Acreage: 0.24

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

200 Perch Rock Trail

$699,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.21

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

422 East Wakefield Boulevard

$699,900

Bedrooms: 4 |  Bathrooms: 3

Acreage: 0.48

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

210 West Wakefield Boulevard

$674,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.12

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

714 West Wakefield Boulevard

$650,000

Bedrooms: 3 |  Bathrooms: 4

Acreage: 0.17

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

878 West Wakefield Boulevard

$575,000

Bedrooms: 4 |  Bathrooms: 2

Acreage: 0.35

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

39 East Lake Street

$549,000

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

$524,900

Bedrooms: 3 |  Bathrooms: 3

Acreage: 0.23

View Details »Highland Lake, CT
244 Perch Rock Trail, Winchester, CT 06098 - Image 1: Seasonal cottage with over 140 feet of its own waterfront, newer dock, boat lift & large level yard!
New Listing
Waterfront

244 Perch Rock Trail

$509,900

Bedrooms: 2 |  Bathrooms: 2

Acreage: 0.15

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

756 Lake Drive

$439,900

Bedrooms: 3 |  Bathrooms: 1

Acreage: 0.27

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.