NOMADEReal Estate
Shoreline & Waterfront Properties

Waterfront Homes in Cheshire, CT

52 active listings on the market right now

Discover waterfront homes in New Haven County in Cheshire, CT. Cheshire is a wealthy bedroom community known for excellent public schools, the Farmington Canal Heritage Trail, and a strong sense of small-town character despite easy I-84 and I-691 access to Hartford and New Haven. Median home price in Cheshire: $485,000. School rating: A.

Active Listings

Available Waterfront Homes in Cheshire

58 Old Towne Road 58ActiveCondo/Co-Op For Sale
$529,000

58 Old Towne Road 58

Cheshire, Connecticut 06410

3 bd
3 ba
2,160 sqft
84 Lakeview AvenueActiveSingle Family For Sale
$365,000

84 Lakeview Avenue

Cheshire, Connecticut 06410

3 bd
1 ba
1,092 sqft
25 Winding TrailActiveSingle Family For Sale
$799,000

25 Winding Trail

Cheshire, Connecticut 06410

4 bd
4 ba
3,773 sqft
26 Renee CourtActiveSingle Family For Sale
$699,900

26 Renee Court

Cheshire, Connecticut 06410

4 bd
4 ba
2,404 sqft
768 Brooksvale RoadActiveSingle Family For Sale
$699,000

768 Brooksvale Road

Cheshire, Connecticut 06410

5 bd
4 ba
2,447 sqft
17 Quell CourtActiveSingle Family For Sale
$439,900

17 Quell Court

Cheshire, Connecticut 06410

3 bd
2 ba
1,430 sqft
3 Wadsworth LaneActiveSingle Family For Sale
$669,000

3 Wadsworth Lane

Cheshire, Connecticut 06410

3 bd
3 ba
3,702 sqft
3 Wadsworth LaneActiveCondo/Co-Op For Sale
$669,000

3 Wadsworth Lane

Cheshire, Connecticut 06410

3 bd
3 ba
3,702 sqft
43 Quarry Village Road 43ActiveCondo/Co-Op For Sale
$399,900

43 Quarry Village Road 43

Cheshire, Connecticut 06410

2 bd
3 ba
1,982 sqft
29 Nathan Hale CourtActiveSingle Family For Sale
$650,000

29 Nathan Hale Court

Cheshire, Connecticut 06410

4 bd
3 ba
3,301 sqft
25 Surrey DriveActiveSingle Family For Sale
$849,900

25 Surrey Drive

Cheshire, Connecticut 06410

3 bd
3 ba
3,483 sqft
1117 Waterbury Road 1BActiveCondo/Co-Op For Sale
$209,000

1117 Waterbury Road 1B

Cheshire, Connecticut 06410

3 bd
2 ba
1,380 sqft
15 Philson CourtActiveLots and Land For Sale
$315,000

15 Philson Court

Cheshire, Connecticut 06410

-- sqft
16 Deepwood DriveActiveSingle Family For Sale
$525,000

16 Deepwood Drive

Cheshire, Connecticut 06410

3 bd
2 ba
1,566 sqft
424 Cedar LaneActiveSingle Family For Sale
$505,000

424 Cedar Lane

Cheshire, Connecticut 06410

4 bd
3 ba
2,266 sqft
1050 Jarvis StreetActiveSingle Family For Sale
$599,900

1050 Jarvis Street

Cheshire, Connecticut 06410

4 bd
3 ba
2,506 sqft
81 Quarry Village Road 81ActiveCondo/Co-Op For Sale
$349,900

81 Quarry Village Road 81

Cheshire, Connecticut 06410

2 bd
2 ba
1,440 sqft
400 Beacon Hill DriveActiveSingle Family For Sale
$899,900

400 Beacon Hill Drive

Cheshire, Connecticut 06410

5 bd
4 ba
3,585 sqft
886 Coleman RoadActiveLots and Land For Sale
$315,000

886 Coleman Road

Cheshire, Connecticut 06410

-- sqft
Main StreetActiveLots and Land For Sale
$49,995

Main Street

Cheshire, Connecticut 06410

-- sqft
402 Main StreetActiveResidential Rental
$3,000

402 Main Street

Cheshire, Connecticut 06410

3 bd
2 ba
2,200 sqft
1335 Wolf Hill Road 2nd FloorActiveResidential Rental
$2,000

1335 Wolf Hill Road 2nd Floor

Cheshire, Connecticut 06410

2 bd
1 ba
924 sqft
1335 Wolf Hill RoadActiveResidential Rental
$2,500

1335 Wolf Hill Road

Cheshire, Connecticut 06410

2 bd
1 ba
924 sqft
104 Stone Bridge CourtActiveCommercial For Lease
$35

104 Stone Bridge Court

Cheshire, Connecticut 06410

7,500 sqft
FAQ

Frequently asked questions

How many waterfront homes are currently for sale in Cheshire, CT?

Active inventory in Cheshire, CT changes daily as listings come on and go off market. The grid above shows the most recently updated listings — refresh for the latest count.

What is the median home price in Cheshire, CT?

The median home price in Cheshire, CT is approximately $485,000. Actual sale prices depend on location, condition, lot size, and timing of the listing.

What are property taxes like in Cheshire, CT?

Cheshire has a mill rate of approximately 33.93. Annual taxes equal the mill rate × the assessed value (70% of fair market value) ÷ 1,000.

Can Nomade Real Estate help me buy a home in Cheshire, CT?

Yes. Nomade represents buyers across all eight Connecticut counties with on-the-ground knowledge of Cheshire, CT pricing, schools, commute, and what makes each neighborhood different. Reach out via the contact form on any property page to start a search.

What's Cheshire CT known for?

Cheshire is known for top public schools, the historic Farmington Canal Trail, and easy access to both Hartford and New Haven — making it a popular relocation choice for families.

Looking in Cheshire?

Talk to a Nomade agent who actually knows Cheshire— pricing, schools, taxes, and what's not on the MLS yet.