NOMADEReal Estate
Shoreline & Waterfront Properties

Waterfront Homes in Madison, CT

112 active listings on the market right now

Discover waterfront homes in New Haven County in Madison, CT. Madison is a charming shoreline town on the Connecticut coast known for its beautiful town beach, the iconic RJ Julia Booksellers, a walkable town center, and a strong public school system. It attracts families looking for a quieter coastal lifestyle with excellent schools and a tight-knit community feel. Median home price in Madison: $625,000. School rating: A.

Active Listings

Available Waterfront Homes in Madison

35 Aileen DriveActiveSingle Family For Sale
$524,000

35 Aileen Drive

Madison, Connecticut 06443

3 bd
2 ba
1,288 sqft
15 Highland TerraceActiveSingle Family For Sale
$2,190,000

15 Highland Terrace

Madison, Connecticut 06443

5 bd
3 ba
3,172 sqft
450 County RoadActiveSingle Family For Sale
$735,000

450 County Road

Madison, Connecticut 06443

4 bd
3 ba
2,614 sqft
6 Essex Lane 6ActiveCondo/Co-Op For Sale
$564,900

6 Essex Lane 6

Madison, Connecticut 06443

2 bd
2 ba
1,280 sqft
1023 Boston Post RoadActiveResidential Rental
$1,200

1023 Boston Post Road

Madison, Connecticut 06443

1 bd
1 ba
448 sqft
10 Brantwood Drive 10ActiveCondo/Co-Op For Sale
$250,000

10 Brantwood Drive 10

Madison, Connecticut 06443

1 bd
1 ba
806 sqft
22 Thelbridge Street 22ActiveCondo/Co-Op For Sale
$500,000

22 Thelbridge Street 22

Madison, Connecticut 06443

2 bd
2 ba
1,280 sqft
81 Legend Hill Road 81ActiveCondo/Co-Op For Sale
$635,000

81 Legend Hill Road 81

Madison, Connecticut 06443

2 bd
3 ba
2,604 sqft
7 Sunset RoadActiveResidential Rental
$5,250

7 Sunset Road

Madison, Connecticut 06443

3 bd
2 ba
1,540 sqft
25 Samantha LaneActiveSingle Family For Sale
$559,000

25 Samantha Lane

Madison, Connecticut 06443

3 bd
3 ba
1,944 sqft
50 Webster Point RoadActiveSingle Family For Sale
$1,700,000

50 Webster Point Road

Madison, Connecticut 06443

3 bd
3 ba
2,674 sqft
91 Wall StreetActiveCommercial For Lease
$1,400

91 Wall Street

Madison, Connecticut 06443

786 sqft
6 Ladshaw Drive 6ActiveCondo/Co-Op For Sale
$455,000

6 Ladshaw Drive 6

Madison, Connecticut 06443

2 bd
2 ba
1,360 sqft
23 Sheep Pasture RoadActiveSingle Family For Sale
$2,295,000

23 Sheep Pasture Road

Madison, Connecticut 06443

4 bd
6 ba
4,700 sqft
92 Scotland AvenueActiveSingle Family For Sale
$2,290,000

92 Scotland Avenue

Madison, Connecticut 06443

5 bd
5 ba
4,143 sqft
16 Shorelands DriveActiveResidential Rental
$5,250

16 Shorelands Drive

Madison, Connecticut 06443

4 bd
3 ba
3,495 sqft
8 Genesee LaneActiveResidential Rental
$3,750

8 Genesee Lane

Madison, Connecticut 06443

4 bd
4 ba
3,278 sqft
31 Highland TerraceActiveResidential Rental
$3,200

31 Highland Terrace

Madison, Connecticut 06443

2 bd
1 ba
1,571 sqft
89-2 Cottage RoadActiveSingle Family For Sale
$335,000

89-2 Cottage Road

Madison, Connecticut 06443

2 bd
1 ba
764 sqft
1308 Durham RoadActiveSingle Family For Sale
$1,378,800

1308 Durham Road

Madison, Connecticut 06443

3 bd
3 ba
2,767 sqft
371 Race Hill RoadActiveSingle Family For Sale
$500,000

371 Race Hill Road

Madison, Connecticut 06443

3 bd
2 ba
1,236 sqft
10 Brantwood Drive 10ActiveResidential Rental
$1,900

10 Brantwood Drive 10

Madison, Connecticut 06443

1 bd
1 ba
806 sqft
33 Grove AvenueActiveResidential Rental
$3,300

33 Grove Avenue

Madison, Connecticut 06443

4 bd
3 ba
2,065 sqft
23 Aylesbury Circle 23ActiveCondo/Co-Op For Sale
$875,000

23 Aylesbury Circle 23

Madison, Connecticut 06443

2 bd
3 ba
1,476 sqft
FAQ

Frequently asked questions

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

Active inventory in Madison, 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 Madison, CT?

The median home price in Madison, CT is approximately $625,000. Actual sale prices depend on location, condition, lot size, and timing of the listing.

What are property taxes like in Madison, CT?

Madison has a mill rate of approximately 28.72. 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 Madison, CT?

Yes. Nomade represents buyers across all eight Connecticut counties with on-the-ground knowledge of Madison, 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 is it like living in Madison, CT?

Madison offers a relaxed shoreline lifestyle with a walkable downtown, excellent schools, and beautiful beaches. It's quieter and more affordable than Fairfield County's Gold Coast towns.

How far is Madison from New York City?

Madison is approximately 95 minutes from NYC by Shore Line East to New Haven, then Metro-North. Many residents who commute do so 2-3 days per week.

What makes Madison's schools stand out?

Daniel Hand High School is consistently ranked among Connecticut's best public high schools, with strong academics, arts, and athletics.

Looking in Madison?

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