103 total properties
Did you mean the neighborhood Madison?
View 508 Old Toll Road Madison, CT MLS# 24170118
  • Recently Listed
1 of 13
$550,000

508 Old Toll Road

Madison, CT

View 101 Garnet Park Road Madison, CT MLS# 24169066
  • Recently Listed
1 of 40
$2,300,000
4

Beds

3.1

Baths

3,822

Sq.Ft.

101 Garnet Park Road

Madison, CT

View 64 Webster Point Road Madison, CT MLS# 24162180
  • Recently Listed
1 of 37
$2,349,000
4

Beds

3.1

Baths

4,010

Sq.Ft.

64 Webster Point Road

Madison, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 6 Yankee Peddler Path Madison, CT MLS# 24168790
  • Recently Listed
1 of 41
OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
$624,900
4

Beds

2.0

Baths

2,642

Sq.Ft.

6 Yankee Peddler Path

Madison, CT

View 50 Overbrook Road Madison, CT MLS# 24168571
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$825,000
3

Beds

2.2

Baths

3,766

Sq.Ft.

50 Overbrook Road

Madison, CT

View 92 Fourth Avenue Madison, CT MLS# 24168727
  • Recently Listed
1 of 19
$149,900
2

Beds

1.0

Baths

396

Sq.Ft.

92 Fourth Avenue

Madison, CT

View 258 Opening Hill Road Madison, CT MLS# 24168199
  • Recently Listed
1 of 42
OPEN HOUSE: Saturday 4/25 10:00 AM - 12:00 PM
$699,000
4

Beds

2.1

Baths

2,627

Sq.Ft.

258 Opening Hill Road

Madison, CT

View 23 Hampshire Road 23 Madison, CT MLS# 24167631
  • Recently Listed
1 of 39
$545,000
2

Beds

2.1

Baths

1,728

Sq.Ft.

23 Hampshire Road 23

Madison, CT

View 885 Boston Post Road Madison, CT MLS# 24168048
  • Recently Listed
1 of 22
$749,000
Studio

Beds

0.0

Baths

885 Boston Post Road

Madison, CT

View 69 Squires Road Madison, CT MLS# 24159316
  • Recently Listed
1 of 40
$699,000
3

Beds

3.0

Baths

2,025

Sq.Ft.

69 Squires Road

Madison, CT

View 104 Scotland Road Madison, CT MLS# 24161452
1 of 30
OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
$769,000
5

Beds

2.0

Baths

2,108

Sq.Ft.

104 Scotland Road

Madison, CT

View 11 Silo Hill Madison, CT MLS# 24167670
$1,350,000
4

Beds

3.2

Baths

5,147

Sq.Ft.

11 Silo Hill

Madison, CT

View 15 Highland Terrace Madison, CT MLS# 24167336
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
$2,195,000
5

Beds

3.0

Baths

3,172

Sq.Ft.

15 Highland Terrace

Madison, CT

View 7 3rd Street 7 Madison, CT MLS# 24165867
  • Recently Listed
1 of 40
$164,900
1

Beds

1.0

Baths

441

Sq.Ft.

7 3rd Street 7

Madison, CT

View 21 Evarts Lane 21 Madison, CT MLS# 24167019
$1,195,000
2

Beds

2.1

Baths

2,587

Sq.Ft.

21 Evarts Lane 21

Madison, CT

View 34 Beekman Place Madison, CT MLS# 24167017
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$1,395,000
4

Beds

3.1

Baths

4,806

Sq.Ft.

34 Beekman Place

Madison, CT

View 45 Island Avenue Madison, CT MLS# 24166497
  • Recently Listed with Virtual Tour
1 of 38
$4,000,000
5

Beds

4.2

Baths

5,657

Sq.Ft.

45 Island Avenue

Madison, CT

View 12 Sportsman's Hill Road Madison, CT MLS# 24166720
$499,000
4

Beds

2.0

Baths

2,746

Sq.Ft.

12 Sportsman's Hill Road

Madison, CT

View 11 Middle Beach Road Madison, CT MLS# 24165019
1 of 31
OPEN HOUSE: Sunday 4/26 1:00 PM - 3:00 PM
$1,775,000
3

Beds

3.0

Baths

1,976

Sq.Ft.

11 Middle Beach Road

Madison, CT

View 12 Rustic Lane Madison, CT MLS# 24166731
$589,000
4

Beds

2.0

Baths

1,849

Sq.Ft.

12 Rustic Lane

Madison, CT

About Madison

Once a popular summer resort, modern Madison is a charming year-round shorefront town about a 25-minute drive east of New Haven.  Architectural styles are a good mixture of modern construction, vintage colonials, and restored Victorians to create a pleasing and eclectic neighborhood atmosphere.  Sailing and boating are among the more popular local pastimes.  However, the expansive natural beauty of Hammonassett State Park is also available for those who appreciate outdoor activities like hiking, biking, bird watching, and camping.

Listings in Madison, CT

103

Estimated median home price

$800,000
Madison CT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Madison, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Madison, CT.

Homes for Sale by Price in Madison, CT

Price Count
$0 - 100K 1
$100K - 200K 7
$200K - 300K 2
$300K - 400K 3
$400K - 500K 9
$500K - 600K 13
$600K - 700K 11
$700K - 800K 6
$800K - 900K 8
$900K - 1M 2
$1M - Max 41

Homes for Sale by Type in Madison, CT

Property Type Count
Single Family 76
Townhouse 0
Condo 13
Commercial 7
Rental 56
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 4/25/2026)

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

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