50 total properties
Did you mean the neighborhood Madison?
View 270 Scotland Road Madison, CT MLS# 24210705
  • Recently Listed
1 of 29
$499,000
3

Beds

1.1

Baths

1,748

Sq.Ft.

270 Scotland Road

Madison, CT

View 32 Wellsweep Drive Madison, CT MLS# 24209740
  • Recently Listed
1 of 35
$669,000
3

Beds

2.1

Baths

2,000

Sq.Ft.

32 Wellsweep Drive

Madison, CT

View 273 Horse Pond Road Madison, CT MLS# 24210111
  • Recently Listed
1 of 33
$600,000
5

Beds

2.0

Baths

2,240

Sq.Ft.

273 Horse Pond Road

Madison, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 371 Race Hill Road Madison, CT MLS# 24209422
  • Recently Listed
1 of 24
$425,000
3

Beds

1.1

Baths

1,236

Sq.Ft.

371 Race Hill Road

Madison, CT

View 67 Boston Post Road 15 Madison, CT MLS# 24208016
$650,000
2

Beds

2.0

Baths

1,838

Sq.Ft.

67 Boston Post Road 15

Madison, CT

View 343 Horse Pond Road Madison, CT MLS# 24207706
  • Recently Listed
1 of 45
$675,000
3

Beds

3.0

Baths

2,138

Sq.Ft.

343 Horse Pond Road

Madison, CT

View 42 Concord Drive Madison, CT MLS# 24206829
  • Recently Listed
1 of 40
$799,900
4

Beds

2.1

Baths

3,170

Sq.Ft.

42 Concord Drive

Madison, CT

View 150 Race Hill Road Madison, CT MLS# 24208079
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 10/10 1:00 PM - 2:30 PM
$849,000
4

Beds

3.0

Baths

2,792

Sq.Ft.

150 Race Hill Road

Madison, CT

View 3 Little Hollow Road Madison, CT MLS# 24205125
$795,000
4

Beds

2.1

Baths

2,572

Sq.Ft.

3 Little Hollow Road

Madison, CT

View 1 Hampshire Road 1 Madison, CT MLS# 24205396
  • Virtual Tour
1 of 27
$695,000
2

Beds

2.0

Baths

1,856

Sq.Ft.

1 Hampshire Road 1

Madison, CT

View 39 Mill Road Madison, CT MLS# 24206863
  • Recently Listed
1 of 22
$625,000
5

Beds

2.0

Baths

2,688

Sq.Ft.

39 Mill Road

Madison, CT

View 23 Esterly Farms Road 23 Madison, CT MLS# 24203806
$489,000
2

Beds

2.1

Baths

1,606

Sq.Ft.

23 Esterly Farms Road 23

Madison, CT

View 18 Saint Francis Woods Road Madison, CT MLS# 24204341
$500,000
3

Beds

2.1

Baths

1,824

Sq.Ft.

18 Saint Francis Woods Road

Madison, CT

View 35 Governors Way Madison, CT MLS# 24204125
$382,500
4

Beds

2.0

Baths

2,520

Sq.Ft.

35 Governors Way

Madison, CT

View 6 Bower Road Madison, CT MLS# 24203485
$579,900
3

Beds

1.0

Baths

1,077

Sq.Ft.

6 Bower Road

Madison, CT

View 14 Hampshire Road 14 Madison, CT MLS# 24203562
  • Virtual Tour
1 of 18
$500,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

14 Hampshire Road 14

Madison, CT

View 38 Church Lane Madison, CT MLS# 24198873
$699,000
4

Beds

2.0

Baths

2,750

Sq.Ft.

38 Church Lane

Madison, CT

View 450 County Road Madison, CT MLS# 24201961
$735,000
4

Beds

2.1

Baths

2,614

Sq.Ft.

450 County Road

Madison, CT

View 67 Blakeman Road Madison, CT MLS# 24172475
$700,000
3

Beds

2.1

Baths

2,124

Sq.Ft.

67 Blakeman Road

Madison, CT

View 35 Aileen Drive Madison, CT MLS# 24199405
$499,900
3

Beds

2.0

Baths

1,288

Sq.Ft.

35 Aileen Drive

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

81

Estimated median home price

$795,000
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

PriceCount
$0 - 100K0
$100K - 200K4
$200K - 300K2
$300K - 400K4
$400K - 500K8
$500K - 600K10
$600K - 700K9
$700K - 800K5
$800K - 900K4
$900K - 1M4
$1M - Max31

Homes for Sale by Type in Madison, CT

Property TypeCount
Single Family58
Townhouse0
Condo13
Commercial4
Rental35
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/6/2026)

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.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2026 Smart Multiple Listing Service, Inc.