Madison Connecticut Homes for Sale

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371 Race Hill Road Madison, CT MLS# 24189398 - Image 1

371 Race Hill Road Madison, CT MLS# 24189398 - Image 2

371 Race Hill Road Madison, CT MLS# 24189398 - Image 3

371 Race Hill Road Madison, CT MLS# 24189398 - Image 4

371 Race Hill Road Madison, CT MLS# 24189398 - Image 5

371 Race Hill Road Madison, CT MLS# 24189398 - Image 6

371 Race Hill Road Madison, CT MLS# 24189398 - Image 7

371 Race Hill Road Madison, CT MLS# 24189398 - Image 8

371 Race Hill Road Madison, CT MLS# 24189398 - Image 9

371 Race Hill Road Madison, CT MLS# 24189398 - Image 10

371 Race Hill Road Madison, CT MLS# 24189398 - Image 11

371 Race Hill Road Madison, CT MLS# 24189398 - Image 12

371 Race Hill Road Madison, CT MLS# 24189398 - Image 13

371 Race Hill Road Madison, CT MLS# 24189398 - Image 14

371 Race Hill Road Madison, CT MLS# 24189398 - Image 15

371 Race Hill Road Madison, CT MLS# 24189398 - Image 16

371 Race Hill Road Madison, CT MLS# 24189398 - Image 17

371 Race Hill Road Madison, CT MLS# 24189398 - Image 18

371 Race Hill Road Madison, CT MLS# 24189398 - Image 19

371 Race Hill Road Madison, CT MLS# 24189398 - Image 20

1 of 20

$500,000

Beds

1.1

Baths

1,236

Sq.Ft.

371 Race Hill Road

Madison, CT

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 3

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 4

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 5

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 6

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 7

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 8

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 9

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 10

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 11

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 12

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 13

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 14

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 15

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 16

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 17

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 18

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 19

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 20

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 21

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 22

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 23

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 24

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 25

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 26

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 27

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 28

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 29

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 30

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 31

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 32

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 33

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 34

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 35

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 36

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 37

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 38

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 39

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 40

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 41

6 Essex Lane 6 Madison, CT MLS# 24182034 - Image 42

1 of 42

OPEN HOUSE: Saturday 9/5 10:00 AM - 12:00 PM

$564,900

Beds

2.0

Baths

1,280

Sq.Ft.

6 Essex Lane 6

Madison, CT

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 3

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 4

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 5

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 6

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 7

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 8

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 9

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 10

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 11

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 12

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 13

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 14

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 15

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 16

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 17

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 18

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 19

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 20

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 21

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 22

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 23

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 24

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 25

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 26

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 27

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 28

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 29

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 30

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 31

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 32

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 33

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 34

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 35

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 36

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 37

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 38

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 39

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 40

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 41

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 42

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 43

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 44

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 45

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 46

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 47

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 48

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 49

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 50

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 51

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 52

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 53

28 Downing Way 28 Madison, CT MLS# 24183205 - Image 54

1 of 54

$570,000

Beds

2.0

Baths

1,476

Sq.Ft.

28 Downing Way 28

Madison, CT

THE TIME TO SELL IS NOW!

32 North Street Madison, CT MLS# 24170543 - Image 1

32 North Street Madison, CT MLS# 24170543 - Image 2

32 North Street Madison, CT MLS# 24170543 - Image 3

32 North Street Madison, CT MLS# 24170543 - Image 4

32 North Street Madison, CT MLS# 24170543 - Image 5

32 North Street Madison, CT MLS# 24170543 - Image 6

32 North Street Madison, CT MLS# 24170543 - Image 7

32 North Street Madison, CT MLS# 24170543 - Image 8

32 North Street Madison, CT MLS# 24170543 - Image 9

32 North Street Madison, CT MLS# 24170543 - Image 10

32 North Street Madison, CT MLS# 24170543 - Image 11

32 North Street Madison, CT MLS# 24170543 - Image 12

32 North Street Madison, CT MLS# 24170543 - Image 13

32 North Street Madison, CT MLS# 24170543 - Image 14

32 North Street Madison, CT MLS# 24170543 - Image 15

32 North Street Madison, CT MLS# 24170543 - Image 16

32 North Street Madison, CT MLS# 24170543 - Image 17

32 North Street Madison, CT MLS# 24170543 - Image 18

32 North Street Madison, CT MLS# 24170543 - Image 19

32 North Street Madison, CT MLS# 24170543 - Image 20

1 of 20

$149,900

Beds

1.0

Baths

592

Sq.Ft.

32 North Street

Madison, CT

508 Old Toll Road Madison, CT MLS# 24170118 - Image 3

508 Old Toll Road Madison, CT MLS# 24170118 - Image 4

508 Old Toll Road Madison, CT MLS# 24170118 - Image 5

508 Old Toll Road Madison, CT MLS# 24170118 - Image 6

508 Old Toll Road Madison, CT MLS# 24170118 - Image 7

508 Old Toll Road Madison, CT MLS# 24170118 - Image 8

508 Old Toll Road Madison, CT MLS# 24170118 - Image 9

508 Old Toll Road Madison, CT MLS# 24170118 - Image 10

508 Old Toll Road Madison, CT MLS# 24170118 - Image 11

508 Old Toll Road Madison, CT MLS# 24170118 - Image 12

508 Old Toll Road Madison, CT MLS# 24170118 - Image 13

1 of 13

$550,000

508 Old Toll Road

Madison, CT

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 3

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 4

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 5

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 6

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 7

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 8

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 9

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 10

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 11

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 12

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 13

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 14

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 15

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 16

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 17

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 18

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 19

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 20

92 Fourth Avenue Madison, CT MLS# 24168727 - Image 21

1 of 21

$142,900

Beds

1.0

Baths

396

Sq.Ft.

92 Fourth Avenue

Madison, CT

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 3

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 4

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 5

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 6

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 7

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 8

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 9

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 10

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 11

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 12

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 13

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 14

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 15

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 16

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 17

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 18

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 19

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 20

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 21

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 22

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 23

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 24

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 25

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 26

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 27

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 28

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 29

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 30

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 31

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 32

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 33

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 34

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 35

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 36

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 37

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 38

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 39

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 40

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 41

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 42

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 43

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 44

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 45

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 46

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 47

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 48

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 49

6 Ladshaw Drive 6 Madison, CT MLS# 24164028 - Image 50

1 of 50

$455,000

Beds

2.0

Baths

1,360

Sq.Ft.

6 Ladshaw Drive 6

Madison, CT

16 North Street Madison, CT MLS# 24160104 - Image 3

16 North Street Madison, CT MLS# 24160104 - Image 4

16 North Street Madison, CT MLS# 24160104 - Image 5

16 North Street Madison, CT MLS# 24160104 - Image 6

16 North Street Madison, CT MLS# 24160104 - Image 7

16 North Street Madison, CT MLS# 24160104 - Image 8

16 North Street Madison, CT MLS# 24160104 - Image 9

16 North Street Madison, CT MLS# 24160104 - Image 10

16 North Street Madison, CT MLS# 24160104 - Image 11

16 North Street Madison, CT MLS# 24160104 - Image 12

16 North Street Madison, CT MLS# 24160104 - Image 13

16 North Street Madison, CT MLS# 24160104 - Image 14

16 North Street Madison, CT MLS# 24160104 - Image 15

16 North Street Madison, CT MLS# 24160104 - Image 16

16 North Street Madison, CT MLS# 24160104 - Image 17

16 North Street Madison, CT MLS# 24160104 - Image 18

16 North Street Madison, CT MLS# 24160104 - Image 19

16 North Street Madison, CT MLS# 24160104 - Image 20

16 North Street Madison, CT MLS# 24160104 - Image 21

16 North Street Madison, CT MLS# 24160104 - Image 22

16 North Street Madison, CT MLS# 24160104 - Image 23

16 North Street Madison, CT MLS# 24160104 - Image 24

16 North Street Madison, CT MLS# 24160104 - Image 25

1 of 25

$138,000

Beds

1.0

Baths

476

Sq.Ft.

16 North Street

Madison, CT

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 3

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 4

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 5

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 6

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 7

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 8

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 9

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 10

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 11

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 12

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 13

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 14

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 15

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 16

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 17

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 18

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10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 20

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 21

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 22

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 23

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 24

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 25

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 26

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 27

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 28

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 29

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 30

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 31

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 32

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 33

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 34

10 Runnymede Lane 10 Madison, CT MLS# 24160683 - Image 35

Virtual Tour

1 of 35

$595,000

Beds

2.0

Baths

2,560

Sq.Ft.

10 Runnymede Lane 10

Madison, CT

$325,000

Beds

1.0

Baths

1,080

Sq.Ft.

42 Wildcat Road

Madison, CT

$159,900

Studio

Beds

0.0

Baths

Skytop Drive #

Madison, CT

$350,000

Studio

Beds

0.0

Baths

92 Scotland Road Lot. 3

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: 87
Estimated median home price: $739,900

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	0
$100K - 200K	4
$200K - 300K	3
$300K - 400K	7
$400K - 500K	8
$500K - 600K	11
$600K - 700K	8
$700K - 800K	5
$800K - 900K	7
$900K - 1M	4
$1M - Max	30

Homes for Sale by Type in Madison, CT

Property Type	Count
Single Family	62
Townhouse	0
Condo	16
Commercial	4
Rental	44
Lots and Land	5
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 9/5/2026)

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06443

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.

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Madison Connecticut Homes for Sale

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