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Madison, CT
City
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1 - 100 of 142 listings (142 total matches)
Newest Listings
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45 Island Avenue Madison CT 06443
1 / 38
$3,495,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
5,657
SQFT
45 Island Avenue
Madison, CT 06443
 
Listing courtesy of Meig Walz of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 996-7209
17 Barberry Lane Madison CT 06443
Open House Sun, Aug 23, 1 PM
Please verify times due to COVID-19
1 / 38
$3,000,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,833
SQFT
17 Barberry Lane
Madison, CT 06443
Barberry Farms Associatio Subdivision
Listing courtesy of Todd Gould of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 988-5414
37 Lantern Hill Road Madison CT 06443
1 / 38
$2,875,000
Single Family Residence
Pending
5
BEDS
6
TOTAL BATHS
7,139
SQFT
37 Lantern Hill Road
Madison, CT 06443
 
Listing courtesy of Margaret Muir of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 415-9187
24 Indigo Trail Madison CT 06443
1 / 40
$2,650,000
Single Family Residence
Pending
4
BEDS
5
TOTAL BATHS
6,194
SQFT
24 Indigo Trail
Madison, CT 06443
 
Listing courtesy of Mark McElrath of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (860) 951-4918
60 Boston Post Road Madison CT 06443
1 / 37
$2,500,000
Commercial Sale For Sale
Active Under Contract
17
TOTAL BATHS
3,153
SQFT
60 Boston Post Road
Madison, CT 06443
 
Listing courtesy of Cheryl Cook of Re/Max Valley Shore Office Phone: (860) 388-1228 Broker Contact: (860) 575-8462
23 Sheep Pasture Road Madison CT 06443
Open House Wed, Aug 26, 11 AM
Please verify times due to COVID-19
1 / 38
$2,295,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,700
SQFT
23 Sheep Pasture Road
Madison, CT 06443
 
Listing courtesy of Jillian Wollman of Wollman Realty Office Phone: (860) 829-0313 Broker Contact: (860) 205-5999
92 Scotland Avenue Madison CT 06443
Price Change - 6 days ago
1 / 37
$2,290,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,143
SQFT
92 Scotland Avenue
Madison, CT 06443
 
Listing courtesy of Jillian Wollman of Wollman Realty Office Phone: (860) 829-0313 Broker Contact: (860) 205-5999
101 Garnet Park Road Madison CT 06443
1 / 40
$2,250,000
Single Family Residence
Pending
4
BEDS
4
TOTAL BATHS
3,822
SQFT
101 Garnet Park Road
Madison, CT 06443
 
Listing courtesy of Nicole White of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (203) 430-5926
15 Highland Terrace Madison CT 06443
Open House Sun, Aug 23, 12 PM
Please verify times due to COVID-19
1 / 39
$2,190,000
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
3,172
SQFT
15 Highland Terrace
Madison, CT 06443
 
Listing courtesy of John Cronin of Century 21 AllPoints Realty Office Phone: (860) 263-2121 Broker Contact: (203) 710-7760
61 Hartford Avenue Madison CT 06443
1 / 40
$2,100,000
Single Family Residence
Pending
3
BEDS
4
TOTAL BATHS
3,306
SQFT
61 Hartford Avenue
Madison, CT 06443
 
Listing courtesy of Margaret Muir of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 415-9187
81 Strawberry Hill Road Madison CT 06443
1 / 36
$1,975,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,850
SQFT
81 Strawberry Hill Road
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
441 Opening Hill Road Madison CT 06443
1 / 21
$1,975,000
Commercial Sale For Sale
Active
2
TOTAL BATHS
2,456
SQFT
441 Opening Hill Road
Madison, CT 06443
 
Listing courtesy of Steve Adkins of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 214-7682
441 Opening Hill Road Madison CT 06443
1 / 33
$1,975,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
3,882
SQFT
441 Opening Hill Road
Madison, CT 06443
 
Listing courtesy of Steve Adkins of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 214-7682
26 Bassett Lane Madison CT 06443
1 / 40
$1,950,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
2,160
SQFT
26 Bassett Lane
Madison, CT 06443
 
Listing courtesy of Steven Koleno of Beycome of Connecticut Office Phone: (804) 656-5007 Broker Contact: (804) 656-5007
31 Stony Lane Lot 2 Road Madison CT 06443
1 / 4
$1,890,000
Single Family Residence
Pending
4
BEDS
4
TOTAL BATHS
3,400
SQFT
31 Stony Lane Lot 2 Road
Madison, CT 06443
 
Listing courtesy of Lindsay Greenberg of William Raveis Real Estate Office Phone: (203) 433-4387 Broker Contact: (203) 675-7492
99 Garnet Park Road Madison CT 06443
1 / 40
$1,799,900
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,957
SQFT
99 Garnet Park Road
Madison, CT 06443
 
Listing courtesy of Heather Smith of Our Home Realty Advisors Office Phone: (800) 684-6472 Broker Contact: (860) 841-7441
262 Mungertown Road Madison CT 06443
New Listing - 4 weeks on site
1 / 23
$1,750,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,913
SQFT
262 Mungertown Road
Madison, CT 06443
 
Listing courtesy of Lisa Rollins of Compass Connecticut, LLC Office Phone: (203) 245-1593 Broker Contact: (203) 671-0295
50 Webster Point Road Madison CT 06443
1 / 3
$1,700,000
Single Family Residence
Coming Soon
3
BEDS
3
TOTAL BATHS
2,674
SQFT
50 Webster Point Road
Madison, CT 06443
 
Listing courtesy of Todd Gould of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 988-5414
30 Meeting House Lane Madison CT 06443
1 / 38
$1,695,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,912
SQFT
30 Meeting House Lane
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
33 River Edge Farms Road Madison CT 06443
1 / 40
$1,650,000
Single Family Residence
Pending
3
BEDS
3
TOTAL BATHS
2,416
SQFT
33 River Edge Farms Road
Madison, CT 06443
River Edge Farms Subdivision
Listing courtesy of Kelly Whiteman of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (607) 434-1865
33 Madison Avenue Madison CT 06443
1 / 37
$1,395,000
Single Family Residence
Pending
2
BEDS
3
TOTAL BATHS
2,378
SQFT
33 Madison Avenue
Madison, CT 06443
 
Listing courtesy of Dana Weinstein of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 927-8687
1308 Durham Road Madison CT 06443
1 / 40
$1,378,800
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,767
SQFT
1308 Durham Road
Madison, CT 06443
 
Listing courtesy of Nick Prevost of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 333-6330
462 Horse Pond Road Madison CT 06443
1 / 12
$1,375,000
Single Family Residence
Pending
4
BEDS
4
TOTAL BATHS
4,357
SQFT
462 Horse Pond Road
Madison, CT 06443
 
Listing courtesy of Karen Rosenthal of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (860) 575-9473
77 Silo Hill Madison CT 06443
1 / 40
$1,300,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
4,783
SQFT
77 Silo Hill
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
32 Liberty Street Madison CT 06443
1 / 30
$1,299,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,188
SQFT
32 Liberty Street
Madison, CT 06443
 
Listing courtesy of Karina Ukhnitska of Real Broker CT, LLC Office Phone: (855) 450-0442 Broker Contact: (860) 515-4079
99 East Wharf Road Madison CT 06443
New Listing - yesterday
1 / 36
$1,250,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,329
SQFT
99 East Wharf Road
Madison, CT 06443
 
Listing courtesy of Kirsten Adams of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 500-4000
Bushnell Lane Madison CT 06443
1 / 6
$1,250,000
Single Family Residence
Pending
2
BEDS
4
TOTAL BATHS
2,000
SQFT
Bushnell Lane
Madison, CT 06443
 
Listing courtesy of Justin Bradley of Coldwell Banker Realty Office Phone: (860) 739-6277 Broker Contact: (860) 961-1846
8 Old Route 79 Madison CT 06443
1 / 9
$1,235,000
Unimproved Land For Sale
Active
1.02
ACRES
NEW HAVEN
COUNTY
8 Old Route 79
Madison, CT 06443
 
Listing courtesy of Thomas Simjian of Keller Williams Coastal Office Phone: (401) 845-9200 Broker Contact: (203) 506-0388
1209 Durham Road Madison CT 06443
1 / 40
$1,200,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
3,832
SQFT
1209 Durham Road
Madison, CT 06443
 
Listing courtesy of Heather Clinton of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 530-7363
148 Mungertown Road Madison CT 06443
1 / 40
$1,200,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,338
SQFT
148 Mungertown Road
Madison, CT 06443
 
Listing courtesy of Allison Ciarcia of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (860) 227-2259
44 Pent Road Madison CT 06443
New Listing - 2 weeks on site
1 / 24
$1,199,000
Single Family Residence
Pending
2
BEDS
2
TOTAL BATHS
1,010
SQFT
44 Pent Road
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
72 Strawberry Hill Road Madison CT 06443
1 / 40
$1,100,000
Single Family Residence
Pending
3
BEDS
4
TOTAL BATHS
4,092
SQFT
72 Strawberry Hill Road
Madison, CT 06443
 
Listing courtesy of Sheila Tinn Murphy of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 915-7530
35 Neptune Avenue Madison CT 06443
Open House Sun, Aug 23, 12 PM
Please verify times due to COVID-19
1 / 26
$1,100,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
2,052
SQFT
35 Neptune Avenue
Madison, CT 06443
 
Listing courtesy of Kirsten Adams of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 500-4000
177 Warpas Road Madison CT 06443
New Listing - 2 weeks on site
1 / 40
$1,100,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,493
SQFT
177 Warpas Road
Madison, CT 06443
 
Listing courtesy of Margaret Muir of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 415-9187
10 Isabell Drive Madison CT 06443
1 / 39
$949,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
3,536
SQFT
10 Isabell Drive
Madison, CT 06443
 
Listing courtesy of Claudia O'Connell of William Raveis Real Estate Office Phone: (860) 344-1658 Broker Contact: (860) 716-0166
3 Longview Terrace 3 Madison CT 06443
1 / 39
$925,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,734
SQFT
3 Longview Terrace 3
Madison, CT 06443
Strathmore Farm Subdivision
Listing courtesy of Betsy Anderson of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 641-3233
706 Green Hill Road Madison CT 06443
1 / 33
$925,000
Single Family Residence
Pending
4
BEDS
4
TOTAL BATHS
4,191
SQFT
706 Green Hill Road
Madison, CT 06443
 
Listing courtesy of Kayla Chasse of Compass Connecticut, LLC Office Phone: (860) 767-5390 Broker Contact: (475) 281-8831
3 Longview Terrace 3 Madison CT 06443
1 / 39
$925,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
3,734
SQFT
Strathmore Farms
3 Longview Terrace 3
Madison, CT 06443
Listing courtesy of Betsy Anderson of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 641-3233
78 Lantern Hill Road Madison CT 06443
New Listing - 3 days on site
1 / 10
$900,000
Land For Sale
Active
1.24
ACRES
NEW HAVEN
COUNTY
78 Lantern Hill Road
Madison, CT 06443
 
Listing courtesy of Tom Clancy of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 415-3888
61 Bishop Lane Madison CT 06443
1 / 40
$899,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
2,253
SQFT
61 Bishop Lane
Madison, CT 06443
 
Listing courtesy of Dana Weinstein of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 927-8687
98 Bishop Lane Madison CT 06443
1 / 38
$899,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
2,303
SQFT
98 Bishop Lane
Madison, CT 06443
 
Listing courtesy of Phoebe Finch of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (617) 645-3907
2415 Durham Road Madison CT 06443
Price Change - 5 days ago
1 / 38
$880,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,795
SQFT
2415 Durham Road
Madison, CT 06443
 
Listing courtesy of Debra Thomas of Sette Real Estate LLC Office Phone: (203) 248-2143 Broker Contact: (203) 314-7773
25 Knob Hill Road Madison CT 06443
New Listing - 4 weeks on site
1 / 39
$875,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,974
SQFT
25 Knob Hill Road
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
3 Arrowhead Road Madison CT 06443
1 / 40
$875,000
Single Family Residence
Pending
3
BEDS
4
TOTAL BATHS
2,160
SQFT
3 Arrowhead Road
Madison, CT 06443
 
Listing courtesy of Diana Hartman of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (917) 509-4700
23 Aylesbury Circle 23 Madison CT 06443
Open House Sun, Aug 23, 2 PM
Please verify times due to COVID-19
1 / 40
$875,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,476
SQFT
Windermere West
23 Aylesbury Circle 23
Madison, CT 06443
Listing courtesy of Margaret Muir of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 415-9187
17 Linden Lane Madison CT 06443
1 / 27
$850,000
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
852
SQFT
17 Linden Lane
Madison, CT 06443
 
Listing courtesy of Lisa Aranci of Berkshire Hathaway NE Prop. Office Phone: (860) 388-3411 Broker Contact: (203) 410-3899
36 Devonshire Lane Madison CT 06443
1 / 40
$799,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
3,472
SQFT
36 Devonshire Lane
Madison, CT 06443
 
Listing courtesy of Bob Sacco of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (203) 668-4050
49 Hammonassett Meadows Road Madison CT 06443
1 / 31
$799,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
2,260
SQFT
49 Hammonassett Meadows Road
Madison, CT 06443
Hammonssett Meadows Subdivision
Listing courtesy of Susan Clifford of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 215-7261
2125 Durham Road Madison CT 06443
New Listing - 2 weeks on site
1 / 40
$769,900
Single Family Residence For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
3,056
SQFT
2125 Durham Road
Madison, CT 06443
 
Listing courtesy of Jane Cardarelli of William Raveis Real Estate Office Phone: (203) 318-3570 Broker Contact: (203) 605-9485
44 Sterling Park Madison CT 06443
New Listing - 4 weeks on site
1 / 30
$755,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,317
SQFT
44 Sterling Park
Madison, CT 06443
 
Listing courtesy of Joanne Combs of Dan Combs Real Estate Office Phone: (203) 265-2356 Broker Contact: (203) 376-2685
7 Milestone Lane Madison CT 06443
New Listing - 2 weeks on site
1 / 40
$749,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,456
SQFT
7 Milestone Lane
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
885 Boston Post Road Madison CT 06443
1 / 22
$749,000
Unimproved Land For Sale
Active
0.19
ACRES
NEW HAVEN
COUNTY
885 Boston Post Road
Madison, CT 06443
 
Listing courtesy of Michael Hvizdo of Coldwell Banker Realty Office Phone: (860) 633-3661 Broker Contact: (917) 721-1332
20 Forest Hills Drive Madison CT 06443
1 / 34
$739,000
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
1,913
SQFT
20 Forest Hills Drive
Madison, CT 06443
 
Listing courtesy of Dana Weinstein of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 927-8687
31 Martleshamheath Lane Madison CT 06443
1 / 40
$699,000
Single Family Residence
Pending
3
BEDS
4
TOTAL BATHS
3,225
SQFT
31 Martleshamheath Lane
Madison, CT 06443
Northridge Subdivision
Listing courtesy of Sean Seigel of RE/MAX Coast and Country Office Phone: (860) 536-7600 Broker Contact: (401) 207-5367
320 Summer Hill Road Madison CT 06443
1 / 40
$675,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,536
SQFT
320 Summer Hill Road
Madison, CT 06443
Heatherwood Subdivision
Listing courtesy of Gregory Hanner of Garden Realty Office Phone: (860) 608-8659 Broker Contact: (860) 608-8659
69 Garnet Park Road Madison CT 06443
New Listing - 3 weeks on site
1 / 8
$650,000
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
1,190
SQFT
69 Garnet Park Road
Madison, CT 06443
 
Listing courtesy of Fationa Meco of Houlihan Lawrence WD Office Phone: (203) 787-7800 Broker Contact: (203) 558-8197
496 Green Hill Road Madison CT 06443
1 / 40
$649,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
1,876
SQFT
496 Green Hill Road
Madison, CT 06443
 
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
81 Legend Hill Road 81 Madison CT 06443
Price Change - 2 weeks ago
1 / 40
$635,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
2,604
SQFT
Legend Hill
81 Legend Hill Road 81
Madison, CT 06443
Listing courtesy of Carol Mancini of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (203) 710-6405
15 Hampshire Road 15 Madison CT 06443
1 / 35
$615,000
Condominium
Pending
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Kensington Acres North
15 Hampshire Road 15
Madison, CT 06443
Listing courtesy of Susan Malan of William Pitt Sotheby's Int'l Office Phone: (860) 767-7488 Broker Contact: (860) 767-5011
4 Aylesbury Circle 4 Madison CT 06443
1 / 34
$610,000
Condominium
Pending
2
BEDS
2
TOTAL BATHS
1,644
SQFT
Windermere West
4 Aylesbury Circle 4
Madison, CT 06443
Listing courtesy of Judith Libby of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 215-1375
5 Thelbridge Street 5 Madison CT 06443
1 / 37
$605,000
Condominium For Sale
Active Under Contract
2
BEDS
3
TOTAL BATHS
2,135
SQFT
Windermere East
5 Thelbridge Street 5
Madison, CT 06443
Listing courtesy of Joanne Breen of ERA Hart Sargis-Breen Office Phone: (860) 666-5607 Broker Contact: (860) 944-3201
9 Centre Village Drive 9 Madison CT 06443
1 / 31
$595,000
Condominium
Pending
1
BED
2
TOTAL BATHS
1,569
SQFT
Centre Village of Madison
9 Centre Village Drive 9
Madison, CT 06443
Listing courtesy of Dana Weinstein of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 927-8687
10 Runnymede Lane 10 Madison CT 06443
1 / 33
$595,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
2,560
SQFT
Windermere East
10 Runnymede Lane 10
Madison, CT 06443
Listing courtesy of Laura Cariati of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 575-5075
25 Samantha Lane Madison CT 06443
Open House Sun, Aug 23, 12 PM
Please verify times due to COVID-19
1 / 35
$579,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,944
SQFT
25 Samantha Lane
Madison, CT 06443
 
Listing courtesy of Dee Hasuly of KW Legacy Partners Office Phone: (860) 313-0700 Broker Contact: (860) 214-1864
250 Legend Hill Road 250 Madison CT 06443
Price Change - 2 weeks ago
1 / 40
$574,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,976
SQFT
Legend Hill
250 Legend Hill Road 250
Madison, CT 06443
Listing courtesy of Kelly Whiteman of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (607) 434-1865
28 Downing Way 28 Madison CT 06443
1 / 33
$570,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,476
SQFT
Windermere West
28 Downing Way 28
Madison, CT 06443
Listing courtesy of Judith Libby of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 215-1375
40 Hampshire Road 40 Madison CT 06443
1 / 32
$569,000
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Kensington Acres North
40 Hampshire Road 40
Madison, CT 06443
Listing courtesy of Cathy Lynch of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 627-2331
29 Wilshire Road 29 Madison CT 06443
1 / 24
$565,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Kensington Acres South
29 Wilshire Road 29
Madison, CT 06443
Listing courtesy of Todd Gould of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 988-5414
6 Essex Lane 6 Madison CT 06443
1 / 40
$564,900
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Kensington Acres North
6 Essex Lane 6
Madison, CT 06443
Listing courtesy of Lisa Edgerton of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (203) 533-1123
1466 Durham Road Madison CT 06443
Open House Sun, Aug 23, 11 AM
Please verify times due to COVID-19
1 / 40
$561,000
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,023
SQFT
1466 Durham Road
Madison, CT 06443
 
Listing courtesy of Julia King of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 876-7097
12 Essex Lane 12 Madison CT 06443
New Listing - 2 weeks on site
1 / 34
$550,000
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Kensington Acres North
12 Essex Lane 12
Madison, CT 06443
Listing courtesy of Lisa Rollins of Compass Connecticut, LLC Office Phone: (203) 245-1593 Broker Contact: (203) 671-0295
508 Old Toll Road Madison CT 06443
1 / 13
$550,000
Business For Sale
Active
NEW HAVEN
COUNTY
508 Old Toll Road
Madison, CT 06443
 
Listing courtesy of Casey Fisher of Houlihan Lawrence WD Office Phone: (203) 787-7800 Broker Contact: (970) 209-0781
141 Duck Hole Road Madison CT 06443
1 / 22
$550,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,186
SQFT
141 Duck Hole Road
Madison, CT 06443
 
Listing courtesy of Meig Walz of Coldwell Banker Realty Office Phone: (203) 245-4700 Broker Contact: (203) 996-7209
371 Race Hill Road Madison CT 06443
Open House Sun, Aug 23, 11 AM
Please verify times due to COVID-19
1 / 20
$537,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,236
SQFT
371 Race Hill Road
Madison, CT 06443
 
Listing courtesy of Tanisha Bundy of Fathom Realty CT LLC Office Phone: (888) 455-6040 Broker Contact: (475) 308-2639
22 Thelbridge Street 22 Madison CT 06443
1 / 24
$500,000
Condominium
Coming Soon
2
BEDS
2
TOTAL BATHS
1,280
SQFT
Windermere East
22 Thelbridge Street 22
Madison, CT 06443
Listing courtesy of Doris Fallon of William Raveis Real Estate Office Phone: (203) 318-3570 Broker Contact: (203) 376-6039
27 Pine Ridge Drive Madison CT 06443
New Listing - 2 weeks on site
1 / 14
$500,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
2,592
SQFT
27 Pine Ridge Drive
Madison, CT 06443
 
Listing courtesy of Judith Libby of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 215-1375
53 Summer Hill Road Madison CT 06443
New Listing - 2 weeks on site
1 / 21
$475,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
2,024
SQFT
53 Summer Hill Road
Madison, CT 06443
 
Listing courtesy of Pamela Kadamus of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 464-3050
6 Ladshaw Drive 6 Madison CT 06443
Price Change - 5 days ago
1 / 27
$455,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,360
SQFT
Kensington Acres South
6 Ladshaw Drive 6
Madison, CT 06443
Listing courtesy of Greg Robbins of Houlihan Lawrence WD Office Phone: (203) 787-7800 Broker Contact: (203) 464-0125
12 West Sussex Place 12 Madison CT 06443
New Listing - 3 weeks on site
1 / 27
$450,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,296
SQFT
West Sussex Place
12 West Sussex Place 12
Madison, CT 06443
Listing courtesy of Mark McElrath of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (860) 951-4918
5 West Sussex Place 5 Madison CT 06443
New Listing - 2 weeks on site
1 / 28
$449,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
1,944
SQFT
West Sussex Place
5 West Sussex Place 5
Madison, CT 06443
Listing courtesy of Jules G Etes of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (203) 687-6997
44 Winding Road Madison CT 06443
New Listing - 2 weeks on site
1 / 23
$400,000
Single Family Residence
Pending
4
BEDS
2
TOTAL BATHS
1,698
SQFT
44 Winding Road
Madison, CT 06443
 
Listing courtesy of Mark Mermelstein of eXp Realty Office Phone: (866) 828-3951 Broker Contact: (347) 634-2123
89-2 Cottage Road Madison CT 06443
New Listing - 3 weeks on site
1 / 34
$350,000
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
764
SQFT
89-2 Cottage Road
Madison, CT 06443
 
Listing courtesy of Mel Abbott of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 530-5129
92 Scotland Road Lot. 3 Madison CT 06443
1 / 1
$350,000
Land For Sale
Active
2.05
ACRES
NEW HAVEN
COUNTY
92 Scotland Road Lot. 3
Madison, CT 06443
 
Listing courtesy of Stacy Bucci of Coldwell Banker Realty Office Phone: (203) 878-7424 Broker Contact: (203) 458-9600
22 Pine Ridge Drive Madison CT 06443
New Listing - yesterday
1 / 1
$350,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,004
SQFT
22 Pine Ridge Drive
Madison, CT 06443
 
Listing courtesy of Rick Allen of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 575-4200
66 Wildcat Road Madison CT 06443
New Listing - 2 weeks on site
1 / 13
$349,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
625
SQFT
66 Wildcat Road
Madison, CT 06443
 
Listing courtesy of Eric Engdall of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 705-6918
42 Wildcat Road Madison CT 06443
1 / 12
$325,000
Single Family Residence
Pending
3
BEDS
1
TOTAL BATH
1,080
SQFT
42 Wildcat Road
Madison, CT 06443
 
Listing courtesy of Ethan Maddalena of Berkshire Hathaway NE Prop. Office Phone: (860) 621-6821 Broker Contact: (860) 637-9253
6 Woodland Road 4A & 4B Madison CT 06443
New Listing - 2 weeks on site
1 / 25
$265,000
Commercial Sale For Sale
Active
8,000
SQFT
6 Woodland Road 4A & 4B
Madison, CT 06443
 
Listing courtesy of Alison Gould of Gould Group LLC Office Phone: (203) 605-9509 Broker Contact: (203) 605-9509
10 Brantwood Drive 10 Madison CT 06443
New Listing - 2 weeks on site
1 / 15
$260,000
Condominium For Sale
Active
1
BED
1
TOTAL BATH
806
SQFT
Brantwood
10 Brantwood Drive 10
Madison, CT 06443
Listing courtesy of Bette Zollshan of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 980-0099
40 East Street Madison CT 06443
New Listing - a week on site
1 / 28
$210,000
Single Family Residence For Sale
Active
1
BED
1
TOTAL BATH
732
SQFT
40 East Street
Madison, CT 06443
 
Listing courtesy of Marissa McCue of William Pitt Sotheby's Int'l Office Phone: (203) 453-2533 Broker Contact: (203) 556-0875
49 Cottage Road 3 Madison CT 06443
1 / 27
$175,000
Condominium
Pending
1
BED
1
TOTAL BATH
320
SQFT
Boston Post Road (875)
49 Cottage Road 3
Madison, CT 06443
Listing courtesy of Kevin Rockoff of Rockoff Realty Office Phone: (860) 882-9598 Broker Contact: (860) 882-9598
7 3rd Street 7 Madison CT 06443
1 / 40
$169,900
Single Family Residence
Pending
1
BED
1
TOTAL BATH
441
SQFT
7 3rd Street 7
Madison, CT 06443
Youngs Village Subdivision
Listing courtesy of Karen Bruno Roos of Williams Real Estate Office Phone: (203) 798-2040 Broker Contact: (203) 788-5543
Skytop Drive Madison CT 06443
1 / 1
$159,900
Land For Sale
Active Under Contract
1.43
ACRES
NEW HAVEN
COUNTY
Skytop Drive
Madison, CT 06443
 
Listing courtesy of Luke Florian of SSG Real Estate LLC Office Phone: (860) 657-4754 Broker Contact: (860) 877-5800
32 North Street Madison CT 06443
Price Change - 3 weeks ago
1 / 20
$149,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
592
SQFT
32 North Street
Madison, CT 06443
Duds Village Subdivision
Listing courtesy of Mel Abbott of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 530-5129
92 Fourth Avenue Madison CT 06443
1 / 19
$142,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
396
SQFT
92 Fourth Avenue
Madison, CT 06443
Duds Village Subdivision
Listing courtesy of Mel Abbott of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 530-5129
168 Boston Post Road 6 Madison CT 06443
1 / 13
$139,900
Commercial Sale
Pending
1
TOTAL BATH
1,000
SQFT
168 Boston Post Road 6
Madison, CT 06443
 
Listing courtesy of Peter Carbutti of Carbutti & Co., Realtors Office Phone: (203) 269-4910 Broker Contact: (203) 494-1362
16 North Street Madison CT 06443
Open House Sun, Aug 23, 12 PM
Please verify times due to COVID-19
1 / 25
$138,000
Single Family Residence For Sale
Active
1
BED
1
TOTAL BATH
476
SQFT
16 North Street
Madison, CT 06443
Dud's Village Subdivision
Listing courtesy of Tricia Farin of Real Broker CT, LLC Office Phone: (855) 450-0442 Broker Contact: (203) 470-8250
118 Middle Beach Road Madison CT 06443
1 / 28
$45,000
Single Family Residence For Rent
Active
7
BEDS
7
TOTAL BATHS
5,075
SQFT
118 Middle Beach Road
Madison, CT 06443
 
Listing courtesy of Mel Abbott of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (203) 530-5129
19 Middle Beach Road Madison CT 06443
1 / 23
$35,000
Single Family Residence For Rent
Active
5
BEDS
5
TOTAL BATHS
3,697
SQFT
19 Middle Beach Road
Madison, CT 06443
 
Listing courtesy of Sheila Tinn Murphy of Berkshire Hathaway NE Prop. Office Phone: (203) 245-3100 Broker Contact: (203) 915-7530
49 Circle Beach Road Madison CT 06443
1 / 35
$32,000
Single Family Residence For Rent
Active
3
BEDS
3
TOTAL BATHS
1,872
SQFT
49 Circle Beach Road
Madison, CT 06443
 
Listing courtesy of Melanie Scull of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (323) 314-0888
52 Kelsey Place Madison CT 06443
1 / 29
$20,000
Single Family Residence For Rent
Pending
4
BEDS
5
TOTAL BATHS
2,392
SQFT
52 Kelsey Place
Madison, CT 06443
 
Listing courtesy of Diana Hartman of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact: (917) 509-4700
1 - 100 of 142 listings (142 total matches)


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-08-23 09:48 AM UTC.


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