No HOA

Photo 3 of Single family home for sale at 67 Blakeman Rd, Madison, CT 06443 | MLS# 24172475 | Listing updated on 2026-09-15

Photo 1 of Single family home for sale at 67 Blakeman Rd, Madison, CT 06443 | MLS# 24172475 | Listing updated on 2026-09-15

Photo 2 of Single family home for sale at 67 Blakeman Rd, Madison, CT 06443 | MLS# 24172475 | Listing updated on 2026-09-15

$700,000

count-img 6

3Bds

3Ba

2,124sqft

Single family home for sale

67 Blakeman Rd, Madison, CT 06443

William Pitt Sotheby'S Int'L

Price Drop: $9.1K

Photo 3 of Single family home for sale at 7 Milestone Ln, Madison, CT 06443 | MLS# 24195695 | Listing updated on 2026-09-20

Photo 1 of Single family home for sale at 7 Milestone Ln, Madison, CT 06443 | MLS# 24195695 | Listing updated on 2026-09-20

Photo 2 of Single family home for sale at 7 Milestone Ln, Madison, CT 06443 | MLS# 24195695 | Listing updated on 2026-09-20

$699,900

count-img 7

4Bds

3Ba

2,456sqft

Single family home for sale

7 Milestone Ln, Madison, CT 06443

Coldwell Banker Realty

Photo 3 of Single family home for sale at 38 Church Ln, Madison, CT 06443 | MLS# 24198873 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 38 Church Ln, Madison, CT 06443 | MLS# 24198873 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 38 Church Ln, Madison, CT 06443 | MLS# 24198873 | Listing updated on 2026-10-07

$699,000

count-img 1

4Bds

2Ba

2,750sqft

Single family home for sale

38 Church Ln, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Condo for sale at 1 Hampshire Rd #1, Madison, CT 06443 | MLS# 24205396 | Listing updated on 2026-09-30

Photo 1 of Condo for sale at 1 Hampshire Rd #1, Madison, CT 06443 | MLS# 24205396 | Listing updated on 2026-09-30

Photo 2 of Condo for sale at 1 Hampshire Rd #1, Madison, CT 06443 | MLS# 24205396 | Listing updated on 2026-09-30

$695,000

count-img 7

2Bds

2Ba

1,856sqft

Condo for sale

1 Hampshire Rd #1, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 320 Summer Hl Rd, Madison, CT 06443 | MLS# 24187128 | Listing updated on 2026-09-29

Photo 1 of Single family home for sale at 320 Summer Hl Rd, Madison, CT 06443 | MLS# 24187128 | Listing updated on 2026-09-29

Photo 2 of Single family home for sale at 320 Summer Hl Rd, Madison, CT 06443 | MLS# 24187128 | Listing updated on 2026-09-29

$675,000

4Bds

3Ba

2,536sqft

Single family home for sale

320 Summer Hl Rd, Madison, CT 06443

Garden Realty

Photo 3 of Single family home for sale at 343 Horse Pond Rd, Madison, CT 06443 | MLS# 24207706 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 343 Horse Pond Rd, Madison, CT 06443 | MLS# 24207706 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 343 Horse Pond Rd, Madison, CT 06443 | MLS# 24207706 | Listing updated on 2026-10-04

$675,000

count-img 6

3Bds

3Ba

2,138sqft

Single family home for sale

343 Horse Pond Rd, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 32 Wellsweep Dr, Madison, CT 06443 | MLS# 24209740 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 32 Wellsweep Dr, Madison, CT 06443 | MLS# 24209740 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 32 Wellsweep Dr, Madison, CT 06443 | MLS# 24209740 | Listing updated on 2026-10-07

$669,000

3Bds

3Ba

2,000sqft

Single family home for sale

32 Wellsweep Dr, Madison, CT 06443

Berkshire Hathaway Ne Prop.

Photo 3 of Townhouse for sale at 67 Boston Post Rd #15, Madison, CT 06443 | MLS# 24208016 | Listing updated on 2026-10-01

Photo 1 of Townhouse for sale at 67 Boston Post Rd #15, Madison, CT 06443 | MLS# 24208016 | Listing updated on 2026-10-01

Photo 2 of Townhouse for sale at 67 Boston Post Rd #15, Madison, CT 06443 | MLS# 24208016 | Listing updated on 2026-10-01

$650,000

count-img 6

2Bds

2Ba

1,838sqft

Townhouse for sale

67 Boston Post Rd #15, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 39 Mill Rd, Madison, CT 06443 | MLS# 24206863 | Listing updated on 2026-09-17

Photo 1 of Single family home for sale at 39 Mill Rd, Madison, CT 06443 | MLS# 24206863 | Listing updated on 2026-09-17

Photo 2 of Single family home for sale at 39 Mill Rd, Madison, CT 06443 | MLS# 24206863 | Listing updated on 2026-09-17

$625,000

count-img 7

5Bds

2Ba

2,688sqft

Single family home for sale

39 Mill Rd, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 273 Horse Pond Rd, Madison, CT 06443 | MLS# 24210111 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 273 Horse Pond Rd, Madison, CT 06443 | MLS# 24210111 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 273 Horse Pond Rd, Madison, CT 06443 | MLS# 24210111 | Listing updated on 2026-10-05

$600,000

count-img 1

5Bds

2Ba

2,240sqft

Single family home for sale

273 Horse Pond Rd, Madison, CT 06443

William Pitt Sotheby'S Int'L

Price Drop: $36K

Photo 3 of Townhouse for sale at 81 Legend Hl Rd #81, Madison, CT 06443 | MLS# 24186310 | Listing updated on 2026-10-01

Photo 1 of Townhouse for sale at 81 Legend Hl Rd #81, Madison, CT 06443 | MLS# 24186310 | Listing updated on 2026-10-01

Photo 2 of Townhouse for sale at 81 Legend Hl Rd #81, Madison, CT 06443 | MLS# 24186310 | Listing updated on 2026-10-01

$599,000

count-img 8

2Bds

3Ba

2,604sqft

Townhouse for sale

81 Legend Hl Rd #81, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Condo for sale at 10 Runnymede Ln #10, Madison, CT 06443 | MLS# 24160683 | Listing updated on 2026-10-06

Photo 1 of Condo for sale at 10 Runnymede Ln #10, Madison, CT 06443 | MLS# 24160683 | Listing updated on 2026-10-06

Photo 2 of Condo for sale at 10 Runnymede Ln #10, Madison, CT 06443 | MLS# 24160683 | Listing updated on 2026-10-06

$595,000

count-img 7

2Bds

2Ba

2,560sqft

Condo for sale

10 Runnymede Ln #10, Madison, CT 06443

William Raveis Real Estate

Photo 3 of Single family home for sale at 6 Bower Rd, Madison, CT 06443 | MLS# 24203485 | Listing updated on 2026-09-15

Photo 1 of Single family home for sale at 6 Bower Rd, Madison, CT 06443 | MLS# 24203485 | Listing updated on 2026-09-15

Photo 2 of Single family home for sale at 6 Bower Rd, Madison, CT 06443 | MLS# 24203485 | Listing updated on 2026-09-15

$579,900

count-img 3

3Bds

1Ba

1,077sqft

Single family home for sale

6 Bower Rd, Madison, CT 06443

Tier 1 Real Estate

Photo 3 of Townhouse for sale at 250 Legend Hl Rd #250, Madison, CT 06443 | MLS# 24190216 | Listing updated on 2026-10-06

Photo 1 of Townhouse for sale at 250 Legend Hl Rd #250, Madison, CT 06443 | MLS# 24190216 | Listing updated on 2026-10-06

Photo 2 of Townhouse for sale at 250 Legend Hl Rd #250, Madison, CT 06443 | MLS# 24190216 | Listing updated on 2026-10-06

$574,000

count-img 2

2Bds

3Ba

1,976sqft

Townhouse for sale

250 Legend Hl Rd #250, Madison, CT 06443

William Raveis Real Estate

Photo 3 of Condo for sale at 29 Wilshire Rd #29, Madison, CT 06443 | MLS# 24178656 | Listing updated on 2026-09-20

Photo 1 of Condo for sale at 29 Wilshire Rd #29, Madison, CT 06443 | MLS# 24178656 | Listing updated on 2026-09-20

Photo 2 of Condo for sale at 29 Wilshire Rd #29, Madison, CT 06443 | MLS# 24178656 | Listing updated on 2026-09-20

$565,000

count-img 3

2Bds

2Ba

1,280sqft

Condo for sale

29 Wilshire Rd #29, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Condo for sale at 6 Essex Ln #6, Madison, CT 06443 | MLS# 24182034 | Listing updated on 2026-10-06

Photo 1 of Condo for sale at 6 Essex Ln #6, Madison, CT 06443 | MLS# 24182034 | Listing updated on 2026-10-06

Photo 2 of Condo for sale at 6 Essex Ln #6, Madison, CT 06443 | MLS# 24182034 | Listing updated on 2026-10-06

$564,900

count-img 4

2Bds

2Ba

1,280sqft

Condo for sale

6 Essex Ln #6, Madison, CT 06443

William Raveis Real Estate

Price Drop: $14K

Photo 3 of Single family home for sale at 25 Samantha Ln, Madison, CT 06443 | MLS# 24198297 | Listing updated on 2026-09-30

Photo 1 of Single family home for sale at 25 Samantha Ln, Madison, CT 06443 | MLS# 24198297 | Listing updated on 2026-09-30

Photo 2 of Single family home for sale at 25 Samantha Ln, Madison, CT 06443 | MLS# 24198297 | Listing updated on 2026-09-30

$545,000

count-img 7

3Bds

3Ba

1,944sqft

Single family home for sale

25 Samantha Ln, Madison, CT 06443

Kw Legacy Partners

Photo 3 of Single family home for sale at 18 Saint Francis Woods Rd, Madison, CT 06443 | MLS# 24204341 | Listing updated on 2026-09-16

Photo 1 of Single family home for sale at 18 Saint Francis Woods Rd, Madison, CT 06443 | MLS# 24204341 | Listing updated on 2026-09-16

Photo 2 of Single family home for sale at 18 Saint Francis Woods Rd, Madison, CT 06443 | MLS# 24204341 | Listing updated on 2026-09-16

$500,000

count-img 3

3Bds

3Ba

1,824sqft

Single family home for sale

18 Saint Francis Woods Rd, Madison, CT 06443

Coldwell Banker Realty

Price Drop: $24.1K

Photo 3 of Single family home for sale at 35 Aileen Dr, Madison, CT 06443 | MLS# 24199405 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 35 Aileen Dr, Madison, CT 06443 | MLS# 24199405 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 35 Aileen Dr, Madison, CT 06443 | MLS# 24199405 | Listing updated on 2026-10-06

$499,900

count-img 9

3Bds

2Ba

1,288sqft

Single family home for sale

35 Aileen Dr, Madison, CT 06443

William Raveis Real Estate

Photo 3 of Single family home for sale at 270 Scotland Rd, Madison, CT 06443 | MLS# 24210705 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 270 Scotland Rd, Madison, CT 06443 | MLS# 24210705 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 270 Scotland Rd, Madison, CT 06443 | MLS# 24210705 | Listing updated on 2026-10-06

$499,000

3Bds

2Ba

1,748sqft

Single family home for sale

270 Scotland Rd, Madison, CT 06443

William Raveis Real Estate

Photo 3 of Townhouse for sale at 23 Esterly Farms Rd #23, Madison, CT 06443 | MLS# 24203806 | Listing updated on 2026-09-24

Photo 1 of Townhouse for sale at 23 Esterly Farms Rd #23, Madison, CT 06443 | MLS# 24203806 | Listing updated on 2026-09-24

Photo 2 of Townhouse for sale at 23 Esterly Farms Rd #23, Madison, CT 06443 | MLS# 24203806 | Listing updated on 2026-09-24

$489,000

count-img 5

2Bds

3Ba

1,606sqft

Townhouse for sale

23 Esterly Farms Rd #23, Madison, CT 06443

Coldwell Banker Realty

Price Drop: $32K

Photo 3 of Condo for sale at 6 Ladshaw Dr #6, Madison, CT 06443 | MLS# 24164028 | Listing updated on 2026-09-23

Photo 1 of Condo for sale at 6 Ladshaw Dr #6, Madison, CT 06443 | MLS# 24164028 | Listing updated on 2026-09-23

Photo 2 of Condo for sale at 6 Ladshaw Dr #6, Madison, CT 06443 | MLS# 24164028 | Listing updated on 2026-09-23

$455,000

count-img 3

2Bds

2Ba

1,360sqft

Condo for sale

6 Ladshaw Dr #6, Madison, CT 06443

Houlihan Lawrence Wd

Photo 3 of Single family home for sale at 371 Race Hl Rd, Madison, CT 06443 | MLS# 24209422 | Listing updated on 2026-09-25

Photo 1 of Single family home for sale at 371 Race Hl Rd, Madison, CT 06443 | MLS# 24209422 | Listing updated on 2026-09-25

Photo 2 of Single family home for sale at 371 Race Hl Rd, Madison, CT 06443 | MLS# 24209422 | Listing updated on 2026-09-25

$425,000

count-img 2

3Bds

2Ba

1,236sqft

Single family home for sale

371 Race Hl Rd, Madison, CT 06443

Colonial Properties Inc

Photo 3 of Single family home for sale at 35 Governors Way, Madison, CT 06443 | MLS# 24204125 | Listing updated on 2026-09-16

Photo 1 of Single family home for sale at 35 Governors Way, Madison, CT 06443 | MLS# 24204125 | Listing updated on 2026-09-16

Photo 2 of Single family home for sale at 35 Governors Way, Madison, CT 06443 | MLS# 24204125 | Listing updated on 2026-09-16

$382,500

count-img 3

4Bds

2Ba

2,520sqft

Single family home for sale

35 Governors Way, Madison, CT 06443

Property Works New England

Photo 1 of Land for sale at 92 Scotland Rd #Lot. 3, Madison, CT 06443 | MLS# 24033986 | Listing updated on 2026-09-15

$350,000

count-img 4

--Bds

--Ba

2.05acres lot

Land for sale

92 Scotland Rd #Lot. 3, Madison, CT 06443

Coldwell Banker Realty

Photo 3 of Single family home for sale at 42 Wildcat Rd, Madison, CT 06443 | MLS# 24142453 | Listing updated on 2026-09-15

Photo 1 of Single family home for sale at 42 Wildcat Rd, Madison, CT 06443 | MLS# 24142453 | Listing updated on 2026-09-15

Photo 2 of Single family home for sale at 42 Wildcat Rd, Madison, CT 06443 | MLS# 24142453 | Listing updated on 2026-09-15

$325,000

count-img 5

3Bds

1Ba

1,080sqft

Single family home for sale

42 Wildcat Rd, Madison, CT 06443

Berkshire Hathaway Ne Prop.

Photo 3 of Single family home for sale at 40 East St, Madison, CT 06443 | MLS# 24197701 | Listing updated on 2026-08-22

Photo 1 of Single family home for sale at 40 East St, Madison, CT 06443 | MLS# 24197701 | Listing updated on 2026-08-22

Photo 2 of Single family home for sale at 40 East St, Madison, CT 06443 | MLS# 24197701 | Listing updated on 2026-08-22

$210,000

count-img 3

1Bd

1Ba

732sqft

Single family home for sale

40 East St, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 32 North St, Madison, CT 06443 | MLS# 24170543 | Listing updated on 2026-09-23

Photo 1 of Single family home for sale at 32 North St, Madison, CT 06443 | MLS# 24170543 | Listing updated on 2026-09-23

Photo 2 of Single family home for sale at 32 North St, Madison, CT 06443 | MLS# 24170543 | Listing updated on 2026-09-23

$164,999

count-img 10

2Bds

1Ba

592sqft

Single family home for sale

32 North St, Madison, CT 06443

William Pitt Sotheby'S Int'L

Photo 1 of Land for sale at Skytop Dr, Madison, CT 06443 | MLS# 24128072 | Listing updated on 2026-09-15

$159,900

count-img 4

--Bds

--Ba

1.43acres lot

Land for sale

Skytop Dr, Madison, CT 06443

Ssg Real Estate Llc

Photo 3 of Single family home for sale at 92 4th Avenue, Madison, CT 06443 | MLS# 24168727 | Listing updated on 2026-07-14

Photo 1 of Single family home for sale at 92 4th Avenue, Madison, CT 06443 | MLS# 24168727 | Listing updated on 2026-07-14

Photo 2 of Single family home for sale at 92 4th Avenue, Madison, CT 06443 | MLS# 24168727 | Listing updated on 2026-07-14

$142,900

count-img 8

2Bds

1Ba

396sqft

Single family home for sale

92 4th Avenue, Madison, CT 06443

William Pitt Sotheby'S Int'L

Hot

Price Drop: $13K

Photo 3 of Single family home for sale at 16 North St, Madison, CT 06443 | MLS# 24160104 | Listing updated on 2026-09-14

Photo 1 of Single family home for sale at 16 North St, Madison, CT 06443 | MLS# 24160104 | Listing updated on 2026-09-14

Photo 2 of Single family home for sale at 16 North St, Madison, CT 06443 | MLS# 24160104 | Listing updated on 2026-09-14

$125,000

count-img 39

1Bd

1Ba

476sqft

Single family home for sale

16 North St, Madison, CT 06443

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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 8, 2026, 11:00 AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

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