Name: Open House - 3PM-5PM
Start: 2026-07-30T15:00:00.000Z
End: 2026-07-30T17:00:00.000Z
Location: 44 Chamberlain Hill Road, Middletown, CT 06457

44 Chamberlain Hill Road, Middletown, CT 06457

1/38

Open Thu 3PM-5PM

3D

$829,000

6 Beds4 Baths5,599 SqFt

44 Chamberlain Hill Road, Middletown, CT 06457

Listed by Gary Peacock of Berkshire Hathaway NE Prop.

45 Rising Trail Drive #45, Middletown, CT 06457

1/25

Under Contract

$245,000

3 Beds2 Baths1,680 SqFt

45 Rising Trail Drive #45, Middletown, CT 06457

Listed by Kerry Hart of William Raveis Real Estate

71 Prospect Street, Middletown, CT 06457

1/12

Active

$1,300

3 Beds1 Bath2,128 SqFt

71 Prospect Street, Middletown, CT 06457

Listed by Patricia Alston of Sterling REALTORS

1221 Washington Street #8, Middletown, CT 06457

1/24

Under Contract

$188,000

2 Beds1 Bath845 SqFt

1221 Washington Street #8, Middletown, CT 06457

Listed by Cory Winkelmann of William Pitt Sotheby's Int'l

1/5

Price Dropped by $10K

$169,900

3 Beds1 Bath1,440 SqFt

7 Portland Street, Middletown, CT 06457

Listed by Dee Mattera of Luxe Realty LLC

76 Thimble Rock Road, Middletown, CT 06457

1/40

Price Dropped by $25K

$649,900

4 Beds4 Baths2,671 SqFt

76 Thimble Rock Road, Middletown, CT 06457

Listed by Carl Guild of Carl Guild & Associates

207 East Main Street, Middletown, CT 06457

1/18

Active

$2,000

4 Beds1 Bath1,207 SqFt

207 East Main Street, Middletown, CT 06457

Listed by Anthony Lacava of Berkshire Hathaway NE Prop.

175 Newfield Street, Middletown, CT 06457

1/17

Price Dropped by $20K

$325,000

3 Beds1 Bath1,075 SqFt

175 Newfield Street, Middletown, CT 06457

Listed by Vaiva Baltonis of Coldwell Banker Realty

1231 Washington Street #2, Middletown, CT 06457

1/29

Price Dropped by $10K

$229,500

3 Beds1 Bath1,109 SqFt

1231 Washington Street #2, Middletown, CT 06457

Listed by Chris Hogan of Century 21 Classic Homes

460 Main Street #13, Middletown, CT 06457

1/6

Active

$1,350

1 Bed1 Bath700 SqFt

460 Main Street #13, Middletown, CT 06457

Listed by Santo Gulino of William Raveis Real Estate

1/11

Active

$1,900

3 Beds1 Bath1,200 SqFt

582 Main Street, Middletown, CT 06457

Listed by Corey Briggs of William Raveis Real Estate

98 Rising Trail Drive #98, Middletown, CT 06457

1/34

Under Contract

$229,900

4 Beds2 Baths1,505 SqFt

98 Rising Trail Drive #98, Middletown, CT 06457

Listed by Kelley Vanacore of Century 21 AllPoints Realty

135 Burgundy Hill Lane #135, Middletown, CT 06457

1/8

Active

$1,249

1 Bed1 Bath563 SqFt

135 Burgundy Hill Lane #135, Middletown, CT 06457

Listed by Barbara Peloquin of G & W Real Estate

492 Long Hill Road, Middletown, CT 06457

1/40

Price Dropped by $5K

$394,900

3 Beds2 Baths1,536 SqFt

492 Long Hill Road, Middletown, CT 06457

Listed by Atif Seyal of RE/MAX Heritage

1/17

Under Contract

$259,000

3 Beds1 Bath1,280 SqFt

3 Flower Street, Middletown, CT 06457

Listed by Leah Schroeder of KW Legacy Partners

1/22

Under Contract

$300,000

3 Beds2 Baths1,926 SqFt

118 Grove Street, Middletown, CT 06457

Listed by Lindsay Alexander of The Heritage Group, LLC

39 Grand Street #3, Middletown, CT 06457

1/21

Active

$1,900

3 Beds1 Bath1,076 SqFt

39 Grand Street #3, Middletown, CT 06457

Listed by Joel Chaparro of Carbutti & Co., Realtors

17 Broad Street #2nd Fl Rear, Middletown, CT 06457

1/14

Active

$1,475

1 Bed1 Bath846 SqFt

17 Broad Street #2nd Fl Rear, Middletown, CT 06457

Listed by Heather Kilbourn of Cavanaugh & Company LLC

942 Washington Street, Middletown, CT 06457

1/33

Price Dropped by $200K

$1,700,000

2 Baths2,048 SqFt

942 Washington Street, Middletown, CT 06457

Listed by Eric Bergers of William Raveis Real Estate

227 East Main Street, Middletown, CT 06457

1/18

Price Dropped by $50K

$749,900

9 Beds6 Baths3,180 SqFt

227 East Main Street, Middletown, CT 06457

Listed by Tanya Reyes of William Raveis Real Estate

1/39

Price Dropped by $49K

$699,999

4 Beds2 Baths2,070 SqFt

110 Freeman Road, Middletown, CT 06457

Listed by Pam Rizy of Berkshire Hathaway NE Prop.

1/24

Price Dropped by $15K

$299,900

4 Beds1 Bath1,509 SqFt

475 Ballfall Road, Middletown, CT 06457

Listed by Michelle Mazzotta of eXp Realty

51-57 South Main Street, Middletown, CT 06457

1/8

Price Dropped by $105K

$1,695,000

1 Bath8,390 SqFt

51-57 South Main Street, Middletown, CT 06457

Listed by Brendan Kelly of Harding Commercial Real Estate

609 Newfield Street, Middletown, CT 06457

1/2

Price Dropped by $100K

$599,609

2 Baths2,028 SqFt

609 Newfield Street, Middletown, CT 06457

Listed by Keith Murphy of Innovative Properties

27 Properties Available In Middletown

44 Chamberlain Hill Road, Middletown, CT 06457

45 Rising Trail Drive #45, Middletown, CT 06457

71 Prospect Street, Middletown, CT 06457

1221 Washington Street #8, Middletown, CT 06457

7 Portland Street, Middletown, CT 06457

76 Thimble Rock Road, Middletown, CT 06457

207 East Main Street, Middletown, CT 06457

175 Newfield Street, Middletown, CT 06457

1231 Washington Street #2, Middletown, CT 06457

460 Main Street #13, Middletown, CT 06457

582 Main Street, Middletown, CT 06457

98 Rising Trail Drive #98, Middletown, CT 06457

135 Burgundy Hill Lane #135, Middletown, CT 06457

492 Long Hill Road, Middletown, CT 06457

3 Flower Street, Middletown, CT 06457

118 Grove Street, Middletown, CT 06457

39 Grand Street #3, Middletown, CT 06457

17 Broad Street #2nd Fl Rear, Middletown, CT 06457

942 Washington Street, Middletown, CT 06457

227 East Main Street, Middletown, CT 06457

110 Freeman Road, Middletown, CT 06457

475 Ballfall Road, Middletown, CT 06457

51-57 South Main Street, Middletown, CT 06457

609 Newfield Street, Middletown, CT 06457

explore listings in Middletown