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

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.

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

20 Burgundy Hill Lane #20, Middletown, CT 06457

1/17

Active

$1,299

1 Bed1 Bath563 SqFt

20 Burgundy Hill Lane #20, Middletown, CT 06457

Listed by Barbara Peloquin of G & W Real Estate

460 Main Street #15, Middletown, CT 06457

1/6

Active

$1,350

1 Bed700 SqFt

460 Main Street #15, Middletown, CT 06457

Listed by Santo Gulino of William Raveis Real Estate

25 Properties Available

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

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

51-57 South Main Street, Middletown, CT 06457

609 Newfield Street, Middletown, CT 06457

20 Burgundy Hill Lane #20, Middletown, CT 06457

460 Main Street #15, Middletown, CT 06457

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