Middlesex County, CT homes for sale & real estate

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COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while preserving exceptional period detail throughout. Original wide-board chestnut floors and wall panels, six fireplaces (five working and wood-burning), original mantels and millwork, and two stairways, including the captain's staircase in the front foyer, define the home's character. The spacious prim

$685,000

3 beds3 baths2,752 sq ft

1 Ferry Rd, Chester, CT 06412

1.39 acre lot • 5 parking spots • Built 1790

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This special home is perched high and dry on a sunny lot overlooking the great saltmarsh towards Long Island Sound. The views from this property must be seen to be appreciated and no flood insurance is required. Inside a warm, comfortable and open floorplan awaits the next owner with a private, association beach just a short walk, bike or golf cart ride away. Perfect for you your around home or a summer destination with family and friends. Professional pictures coming soon!

$750,000

2 beds2.5 baths2,132 sq ft

41 Briarwood Dr, Old Saybrook, CT 06475

0.51 acre lot • Built 1960

COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Discover easy, low-maintenance living in this well kept 2 bedroom1 bath townhouse located in a convenient Middletown community. The home features a comfortable layout with a bright living area and an updated kitchen. Generous sized bedrooms with great closet space and well maintained. Enjoy the convenience of being close to shopping and Route 9 or 91. Whether your a first time buyer, downsizing or looking for great value this unit offers comfort in a desirable location. Schedule a showing today

$199,900

2 beds1 bath930 sq ft

163 Cynthia Ln Apt A4, Middletown, CT 06457

$380 HOA • Garage • Pool

NEW 5 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Now available, this multi-family property located in the heart of downtown Middletown, just minutes from Route 9, is ready to offer endless potential to the right purchaser. Situated seconds off Middletown's ever evolving Main Street, which boasts plenty of shopping, dining, and other amenities, this location is great for owner occupants or investors alike. This multifamily property contains a large townhouse unit on one side, with 3 bedrooms, 1.5 baths, and large living area. Quickly rent this space while bringing the other units back to life, turning this property into a great purchase for any savvy purchaser. The other side offers a first-floor unit with 3 br/1ba, second floor unit with

$369,900

9 beds4.5 baths3,334 sq ft

57 Ferry St, Middletown, CT 06457

Plenty of shopping • Minutes from route 9 • 4,356 sq ft lot

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this charming 4-Bed, 1.5-Bath retreat, Located on 1.3 Acres featuring a private pond on corner lot, beautifully framed by tree-lined surroundings and perennial landscaping, all set within a quiet neighborhood. This classic Farmhouse Colonial offers the perfect blend of character and modern updates-delivering idyllic countryside appeal paired with today's desirable living amenities. Truly, it's the best of both worlds! Inside, the home offers generous living space across multiple levels. The main floor features a comfortable and flexible layout, including a tastefully updated eat-in kitchen, a renovated full bath, a laundry room, and desirable first-floor bedroom or home office. T

$399,900

4 beds1.5 baths1,637 sq ft

71 Tartia Rd, East Hampton, CT 06424

1.3 acre lot • 3 garage spots • Built 1850

Property at 79 Brechlin Dr, Middletown, CT 06457, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,146 sq ft

79 Brechlin Dr, Middletown, CT 06457

Property at 120 Warsaw St, Deep River, CT 06417, 3 beds, 1.5 baths

$395,000

3 beds1.5 baths2,283 sq ft

120 Warsaw St, Deep River, CT 06417

Property at 109 Red Clover Cir, Middletown, CT 06457, 3 beds, 3 baths

$499,900

3 beds3 baths3,456 sq ft

109 Red Clover Cir, Middletown, CT 06457

Property at 6 Evergreen Park, Clinton, CT 06413, 2 beds, 2 baths

$144,900

2 beds2 baths1,040 sq ft

6 Evergreen Park, Clinton, CT 06413

Property at 168 Lisa Ln, Middletown, CT 06457, 3 beds, 2 baths

$465,000

3 beds2 baths1,764 sq ft

168 Lisa Ln, Middletown, CT 06457

Property at 117 Coles Rd, Cromwell, CT 06416, 3 beds, 2.5 baths

$429,000

3 beds2.5 baths2,018 sq ft

117 Coles Rd, Cromwell, CT 06416

Property at 328 Hammock Rd N, Westbrook, CT 06498, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths2,198 sq ft

328 Hammock Rd N, Westbrook, CT 06498

Property at 210 Fishing Brook Rd, Westbrook, CT 06498, 5 beds, 3.5 baths

$750,000

5 beds3.5 baths2,494 sq ft

210 Fishing Brook Rd, Westbrook, CT 06498

Property at 3 Hunters Run #3, Cromwell, CT 06416, 2 beds, 1 bath

$229,900

2 beds1 bath1,404 sq ft

3 Hunters Run #3, Cromwell, CT 06416

Property at 206 N Moodus Rd, Moodus, CT 06469, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,762 sq ft

206 N Moodus Rd, Moodus, CT 06469

Property at 20 Cherokee Ct #20, Cromwell, CT 06416, 3 beds, 3.5 baths

$269,000

3 beds3.5 baths1,447 sq ft

20 Cherokee Ct #20, Cromwell, CT 06416

Property at 15 Waterview Cir, East Hampton, CT 06424, 2 beds, 1 bath

$174,900

2 beds1 bath840 sq ft

15 Waterview Cir, East Hampton, CT 06424

Property at 32 Spring St, Middletown, CT 06457, 9 beds, 3 baths

$499,900

9 beds3 baths3,606 sq ft

32 Spring St, Middletown, CT 06457

Property at 27 College St #4, Clinton, CT 06413, 2 beds, 1 bath

$210,000

2 beds1 bath759 sq ft

27 College St #4, Clinton, CT 06413

Property at 5 Wellwyn Dr, Portland, CT 06480, 3 beds, 1 bath

$234,900

3 beds1 bath2,036 sq ft

5 Wellwyn Dr, Portland, CT 06480

Property at 33 Briarwood Dr, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$685,000

3 beds1.5 baths2,272 sq ft

33 Briarwood Dr, Old Saybrook, CT 06475

Property at 244 Cow Hill Rd, Clinton, CT 06413, 3 beds, 3 baths

$749,900

3 beds3 baths1,991 sq ft

244 Cow Hill Rd, Clinton, CT 06413

Property at 35 Prospect St, Essex, CT 06426, 4 beds, 2.5 baths

$1,150,000

4 beds2.5 baths2,400 sq ft

35 Prospect St, Essex, CT 06426

Property at 30 Cherry Ridge Rd, Middlefield, CT 06455, 4 beds, 3 baths

$925,000

4 beds3 baths3,355 sq ft

30 Cherry Ridge Rd, Middlefield, CT 06455

Property at 26 College St, Old Saybrook, CT 06475, 5 beds, 3 baths

$849,000

5 beds3 baths2,898 sq ft

26 College St, Old Saybrook, CT 06475

Property at 59 Hidden Lake Rd, Higganum, CT 06441, 3 beds, 2 baths

$1,200,000

3 beds2 baths1,637 sq ft

59 Hidden Lake Rd, Higganum, CT 06441

Property at 49 Hemlock Pl, Middletown, CT 06457, 5 beds, 2.5 baths

$399,900

5 beds2.5 baths2,169 sq ft

49 Hemlock Pl, Middletown, CT 06457

Property at 581 High St, Middletown, CT 06457, 3 beds, 1 bath

$285,000

3 beds1 bath1,057 sq ft

581 High St, Middletown, CT 06457

Property at Lot 5 Nathan Hale Rd, Middletown, CT 06457, 3 beds, 2 baths

$499,900

3 beds2 baths1,500 sq ft

Lot 5 Nathan Hale Rd, Middletown, CT 06457

Property at 41 Beaver Meadow Rd, Haddam, CT 06438, 2 beds, 1 bath

$279,000

2 beds1 bath896 sq ft

41 Beaver Meadow Rd, Haddam, CT 06438

Property at 88 Carriage Crossing Ln #88, Middletown, CT 06457, 2 beds, 2 baths

$239,900

2 beds2 baths950 sq ft

88 Carriage Crossing Ln #88, Middletown, CT 06457

Property at 1 Beamon Meadow Pl, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$999,900

3 beds2.5 baths1,632 sq ft

1 Beamon Meadow Pl, Old Saybrook, CT 06475

Property at 3 Sunridge Ln #3, Cromwell, CT 06416, 2 beds, 2 baths

$249,900

2 beds2 baths1,404 sq ft

3 Sunridge Ln #3, Cromwell, CT 06416

Property at 75 Shore Rd, Clinton, CT 06413, 3 beds, 1.5 baths

$1,649,000

3 beds1.5 baths1,140 sq ft

75 Shore Rd, Clinton, CT 06413

Property at 94 Cynthia Ln Unit D-5, Middletown, CT 06457, 2 beds, 1 bath

$225,000

2 beds1 bath930 sq ft

94 Cynthia Ln Unit D-5, Middletown, CT 06457

Property at 12 Fairview Hts, Cromwell, CT 06416, 3 beds, 2 baths

$399,900

3 beds2 baths1,920 sq ft

12 Fairview Hts, Cromwell, CT 06416

Property at 214 Thayer Rd, Higganum, CT 06441, 4 beds, 2 baths

$399,900

4 beds2 baths1,134 sq ft

214 Thayer Rd, Higganum, CT 06441

Property at 15 Egypt Ln, Clinton, CT 06413, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,040 sq ft

15 Egypt Ln, Clinton, CT 06413

Property at 1205 Cromwell Hills Dr #1205, Cromwell, CT 06416, 2 beds, 1.5 baths

$159,999

2 beds1.5 baths1,057 sq ft

1205 Cromwell Hills Dr #1205, Cromwell, CT 06416

Property at 90 Falls Bashan Rd, Moodus, CT 06469, 3 beds, 1 bath

$329,999

3 beds1 bath1,804 sq ft

90 Falls Bashan Rd, Moodus, CT 06469

Property at 3 Medley Ln, Clinton, CT 06413, 3 beds, 1.5 baths

$330,000

3 beds1.5 baths2,151 sq ft

3 Medley Ln, Clinton, CT 06413

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$679,000
Colchester homes for sale
$525,000
East Hampton homes for sale
$379,900
Deep River Center homes for sale
$423,000
Durham homes for sale
$449,900
Portland homes for sale
$399,900
Meriden homes for sale
$355,000
Middletown homes for sale
$372,500
Essex Village homes for sale
$1,237,500
Moodus homes for sale
$399,000
Old Saybrook Center homes for sale
$899,450
Higganum homes for sale
$505,000
Madison Center homes for sale
$749,000
Chester Center homes for sale
$637,000
Northford homes for sale
$499,900

Counties

Fairfield County homes for sale
$649,900
Hartford County homes for sale
$385,000
Litchfield County homes for sale
$500,000

Middlesex County, CT real estate trends

All Home Types trends in Middlesex County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$432,500

+10.9% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Middlesex County, CT

$432,500

+10.9%

See more Middlesex County, CT market insights

More to explore in Middlesex County, CT

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