Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Wonderful opportunity! Contemporary Cape in desirable Wesleyan Hills best location on a quiet cul-de-sac that backs up to serene Wadsworth Falls State Park forrest land. WOW! This sun-filled home with lots of glass allows you to view nature from every room. Very impressive open LR/DR and Family Room with cathedral ceilings accented by historical antique barn beams! Two primary BR suites. The Main Level Primary BR lends itself to possible in-law, or multigenerational living set-up has a newly renovated full bath, gorgeous walk-in tile shower, a dressing room w/ California Closets and an office space. The 2ND Primary BR is on the second floor with sliders to deck, with full bath and office. R

$499,900

3 beds3 baths3,456 sq ft

109 Red Clover Cir, Middletown, CT 06457

0.55 acre lot • 2 garage spots • Built 1977

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

NEW 7 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 15 Waterview Circle, a beautifully fully remodeled 840 sq ft home located just steps from Lake Pocotopaug in the desirable 55+ Hampton Homes community. This one-bedroom, one-bath home has been completely transformed from top to bottom, and inside and out - everything is new, offering a truly move-in-ready experience. Inside, you'll find a fresh, modern interior designed for easy living, efficiency, and comfort. Whether you're downsizing or simply looking for a low-maintenance lifestyle near the water, this home delivers big on style and convenience in a peaceful lake-area setting.

$174,900

2 beds1 bath840 sq ft

15 Waterview Cir, East Hampton, CT 06424

Modern interior • Fully remodeled • Move-in-ready

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Set directly on the banks of the Connecticut River, 5 Wellwyn Drive in Portland offers a rare opportunity to own a truly special piece of waterfront land with breathtaking, unobstructed views up and down the river. From sunrise to sunset, the ever-changing scenery provides a front-row seat to one of Connecticut's most iconic waterways. Situated on 3.57 acres with direct river frontage, the property offers a setting that is both private and picturesque, making it an ideal canvas for those with vision. The existing home is in need of substantial renovation or replacement, presenting an exceptional opportunity for investors, builders, or buyers looking to create a custom riverfront retreat tai

$234,900

3 beds1 bath2,036 sq ft

5 Wellwyn Dr, Portland, CT 06480

Expansive acreage • 3.57 acres • Unobstructed views

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this impressive 5-bedroom, 3.5-bath Colonial with expansive living space and a warm, inviting design. Ideally located in a highly desirable neighborhood, this home is minutes from downtown Westbrook, the beach, local shops and nearby hiking trails. The open and inviting family room features soaring cathedral ceilings with exposed wood beams, creating a comfortable and welcoming atmosphere. An eat-in kitchen offers ample space for gatherings, while a quiet reading den with a fireplace provides the perfect retreat. A generous pantry room with main-floor laundry adds everyday convenience. Step outside to a fully fenced in backyard oasis, complete with a large newer Trex deck and fir

$750,000

5 beds3.5 baths2,494 sq ft

210 Fishing Brook Rd, Westbrook, CT 06498

2.43 acre lot • 2 garage spots • Built 1992

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 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 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 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 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 45 Mountain Laurel Ct #45, Cromwell, CT 06416, 2 beds, 1.5 baths

$235,000

2 beds1.5 baths1,365 sq ft

45 Mountain Laurel Ct #45, Cromwell, CT 06416

Property at 644 Bartholomew Rd #4, Middletown, CT 06457, 2 beds, 2.5 baths

$400,000

2 beds2.5 baths2,249 sq ft

644 Bartholomew Rd #4, Middletown, CT 06457

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 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 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 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 1 Geronimo Rd, East Haddam, CT 06423, 3 beds, 2 baths

$299,000

3 beds2 baths1,034 sq ft

1 Geronimo Rd, East Haddam, CT 06423

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 113 Winthrop Rd, Westbrook, CT 06498, 4 beds, 4 baths

$850,000

4 beds4 baths3,890 sq ft

113 Winthrop Rd, Westbrook, CT 06498

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 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 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 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 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 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 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 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 41 Briarwood Dr, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$750,000

2 beds2.5 baths2,132 sq ft

41 Briarwood Dr, Old Saybrook, CT 06475

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 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 24 William St, Portland, CT 06480, 3 beds, 2 baths

$399,900

3 beds2 baths1,496 sq ft

24 William St, Portland, CT 06480

Property at 66 Falls Bashan Rd, Moodus, CT 06469, 3 beds, 2.5 baths

$469,999

3 beds2.5 baths1,976 sq ft

66 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

Property at 31 N Main St, Essex, CT 06426, 4.5 baths

$2,195,000

— beds4.5 baths12,155 sq ft

31 N Main St, Essex, CT 06426

Property at 97 Bushy Hill Rd, Deep River, CT 06417, 3 beds, 2 baths

$281,200

3 beds2 baths1,314 sq ft

97 Bushy Hill Rd, Deep River, CT 06417

Property at 11 E Lake Dr, Middletown, CT 06457, 3 beds, 1.5 baths

$289,000

3 beds1.5 baths1,438 sq ft

11 E Lake Dr, Middletown, CT 06457

Property at 11 Edgewood Rd, Portland, CT 06480, 3 beds, 2 baths

$339,900

3 beds2 baths1,880 sq ft

11 Edgewood Rd, Portland, CT 06480

Property at 175 Lincoln St, Middletown, CT 06457, 4 beds, 1.5 baths

$325,000

4 beds1.5 baths2,005 sq ft

175 Lincoln St, Middletown, CT 06457

Property at 15 Hazen St, Chester, CT 06412, 3 beds, 1 bath

$239,000

3 beds1 bath748 sq ft

15 Hazen St, Chester, CT 06412

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$679,000
Colchester homes for sale
$509,950
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
$359,900
Middletown homes for sale
$369,900
Essex Village homes for sale
$1,237,500
Moodus homes for sale
$469,999
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
$524,900

Counties

Fairfield County homes for sale
$649,900
Hartford County homes for sale
$385,000
Litchfield County homes for sale
$509,500

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%

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