Middlesex County, CT homes for sale & real estate

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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

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
A remodeled Hi-Ranch home where modern updates set the tone, offering a perfect space for your furnishings and an easy move-in experience. Ascend from the brand-new front porch into the inviting main level. Inside, the living room welcomes you with a stunning picture window flanked by two sliders, filling the space with natural light and warmth. The eat-in kitchen features sleek new quartz countertops, stainless steel appliances, a new backsplash, and a slider that leads to a covered rear deck. Three generously sized bedrooms provide plenty of space, including one with its own private half bath for added convenience. Both the full and half baths have been fully remodeled. With brand-new vin

$425,000

3 beds1.5 baths2,198 sq ft

328 Hammock Rd N, Westbrook, CT 06498

0.72 acre lot • Built 1973

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Classic New England Center Hall Colonial set on a professionally landscaped acre offers exceptional quality & craftsmanship throughout. Enter through the covered portico to an inviting foyer. This 4-bedroom, 3.5-bath home features crown moldings, raised paneling & hardwood floors. The main level includes a spacious living room with stone fireplace, formal dining room & redesigned kitchen with 6-ft island, Thermador stainless appliance suite, leathered granite counters & Brighton cabinetry. The breakfast bar opens to a sitting room with 2nd fireplace & custom bar. Beyond double French doors, enjoy the vaulted, sun-filled solarium with glass ceiling & tile

$1,250,000

4 beds3.5 baths3,892 sq ft

11 Essex Hills Dr, Essex, CT 06426

0.92 acre lot • 4 garage spots • Built 1986

NEW 34 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 20 Cherokee Court, an updated and inviting end-unit townhouse in the desirable Oxford Park community, where modern comfort meets effortless style. Sunlight pours through oversized windows, highlighting the open living and dining areas with warm hardwood floors and a striking wood-burning fireplace that anchors the space with cozy, magazine-worthy charm. The refreshed kitchen features clean lines, ample storage, and sliders that open to your private patio, creating an easy flow for morning coffee or relaxed outdoor dining, while a full bath on the main level adds everyday convenience for guests and flexible living. Upstairs, three spacious bedrooms offer peaceful treetop views, in

$269,000

3 beds3.5 baths1,447 sq ft

20 Cherokee Ct #20, Cromwell, CT 06416

Walk-in closet • Serene primary suite • Private patio

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Completely rebuilt in 2025, this stunning home blends modern comfort with thoughtful design on a beautiful 2+ acre setting. Offering 3 spacious bedrooms and 3 full bathrooms, the home features a large eat-in kitchen ideal for gatherings, along with a dedicated dining room complete with a wet bar and beverage refrigerator, perfect for entertaining. The living room showcases soaring cathedral ceilings and a cozy electric fireplace, creating a bright and inviting atmosphere. Hardwood floors run throughout the home, enhancing its warmth and elegance. The convenience of a first-floor bedroom and full bath provides flexible living options, while the second level offers a private primary suite and

$749,900

3 beds3 baths1,991 sq ft

244 Cow Hill Rd, Clinton, CT 06413

2.6 acre lot • 3 garage spots • Built 2025

Property at 71 Tartia Rd, East Hampton, CT 06424, 4 beds, 1.5 baths

$399,900

4 beds1.5 baths1,637 sq ft

71 Tartia Rd, East Hampton, CT 06424

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 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 5 Buttonhook Dr, Portland, CT 06480, 3 beds, 1 bath

$329,000

3 beds1 bath1,416 sq ft

5 Buttonhook Dr, Portland, CT 06480

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 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 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 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 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 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 151 - 153 East Main St #18, Clinton, CT 06413, 3 beds, 2.5 baths

$689,000

3 beds2.5 baths2,200 sq ft

151 - 153 East Main St #18, Clinton, CT 06413

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 151 - 153 East Main St #17, Clinton, CT 06413, 3 beds, 2.5 baths

$679,000

3 beds2.5 baths2,200 sq ft

151 - 153 East Main St #17, 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 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 79 Old Marlborough Rd, East Hampton, CT 06424, 3 beds, 2 baths

$364,900

3 beds2 baths1,829 sq ft

79 Old Marlborough Rd, East Hampton, CT 06424

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 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 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 18 Alexander Rd, Colchester, CT 06415, 3 beds, 1.5 baths

$459,900

3 beds1.5 baths1,329 sq ft

18 Alexander Rd, Colchester, CT 06415

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 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 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 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 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 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 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 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 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 23 Clinton Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$949,900

3 beds2 baths1,510 sq ft

23 Clinton Ave, Old Saybrook, CT 06475

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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
$379,950
Durham homes for sale
$449,900
Westbrook Center homes for sale
$559,000
Portland homes for sale
$399,900
Meriden homes for sale
$357,450
Middletown homes for sale
$365,000
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
$649,000
Hartford County homes for sale
$385,000
Litchfield County homes for sale
$511,000

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

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