Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Charming traditional 3-bedroom Colonial home located on quiet country and very scenic town road minutes to the newly renovated East Haddam historical swing bridge. This impeccably kept home is in move in condition. Perfectly & newly painted with neutral color pallet throughout & nice bright flat ceilings. New plumbing updates, electrical & brand-new carpeting upstairs! Upon entering to the left you will be delighted to see the front to back formal living room with a real masonry fireplace, gorgeous gleaming hard wood flooring and plenty of sunlight with the oversized thermal paned Anderson windows which would cost $1000 a window today. The spacious kitchen is in the back o

$539,000

3 beds2.5 baths2,128 sq ft

7 Bogue Ln, East Haddam, CT 06423

Master bedroom suite • 1.06 acre lot • 2 garage spots

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this well-maintained three-bedroom ranch, situated on a beautiful 1.68-acre lot in East Hampton! Built in 2003, this home offers 1,582 square feet of main-level living space with 3 bedrooms and 2.5 baths. The inviting living area features a cozy fireplace, while central air conditioning provides year-round comfort. The spacious finished lower level offers over 1,000 additional square feet of versatile living space, complete with a second fireplace and bathroom-perfect for a family room, recreation area, home office, or entertaining. Step outside and enjoy the expansive yard, offering plenty of room for outdoor gatherings, gardening, or simply relaxing in your own private setting.

$530,000

3 beds2.5 baths1,582 sq ft

55 Depot Hill Rd, Cobalt, CT 06414

Expansive yard • Cozy fireplace • 1.68-acre lot

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Step back in time without giving up a thing. The John Ventres Jr. House is a classic antique Colonial in Haddam, just minutes from the Connecticut River, and two centuries of character come with the big updates already done: a brand-new roof this year and a new septic system in 2025. Inside, hand-hewn beams, wide-plank pine floors, a brick chimney, and cast-iron radiators tell the home's story, while fresh paint throughout and newer carpeting make it move-in ready. The kitchen pairs creamy white cabinetry and stone counters with a wood-topped island, stainless appliances, and under-cabinet lighting, and it opens to a generous dining room for gatherings. A sunroom with a wood stove is the sp

$499,000

4 beds2 baths2,100 sq ft

4 Gates Way, Haddam, CT 06438

Fresh paint • Hand-hewn beams • Newer carpeting

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Enjoy the lake lifestyle at Beautiful Lake Pocotopaug! With over 1500 sq ft of living space on a . 40-acre lot, this 3-bedroom, two full bathroom ranch style homes offers one floor living and a spacious layout w/ attached 2 car garage. The eat in kitchen features new tile floors, built in shelves and a custom electric stove/hood with plenty of space to entertain. Enjoy your large living area w/ access to a private patio in the backyard. The main bathroom has been remodeled w/ dual granite vanity, tile floor and tub. The primary bedroom features cedar closets attached full bath with walk in shower. Well maintained by the original owner, the home has hardwood floors in all rooms, newer window

$439,900

3 beds2 baths1,523 sq ft

24 Raymond Rd, East Hampton, CT 06424

Remodeled bathroom • Cedar closets • Eat in kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
WHERE THE BEAUTY OF THE SHORELINE MEETS THE LUXURY OF COASTAL LIVING. Experience the sights, sounds, and serenity of waterfront living at 263 Seaside Avenue, where timeless New England charm meets exceptional craftsmanship and modern comfort. Completely reconstructed in 2018, including structural improvements and a third-floor addition, this beautifully appointed four-bedroom, three-full bath, two half bath coastal retreat offers semi-private beach access, thoughtfully designed living spaces, and remarkable attention to detail. The inviting open-concept first floor features custom shiplap walls and ceilings, wood-grain porcelain tile flooring, and abundant natural light. A beautifully desig

$2,275,000

4 beds4 baths2,065 sq ft

263 Seaside Ave, Westbrook, CT 06498

Enclosed porches • Custom shiplap walls • Walk-in pantry

Property at 526 Westfield St, Middletown, CT 06457, 3 beds, 2 baths

$424,900

3 beds2 baths1,520 sq ft

526 Westfield St, Middletown, CT 06457

Property at 65 Highland Ave, Middletown, CT 06457, 3 beds, 2 baths

$399,000

3 beds2 baths1,793 sq ft

65 Highland Ave, Middletown, CT 06457

Property at 61 BAILEY Rd, East Haddam, CT 06423, 1 bed, 1 bath

$215,000

1 bed1 bath480 sq ft

61 BAILEY Rd, East Haddam, CT 06423

Property at 296 Carriage Crossing Ln #296, Middletown, CT 06457, 2 beds, 2 baths

$217,500

2 beds2 baths866 sq ft

296 Carriage Crossing Ln #296, Middletown, CT 06457

Property at 2 Nooks Hill Rd, Cromwell, CT 06416, 6 beds, 2 baths

$250,000

6 beds2 baths2,558 sq ft

2 Nooks Hill Rd, Cromwell, CT 06416

Property at 42 Straits Rd, Chester, CT 06412, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths2,882 sq ft

42 Straits Rd, Chester, CT 06412

Property at 24 Long Hill Rd, Deep River, CT 06417, 4 beds, 2 baths

$489,000

4 beds2 baths2,523 sq ft

24 Long Hill Rd, Deep River, CT 06417

Property at 1 Briarcliffe Trl, Old Saybrook, CT 06475, 4 beds, 1.5 baths

$485,000

4 beds1.5 baths1,373 sq ft

1 Briarcliffe Trl, Old Saybrook, CT 06475

Property at 477 Hunting Hill Ave, Middletown, CT 06457, 4 beds, 2.5 baths

$349,900

4 beds2.5 baths2,572 sq ft

477 Hunting Hill Ave, Middletown, CT 06457

Property at 17 College St, Old Saybrook, CT 06475, 3 beds, 3 baths

$955,000

3 beds3 baths1,960 sq ft

17 College St, Old Saybrook, CT 06475

Property at 39 Grove Rd, Cromwell, CT 06416, 2 beds, 1 bath

$329,900

2 beds1 bath792 sq ft

39 Grove Rd, Cromwell, CT 06416

Property at 57 Shore Rd, East Haddam, CT 06423, 2 beds, 2 baths

$675,000

2 beds2 baths1,856 sq ft

57 Shore Rd, East Haddam, CT 06423

Property at 63 Millbrook Rd, Middletown, CT 06457, 3 beds, 2 baths

$385,000

3 beds2 baths1,963 sq ft

63 Millbrook Rd, Middletown, CT 06457

Property at 66 Durant St, Middletown, CT 06457, 3 beds, 2 baths

$379,999

3 beds2 baths1,848 sq ft

66 Durant St, Middletown, CT 06457

Property at 32 Autumn Ln #32, Middletown, CT 06457, 3 beds, 3 baths

$425,000

3 beds3 baths2,186 sq ft

32 Autumn Ln #32, Middletown, CT 06457

Property at 79 Chestnut Hill Rd, Killingworth, CT 06419, 3 beds, 3 baths

$749,900

3 beds3 baths2,069 sq ft

79 Chestnut Hill Rd, Killingworth, CT 06419

Property at 601 Town St, Moodus, CT 06469, 4 beds, 2 baths

$410,000

4 beds2 baths1,842 sq ft

601 Town St, Moodus, CT 06469

Property at 20 Comstock Ave Unit 4B, Ivoryton, CT 06442, 2 beds, 1.5 baths

$250,000

2 beds1.5 baths828 sq ft

20 Comstock Ave Unit 4B, Ivoryton, CT 06442

Property at 15 Nutmeg Ln, Essex, CT 06426, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths2,160 sq ft

15 Nutmeg Ln, Essex, CT 06426

Property at 60 Bushy Hill Rd, Ivoryton, CT 06442, 3 beds, 3.5 baths

$908,000

3 beds3.5 baths2,950 sq ft

60 Bushy Hill Rd, Ivoryton, CT 06442

Property at 12 Drummers Trl, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths3,277 sq ft

12 Drummers Trl, Old Saybrook, CT 06475

Property at 40 Castle View Dr, Chester, CT 06412, 3 beds, 1.5 baths

$379,900

3 beds1.5 baths1,142 sq ft

40 Castle View Dr, Chester, CT 06412

Property at 7 Hickory Hill Dr, Chester, CT 06412, 3 beds, 2.5 baths

$775,000

3 beds2.5 baths3,002 sq ft

7 Hickory Hill Dr, Chester, CT 06412

Property at 41 Trolley Rd, Westbrook, CT 06498, 2 beds, 1 bath

$275,000

2 beds1 bath573 sq ft

41 Trolley Rd, Westbrook, CT 06498

Property at 38 Autumn Ln #38, Middletown, CT 06457, 3 beds, 3 baths

$469,000

3 beds3 baths2,314 sq ft

38 Autumn Ln #38, Middletown, CT 06457

Property at 15 Novelty Ln, Essex, CT 06426, 3 beds, 2.5 baths

$2,499,000

3 beds2.5 baths2,384 sq ft

15 Novelty Ln, Essex, CT 06426

Property at 5 Northwinds Dr, Ivoryton, CT 06442, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,314 sq ft

5 Northwinds Dr, Ivoryton, CT 06442

Property at 22 Linda Ct #22, Cromwell, CT 06416, 1 bed, 1 bath

$174,900

1 bed1 bath804 sq ft

22 Linda Ct #22, Cromwell, CT 06416

Property at 132 Pepperidge Rd, Portland, CT 06480, 4 beds, 1.5 baths

$450,000

4 beds1.5 baths2,223 sq ft

132 Pepperidge Rd, Portland, CT 06480

Property at 37 Valley Dr, Middletown, CT 06457, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths2,406 sq ft

37 Valley Dr, Middletown, CT 06457

Property at 726 William St Ext, Portland, CT 06480, 4 beds, 2 baths

$539,900

4 beds2 baths2,288 sq ft

726 William St Ext, Portland, CT 06480

Property at 5 Sand Creek Dr, Old Saybrook, CT 06475, 4 beds, 3 baths

$995,000

4 beds3 baths3,684 sq ft

5 Sand Creek Dr, Old Saybrook, CT 06475

Property at 26 Overlook Farms Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$834,900

4 beds2.5 baths3,016 sq ft

26 Overlook Farms Rd, Killingworth, CT 06419

Property at 6 Overlook Dr, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$935,000

4 beds3.5 baths2,816 sq ft

6 Overlook Dr, Old Saybrook, CT 06475

Property at 95 Hunting Hill Ave, Middletown, CT 06457, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,794 sq ft

95 Hunting Hill Ave, Middletown, CT 06457

Property at 37 Colchester Ave, East Hampton, CT 06424, 2 beds, 1 bath

$319,900

2 beds1 bath1,048 sq ft

37 Colchester Ave, East Hampton, CT 06424

Viewing page 3 of 11

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$769,000
Colchester homes for sale
$424,500
East Hampton homes for sale
$399,995
Durham homes for sale
$747,000
Westbrook Center homes for sale
$552,000
Portland homes for sale
$472,500
Meriden homes for sale
$354,500
Middletown homes for sale
$379,999
Essex Village homes for sale
$1,097,000
Moodus homes for sale
$410,000
Old Saybrook Center homes for sale
$935,000
Higganum homes for sale
$607,450
Madison Center homes for sale
$2,597,500
Chester Center homes for sale
$512,450
Northford homes for sale
$499,999

Counties

Fairfield County homes for sale
$697,000
Litchfield County homes for sale
$525,000
New Haven County homes for sale
$419,000

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)

$487,908

+14.8% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Middlesex County, CT

$487,908

+14.8%

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