Middlesex County, CT homes for sale & real estate

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NEW 3 MINS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This oversized 3-bedroom, 2.5-bath Cape Cod with attached 2 car garage located on a desirable cul-de-sac has a finished basement with plenty of storage. This home has been beautifully updated inside and out. Step into a bright interior with refinished hardwood floors throughout. The stunning new kitchen with all-new cabinetry, and appliances, and a gas stove, The primary suite on the main level includes a walk-in closet and a fully remodeled bathroom with gorgeous tile. glass shower doors. Additional highlights include new AC, new hot water tank, and two versatile outbuildings. Truly move-in ready, this home combines classic Cape charm with modern updates. Enjoy cozy evenings by the living

$485,000

3 beds2.5 baths2,217 sq ft

74 Clarence Ct, Middletown, CT 06457

0.36 acre lot • 2 garage spots • Built 1988

OPEN SUN, 10AM TO 12PM

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 128 Rising Trail Drive, Unit 128 - a charming and spacious 3-bedroom, 1.5-bath condo nestled in a desirable Middletown community. This inviting home offers comfort and convenience across three well-designed levels. The main floor features a bright and airy living room with wide windows that fill the space with natural light, seamlessly flowing into the dining area and kitchen. A convenient half bath completes this level, perfect for guests and everyday living. Upstairs, you'll find two cozy, carpeted bedrooms, a full shared bath, and a laundry area for added ease. The top floor offers a private third bedroom and a generous storage area (unfinished) - ideal for home office or crea

$194,900

3 beds1.5 baths1,232 sq ft

128 Rising Trail Dr #128, Middletown, CT 06457

Half bath • Kitchen • Carpeted bedrooms

NEW 7 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Straight out of a magazine - 42 Pine Ledge Trail, an exceptional new construction Colonial blending timeless elegance & modern luxury. Nestled on just under 4 private acres, this home is set back from the road on an elevated lot, offering seclusion. As you approach via the long, paved driveway, you'll notice a stunning stucco exterior, landscaped grounds, paver walkways, a grand covered entry with stately columns & double front doors & a 3-car garage. Step inside to a breathtaking 2-story foyer w/ soaring 19-ft ceilings. The open-concept main level features 10-ft ceilings, creating an airy & welcoming space ideal for entertaining. The layout flows effortlessly - from

$1,299,999

4 beds4 baths4,356 sq ft

42 Pine Ledge Trl, Durham, CT 06422

Private acres • Grand covered entry • Landscaped grounds

COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This isn't your typical ranch-it's a home that surprises and delights with thoughtful design, flexible spaces, and outdoor living potential that exceeds all expectations. Modern conveniences include generator hook-up for peace of mind during power outages, ensuring your family stays comfortable year-round. Two full baths on the main level provide convenience and comfort, along with the added practicality of main-level laundry-no more trips up and down stairs. The lower level reveals another delightful surprise-an additional family room perfect for entertaining, recreation, or flexible living space. Whether you need a media room, playroom, or home gym, this extra area adapts to your lifestyl

$390,000

2 beds2 baths2,180 sq ft

47 High St, Portland, CT 06480

0.26 acre lot • Garage • Car-dependent

COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
One-floor living just steps from town and the Connecticut River. This well-maintained home features an open floor plan with a spacious family room highlighted by a cathedral ceiling. Offering 3 bedrooms on the main level, plus a finished lower level with two additional rooms-perfect for bedrooms, hobby space, or a home office. Outside, enjoy one garden sheds for storage and projects. * * * Seller is currently in process of hooking property up to city water and city sewer. * * *

$399,900

3 beds2 baths1,352 sq ft

15 Prospect St, Deep River, CT 06417

0.3 acre lot • Garage • Somewhat walkable

Property at 53 Field Rd, Cromwell, CT 06416, 3 beds, 2 baths

$415,000

3 beds2 baths1,107 sq ft

53 Field Rd, Cromwell, CT 06416

Property at 25 Sunridge Ln #25, Cromwell, CT 06416, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,744 sq ft

25 Sunridge Ln #25, Cromwell, CT 06416

Property at 131 Middlesex Ave, Chester, CT 06412, 3 beds, 2.5 baths

$649,000

3 beds2.5 baths1,664 sq ft

131 Middlesex Ave, Chester, CT 06412

Property at 13 Waterside Ln, Clinton, CT 06413, 4 beds, 1.5 baths

$798,000

4 beds1.5 baths1,920 sq ft

13 Waterside Ln, Clinton, CT 06413

Property at 523 Main St, Portland, CT 06480, 2 beds, 2 baths

$299,999

2 beds2 baths1,442 sq ft

523 Main St, Portland, CT 06480

Property at 28 Evergreen Rd, Cromwell, CT 06416, 2 beds, 1 bath

$295,000

2 beds1 bath1,000 sq ft

28 Evergreen Rd, Cromwell, CT 06416

Property at 77 Oconnell RD EXT, Colchester, CT 06415, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,553 sq ft

77 Oconnell RD EXT, Colchester, CT 06415

Property at 25 Essex Glen Dr, Essex, CT 06426, 2 beds, 2.5 baths

$795,000

2 beds2.5 baths1,584 sq ft

25 Essex Glen Dr, Essex, CT 06426

Property at 814 Glastonbury Tpke, Portland, CT 06480, 4 beds, 2.5 baths

$469,900

4 beds2.5 baths2,498 sq ft

814 Glastonbury Tpke, Portland, CT 06480

Property at 12 Burr St, Portland, CT 06480, 3 beds, 3.5 baths

$409,000

3 beds3.5 baths2,158 sq ft

12 Burr St, Portland, CT 06480

Property at 14 Blake St, Ivoryton, CT 06442, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,129 sq ft

14 Blake St, Ivoryton, CT 06442

Property at 129 Falls Landing Rd, Deep River, CT 06417, 4 beds, 2.5 baths

$675,000

4 beds2.5 baths2,550 sq ft

129 Falls Landing Rd, Deep River, CT 06417

Property at 140 Salt Island Rd, Westbrook, CT 06498, 3 beds, 1 bath

$499,900

3 beds1 bath1,170 sq ft

140 Salt Island Rd, Westbrook, CT 06498

Property at 16 West St, East Hampton, CT 06424, 3 beds, 1 bath

$269,900

3 beds1 bath1,444 sq ft

16 West St, East Hampton, CT 06424

Property at 68 Eli Chapman Rd, Moodus, CT 06469, 3 beds, 1.5 baths

$379,900

3 beds1.5 baths1,544 sq ft

68 Eli Chapman Rd, Moodus, CT 06469

Property at 74 Grove St, Middletown, CT 06457, 3 beds, 2 baths

$94,000

3 beds2 baths1,385 sq ft

74 Grove St, Middletown, CT 06457

Property at 135 Carriage Crossing Ln #135, Middletown, CT 06457, 1 bed, 1 bath

$179,000

1 bed1 bath760 sq ft

135 Carriage Crossing Ln #135, Middletown, CT 06457

Property at 59 Founders Vlg #59, Clinton, CT 06413, 2 beds, 2 baths

$309,900

2 beds2 baths1,296 sq ft

59 Founders Vlg #59, Clinton, CT 06413

Property at 45 Main St, Essex, CT 06442, 3 beds, 2.5 baths

$824,900

3 beds2.5 baths2,456 sq ft

45 Main St, Essex, CT 06442

Property at 72 Clubhouse Dr #72, Cromwell, CT 06416, 2 beds, 1 bath

$244,900

2 beds1 bath1,335 sq ft

72 Clubhouse Dr #72, Cromwell, CT 06416

Property at 45 Prospect St, Portland, CT 06480, 3 beds, 1.5 baths

$229,000

3 beds1.5 baths1,124 sq ft

45 Prospect St, Portland, CT 06480

Property at 13 College St, Old Saybrook, CT 06475, 1 bed, 1 bath

$450,000

1 bed1 bath576 sq ft

13 College St, Old Saybrook, CT 06475

Property at 172 Parker Hill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$569,000

4 beds2.5 baths2,815 sq ft

172 Parker Hill Rd, Killingworth, CT 06419

Property at 252 Chestnut Hill Rd, Killingworth, CT 06419, 4 beds, 3.5 baths

$799,000

4 beds3.5 baths2,873 sq ft

252 Chestnut Hill Rd, Killingworth, CT 06419

Property at 288 Middlesex Ave, Chester, CT 06412, 4 beds, 5 baths

$3,375,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

Property at 16 Hickory Hill Dr, Chester, CT 06412, 3 beds, 2.5 baths

$785,000

3 beds2.5 baths1,896 sq ft

16 Hickory Hill Dr, Chester, CT 06412

Property at 47 Plains Rd, Deep River, CT 06417, 3 beds, 2 baths

$519,000

3 beds2 baths1,958 sq ft

47 Plains Rd, Deep River, CT 06417

Property at 11 Orchard Path #11, Westbrook, CT 06498, 2 beds, 2 baths

$669,000

2 beds2 baths2,656 sq ft

11 Orchard Path #11, Westbrook, CT 06498

Property at 1 Tower Hill Rd, Killingworth, CT 06419, 3 beds, 2.5 baths

$600,000

3 beds2.5 baths2,386 sq ft

1 Tower Hill Rd, Killingworth, CT 06419

Property at 407 Grove Beach Rd N, Westbrook, CT 06498, 4 beds, 3 baths

$975,000

4 beds3 baths3,644 sq ft

407 Grove Beach Rd N, Westbrook, CT 06498

Property at 2 Gordon Pl, Middletown, CT 06457, 3 beds, 2 baths

$409,000

3 beds2 baths1,591 sq ft

2 Gordon Pl, Middletown, CT 06457

Property at Undisclosed address, Middletown, CT 06457, 3 beds, 2 baths

$325,000

3 beds2 baths1,178 sq ft

Undisclosed address, Middletown, CT 06457

Property at 51 Linden Ave N, Westbrook, CT 06498, 2 beds, 1 bath

$189,900

2 beds1 bath754 sq ft

51 Linden Ave N, Westbrook, CT 06498

Property at 17 Ridgeview Dr, East Hampton, CT 06424, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,340 sq ft

17 Ridgeview Dr, East Hampton, CT 06424

Property at 170 Main St, Deep River, CT 06417, 7 beds, 5 baths

$1,700,000

7 beds5 baths3,461 sq ft

170 Main St, Deep River, CT 06417

Property at 168 Main St, Deep River, CT 06417, 24 beds, 3 baths

$1,700,000

24 beds3 baths4,180 sq ft

168 Main St, Deep River, CT 06417

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$629,000
Colchester homes for sale
$465,000
East Hampton homes for sale
$429,500
Durham homes for sale
$599,000
Westbrook Center homes for sale
$654,000
Portland homes for sale
$439,450
Meriden homes for sale
$344,950
Middletown homes for sale
$349,950
Essex Village homes for sale
$1,212,500
Moodus homes for sale
$344,900
Old Saybrook Center homes for sale
$895,000
Higganum homes for sale
$562,500
Madison Center homes for sale
$1,395,000
Chester Center homes for sale
$625,000
Northford homes for sale
$654,450

Counties

Fairfield County homes for sale
$700,000
Litchfield County homes for sale
$537,450
New London County homes for sale
$453,000

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)

$440,500

+10.8% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

Middlesex County, CT

$440,500

+10.8%

See more Middlesex County, CT market insights

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