Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Wonderful opportunity! Private Contemporary Cape in desirable Wesleyan Hills best location on a quiet cul-de-sac that backs up to serene Wadsworth Falls State Park forest 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 suite 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, full bath and o

$499,900

3 beds3 baths3,456 sq ft

109 Red Clover Cir, Middletown, CT 06457

0.55 acre lot • 2 garage spots • Built 1977

NEW 23 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Flippers and Investors, take notice! Enjoy a walkable village setting just minutes to local shops, dining, parks, and the Ivoryton Playhouse. A wonderful opportunity in a highly sought-after Essex neighborhood.

$435,000

3 beds3 baths1,844 sq ft

57 Walnut St, Ivoryton, CT 06442

Parks • Dining • Ivoryton playhouse

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Discover easy one-level living in this beautifully updated condo with private rare courtyard facing location, perfectly situated in one of Middletown's most sought-after communities in the desirable Westfield section. This sun-filled home features soaring 16' ceilings in the open living and dining room, creating a bright and airy atmosphere ideal for both everyday living and entertaining. A cozy wood-burning fireplace adds warmth and charm, while large windows invite abundant natural light throughout. The kitchen has been tastefully renovated with granite counters, sleek new cabinetry, and modern appliances-ready for your next culinary creation. Both full baths have been stylishly updated,

$239,900

2 beds2 baths950 sq ft

88 Carriage Crossing Ln #88, Middletown, CT 06457

$420 HOA • 2 parking spots • Pool

COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of mind. The heart of the home is the fantastic family room, featuring heated tile floors, recessed lighting, a mini-split system, and sliders that open to a covered deck, perfect for indoor-outdoor entertaining in any season. The adjacent pass-through kitchen is both functional and stylish, offering ti

$649,000

4 beds2.5 baths2,550 sq ft

22 Ebony Ln, Ivoryton, CT 06442

1.8 acre lot • Pool • Built 1994

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Attention Investors!!! Opportunity knocks on 12.75 acres with a pond, trails, and exceptional privacy. This expansive 2,200+ sq ft ranch offers 5 bedrooms, 2 full baths, a fireplace, and a rare 4-car garage. The land is a standout with potential for a horse property, a private year round retreat, or possible subdivision potential (Verify with town). With acreage like this, the upside is in the property, this is a full rehab. Excellent location and endless possibilities. Sold as is, cash offers only.

$400,000

5 beds2 baths2,288 sq ft

682 E Pond Meadow Rd, Westbrook, CT 06498

Pond • Horse property • Trails

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 81 Middletown Ave, East Hampton, CT 06424, 3 beds, 2.5 baths

$229,000

3 beds2.5 baths1,068 sq ft

81 Middletown Ave, East Hampton, CT 06424

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 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 14 Denmore Ln, Old Saybrook, CT 06475, 3 beds, 1 bath

$519,900

3 beds1 bath1,196 sq ft

14 Denmore Ln, Old Saybrook, CT 06475

Property at 53 Geer St, Cromwell, CT 06416, 3 beds, 1 bath

$549,900

3 beds1 bath1,482 sq ft

53 Geer St, Cromwell, CT 06416

Property at 163 Cynthia Ln Apt A4, Middletown, CT 06457, 2 beds, 1 bath

$199,900

2 beds1 bath930 sq ft

163 Cynthia Ln Apt A4, Middletown, CT 06457

Property at 50 Garfield Ave, Middletown, CT 06457, 3 beds, 2 baths

$389,900

3 beds2 baths1,366 sq ft

50 Garfield Ave, Middletown, CT 06457

Property at 211 Carriage Crossing Ln #211, Middletown, CT 06457, 2 beds, 2 baths

$244,900

2 beds2 baths950 sq ft

211 Carriage Crossing Ln #211, Middletown, CT 06457

Property at 19 Ironworks Rd, Clinton, CT 06413, 3 beds, 1 bath

$389,900

3 beds1 bath1,573 sq ft

19 Ironworks Rd, Clinton, CT 06413

Property at 1 Ferry Rd, Chester, CT 06412, 3 beds, 3 baths

$685,000

3 beds3 baths2,752 sq ft

1 Ferry Rd, Chester, CT 06412

Property at 5 Seminole Trl, East Hampton, CT 06424, 2 beds, 1 bath

$325,000

2 beds1 bath1,068 sq ft

5 Seminole Trl, East Hampton, CT 06424

Property at 65 Main St #21, Ivoryton, CT 06442, 2 beds, 2 baths

$409,900

2 beds2 baths1,256 sq ft

65 Main St #21, Ivoryton, CT 06442

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 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 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 97 Schnoor Rd, Killingworth, CT 06419, 4 beds, 1.5 baths

$539,900

4 beds1.5 baths1,800 sq ft

97 Schnoor Rd, Killingworth, CT 06419

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 30 Barbara Ave, East Hampton, CT 06424, 2 beds, 1 bath

$249,999

2 beds1 bath1,092 sq ft

30 Barbara Ave, East Hampton, CT 06424

Property at 21 Eastern Dr, Middletown, CT 06457, 5 beds, 2 baths

$220,000

5 beds2 baths1,284 sq ft

21 Eastern Dr, Middletown, CT 06457

Property at 57 Ferry St, Middletown, CT 06457, 9 beds, 4.5 baths

$369,900

9 beds4.5 baths3,334 sq ft

57 Ferry St, Middletown, CT 06457

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 10 Cricket Ct, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$925,000

3 beds1.5 baths1,740 sq ft

10 Cricket Ct, Old Saybrook, CT 06475

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

$280,000

3 beds1 bath1,057 sq ft

581 High St, Middletown, CT 06457

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$679,000
Colchester homes for sale
$550,000
East Hampton homes for sale
$514,950
Deep River Center homes for sale
$422,450
Durham homes for sale
$449,900
Portland homes for sale
$399,900
Meriden homes for sale
$352,500
Middletown homes for sale
$367,450
Essex Village homes for sale
$1,212,500
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
$650,000
Hartford County homes for sale
$383,450
Litchfield County homes for sale
$499,950

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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