Middlesex County, CT homes for sale & real estate

262 homes

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NEW 4 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge

$6,500,000

5 beds6 baths7,697 sq ft

252 River Rd, Deep River, CT 06417

Stone pathways • Curated landscapes • Gated acres

NEW 34 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Beautifully updated 3 bedroom 2 and 1/2 bath town house. Large, spacious kitchen with ss appliances and plenty of counter space is open to the dining room. Enjoy the living room with big windows and fireplace, perfect for entertaining. The second floor offers 2 bedrooms, laundry and en suite bathroom. The primary bedroom suite encompasses the third floor with a walk-in closet and full bath. The lower level features a family room with sliders that walk out to back yard. Enjoy the pool area and club house in the warmer months. Convenient location, close to shopping, restaurants and highway. Loan fell through on previous offer.

$225,000

3 beds2.5 baths1,505 sq ft

100 Rising Trail Dr #100, Middletown, CT 06457

Big windows • En suite bathroom • Open to dining room

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
Welcome to 117 Coles Road - a hidden gem with incredible potential! This spacious 3-4 bedroom, 2.5-bath home is conveniently located close to major highways and shopping, offering both privacy and accessibility. Situated on a large, level half-acre lot, the property provides a peaceful setting with plenty of room to enjoy the outdoors. Built with solid construction and a thoughtful layout, the home features generously sized rooms throughout. The vaulted family room with a fireplace creates a warm and inviting gathering space, while the sunroom showcases cathedral ceilings, exposed beams, and abundant natural light. The spacious kitchen includes a dining area and sliders that open to a back

$429,000

3 beds2.5 baths2,018 sq ft

117 Coles Rd, Cromwell, CT 06416

0.57 acre lot • 2 garage spots • Built 1985

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 154 Glenwood Terrace, Middletown! This beautifully maintained raised ranch offers comfort, space, and smart upgrades in a desirable neighborhood setting. Featuring numerous updates throughout, this home is move-in ready and designed for easy living. The main level boasts bright, sun-filled living spaces and a seamless flow perfect for everyday living and entertaining. The finished lower level adds valuable additional living space-ideal for a family room, extra bedroom, home office, gym, or guest area. Outside, enjoy a huge yard with plenty of room for outdoor entertaining, gardening, or relaxation. Solar panels provide energy efficiency and long-term savings, making this home bot

$424,900

3 beds1.5 baths1,925 sq ft

154 Glenwood Ter, Middletown, CT 06457

Huge yard • Flexible layout • Solar panels

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 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 22 Ebony Ln, Ivoryton, CT 06442, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,550 sq ft

22 Ebony Ln, Ivoryton, CT 06442

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 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 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 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 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 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 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 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 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 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 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 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 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 30 Cherry Ridge Rd, Middlefield, CT 06455, 4 beds, 3 baths

$875,000

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

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 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 15 Waterview Cir, East Hampton, CT 06424, 2 beds, 1 bath

$174,900

2 beds1 bath840 sq ft

15 Waterview Cir, East Hampton, CT 06424

Property at 12 Fairview Hts, Cromwell, CT 06416, 3 beds, 2 baths

$399,900

3 beds2 baths1,920 sq ft

12 Fairview Hts, 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 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 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 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 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 3 Medley Ln, Clinton, CT 06413, 3 beds, 1.5 baths

$249,000

3 beds1.5 baths2,151 sq ft

3 Medley Ln, Clinton, CT 06413

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$679,000
Colchester homes for sale
$537,500
East Hampton homes for sale
$514,950
Deep River Center homes for sale
$425,000
Durham homes for sale
$449,900
Portland homes for sale
$399,900
Meriden homes for sale
$357,450
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
$649,500
Chester Center homes for sale
$637,000
Northford homes for sale
$499,900

Counties

Fairfield County homes for sale
$649,000
Hartford County homes for sale
$385,000
Litchfield County homes for sale
$499,000

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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