Middlesex County, CT homes for sale & real estate

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10 Blake St, Essex, CT 06442
10 Blake St, Essex, CT 06442
10 Blake St, Essex, CT 06442
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this 1900 two-story, updated residence located within the quaint village of Ivoryton. This 3 BR, 2.1 BA home features a traditional floor plan with hardwood floors, freshly painted walls, and a remodeled kitchen with an old fashioned cupbard. Upstairs offers the primary with cathedral ceiling and private bath. Two additional bedrooms and bath offer flexibility for family, guests, or home office. The detached 1-bedroom apartment needs some TLC but provides an opportunity for rental income, guests or multigenerational living. Additional outbuildings currently used for storage, include a Victorian style "playhouse/workspace". Being sold as is- bring your ideas and make it

$399,000

3 beds2.5 baths1,860 sq ft

10 Blake St, Essex, CT 06442

0.34 acre lot • Car-dependent

15 Wall St, Middletown, CT 06457
15 Wall St, Middletown, CT 06457
15 Wall St, Middletown, CT 06457
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing ample space for everyone. This home was previously a two-family and has been thoughtfully converted to a single-family residence, but offers the potential to be converted back if desired-perfect for multi-generational living or rental income. Located in a convenient neighborhood close to local ameni

$235,000

4 beds2 baths2,054 sq ft

15 Wall St, Middletown, CT 06457

0.23 acre lot • Very walkable

26 Plains Rd, East Haddam, CT 06469
26 Plains Rd, East Haddam, CT 06469
26 Plains Rd, East Haddam, CT 06469
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Major opportunity! Major price reduction! Major value! Private home seekers, entrepreneurs and investors alike, this property is now priced to sell. This 1840 Greek Revival spanning 4000 square feet of finished space is currently enjoyed as a single family residence but its zoning allows for options ranging from at home businesses, offices, a B & B or even a restaurant! The adjacent and included paved parking lot can be for guests, customers, a pickle ball or tennis court or level area to build an outbuilding. The home has 3+ bedrooms, 2 kitchens, wet bar, great room, 3 full baths, 2 half baths, library, formal and casual dining rooms, lots of storage, walk in closets, second floor sc

$489,000

3 beds3 baths4,040 sq ft

26 Plains Rd, East Haddam, CT 06469

1.1 acre lot • Garage • Car-dependent

OPEN SUN, 11AM TO 1PM

37 Woodland Dr, Old Saybrook, CT 06475
37 Woodland Dr, Old Saybrook, CT 06475
37 Woodland Dr, Old Saybrook, CT 06475
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to Knollwood Beach Association, where charm, comfort, and nature meet in this beautifully updated year-round ranch-style home. Just two blocks from the sandy shores of Knollwood Beach, kayaking stands, tennis , pickleball and basketball courts, a playground, and the association clubhouse, this home is nestled along the Beamon Creek Estuary-a vital migratory stopover for birds that empties into the protected South Cove. Step inside and be welcomed by gleaming hardwood floors and an airy, open layout that stretches from the front of the house to the breathtaking 252-square-foot sunroom at the back. With floor-to-ceiling windows, the sunroom floods the home with natural light and offer

$679,000

2 beds2 baths1,500 sq ft

37 Woodland Dr, Old Saybrook, CT 06475

0.33 acre lot • Car-dependent

10 Silver St, Middletown, CT 06457
10 Silver St, Middletown, CT 06457
10 Silver St, Middletown, CT 06457
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Newly reduced and full of potential-10 Silver Street now comes with a $10,000 price improvement and buyers choice of $15,000 closing credit or full kitchen remodel. A sample rendering from Wren Kitchens is included to inspire your vision. Located in the heart of Middletown, this home offers charm, convenience, and flexible value-all just minutes from restaurants, shops, and Wesleyan University. This charming colonial featuring a newer roof, brand new gas boiler, newer windows, wood floors, has been freshly painted and is move-in ready. The main floor boasts an oversized kitchen, a bright living room, a half bath, and a versatile flex space that can be used as an office, additional bedroom,

$289,999

4 beds1.5 baths1,415 sq ft

10 Silver St, Middletown, CT 06457

4,791 sq ft lot • Very walkable

Property at 23 Portland St, Middletown, CT 06457, 6 beds, 3 baths

$360,000

6 beds3 baths2,622 sq ft

23 Portland St, Middletown, CT 06457

Property at 7 Dickinson Ln, Essex, CT 06426, 4 beds, 5.5 baths

$4,795,000

4 beds5.5 baths6,824 sq ft

7 Dickinson Ln, Essex, CT 06426

Property at 26 Old Wallingford Rd, Durham, CT 06422, 5 beds, 3 baths

$899,000

5 beds3 baths5,664 sq ft

26 Old Wallingford Rd, Durham, CT 06422

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

$845,000

3 beds2.5 baths2,456 sq ft

45 Main St, Essex, CT 06442

Property at 8 Shelter Rock Rd, East Haddam, CT 06423, 3 beds, 2 baths

$799,000

3 beds2 baths2,380 sq ft

8 Shelter Rock Rd, East Haddam, CT 06423

Property at 166 Fiske Ln, Westbrook, CT 06498, 4 beds, 5 baths

$3,575,000

4 beds5 baths4,747 sq ft

166 Fiske Ln, Westbrook, CT 06498

Property at 58 Middle Haddam Rd, East Hampton, CT 06456, 5 beds, 2 baths

$699,000

5 beds2 baths2,010 sq ft

58 Middle Haddam Rd, East Hampton, CT 06456

Property at 75 N Main St, East Hampton, CT 06424, 3 beds, 3 baths

$1,249,000

3 beds3 baths1,830 sq ft

75 N Main St, East Hampton, CT 06424

Property at 156 S Main St, Middletown, CT 06457, 4 beds, 2 baths

$409,000

4 beds2 baths2,214 sq ft

156 S Main St, Middletown, CT 06457

Property at 24 Seabreeze Rd, Old Saybrook, CT 06475, 2 beds, 2 baths

$1,085,000

2 beds2 baths1,952 sq ft

24 Seabreeze Rd, Old Saybrook, CT 06475

Property at 32 Main St, Essex, CT 06442, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths2,402 sq ft

32 Main St, Essex, CT 06442

Property at 52 Rising Trail Dr #52, Middletown, CT 06457, 2 beds, 1.5 baths

$210,000

2 beds1.5 baths1,120 sq ft

52 Rising Trail Dr #52, Middletown, CT 06457

Property at 462 Higby Rd, Middletown, CT 06457, 4 beds, 2.5 baths

$719,000

4 beds2.5 baths2,500 sq ft

462 Higby Rd, Middletown, CT 06457

Property at 85 Evergreen Park, Clinton, CT 06413, 2 beds, 1 bath

$75,000

2 beds1 bath672 sq ft

85 Evergreen Park, Clinton, CT 06413

Property at 88 Winthrop Rd, Chester, CT 06412, 2 beds, 2.5 baths

$985,000

2 beds2.5 baths2,240 sq ft

88 Winthrop Rd, Chester, CT 06412

Property at 23 Lexington Pl S, Durham, CT 06422, 2 beds, 2.5 baths

$299,000

2 beds2.5 baths1,686 sq ft

23 Lexington Pl S, Durham, CT 06422

Property at 29 High Point Dr, East Hampton, CT 06424, 5 beds, 5 baths

$1,350,000

5 beds5 baths4,932 sq ft

29 High Point Dr, East Hampton, CT 06424

Property at 7 Parker Ln, Westbrook, CT 06498, 3 beds, 1 bath

$689,000

3 beds1 bath1,170 sq ft

7 Parker Ln, Westbrook, CT 06498

Property at 14 Blaine Ave, Clinton, CT 06413, 3 beds, 1 bath

$130,000

3 beds1 bath1,080 sq ft

14 Blaine Ave, Clinton, CT 06413

Property at 41 S Main St, Westbrook, CT 06498, 5 beds, 2.5 baths

$569,900

5 beds2.5 baths2,379 sq ft

41 S Main St, Westbrook, CT 06498

Property at 7 Old Depot Rd, Chester, CT 06412, 4 beds, 2.5 baths

$1,150,000

4 beds2.5 baths3,149 sq ft

7 Old Depot Rd, Chester, CT 06412

Property at 76 Osprey Cir, Westbrook, CT 06498, 2 beds, 2 baths

$749,000

2 beds2 baths1,981 sq ft

76 Osprey Cir, Westbrook, CT 06498

Property at 1 Lake Louise Dr, Westbrook, CT 06498, 5 beds, 5 baths

$1,195,000

5 beds5 baths3,870 sq ft

1 Lake Louise Dr, Westbrook, CT 06498

Property at 32 Bashan Rd, East Haddam, CT 06423, 4 beds, 3 baths

$675,000

4 beds3 baths2,135 sq ft

32 Bashan Rd, East Haddam, CT 06423

Property at 118 Sandy Point Rd #118, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$544,000

2 beds1.5 baths1,557 sq ft

118 Sandy Point Rd #118, Old Saybrook, CT 06475

Property at 26 Brookside Ave W, Westbrook, CT 06498, 2 beds, 1 bath

$550,000

2 beds1 bath800 sq ft

26 Brookside Ave W, Westbrook, CT 06498

Property at 4 Old Fenwick Rd, Old Saybrook, CT 06475, 5 beds, 2.5 baths

$1,795,000

5 beds2.5 baths2,994 sq ft

4 Old Fenwick Rd, Old Saybrook, CT 06475

Property at 163-165 Main St, Deep River, CT 06417, 3 beds, 2 baths

$985,000

3 beds2 baths4,184 sq ft

163-165 Main St, Deep River, CT 06417

Property at 131 Burr Hill Rd, Killingworth, CT 06419, 11 beds, 13 baths

$3,250,000

11 beds13 baths14,110 sq ft

131 Burr Hill Rd, Killingworth, CT 06419

Property at 5 Aladdin Ave, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$575,000

3 beds1.5 baths1,176 sq ft

5 Aladdin Ave, Old Saybrook, CT 06475

Property at 33 Deep River Rd, Essex, CT 06409, 3 beds, 2 baths

$829,000

3 beds2 baths7,309 sq ft

33 Deep River Rd, Essex, CT 06409

Property at Unit 2-45 Webster Ln, Middletown, CT 06457, 2 beds, 2 baths

$669,995

2 beds2 baths1,555 sq ft

Unit 2-45 Webster Ln, Middletown, CT 06457

Property at 145 Webster Ln Unit 2-41, Middletown, CT 06457, 2 beds, 2 baths

$589,900

2 beds2 baths1,555 sq ft

145 Webster Ln Unit 2-41, Middletown, CT 06457

Property at 114 Walkley Hill Rd, Haddam, CT 06438, 5 beds, 6 baths

$2,500,000

5 beds6 baths5,768 sq ft

114 Walkley Hill Rd, Haddam, CT 06438

Property at 131 Cow Hill Rd, Clinton, CT 06413, 4 beds, 2 baths

$525,000

4 beds2 baths2,783 sq ft

131 Cow Hill Rd, Clinton, CT 06413

Property at 507 Freya Ln, East Hampton, CT 06424, 4 beds, 2.5 baths

$712,900

4 beds2.5 baths3,271 sq ft

507 Freya Ln, East Hampton, CT 06424

Viewing page 7 of 9

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$629,000
Colchester homes for sale
$464,000
East Hampton homes for sale
$299,950
Deep River Center homes for sale
$432,000
Durham homes for sale
$549,900
Westbrook Center homes for sale
$639,000
Portland homes for sale
$449,950
Meriden homes for sale
$354,900
Middletown homes for sale
$369,990
Essex Village homes for sale
$1,772,000
Moodus homes for sale
$359,950
Old Saybrook Center homes for sale
$949,900
Higganum homes for sale
$625,000
Madison Center homes for sale
$1,395,000
Northford homes for sale
$517,000

Counties

Fairfield County homes for sale
$765,900
Litchfield County homes for sale
$564,500
New London County homes for sale
$449,999

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)

$435,000

+6.4% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Middlesex County, CT

$435,000

+6.4%

See more Middlesex County, CT market insights

More to explore in Middlesex County, CT

How to buy a house in Middlesex County, CT

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