Middlesex County, CT homes for sale & real estate

337 homes

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This FULLY FURNISHED seasonal cottage offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or entertaining, and a private deck ideal for bonfires. Rinse off after the beach at the outdoor shower and enter through the side door into a functional eat-in kitchen with all essential appliances and recessed lighting, or walk up the front steps to a welcoming, bright entryway that opens into the main livin

$649,900

3 beds1 bath870 sq ft

96 Chalker Beach Rd, Old Saybrook, CT 06475

7,405 sq ft lot • Built 1900 • Listed 158 days

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic atmosphere year-round. At the heart of the home lies a vast chef's kitchen, a culinary masterpiece equipped with top-tier appliances and exquisite millwork by a master craftsman, ensuring both style and functionality. There is a butler's pantry, an elegant paneled library with water views, as well as an

$4,495,000

3 beds3.5 baths4,383 sq ft

7 Hanna Ln, Essex, CT 06426

1.42 acre lot • 2 garage spots • Built 1955

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Coastal Charm Meets Modern Comfort- Stunning 3 Bedroom 2 Bathroom Year-Round Beach House With Ocean Views. Imagine Waking Up To The Sound of Waves and Breathtaking Ocean Views From The Comfort Of Your Own Home! Look No Further, 153 Shore Road Unit #2 Is For You! Enter This Paradise Oasis Through the Brand New Front Porch Area. Inside, You Will Find a Bright and Airy Living Space With Updated Finishes, Central A/C, and a Fully Equipped Laundry Area for Your Convenience. This Home Features Hardwood Floors Throughout The Entire First Floor, Spacious Open Layout, Brand New Windows In The Back Of The Home That Frame Panoramic Views of The Ocean. The Kitchen Offers Cathedral Ceiling, White Cabine

$1,500,000

3 beds2 baths1,576 sq ft

153 Shore Rd #2, Clinton, CT 06413

Panoramic views • Brand new windows • Spacious open layout

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
LOCATION, LOCATION, LOCATION! This spacious 3200 sq. ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac property features custom built-ins, crown moulding, and bay windows that frame the water and fill the space with natural light. An expansive kitchen with custom cabinetry opens to a light-filled sunroom with serene South Cove views. The open-concept living/dining areas offer easy flow for entertaining,

$939,900

3 beds2.5 baths3,286 sq ft

1 Lighthouse Ln, Old Saybrook, CT 06475

0.54 acre lot • 2 garage spots • Built 1987

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
* * A Unique Opportunity at 30 Chestnut Hill Road, Killingworth * * Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of transformation. Exterior work-including masonry, roof detailing, windows, and finish-is underway. Current renovation plans envision a spacious 3-bedroom, 2.5-bath layout featuring a dedicated office, library, and over 3,000 square feet of living space. When completed, the home-along with a barn/gar

$340,000

4 beds1 bath1,756 sq ft

30 Chestnut Hill Rd, Killingworth, CT 06419

Masonry work • Watertight roof • Roof detailing

Property at 38 Three Bridges Rd, East Haddam, CT 06423, 4 beds, 5 baths

$2,395,000

4 beds5 baths4,516 sq ft

38 Three Bridges Rd, East Haddam, CT 06423

Property at 180 Green Hill Rd, Killingworth, CT 06419, 4 beds, 4 baths

$1,499,900

4 beds4 baths4,154 sq ft

180 Green Hill Rd, Killingworth, CT 06419

Property at 175 N Cove Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$3,750,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

Property at 16 Walkley Hill Rd, Haddam, CT 06438, 3 beds, 2 baths

$525,000

3 beds2 baths2,113 sq ft

16 Walkley Hill Rd, Haddam, CT 06438

Property at 151 - 153 East Main St #9, Clinton, CT 06413, 3 beds, 2.5 baths

$649,000

3 beds2.5 baths2,200 sq ft

151 - 153 East Main St #9, Clinton, CT 06413

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

$585,000

4 beds2.5 baths2,402 sq ft

32 Main St, Ivoryton, CT 06442

Property at 77 Main St, East Haddam, CT 06423, 4 beds, 4 baths

$1,600,000

4 beds4 baths4,070 sq ft

77 Main St, East Haddam, CT 06423

Property at 204 Old Blue Hills Rd, Durham, CT 06422, 4 beds, 2 baths

$699,900

4 beds2 baths2,400 sq ft

204 Old Blue Hills Rd, Durham, CT 06422

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

$999,999

3 beds3 baths1,830 sq ft

75 N Main St, East Hampton, CT 06424

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

$519,000

2 beds1.5 baths1,557 sq ft

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

Property at 85 Salem Rd, Colchester, CT 06415, 4 beds, 4 baths

$1,224,000

4 beds4 baths3,628 sq ft

85 Salem Rd, Colchester, CT 06415

Property at 17 Lookout Hl, Essex, CT 06426, 5 beds, 5 baths

$1,349,000

5 beds5 baths5,364 sq ft

17 Lookout Hl, Essex, CT 06426

Property at 129 W Main St, Clinton, CT 06413, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,948 sq ft

129 W Main St, Clinton, CT 06413

Property at 153 Wallingford Rd, Durham, CT 06422, 15 beds, 7.5 baths

$2,800,000

15 beds7.5 baths10,623 sq ft

153 Wallingford Rd, Durham, CT 06422

Property at 148 Wallingford Rd, Durham, CT 06422, 7 beds, 2.5 baths

$1,999,000

7 beds2.5 baths3,308 sq ft

148 Wallingford Rd, Durham, CT 06422

Property at 48A Ironworks Rd, Clinton, CT 06413, 3 beds, 3.5 baths

$899,900

3 beds3.5 baths2,164 sq ft

48A Ironworks Rd, Clinton, CT 06413

Property at Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

$1,200,000

— beds— baths— sq ft

Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

Property at Fairview St, Essex, CT 06426

$125,000

— beds— baths— sq ft

Fairview St, Essex, CT 06426

Property at 40 A Ayers Point Rd, Old Saybrook, CT 06475

$349,000

— beds— baths— sq ft

40 A Ayers Point Rd, Old Saybrook, CT 06475

Property at 0 Lakeside Dr, East Haddam, CT 06423

$75,000

— beds— baths— sq ft

0 Lakeside Dr, East Haddam, CT 06423

Property at 1333A Boston Post Rd, Old Saybrook, CT 06475

$995,000

— beds— baths— sq ft

1333A Boston Post Rd, Old Saybrook, CT 06475

Property at 708 Fox Hopyard Rd, East Haddam, CT 06423

$169,900

— beds— baths— sq ft

708 Fox Hopyard Rd, East Haddam, CT 06423

Property at 709 Fox Hopyard Rd, East Haddam, CT 06423

$159,900

— beds— baths— sq ft

709 Fox Hopyard Rd, East Haddam, CT 06423

$725,000

— beds— baths— sq ft

4 Bank Ln, Essex, CT 06426

Property at Lot 2 Coleman Rd, Middletown, CT 06457

$159,000

— beds— baths— sq ft

Lot 2 Coleman Rd, Middletown, CT 06457

Property at 253 Clark Hill Rd, East Haddam, CT 06423

$375,000

— beds— baths— sq ft

253 Clark Hill Rd, East Haddam, CT 06423

Property at 215 Chamberlain Hill Rd, Higganum, CT 06441

$625,000

— beds— baths— sq ft

215 Chamberlain Hill Rd, Higganum, CT 06441

Property at 4 Laurel Ln, Clinton, CT 06413

$299,000

— beds— baths— sq ft

4 Laurel Ln, Clinton, CT 06413

Property at Mountain Laurel Dr, Middletown, CT 06457

$129,000

— beds— baths— sq ft

Mountain Laurel Dr, Middletown, CT 06457

Property at 428 Plains Rd, Haddam, CT 06438

$125,000

— beds— baths— sq ft

428 Plains Rd, Haddam, CT 06438

Property at 18 west street Ter, Cromwell, CT 06416

$199,900

— beds— baths— sq ft

18 west street Ter, Cromwell, CT 06416

Property at 192 E Main St, Clinton, CT 06413

$799,500

— beds— baths— sq ft

192 E Main St, Clinton, CT 06413

Viewing page 7 of 9

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$649,000
Colchester homes for sale
$499,500
East Hampton homes for sale
$479,500
Durham homes for sale
$649,450
Westbrook Center homes for sale
$559,000
Portland homes for sale
$414,450
Meriden homes for sale
$339,000
Middletown homes for sale
$344,950
Essex Village homes for sale
$1,299,500
Moodus homes for sale
$322,500
Old Saybrook Center homes for sale
$799,900
Higganum homes for sale
$525,000
Madison Center homes for sale
$1,647,500
Chester Center homes for sale
$675,000
Northford homes for sale
$504,900

Counties

Fairfield County homes for sale
$678,900
Hartford County homes for sale
$378,750
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)

$410,000

+5.1% YoY | Oct 2025

1 year
3 year
5 year

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

Location

Data

Oct 2025

Growth

% YoY

Middlesex County, CT

$410,000

+5.1%

See more Middlesex County, CT market insights

More to explore in Middlesex County, CT

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