Middlesex County, CT homes for sale & real estate

419 homes

Sort:

Recommended

COMING SOON

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
The tax record may say 1935, but this is far from your typical 1935 home. The original footprint represents just a small portion of the home you see today, thoughtfully renovated and expanded over the decades by its builder-owner to create a home designed for the way we live now. The spacious kitchen features a center island, abundant cabinetry, pantry and breakfast area, flowing easily into the dining room and inviting living spaces. A true standout is the impressive family room addition with vaulted ceiling, walls of windows, its own front entrance and access to the deck, creating flexible space for entertaining, relaxing, a game room, studio or whatever fits your lifestyle. The main leve

$520,000

3 beds2.5 baths2,300 sq ft

12 Ross Rd, Rockfall, CT 06481

Spacious kitchen • Paver patio • Fenced-in retreat

FLOOR PLAN

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Beautifully updated 5+ bedroom home offering an abundance of living space, privacy, and versatility on a peaceful country road. Filled with character and warmth, this spacious property combines timeless charm with thoughtful updates. The remodeled eat-in kitchen provides a welcoming gathering space, while the expansive family room features a beautiful paneled fireplace, stunning hardwood floors, and plenty of room to relax. A tranquil screened porch overlooks the property and offers a wonderful setting to enjoy the surrounding landscape. A major highlight is the complete in-law apartment with its own private entrance, kitchen, bath, bedroom, and oversized living room. Ideal for extended fam

$599,900

5 beds3.5 baths3,872 sq ft

182 Old Cart Rd, Haddam, CT 06438

In-law apartment • Brick fireplace • Screened porch

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This home is located in a sought-after section of Westfield near the Cromwell town line convenient to highways. Vaulted ceilings in the living room/family room/dining area create a bright modern feeling perfect for entertaining. All are connected to an eat-in kitchen where you can sit at the island and keep the cook company. The two bedrooms are both comfortable retreats. The lower level has a large third bedroom with privacy for guests or teens. You'll enjoy the extra room with a full walk-out ideal for games, exercise, parties and gatherings. All this within minutes of commuter highways, shopping, and recreation. You'll love to call this home!

$415,000

3 beds2 baths2,200 sq ft

55 Moss Gln, Middletown, CT 06457

Sought-after section • Large third bedroom • Eat-in kitchen

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 18 Cedar Lane in Westbrook-a contemporary 3-bedroom, 3-full-bath home offering the perfect blend of modern living and beach-community lifestyle. Step inside to an open-concept living space highlighted by soaring cathedral ceilings, and the stone wood burning fireplace in the living room. Open to a beautifully remodeled kitchen completed in 2023 with an adjacent dining area. Designed for cooking, gathering, and entertaining, the kitchen features stainless steel appliances, granite countertops, and an oversized center island. An enclosed sunroom provides flexible year-round living space and opens through sliders to the deck-perfect for extending everyday living outdoors. The main-l

$1,100,000

3 beds3 baths2,556 sq ft

18 Cedar Ln, Westbrook, CT 06498

Remodeled kitchen • Granite countertops • 0.37 acre lot

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Opportunity awaits in this spacious three-bedroom, one-and-a-half-bath townhouse offering three levels of flexible living space and immediate occupancy. Enjoy the convenience of your own private entrance and a covered carport that helps protect your vehicle from the elements year-round. The main level features a functional kitchen and an open living and dining area with sliders leading to outdoor space-perfect for relaxing or entertaining. Upstairs, you'll find two comfortable bedrooms, a full bath, and conveniently located second-floor laundry. The private third-floor bedroom offers separation from the rest of the home and includes a dedicated storage area, making it ideal for a bedroom, h

$189,900

3 beds1.5 baths1,120 sq ft

170 Rising Trail Dr #170, Middletown, CT 06457

Functional kitchen • Second-floor laundry • Covered carport

Property at 122 Newfield St Unit 3A, Middletown, CT 06457, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,346 sq ft

122 Newfield St Unit 3A, Middletown, CT 06457

Property at 4 Ellis Rd, East Hampton, CT 06424, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,370 sq ft

4 Ellis Rd, East Hampton, CT 06424

Property at 100 N Tower Hill Rd, Killingworth, CT 06419, 5 beds, 2 baths

$599,000

5 beds2 baths2,090 sq ft

100 N Tower Hill Rd, Killingworth, CT 06419

Property at 25 Brickyard Rd, Clinton, CT 06413, 3 beds, 1.5 baths

$459,000

3 beds1.5 baths1,456 sq ft

25 Brickyard Rd, Clinton, CT 06413

Property at 9 Brook Trl, East Hampton, CT 06424, 1 bed, 1 bath

$299,000

1 bed1 bath864 sq ft

9 Brook Trl, East Hampton, CT 06424

Property at 9 Taylor Ridge Rd, Clinton, CT 06413, 4 beds, 2.5 baths

$730,000

4 beds2.5 baths2,964 sq ft

9 Taylor Ridge Rd, Clinton, CT 06413

Property at 120-A Shore Rd, Clinton, CT 06413, 2 beds, 1 bath

$515,000

2 beds1 bath628 sq ft

120-A Shore Rd, Clinton, CT 06413

Property at 85 Freeman Rd, Middletown, CT 06457, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths2,232 sq ft

85 Freeman Rd, Middletown, CT 06457

Property at 44-46 Beach Park Rd, Clinton, CT 06413, 4 beds, 2 baths

$474,900

4 beds2 baths1,417 sq ft

44-46 Beach Park Rd, Clinton, CT 06413

Property at 16 Hawthorne Rd, East Hampton, CT 06424, 3 beds, 2 baths

$625,000

3 beds2 baths1,683 sq ft

16 Hawthorne Rd, East Hampton, CT 06424

Property at 68 Spellman Point Rd, East Hampton, CT 06424, 3 beds, 4.5 baths

$1,299,900

3 beds4.5 baths4,418 sq ft

68 Spellman Point Rd, East Hampton, CT 06424

Property at 10 Shelter Rock Rd, East Haddam, CT 06423, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths4,296 sq ft

10 Shelter Rock Rd, East Haddam, CT 06423

Property at 1 Lancaster Rd, Cromwell, CT 06416, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,995 sq ft

1 Lancaster Rd, Cromwell, CT 06416

Property at 17 E Lake Pl, Middletown, CT 06457, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,164 sq ft

17 E Lake Pl, Middletown, CT 06457

Property at 141 Cimarron Rd, Middletown, CT 06457, 3 beds, 3 baths

$499,999

3 beds3 baths2,628 sq ft

141 Cimarron Rd, Middletown, CT 06457

Property at Lot 15 Lake Overlook Rd, East Hampton, CT 06424, 3 beds, 2.5 baths

$659,995

3 beds2.5 baths2,188 sq ft

Lot 15 Lake Overlook Rd, East Hampton, CT 06424

Property at 500 Washington St #6, Middletown, CT 06457, 2 beds, 2 baths

$135,000

2 beds2 baths880 sq ft

500 Washington St #6, Middletown, CT 06457

Property at 100-R Foot Hills Rd, Durham, CT 06422, 3 beds, 3.5 baths

$1,150,000

3 beds3.5 baths3,474 sq ft

100-R Foot Hills Rd, Durham, CT 06422

Property at 148 Old Marlborough Tpke, Portland, CT 06480, 2 beds, 1 bath

$339,900

2 beds1 bath902 sq ft

148 Old Marlborough Tpke, Portland, CT 06480

Property at 500 Washington St #9, Middletown, CT 06457, 1 bed, 1 bath

$119,000

1 bed1 bath533 sq ft

500 Washington St #9, Middletown, CT 06457

Property at 26 Chittenden Hill Rd, Westbrook, CT 06498, 4 beds, 2 baths

$949,000

4 beds2 baths2,820 sq ft

26 Chittenden Hill Rd, Westbrook, CT 06498

Property at 2 Town Line Dr, East Hampton, CT 06424, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths2,500 sq ft

2 Town Line Dr, East Hampton, CT 06424

Property at 23 Plains Rd, Moodus, CT 06469, 9 beds, 7 baths

$895,000

9 beds7 baths5,444 sq ft

23 Plains Rd, Moodus, CT 06469

Property at 820 Killingworth Rd, Higganum, CT 06441, 3 beds, 2 baths

$525,000

3 beds2 baths2,208 sq ft

820 Killingworth Rd, Higganum, CT 06441

Property at 17 Florida Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths1,872 sq ft

17 Florida Rd, East Haddam, CT 06423

Property at 9 Bellstone Ave, Westbrook, CT 06498, 3 beds, 2.5 baths

$950,000

3 beds2.5 baths2,182 sq ft

9 Bellstone Ave, Westbrook, CT 06498

Property at 46 Farview Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$599,000

3 beds2 baths1,552 sq ft

46 Farview Ave, Old Saybrook, CT 06475

Property at 11 Cove Hill Rd, Essex, CT 06426, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths1,964 sq ft

11 Cove Hill Rd, Essex, CT 06426

Property at 108 Maple Ave, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,550,000

4 beds3 baths3,188 sq ft

108 Maple Ave, Old Saybrook, CT 06475

Property at 123 Fisher Rd, Middletown, CT 06457, 3 beds, 2 baths

$369,999

3 beds2 baths1,537 sq ft

123 Fisher Rd, Middletown, CT 06457

Property at 24 Sunrise Rdg, Rockfall, CT 06481, 4 beds, 2 baths

$420,000

4 beds2 baths1,896 sq ft

24 Sunrise Rdg, Rockfall, CT 06481

Property at 6-B Country Squire Dr Unit 6B, Cromwell, CT 06416, 2 beds, 1 bath

$184,000

2 beds1 bath855 sq ft

6-B Country Squire Dr Unit 6B, Cromwell, CT 06416

Property at 159 Bear Swamp Rd, East Hampton, CT 06424, 5 beds, 3 baths

$574,900

5 beds3 baths2,989 sq ft

159 Bear Swamp Rd, East Hampton, CT 06424

Property at 428 Hammock Rd N, Westbrook, CT 06498, 4 beds, 3.5 baths

$569,000

4 beds3.5 baths2,072 sq ft

428 Hammock Rd N, Westbrook, CT 06498

Property at 492 Long Hill Rd, Middletown, CT 06457, 3 beds, 2 baths

$379,900

3 beds2 baths1,536 sq ft

492 Long Hill Rd, Middletown, CT 06457

Property at 436 Main St, Portland, CT 06480, 3 beds, 2 baths

$275,000

3 beds2 baths1,155 sq ft

436 Main St, Portland, CT 06480

Viewing page 2 of 10

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$647,450
Colchester homes for sale
$429,950
East Hampton homes for sale
$520,000
Deep River Center homes for sale
$464,450
Durham homes for sale
$899,000
Portland homes for sale
$375,000
Meriden homes for sale
$327,450
Middletown homes for sale
$369,900
Essex Village homes for sale
$820,000
Moodus homes for sale
$389,900
Old Saybrook Center homes for sale
$899,000
Higganum homes for sale
$657,000
Madison Center homes for sale
$2,290,000
Chester Center homes for sale
$391,950
Northford homes for sale
$564,900

Counties

Fairfield County homes for sale
$699,000
Hartford County homes for sale
$399,900
New Haven County homes for sale
$415,000

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)

$456,162

+2.5% YoY | Jul 2026

1 year
3 year
5 year

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

Location

Data

Jul 2026

Growth

% YoY

Middlesex County, CT

$456,162

+2.5%

See more Middlesex County, CT market insights

More to explore in Middlesex County, CT

How to buy a house in Middlesex County, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Buy the right home at the right price near Middlesex County with a local Redfin real estate agent.

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.