Middlesex County, CT homes for sale & real estate

387 homes

Sort:

Recommended

157 Pine Lake Rd, Westbrook, CT 06498
157 Pine Lake Rd, Westbrook, CT 06498
157 Pine Lake Rd, Westbrook, CT 06498
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to Your Year-Round Waterfront Retreat! Tucked away in a serene setting in the desirable shoreline town of Westbrook, this well-maintained ranch offers the perfect balance of privacy, comfort, and nature. Set on over 2.3 secluded acres with 400 feet of direct frontage on Wright's Pond, this home is a nature lover's paradise. Whether you enjoy fishing, canoeing, paddle boating, or bird watching, you can do it all right from your own backyard A private driveway leads to a spacious 2-car detached garage, offering convenience and plenty of storage. Step inside and you're immediately drawn to the sun-filled vaulted addition with sweeping pond views and abundant natural light-an ideal spac

$749,900

2 beds2 baths2,457 sq ft

157 Pine Lake Rd, Westbrook, CT 06498

2.31 acre lot • 2 garage spots • Car-dependent

47 Ridge Rd, Middletown, CT 06457
47 Ridge Rd, Middletown, CT 06457
47 Ridge Rd, Middletown, CT 06457
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build equity. Located in a prime area just minutes from downtown Main Street, shopping, restaurants, and major highways - convenience is on your side. Whether you're an investor or a buyer looking to make it your own, this is a chance to bring this Ridge Road classic back to life!

$299,900

3 beds1.5 baths1,376 sq ft

47 Ridge Rd, Middletown, CT 06457

6,534 sq ft lot • Somewhat walkable

41 Watrous Point Rd, Old Saybrook, CT 06475
41 Watrous Point Rd, Old Saybrook, CT 06475
41 Watrous Point Rd, Old Saybrook, CT 06475
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old Lyme and south towards Long Island sound. Birdsong fills the air, and sightings of wildlife will keep you in touch with nature. Step inside to a 5,536 SF home that strikes the perfect balance of open and intimate spaces, suited for relaxing, entertaining, following your fitness routine, or simply en

$4,450,000

6 beds4.5 baths5,536 sq ft

41 Watrous Point Rd, Old Saybrook, CT 06475

2.7 acre lot • 3 garage spots • Car-dependent

1 Foxboro Rd, Essex, CT 06426
1 Foxboro Rd, Essex, CT 06426
1 Foxboro Rd, Essex, CT 06426
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views through large, floor-to-ceiling windows. Each room in this residence offers panoramic vistas of the water that inspire tranquility and awe. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, ample counter space, and an inviting atmosphere that makes it the heart of the home. Entertain guest

$4,950,000

4 beds4.5 baths4,131 sq ft

1 Foxboro Rd, Essex, CT 06426

2.7 acre lot • 2 garage spots • Car-dependent

OPEN SUN, 3PM TO 5PM

111 Collins Hill Rd, Portland, CT 06480
111 Collins Hill Rd, Portland, CT 06480
111 Collins Hill Rd, Portland, CT 06480
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Well-maintained 2-bed, 2.5-bath Colonial offering comfort, space, and flexibility. The primary bedroom features a full bath and private deck overlooking the golf course. The second bedroom is bright and spacious with a full bath nearby. Main level includes an extra room-perfect for a home office, playroom, or guest space-alongside a formal dining room, cozy living room with fireplace, and a well-sized kitchen with large pantry. Convenient half bath with laundry room on the main floor. Enjoy the outdoors with both a front and rear deck, ideal for relaxing or entertaining. Located in a quiet, private setting-a perfect blend of tranquility and convenience in desirable Portland!

$339,900

2 beds2.5 baths1,744 sq ft

111 Collins Hill Rd, Portland, CT 06480

1.1 acre lot • Garage • Car-dependent

Property at 115 Town Farm Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$609,000

3 beds2.5 baths2,350 sq ft

115 Town Farm Rd, East Haddam, CT 06423

Property at 328 Old Marlborough Tpke, Portland, CT 06480, 4 beds, 2.5 baths

$635,000

4 beds2.5 baths2,992 sq ft

328 Old Marlborough Tpke, Portland, CT 06480

Property at 96 Chalker Beach Rd, Old Saybrook, CT 06475, 3 beds, 1 bath

$649,900

3 beds1 bath870 sq ft

96 Chalker Beach Rd, Old Saybrook, CT 06475

Property at 95 Training Hill Rd, Middletown, CT 06457, 3 beds, 2 baths

$435,000

3 beds2 baths1,537 sq ft

95 Training Hill Rd, Middletown, CT 06457

Property at 18 King St, Old Saybrook, CT 06475, 3 beds, 3.5 baths

$685,000

3 beds3.5 baths2,660 sq ft

18 King St, Old Saybrook, CT 06475

Property at 97 Wildwood Cir, Durham, CT 06422, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths3,205 sq ft

97 Wildwood Cir, Durham, CT 06422

Property at 3 Essex Sq, Essex, CT 06426, 1.5 baths

$895,000

— beds1.5 baths3,177 sq ft

3 Essex Sq, Essex, CT 06426

Property at 122 Old Post Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,199,000

3 beds2.5 baths3,000 sq ft

122 Old Post Rd, Old Saybrook, CT 06475

Property at 55 Main St, East Haddam, CT 06423, 3 beds, 2.5 baths

$1,500,000

3 beds2.5 baths2,302 sq ft

55 Main St, East Haddam, CT 06423

Property at 35 Boston Rd, Middletown, CT 06457, 4 beds, 1 bath

$455,000

4 beds1 bath1,075 sq ft

35 Boston Rd, Middletown, CT 06457

Property at 67 Hayden Hill Rd, Haddam, CT 06438, 3 beds, 2.5 baths

$800,000

3 beds2.5 baths3,912 sq ft

67 Hayden Hill Rd, Haddam, CT 06438

Property at 42 Bluff St, Westbrook, CT 06498, 4 beds, 4 baths

$1,750,000

4 beds4 baths4,236 sq ft

42 Bluff St, Westbrook, CT 06498

Property at 87 Lake Shore Dr, Middlefield, CT 06455, 2 beds, 1 bath

$305,000

2 beds1 bath760 sq ft

87 Lake Shore Dr, Middlefield, CT 06455

Property at 17 Valley Rd, Clinton, CT 06413, 4 beds, 2 baths

$425,000

4 beds2 baths1,624 sq ft

17 Valley Rd, Clinton, CT 06413

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

$699,900

3 beds2 baths2,560 sq ft

8 Tom Rd, East Haddam, CT 06423

Property at 113E Country Squire Dr Unit 113E, Cromwell, CT 06416, 2 beds, 1 bath

$219,788

2 beds1 bath1,060 sq ft

113E Country Squire Dr Unit 113E, Cromwell, CT 06416

Property at 122 College St, Old Saybrook, CT 06475, 4 beds, 2 baths

$998,868

4 beds2 baths3,200 sq ft

122 College St, Old Saybrook, CT 06475

Property at 19 W Hills Rd, Essex, CT 06442, 3 beds, 2.5 baths

$609,999

3 beds2.5 baths2,648 sq ft

19 W Hills Rd, Essex, CT 06442

Property at 7 Hanna Ln, Essex, CT 06426, 3 beds, 3.5 baths

$4,495,000

3 beds3.5 baths4,383 sq ft

7 Hanna Ln, Essex, CT 06426

Property at 48 Evergreen Rd, Cromwell, CT 06416, 6 beds, 6 baths

$899,000

6 beds6 baths6,226 sq ft

48 Evergreen Rd, Cromwell, CT 06416

Property at 1 Osprey Cmns S, Clinton, CT 06413, 3 beds, 3.5 baths

$1,499,000

3 beds3.5 baths3,130 sq ft

1 Osprey Cmns S, Clinton, CT 06413

Property at 92 Main St #214, Deep River, CT 06417, 2 beds, 2 baths

$259,000

2 beds2 baths1,122 sq ft

92 Main St #214, Deep River, CT 06417

Property at 153 Shore Rd #2, Clinton, CT 06413, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,576 sq ft

153 Shore Rd #2, Clinton, CT 06413

Property at Undisclosed address, Essex, CT 06426, 6 beds, 4 baths

$4,495,000

6 beds4 baths4,951 sq ft

Undisclosed address, Essex, CT 06426

Property at 110 Willowbrook Rd, Cromwell, CT 06416, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,786 sq ft

110 Willowbrook Rd, Cromwell, CT 06416

Property at 2 Lake Louise Dr, Westbrook, CT 06498, 4 beds, 2.5 baths

$1,464,900

4 beds2.5 baths3,381 sq ft

2 Lake Louise Dr, Westbrook, CT 06498

Property at 76 River St W, Old Saybrook, CT 06475, 3 beds, 2 baths

$650,000

3 beds2 baths1,767 sq ft

76 River St W, Old Saybrook, CT 06475

Property at 2 Briar Ct #2, Cromwell, CT 06416, 2 beds, 1.5 baths

$229,900

2 beds1.5 baths1,365 sq ft

2 Briar Ct #2, Cromwell, CT 06416

Property at 73 Lake Shore Dr, East Haddam, CT 06415, 3 beds, 3 baths

$509,900

3 beds3 baths1,742 sq ft

73 Lake Shore Dr, East Haddam, CT 06415

Property at 6 Landing Hill Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$775,000

3 beds2.5 baths2,133 sq ft

6 Landing Hill Rd, East Haddam, CT 06423

Property at 49 Longwood Dr, East Haddam, CT 06415, 4 beds, 2.5 baths

$416,900

4 beds2.5 baths1,864 sq ft

49 Longwood Dr, East Haddam, CT 06415

Property at 75 Carll Rd, Middletown, CT 06457, 4 beds, 2.5 baths

$479,900

4 beds2.5 baths2,605 sq ft

75 Carll Rd, Middletown, CT 06457

Property at 20 Hemlock Dr, Essex, CT 06426, 4 beds, 3.5 baths

$2,200,000

4 beds3.5 baths4,162 sq ft

20 Hemlock Dr, Essex, CT 06426

Property at 49 Economy Dr, Westbrook, CT 06498, 3 beds, 3 baths

$875,000

3 beds3 baths3,081 sq ft

49 Economy Dr, Westbrook, CT 06498

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

$549,900

3 beds1 bath1,196 sq ft

14 Denmore Ln, Old Saybrook, CT 06475

Property at 40 Batt St, Middletown, CT 06457, 2 beds, 1 bath

$239,900

2 beds1 bath912 sq ft

40 Batt St, Middletown, CT 06457

Viewing page 5 of 9

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$629,000
Colchester homes for sale
$389,900
East Hampton homes for sale
$350,000
Durham homes for sale
$569,000
Westbrook Center homes for sale
$664,000
Portland homes for sale
$499,900
Meriden homes for sale
$349,950
Middletown homes for sale
$370,000
Essex Village homes for sale
$1,249,500
Moodus homes for sale
$349,900
Old Saybrook Center homes for sale
$822,450
Higganum homes for sale
$625,000
Madison Center homes for sale
$869,000
Chester Center homes for sale
$790,000
Northford homes for sale
$450,000

Counties

Fairfield County homes for sale
$737,000
Litchfield County homes for sale
$550,000
New London County homes for sale
$433,450

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)

$460,250

+13.9% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Middlesex County, CT

$460,250

+13.9%

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

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

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: 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, TITLE FORWARD, 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

Rocket Mortgage is an affiliated business of Redfin. 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. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

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.