Middlesex County, CT homes for sale & real estate

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45 Summersweet Dr, Haddam, CT 06441
45 Summersweet Dr, Haddam, CT 06441
45 Summersweet Dr, Haddam, CT 06441
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Absolutely stunning 4-bed, 2.5-bath colonial tucked away on a quiet cul-de-sac. From the stone pillars flanking the driveway to the beautifully landscaped grounds, this home is truly exceptional!. Walk into the large entryway full of natural light. To the right, a main-floor office with French doors that opens into a large dining room. The kitchen features maple cabinets, granite counters, a large island, pantry and stainless steel appliances. The kitchen is open to the living room with a wood-burning fireplace. Hardwood floors run throughout the main level. Rounding out this floor is a nice sized mudroom that leads to the oversized 3-car garage. Off the kitchen, a slider opens to a large d

$735,000

4 beds2.5 baths3,195 sq ft

45 Summersweet Dr, Haddam, CT 06441

0.98 acre lot • 3 garage spots • Car-dependent

OPEN SUN, 12PM TO 2PM

70R Tri Mountain Rd, Durham, CT 06422
70R Tri Mountain Rd, Durham, CT 06422
70R Tri Mountain Rd, Durham, CT 06422
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Vacation all year in this exquisite custom ranch on private 4+ acre lot in sought after Durham. Your house will be THE PLACE for friends and family to visit and stay! Enjoy hosting in your spacious living room or formal dining room with wood inlay floor. Casual gatherings are fun and easy in the open family room and kitchen. For some alone time, sit by the fireplace or experience peace by gazing at the fish in the koi pond. Invite friends to enjoy the wide-open lawn or relax in the heated pool and spa on sunny summer days, then sit by the firepit as the evening cools. Overnight quests may never leave once they get comfortable in one of two main level bedrooms with walk in closets and luxuri

$919,900

4 beds5 baths5,855 sq ft

70R Tri Mountain Rd, Durham, CT 06422

4.18 acre lot • 2 garage spots • Pool

OPEN SUN, 12PM TO 2PM

8 Sharon Ln, Old Saybrook, CT 06475
8 Sharon Ln, Old Saybrook, CT 06475
8 Sharon Ln, Old Saybrook, CT 06475
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
This stunning 4,400 sq ft Colonial-style home offers the perfect blend of classic charm and modern luxury, just a half mile from two town beaches. Set on a beautifully landscaped half-acre lot, it feels like new construction thanks to extensive renovations completed in recent years. Every detail has been updated: new electrical, roof, windows, doors, a 1,500-gallon septic system, whole house generator, and fully paid solar system. The first-floor primary suite features a spa-like bathroom with Carra marble and a laundry room for ultimate convenience. A welcoming foyer leads to a spacious front-to-back living room with a fireplace, which flows seamlessly into an oversized dining area with bu

$1,395,000

5 beds3.5 baths3,534 sq ft

8 Sharon Ln, Old Saybrook, CT 06475

0.52 acre lot • 2 garage spots • Car-dependent

36 Maiden Ln, Durham, CT 06422
36 Maiden Ln, Durham, CT 06422
36 Maiden Ln, Durham, CT 06422
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to Wild Acres-where the past whispers, and the future is yours to write. Just a block from Durham's Main Street, this nearly 10-acre property once served as a dairy farm and now stands ready for its next chapter. Open fields stretch wide beneath the sky, heirloom gardens bloom with possibility, and quiet corners invite peace and reflection. Whether your dream includes horses in the pasture, fresh vegetables from your own soil, or evenings spent under a canopy of stars, this land offers the space-and soul-to make it happen. There's room to grow a business, start a family legacy, or simply live with more freedom and purpose. The 1745 farmhouse holds the warmth of generations, with wid

$599,000

3 beds2 baths2,853 sq ft

36 Maiden Ln, Durham, CT 06422

9.75 acre lot • 3 garage spots • Car-dependent

350 Saybrook Rd, Haddam, CT 06441
350 Saybrook Rd, Haddam, CT 06441
350 Saybrook Rd, Haddam, CT 06441
ABOUT THIS HOME
Middlesex County, CT Homes for Sale
CASH ONLY. Cash buyer welcome to this historical colonial home close to Higganum center. Step into this charming home conveniently located within walking distance to town center, town green and school. There are 2 stairways to the second floor with the laundry and bathroom located off the kitchen. Large kitchen windows provide a beautiful view of this lovely backyard. Relax and unwind in the beautiful yard with plenty of room for a garden and entertaining. The large sheds in the backyard offer plenty of storage for all your needs. Don't miss your chance to own this historic home. Schedule your showing today before it's gone.

$300,000

3 beds2 baths2,291 sq ft

350 Saybrook Rd, Haddam, CT 06441

0.53 acre lot • Car-dependent

Property at 55 Bogel Rd, East Haddam, CT 06423, 3 beds, 1.5 baths

$1,088,000

3 beds1.5 baths2,068 sq ft

55 Bogel Rd, East Haddam, CT 06423

Property at 50 Kelseytown Rd, Clinton, CT 06413, 4 beds, 2.5 baths

$775,000

4 beds2.5 baths2,574 sq ft

50 Kelseytown Rd, Clinton, CT 06413

Property at 58 Frissell Ter, Middletown, CT 06457, 3 beds, 2 baths

$365,000

3 beds2 baths1,320 sq ft

58 Frissell Ter, Middletown, CT 06457

Property at 76 High St, Portland, CT 06480, 3 beds, 4 baths

$649,900

3 beds4 baths3,486 sq ft

76 High St, Portland, CT 06480

Property at 6 Spring St, Chester, CT 06412, 2 beds, 3 baths

$790,000

2 beds3 baths1,598 sq ft

6 Spring St, Chester, CT 06412

Property at 92 Cynthia Ln Apt E1, Middletown, CT 06457, 2 beds, 1 bath

$219,900

2 beds1 bath930 sq ft

92 Cynthia Ln Apt E1, Middletown, CT 06457

Property at 154 Falls Rd, East Haddam, CT 06469, 3 beds, 2.5 baths

$799,900

3 beds2.5 baths2,000 sq ft

154 Falls Rd, East Haddam, CT 06469

Property at 76 Bushy Hill Rd, Deep River, CT 06417, 3 beds, 2.5 baths

$465,000

3 beds2.5 baths1,903 sq ft

76 Bushy Hill Rd, Deep River, CT 06417

Property at 12 Bellaire Dr, Old Saybrook, CT 06475, 3 beds, 1 bath

$799,000

3 beds1 bath1,104 sq ft

12 Bellaire Dr, Old Saybrook, CT 06475

Property at 167 Shore Rd, Clinton, CT 06413, 4 beds, 4 baths

$3,150,000

4 beds4 baths4,381 sq ft

167 Shore Rd, Clinton, CT 06413

Property at 23 Falmouth Ct, Middletown, CT 06457, 5 beds, 2.5 baths

$624,900

5 beds2.5 baths2,760 sq ft

23 Falmouth Ct, Middletown, CT 06457

Property at 30 Glenview Dr #30, Cromwell, CT 06416, 3 beds, 2.5 baths

$309,000

3 beds2.5 baths1,770 sq ft

30 Glenview Dr #30, Cromwell, CT 06416

Property at 6 Pheasant Hill Ln, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$625,500

3 beds2.5 baths1,976 sq ft

6 Pheasant Hill Ln, Old Saybrook, CT 06475

Property at 81 Aresco Dr, Middletown, CT 06457, 4 beds, 5 baths

$799,000

4 beds5 baths5,486 sq ft

81 Aresco Dr, Middletown, CT 06457

Property at 27 N Main St, East Hampton, CT 06424, 3 beds, 2 baths

$375,000

3 beds2 baths1,701 sq ft

27 N Main St, East Hampton, CT 06424

Property at 19 Hartford Ave, Old Saybrook, CT 06475, 4 beds, 2 baths

$599,900

4 beds2 baths1,249 sq ft

19 Hartford Ave, Old Saybrook, CT 06475

Property at 37 McKenna Dr, Middletown, CT 06457, 2 beds, 1 bath

$142,900

2 beds1 bath1,100 sq ft

37 McKenna Dr, Middletown, CT 06457

Property at 33 Fenwood Rd, Old Saybrook, CT 06475, 2 beds, 2 baths

$849,900

2 beds2 baths2,042 sq ft

33 Fenwood Rd, Old Saybrook, CT 06475

Property at 12 Sydney Ln, Cromwell, CT 06416, 3 beds, 3 baths

$779,900

3 beds3 baths3,586 sq ft

12 Sydney Ln, Cromwell, CT 06416

Property at 28 S Wig Hill Rd, Chester, CT 06412, 2 beds, 3 baths

$645,000

2 beds3 baths3,091 sq ft

28 S Wig Hill Rd, Chester, CT 06412

Property at 120 Scenic View Dr, Middletown, CT 06457, 4 beds, 3.5 baths

$599,900

4 beds3.5 baths3,833 sq ft

120 Scenic View Dr, Middletown, CT 06457

Property at 44 Linden Ave N, Westbrook, CT 06498, 2 beds, 1 bath

$99,900

2 beds1 bath672 sq ft

44 Linden Ave N, Westbrook, CT 06498

Property at 286 Marlborough St, Portland, CT 06480, 2 beds, 2.5 baths

$749,000

2 beds2.5 baths2,669 sq ft

286 Marlborough St, Portland, CT 06480

Property at 1 Ferry Ln, Portland, CT 06480, 3 beds, 1.5 baths

$265,000

3 beds1.5 baths994 sq ft

1 Ferry Ln, Portland, CT 06480

Property at 205 & 206 Fox Hopyard Rd, East Haddam, CT 06423, 3 beds, 4 baths

$1,750,000

3 beds4 baths3,432 sq ft

205 & 206 Fox Hopyard Rd, East Haddam, CT 06423

Property at 301 Fox Hopyard Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$1,450,000

3 beds2.5 baths2,446 sq ft

301 Fox Hopyard Rd, East Haddam, CT 06423

Property at 114 Lakeside Dr, East Haddam, CT 06423, 2 beds, 1 bath

$699,900

2 beds1 bath780 sq ft

114 Lakeside Dr, East Haddam, CT 06423

Property at 95 Cedar Swamp Rd, Chester, CT 06412, 4 beds, 3.5 baths

$1,017,000

4 beds3.5 baths4,341 sq ft

95 Cedar Swamp Rd, Chester, CT 06412

Property at 95 Shailer Pond Rd, Deep River, CT 06417, 4 beds, 3.5 baths

$1,017,000

4 beds3.5 baths4,341 sq ft

95 Shailer Pond Rd, Deep River, CT 06417

Property at 94 Waldron Dr, Westbrook, CT 06498, 6 beds, 5.5 baths

$979,000

6 beds5.5 baths4,940 sq ft

94 Waldron Dr, Westbrook, CT 06498

Property at 12 Jackson Rd, Killingworth, CT 06419, 3 beds, 3 baths

$2,350,000

3 beds3 baths2,966 sq ft

12 Jackson Rd, Killingworth, CT 06419

Property at 92 Grove Beach Rd S, Westbrook, CT 06498, 3 beds, 1.5 baths

$975,000

3 beds1.5 baths1,318 sq ft

92 Grove Beach Rd S, Westbrook, CT 06498

Property at 72 South Rd, Portland, CT 06480, 2 beds, 2.5 baths

$375,000

2 beds2.5 baths2,862 sq ft

72 South Rd, Portland, CT 06480

Property at 25 Route 79, Killingworth, CT 06419, 3 beds, 1 bath

$295,000

3 beds1 bath2,199 sq ft

25 Route 79, Killingworth, CT 06419

Property at 18 Lynde St, Old Saybrook, CT 06475, 3 beds, 1 bath

$549,000

3 beds1 bath1,185 sq ft

18 Lynde St, Old Saybrook, CT 06475

Property at 12 Rocky Point Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$6,400,000

4 beds4.5 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$629,000
Colchester homes for sale
$417,950
East Hampton homes for sale
$350,000
Durham homes for sale
$569,000
Westbrook Center homes for sale
$631,950
Portland homes for sale
$389,000
Meriden homes for sale
$350,000
Middletown homes for sale
$369,950
Essex Village homes for sale
$1,150,000
Moodus homes for sale
$349,900
Old Saybrook Center homes for sale
$917,450
Higganum homes for sale
$637,450
Madison Center homes for sale
$1,132,000
Chester Center homes for sale
$790,000
Northford homes for sale
$450,000

Counties

Fairfield County homes for sale
$725,000
Litchfield County homes for sale
$550,000
New London County homes for sale
$435,000

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)

$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

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How to buy a house in Middlesex County, CT

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