Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Charming Essex condominium in the heart of the Village with spectacular views of the Connecticut River !!! What an amazing opportunity to live in one of the Best Small Towns in America. Enjoy walking to all that Essex has to offer . .. boutiques, antique shops, the famed Black Seal and Griswold Inn eateries, streets lined with beautiful antique homes and more. Dock your boat at the Essex or Dauntless Marinas & literally walk home. This lovely unit is the Penthouse in the Jesse Braddock house. Enjoy year round views of the Connecticut River from your private deck & live care free in your getaway in this beautiful antique home. Whether a full time residence or a part time retreat,

$439,900

2 beds1 bath1,026 sq ft

27 N Main St #8, Essex, CT 06426

Private deck • Roof top deck • $635 HOA

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center-chimney Colonial while enjoying the comfort of a thoughtfully designed 2008 addition. Offering four bedrooms in total, two bedrooms are located within the original 1750 portion of the home, which is not currently livable and requires renovation. This gives the next owner the opportunity to restore an authentic piece of Connecticut history at their own pace while enjoying comfortable living from day one. Everyday living takes place in the 2,963-square-foot addition, featuring a spacious country kitchen with an oversized island, a soaring great room with a floor-to-ceiling stone fir

$699,000

4 beds2.5 baths4,073 sq ft

19 High St, Middlefield, CT 06455

2009 addition • 2008 addition • Oversized island

NEW CONSTRUCTION

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is something that's nearly impossible to find, your own deeded 47-foot boat slip in the sought-after Channelside Association. Launch into the Connecticut River, cruise to Long Island Sound, or enjoy waterfront dining by boat, all from your own backyard. Wake up to water views, spend summer evenings on

$1,450,000

3 beds2 baths2,570 sq ft

81 Essex Rd, Old Saybrook, CT 06475

Water views • Waterfront dining • New construction

FLOOR PLAN

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to your own private retreat in East Hampton! Set on nearly 2 acres, this spacious Colonial offers a rare combination of indoor and outdoor living designed to enjoy in every season. The expansive, level and fully fenced backyard provides plenty of room to entertain, play, garden or gather around a fire on crisp fall evenings. Inside, the eat-in kitchen opens to an impressive two-story family room with vaulted ceiling and dramatic stone fireplace. The French doors lead to the sunroom, hot tub and backyard. The sunroom features a skylight for added natural light and for the cooler months there is pellet stove for added warmth. A flexible first-floor office/guest room with adjacent full

$759,900

4 beds3.5 baths3,987 sq ft

36 Charles Mary Dr, East Hampton, CT 06424

First-floor office • Flexible floor plan • Sunroom

NEW CONSTRUCTION

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
NEW CONSTRUCTION MODERN COLONIAL Beautiful 4-bedroom, 21/2-bath Modern Colonial privately situated on 1.8 acres of rolling country hills. Currently under construction to be complete mid Nov. Exterior features include vinyl siding, Harvey windows, architectural shingles, Trex front porch with white railings, & paved driveway not yet complete. The lot will be professionally graded, topsoiled, and seeded. The approximately 2,232 sq. ft. home features 31/4" natural-finish white oak flooring, tile baths, square-edge flat trim, recessed lighting, & inset floor registers. The kitchen offers white shaker cabinets, quartz counters, navy-blue eat-at island, stainless farmhouse sink, b

$749,900

4 beds2.5 baths2,232 sq ft

85 Freeman Rd, Middletown, CT 06457

Harvey windows • Paved driveway • Vinyl siding

Property at 33 Green Acres Park Dr, Westbrook, CT 06498, 2 beds, 1 bath

$84,900

2 beds1 bath728 sq ft

33 Green Acres Park Dr, Westbrook, CT 06498

Property at 47 E Kings Hwy, Chester, CT 06412, 4 beds, 3.5 baths

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

Property at 288 Middlesex Ave, Chester, CT 06412, 4 beds, 5 baths

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

Property at 88 Main St, Ivoryton, CT 06442, 5 beds, 5.5 baths

$2,200,000

5 beds5.5 baths5,234 sq ft

88 Main St, Ivoryton, CT 06442

Property at 145 Monarca Dr, Middletown, CT 06457, 3 beds, 3.5 baths

$1,200,000

3 beds3.5 baths3,456 sq ft

145 Monarca Dr, Middletown, CT 06457

Property at 215 Chamberlain Hill Rd #3, Higganum, CT 06441, 2 beds, 2.5 baths

$689,900

2 beds2.5 baths2,448 sq ft

215 Chamberlain Hill Rd #3, Higganum, CT 06441

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

$555,000

4 beds2.5 baths1,908 sq ft

85 Oakcliff Rd, Middletown, CT 06457

Property at 11 Old Stage Coach Rd, Higganum, CT 06441, 4 beds, 3 baths

$649,900

4 beds3 baths2,209 sq ft

11 Old Stage Coach Rd, Higganum, CT 06441

Property at 159 Wrights Pond Rd, Westbrook, CT 06498, 1 bed, 1.5 baths

$439,900

1 bed1.5 baths1,430 sq ft

159 Wrights Pond Rd, Westbrook, CT 06498

Property at 1216 Cromwell Hills Dr #1216, Cromwell, CT 06416, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths1,057 sq ft

1216 Cromwell Hills Dr #1216, Cromwell, CT 06416

Property at 2 Hay Field Rd, East Haddam, CT 06415, 2 beds, 1 bath

$189,000

2 beds1 bath448 sq ft

2 Hay Field Rd, East Haddam, CT 06415

Property at 155 Bear Swamp Rd, East Hampton, CT 06424, 3 beds, 1.5 baths

$1,000,000

3 beds1.5 baths2,131 sq ft

155 Bear Swamp Rd, East Hampton, CT 06424

Property at 8-G Country Squire Dr Unit 8G, Cromwell, CT 06416, 1 bed, 1 bath

$189,900

1 bed1 bath720 sq ft

8-G Country Squire Dr Unit 8G, Cromwell, CT 06416

Property at 89 River Rd, East Haddam, CT 06423, 4 beds, 3.5 baths

$5,775,000

4 beds3.5 baths9,852 sq ft

89 River Rd, East Haddam, CT 06423

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

$1,550,000

4 beds4 baths4,070 sq ft

77 Main St, East Haddam, CT 06423

Property at 15 E Shore Dr, Colchester, CT 06415, 3 beds, 2 baths

$639,900

3 beds2 baths1,470 sq ft

15 E Shore Dr, Colchester, CT 06415

Property at 65 Knollwood Dr, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths2,153 sq ft

65 Knollwood Dr, Old Saybrook, CT 06475

Property at 28 Sergeant Morgan Rd, East Hampton, CT 06424, 3 beds, 2.5 baths

$749,900

3 beds2.5 baths2,448 sq ft

28 Sergeant Morgan Rd, East Hampton, CT 06424

Property at 7 Freya Ln, East Hampton, CT 06424, 3 beds, 2.5 baths

$619,900

3 beds2.5 baths1,800 sq ft

7 Freya Ln, East Hampton, CT 06424

Property at 86 Spencer Hl, Clinton, CT 06413, 2 beds, 2 baths

$725,000

2 beds2 baths1,676 sq ft

86 Spencer Hl, Clinton, CT 06413

Property at 13 Mill Rd, Essex, CT 06426, 3 beds, 2.5 baths

$999,000

3 beds2.5 baths1,905 sq ft

13 Mill Rd, Essex, CT 06426

Property at 10 Scholes Ln, Essex, CT 06426, 5 beds, 4 baths

$3,595,000

5 beds4 baths3,769 sq ft

10 Scholes Ln, Essex, CT 06426

Property at 513 Essex Rd, Westbrook, CT 06498, 3 beds, 1 bath

$349,000

3 beds1 bath1,172 sq ft

513 Essex Rd, Westbrook, CT 06498

Property at 1 Day Point Rd #19, East Hampton, CT 06424, 2 beds, 2 baths

$450,000

2 beds2 baths1,152 sq ft

1 Day Point Rd #19, 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 256 Hidden Cove Rd #256, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$510,000

2 beds1.5 baths1,557 sq ft

256 Hidden Cove Rd #256, Old Saybrook, CT 06475

Property at 1270 Saybrook Rd, Haddam, CT 06438, 3 beds, 3 baths

$1,299,000

3 beds3 baths3,375 sq ft

1270 Saybrook Rd, Haddam, CT 06438

Property at 86 Laurel Ridge Trl, Killingworth, CT 06419, 4 beds, 2.5 baths

$899,000

4 beds2.5 baths2,942 sq ft

86 Laurel Ridge Trl, Killingworth, CT 06419

Property at 7A Freya Ln, East Hampton, CT 06424, 5 beds, 2.5 baths

$664,900

5 beds2.5 baths2,648 sq ft

7A Freya Ln, East Hampton, CT 06424

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 85 River Rd Unit G2, Essex, CT 06426, 2 beds, 1.5 baths

$400,000

2 beds1.5 baths1,122 sq ft

85 River Rd Unit G2, Essex, CT 06426

Property at 41 Roberts Rd, Westbrook, CT 06498, 4 beds, 1.5 baths

$399,900

4 beds1.5 baths1,664 sq ft

41 Roberts Rd, Westbrook, CT 06498

Property at 323 River Rd, Deep River, CT 06417, 5 beds, 5.5 baths

$3,750,000

5 beds5.5 baths5,557 sq ft

323 River Rd, Deep River, CT 06417

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 170 Bushy Hill Rd, Deep River, CT 06417, 3 beds, 3 baths

$850,000

3 beds3 baths2,606 sq ft

170 Bushy Hill Rd, Deep River, CT 06417

Property at 40 Evergreen Park, Clinton, CT 06413, 3 beds, 2 baths

$167,900

3 beds2 baths1,680 sq ft

40 Evergreen Park, Clinton, CT 06413

Viewing page 7 of 11

Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$769,000
Colchester homes for sale
$424,500
East Hampton homes for sale
$399,995
Durham homes for sale
$747,000
Westbrook Center homes for sale
$552,000
Portland homes for sale
$472,500
Meriden homes for sale
$354,500
Middletown homes for sale
$379,999
Essex Village homes for sale
$1,097,000
Moodus homes for sale
$410,000
Old Saybrook Center homes for sale
$935,000
Higganum homes for sale
$607,450
Madison Center homes for sale
$2,597,500
Chester Center homes for sale
$512,450
Northford homes for sale
$499,999

Counties

Fairfield County homes for sale
$697,000
Litchfield County homes for sale
$525,000
New Haven County homes for sale
$419,000

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)

$487,908

+14.8% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Middlesex County, CT

$487,908

+14.8%

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