Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
A MUST-SEE! This stunning 4/5 BR, 2.5 BA Colonial offers 3,188 sq. ft. of living space on a . 38-acre lot with a 2-car garage, semi-inground pool, picturesque farmland behind, and quiet neighborhood! A beautiful wraparound porch welcomes you into a grand, 2-story foyer. The spacious rear Family Room overlooks the pool and features a propane fireplace and crown molding. It's open to an expansive eat-in Kitchen (w/ Breakfast Nook) w/ beautiful cabinetry, granite counters, stainless appliances, island, and pantry! The first floor also features a formal Dining Room w/ trayed ceiling, an impressive Living Room w/ architectural bump-out, and half bath. A delightful 3-season Sunroom offers vaulted

$549,900

4 beds2.5 baths3,188 sq ft

75 Sisk St, Middletown, CT 06457

Semi-inground pool • 3-season sunroom • Finished basement

NEW 2 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Exceptional tri-level townhouse end unit now available in Cedar Ridge; an uncommon community located within the rural confines of South Farms in Middletown, CT. There's ready access to Middletown's business, retail and dining options, just a few miles away. Need to be close the fast track? It's just close enough. What's so appealing about this townhouse besides great value? Let's start with lots of windows adding bright light throughout. Did I mention those are Harvey vinyl replacement windows throughout. There's newer oak hardwood flooring found throughout the LR/DR and second floor hall and bedrooms. A nicely appointed kitchen has stainless appliances, pantry closet, half bath access and

$249,900

2 beds1.5 baths1,132 sq ft

6 Countryside Ln #6, Middletown, CT 06457

Tri-level townhouse • End unit • Vinyl deck

NEW 2 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Why rent when you can build equity . .. This is an excellent opportunity to own this third floor, one bedroom, condo in desirable Carriage Crossing condo complex. This unit has newer HVAC and 2025 hot water heater. Awesome easy living with everything you need in your community. The Carriage Crossing complex offers in-ground pool, sauna, hot tub, tennis court, fitness center and racquetball court. No more gym fees when you have it all in your community. It is also conveniently located close to restaurants, shopping and major highways (I91 and Route 9). Schedule your showing today! Be in your own home for the holidays.

$195,000

1 bed1 bath670 sq ft

223 Carriage Crossing Ln #223, Middletown, CT 06457

Fitness center • Hot tub • Tennis court

NEW 3 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Location, lifestyle, and convenience come together in the heart of Middletown! Just steps from Wesleyan University and a short stroll to bustling Main Street, this 2-bedroom, 1.5-bath townhouse-style condo puts you within walking distance of some of Central Connecticut's best restaurants, coffee shops, boutiques, entertainment, and nightlife. Inside, approximately 1,150 square feet of living space offers a comfortable, functional layout with an open living and dining area, updated flooring, fresh paint, and a terrace perfect for enjoying your morning coffee or unwinding after a long day. Upstairs, two spacious bedrooms, generous closet space, and convenient in-unit laundry provide the every

$179,000

2 beds1.5 baths1,150 sq ft

201 College St #20, Middletown, CT 06457

Terrace • Fresh paint • Updated flooring

NEW 6 HRS AGO

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Step into effortless single-level living at 162 Trolley Crossing Lane. The interior centers around a fluid, sunlit layout finished in crisp, contemporary tones. Anchoring the main living space, the chef's kitchen features handcrafted timber cabinetry, modern appliances, and a casual counter-height bar ideal for hosting. Adjacent dining and lounge spaces are grounded by fresh hard-surface flooring, framed by high-efficiency windows and glass sliders that lead out to a private, sheltered terrace with dedicated storage-a front-row seat to sweeping evening skies. Down the hall, dual quiet suites are fitted with plush carpeting and expansive walk-in wardrobes, with the primary bedroom featuring

$189,900

2 beds1.5 baths860 sq ft

162 Trolley Crossing Ln #162, Middletown, CT 06457

Dedicated storage • Single level living • Chef's kitchen

Property at 92 Cynthia Ln Unit E2, Middletown, CT 06457, 2 beds, 1 bath

$200,000

2 beds1 bath924 sq ft

92 Cynthia Ln Unit E2, Middletown, CT 06457

Property at 107 Tuttle Rd, Durham, CT 06422, 3 beds, 1.5 baths

$435,000

3 beds1.5 baths1,040 sq ft

107 Tuttle Rd, Durham, CT 06422

Property at 127 Carriage Crossing Ln #127, Middletown, CT 06457, 2 beds, 2 baths

$245,000

2 beds2 baths840 sq ft

127 Carriage Crossing Ln #127, Middletown, CT 06457

Property at 7 Kelseytown Rd, Killingworth, CT 06419, 3 beds, 1 bath

$415,000

3 beds1 bath983 sq ft

7 Kelseytown Rd, Killingworth, CT 06419

Property at 38 Farm Hill Rd Rd, Middletown, CT 06457, 2 beds, 1 bath

$284,900

2 beds1 bath800 sq ft

38 Farm Hill Rd Rd, Middletown, CT 06457

Property at 100 Alger Rd, East Haddam, CT 06423, 3 beds, 2 baths

$449,900

3 beds2 baths2,322 sq ft

100 Alger Rd, East Haddam, CT 06423

Property at 16-A Country Squire Dr, Cromwell, CT 06416, 1 bed, 1.5 baths

$164,900

1 bed1.5 baths776 sq ft

16-A Country Squire Dr, Cromwell, CT 06416

Property at 77 Scenic View Dr #23, Deep River, CT 06417, 2 beds, 1 bath

$198,000

2 beds1 bath864 sq ft

77 Scenic View Dr #23, Deep River, CT 06417

Property at 25 Brooks Ln, Portland, CT 06480, 4 beds, 2.5 baths

$374,900

4 beds2.5 baths1,669 sq ft

25 Brooks Ln, Portland, CT 06480

Property at 9 Blake St, Ivoryton, CT 06442, 3 beds, 2 baths

$449,000

3 beds2 baths1,170 sq ft

9 Blake St, Ivoryton, CT 06442

Property at 36 Michele Dr, Portland, CT 06480, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths1,989 sq ft

36 Michele Dr, Portland, CT 06480

Property at 184 Skyview Dr #184, Cromwell, CT 06416, 2 beds, 3.5 baths

$299,900

2 beds3.5 baths1,924 sq ft

184 Skyview Dr #184, Cromwell, CT 06416

Property at 40 Pinehurst Pl, Middletown, CT 06457, 6 beds, 5 baths

$1,430,000

6 beds5 baths4,892 sq ft

40 Pinehurst Pl, Middletown, CT 06457

Property at 45 Main St, Essex, CT 06426, 3 beds, 3 baths

$699,900

3 beds3 baths2,456 sq ft

45 Main St, Essex, CT 06426

Property at 245 Chestnut Hill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths1,982 sq ft

245 Chestnut Hill Rd, Killingworth, CT 06419

Property at 7 Cromwell Ct, Old Saybrook, CT 06475, 4 beds, 2.5 baths

$1,750,000

4 beds2.5 baths2,618 sq ft

7 Cromwell Ct, Old Saybrook, CT 06475

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

$399,900

1 bed1.5 baths1,430 sq ft

159 Wrights Pond Rd, Westbrook, CT 06498

Property at 6 Gilbert Hill Rd, Chester, CT 06412, 3 beds, 2 baths

$525,000

3 beds2 baths1,822 sq ft

6 Gilbert Hill Rd, Chester, CT 06412

Property at 1 Russell St #5, Middletown, CT 06457, 1 bed, 1.5 baths

$159,900

1 bed1.5 baths1,296 sq ft

1 Russell St #5, Middletown, CT 06457

Property at 2 Evensen Pl, Cromwell, CT 06416, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,423 sq ft

2 Evensen Pl, Cromwell, CT 06416

Property at 15 Bittersweet Rdg #15, Middlefield, CT 06455, 2 beds, 1 bath

$319,900

2 beds1 bath1,498 sq ft

15 Bittersweet Rdg #15, Middlefield, CT 06455

Property at 5 Skyline Dr, East Hampton, CT 06424, 4 beds, 2.5 baths

$649,900

4 beds2.5 baths2,767 sq ft

5 Skyline Dr, East Hampton, CT 06424

Property at 30 Skyline Dr, East Hampton, CT 06424, 4 beds, 2.5 baths

$839,900

4 beds2.5 baths2,870 sq ft

30 Skyline Dr, East Hampton, CT 06424

Property at 255 Rock Landing Rd, East Hampton, CT 06438, 3 beds, 2.5 baths

$563,000

3 beds2.5 baths1,998 sq ft

255 Rock Landing Rd, East Hampton, CT 06438

Property at 28 Bluff Ave, Clinton, CT 06413, 2 beds, 1 bath

$429,000

2 beds1 bath960 sq ft

28 Bluff Ave, Clinton, CT 06413

Property at 62 Haddam Neck Rd, East Hampton, CT 06424, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths1,506 sq ft

62 Haddam Neck Rd, East Hampton, CT 06424

Property at 24 Indian Dr, Clinton, CT 06413, 3 beds, 2 baths

$895,000

3 beds2 baths3,032 sq ft

24 Indian Dr, Clinton, CT 06413

Property at 7 Marshall Rd, East Hampton, CT 06424, 2 beds, 1.5 baths

$599,900

2 beds1.5 baths1,151 sq ft

7 Marshall Rd, East Hampton, CT 06424

Property at 360 Chauncey Rd, Middletown, CT 06457, 3 beds, 2 baths

$345,000

3 beds2 baths1,201 sq ft

360 Chauncey Rd, Middletown, CT 06457

Property at 9 Beach Park Rd, Clinton, CT 06413, 3 beds, 1.5 baths

$449,000

3 beds1.5 baths1,424 sq ft

9 Beach Park Rd, Clinton, CT 06413

Property at 85 Salem Rd, East Haddam, CT 06423, 4 beds, 4 baths

$1,349,000

4 beds4 baths3,628 sq ft

85 Salem Rd, East Haddam, CT 06423

Property at 98 Pratt Rd, Clinton, CT 06413, 3 beds, 3.5 baths

$1,850,000

3 beds3.5 baths2,293 sq ft

98 Pratt Rd, Clinton, CT 06413

Property at 57 Bailey Rd, East Haddam, CT 06423, 2 beds, 1.5 baths

$380,000

2 beds1.5 baths1,104 sq ft

57 Bailey Rd, East Haddam, CT 06423

Property at 161 Cynthia Ln Unit D5, Middletown, CT 06457, 3 beds, 1.5 baths

$245,900

3 beds1.5 baths1,302 sq ft

161 Cynthia Ln Unit D5, Middletown, CT 06457

Property at 23 Mystique Ln #23, Cromwell, CT 06416, 2 beds, 2 baths

$525,000

2 beds2 baths1,512 sq ft

23 Mystique Ln #23, Cromwell, CT 06416

Property at 50 Smith St, East Hampton, CT 06424, 3 beds, 2 baths

$479,000

3 beds2 baths2,992 sq ft

50 Smith St, East Hampton, CT 06424

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Average home prices near Middlesex County, CT

Cities

Clinton homes for sale
$769,000
Colchester homes for sale
$449,950
East Hampton homes for sale
$399,995
Durham homes for sale
$799,900
Westbrook Center homes for sale
$649,950
Portland homes for sale
$450,000
Meriden homes for sale
$349,950
Middletown homes for sale
$379,500
Essex Village homes for sale
$1,097,000
Moodus homes for sale
$410,000
Old Saybrook Center homes for sale
$995,000
Higganum homes for sale
$615,000
Madison Center homes for sale
$2,195,000
Chester Center homes for sale
$499,900
Northford homes for sale
$492,500

Counties

Fairfield County homes for sale
$699,000
Litchfield County homes for sale
$519,000
New Haven County homes for sale
$418,500

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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