Middlesex County, CT homes for sale & real estate

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ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, you'll find comfortable one-level living with a functional layout, hardwood floors, and a cozy fireplace. Additional features include an attached garage, partially finished basement for extra living or storage space, and a peaceful backyard with plenty of room to relax or entertain. Conveniently located near shopping, dining, parks, and major commuter routes, this home combines a desirable location with endless potential. Don't miss yo

$399,999

3 beds1 bath1,112 sq ft

104 Higby Rd, Middletown, CT 06457

Half-acre lot • One-level living • Cozy fireplace

NEW CONSTRUCTION

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit your style. The open-concept floor plan is highlighted by a dramatic vaulted-ceiling living room that seamlessly flows into the dining area and gourmet kitchen, creating an inviting space for everyday living and entertaining. The kitchen is designed with quartz countertops, custom millwork cabinetr

$1,490,000

4 beds2.5 baths2,070 sq ft

13 College St, Old Saybrook, CT 06475

Gourmet kitchen • Butler's pantry • 0.23 acre lot

NEW CONSTRUCTION

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
TO BE BUILT, imagine your beautiful NEW construction home here across the street from coveted south cove in Essex, Connecticut. Just minutes away from downtown Essex. Customization is possible. The striking roofline with multiple gables, elegant dormers, and a signature cupola creates architectural presence, while crisp white trim and standing-seam metal roof accents provide clean, sophisticated contrast. This brand new home features traditional New England charm with modern amenities. The expansive 3-car garage is seamlessly integrated into the design with carriage-style doors, decorative hardware, and architectural lighting, providing generous space for vehicles, recreational equipment, o

$1,985,000

4 beds3.5 baths3,500 sq ft

Lot 1 - 160 Saybrook Rd, Essex, CT 06426

Striking roofline • Multiple gables • Elegant dormers

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 4

$1,300,000

8 beds9 baths13,837 sq ft

480 Main St, Middletown, CT 06457

Well-maintained roof • 4,791 sq ft lot • Built 1917

FLOOR PLAN

ABOUT THIS HOME
Middlesex County, CT Homes for Sale
Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring, ceiling fans throughout, and a dramatic two-sided fireplace that serves as a focal point for multiple living areas. German-engineered windows with roll shutters & premium German doors provide exceptional quality. Kitchen features new appliances & an open concept. 2 bedrooms with full bathroo

$1,295,000

4 beds3.5 baths2,656 sq ft

1409 Millbrook Rd, Middletown, CT 06457

Custom log home • 39 acre estate • Panoramic views

Property at 4 Sanfords BRDG, East Haddam, CT 06423, 4 beds, 3 baths

$537,400

4 beds3 baths2,520 sq ft

4 Sanfords BRDG, East Haddam, CT 06423

Property at 57 Summer St, Portland, CT 06480, 4 beds, 3.5 baths

$499,900

4 beds3.5 baths4,390 sq ft

57 Summer St, Portland, CT 06480

Property at 6 Beechwood Dr, Ivoryton, CT 06442, 4 beds, 2.5 baths

$899,900

4 beds2.5 baths2,552 sq ft

6 Beechwood Dr, Ivoryton, CT 06442

Property at 277 Carriage Crossing Ln #277, Middletown, CT 06457, 1 bed, 1 bath

$220,000

1 bed1 bath760 sq ft

277 Carriage Crossing Ln #277, Middletown, CT 06457

Property at 91 Sarah Baker Rd, East Haddam, CT 06423, 2 beds, 1.5 baths

$549,000

2 beds1.5 baths1,061 sq ft

91 Sarah Baker Rd, East Haddam, CT 06423

Property at 88 Powder Hill Rd, Middlefield, CT 06455, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths2,458 sq ft

88 Powder Hill Rd, Middlefield, CT 06455

Property at 194 Liberty St, Middletown, CT 06457, 7 beds, 2 baths

$390,000

7 beds2 baths2,476 sq ft

194 Liberty St, Middletown, CT 06457

Property at 85 River Rd Unit E8, Essex, CT 06426, 2 beds, 1 bath

$324,900

2 beds1 bath1,006 sq ft

85 River Rd Unit E8, Essex, CT 06426

Property at 127 Shore Rd, Clinton, CT 06413, 8 beds, 3 baths

$2,400,000

8 beds3 baths2,709 sq ft

127 Shore Rd, Clinton, CT 06413

Property at 1445 Boston Post Rd, Old Saybrook, CT 06475, 4 beds, 1 bath

$12,000,000

4 beds1 bath2,059 sq ft

1445 Boston Post Rd, Old Saybrook, CT 06475

Property at 15 Broadway N, Westbrook, CT 06498, 2 beds, 1 bath

$99,000

2 beds1 bath672 sq ft

15 Broadway N, Westbrook, CT 06498

Property at 26 Willard Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$1,100,000

3 beds2 baths2,904 sq ft

26 Willard Ave, Old Saybrook, CT 06475

Property at 157 Evergreen Rd, Cromwell, CT 06416, 3 beds, 1.5 baths

$609,900

3 beds1.5 baths1,466 sq ft

157 Evergreen Rd, Cromwell, CT 06416

Property at 7b Freya Ln, East Hampton, CT 06424, 4 beds, 2.5 baths

$639,900

4 beds2.5 baths2,256 sq ft

7b Freya Ln, East Hampton, CT 06424

Property at 179 Route 81, Killingworth, CT 06419, 3 beds, 2 baths

$575,000

3 beds2 baths1,143 sq ft

179 Route 81, Killingworth, CT 06419

Property at 4 Founders Vlg #4, Clinton, CT 06413, 2 beds, 1.5 baths

$294,000

2 beds1.5 baths1,296 sq ft

4 Founders Vlg #4, Clinton, CT 06413

Property at 134 Meadow Woods Rd, Deep River, CT 06417, 3 beds, 2 baths

$2,200,000

3 beds2 baths1,591 sq ft

134 Meadow Woods Rd, Deep River, CT 06417

Property at 87 Main St, Deep River, CT 06417, 8 beds, 6 baths

$1,150,000

8 beds6 baths7,300 sq ft

87 Main St, Deep River, CT 06417

Property at 76 George St, Middletown, CT 06457, 3 beds, 1.5 baths

$429,000

3 beds1.5 baths1,581 sq ft

76 George St, 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 215 Chamberlain Hill Rd #4, Higganum, CT 06441, 2 beds, 2.5 baths

$699,900

2 beds2.5 baths2,166 sq ft

215 Chamberlain Hill Rd #4, Higganum, CT 06441

Property at 215 Chamberlain Hill Rd #1, Higganum, CT 06441, 2 beds, 2.5 baths

$767,000

2 beds2.5 baths2,552 sq ft

215 Chamberlain Hill Rd #1, Higganum, CT 06441

Property at 702 Fox Hopyard Rd, East Haddam, CT 06423, 3 beds, 2.5 baths

$1,550,000

3 beds2.5 baths2,500 sq ft

702 Fox Hopyard Rd, East Haddam, CT 06423

Property at 57 Middle Haddam Rd, East Hampton, CT 06424, 4 beds, 2 baths

$650,000

4 beds2 baths2,046 sq ft

57 Middle Haddam Rd, East Hampton, CT 06424

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 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 150 Millbrook Rd, Middletown, CT 06457, 4 beds, 1 bath

$340,000

4 beds1 bath1,680 sq ft

150 Millbrook Rd, Middletown, CT 06457

Property at 40 Emily Ln, East Hampton, CT 06424, 4 beds, 5 baths

$629,900

4 beds5 baths3,193 sq ft

40 Emily Ln, East Hampton, CT 06424

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 73 Chapman Beach Rd, Westbrook, CT 06498, 4 beds, 2 baths

$1,375,000

4 beds2 baths1,954 sq ft

73 Chapman Beach Rd, Westbrook, CT 06498

Property at 1 Houperts Way, Clinton, CT 06413

$138,700

Land3.14 acres (lot)

1 Houperts Way, Clinton, CT 06413

Property at 0 Cherry Swamp Rd, Moodus, CT 06469

$349,900

Land55.28 acres (lot)

0 Cherry Swamp Rd, Moodus, CT 06469

Property at 38 Dunham Rd, Portland, CT 06480

$40,000

Land7,840 sq ft (lot)

38 Dunham Rd, Portland, CT 06480

Property at 0 Bow Ln, Middletown, CT 06457

$67,000

Land3.90 acres (lot)

0 Bow Ln, Middletown, CT 06457

Property at 216 River Rd, Deep River, CT 06417

$286,000

Land1.63 acres (lot)

216 River Rd, Deep River, CT 06417

Property at Bow Ln, Middletown, CT 06457

$95,000

Land5.50 acres (lot)

Bow Ln, Middletown, CT 06457

Viewing page 8 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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