Waterfront homes for sale & real estate in Middlesex County, CT

44 homes

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COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in Middlesex County, CT:
An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while preserving exceptional period detail throughout. Original wide-board chestnut floors and wall panels, six fireplaces (five working and wood-burning), original mantels and millwork, and two stairways, including the captain's staircase in the front foyer, define the home's character. The spacious prim

$685,000

3 beds3 baths2,752 sq ft

1 Ferry Rd, Chester, CT 06412

0.62 acre lot • 5 parking spots • Built 1790

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Waterfront Home for sale in Middlesex County, CT:
This special home is perched high and dry on a sunny lot overlooking the great saltmarsh towards Long Island Sound. The views from this property must be seen to be appreciated and no flood insurance is required. Inside a warm, comfortable and open floorplan awaits the next owner with a private, association beach just a short walk, bike or golf cart ride away. Perfect for you your around home or a summer destination with family and friends. Professional pictures coming soon!

$750,000

2 beds2.5 baths2,132 sq ft

41 Briarwood Dr, Old Saybrook, CT 06475

0.51 acre lot • Built 1960

ABOUT THIS HOME
Waterfront Home for sale in Middlesex County, CT:
Welcome to this charming 4-Bed, 1.5-Bath retreat, Located on 1.3 Acres featuring a private pond on corner lot, beautifully framed by tree-lined surroundings and perennial landscaping, all set within a quiet neighborhood. This classic Farmhouse Colonial offers the perfect blend of character and modern updates-delivering idyllic countryside appeal paired with today's desirable living amenities. Truly, it's the best of both worlds! Inside, the home offers generous living space across multiple levels. The main floor features a comfortable and flexible layout, including a tastefully updated eat-in kitchen, a renovated full bath, a laundry room, and desirable first-floor bedroom or home office. T

$399,900

4 beds1.5 baths1,637 sq ft

71 Tartia Rd, East Hampton, CT 06424

1.3 acre lot • 3 garage spots • Built 1850

COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in Middlesex County, CT:
Charming home set on approximately 2.5 acres with a tranquil private pond-an ideal setting for those seeking peace, nature, and outdoor enjoyment. Relax and watch wildlife visit the pond morning or evening. The sunny, spacious living room features gleaming hardwood floors and a fireplace that adds warmth and ambiance during cooler months. A country style kitchen offers a generous dining area, abundant cabinetry, excellent counter space, and charming open shelving-perfect for today's casual lifestyle. The main level includes three spacious bedrooms, all with hardwood floors and ample closet space, along with a full bath to complete the main level. The finished lower level provides wonderful

$395,000

3 beds1.5 baths2,283 sq ft

120 Warsaw St, Deep River, CT 06417

2.47 acre lot • 2 garage spots • Built 1962

ABOUT THIS HOME
Waterfront Home for sale in Middlesex County, CT:
Set directly on the banks of the Connecticut River, 5 Wellwyn Drive in Portland offers a rare opportunity to own a truly special piece of waterfront land with breathtaking, unobstructed views up and down the river. From sunrise to sunset, the ever-changing scenery provides a front-row seat to one of Connecticut's most iconic waterways. Situated on 3.57 acres with direct river frontage, the property offers a setting that is both private and picturesque, making it an ideal canvas for those with vision. The existing home is in need of substantial renovation or replacement, presenting an exceptional opportunity for investors, builders, or buyers looking to create a custom riverfront retreat tai

$234,900

3 beds1 bath2,036 sq ft

5 Wellwyn Dr, Portland, CT 06480

Expansive acreage • 3.57 acres • Unobstructed views

Property at 33 Briarwood Dr, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$685,000

3 beds1.5 baths2,272 sq ft

33 Briarwood Dr, Old Saybrook, CT 06475

Property at 75 Shore Rd, Clinton, CT 06413, 3 beds, 1.5 baths

$1,649,000

3 beds1.5 baths1,140 sq ft

75 Shore Rd, Clinton, CT 06413

Property at 90 Falls Bashan Rd, Moodus, CT 06469, 3 beds, 1 bath

$329,999

3 beds1 bath1,804 sq ft

90 Falls Bashan Rd, Moodus, CT 06469

Property at 45 Main St, Essex, CT 06442, 3 beds, 2.5 baths

$824,900

3 beds2.5 baths2,456 sq ft

45 Main St, Essex, CT 06442

Property at 85 River Rd Apt B7, Essex, CT 06426, 3 beds, 1.5 baths

$465,000

3 beds1.5 baths1,375 sq ft

85 River Rd Apt B7, Essex, CT 06426

Property at 3 Conn River Rd, East Haddam, CT 06423, 2 beds, 1 bath

$715,000

2 beds1 bath932 sq ft

3 Conn River Rd, East Haddam, CT 06423

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

$639,999

3 beds2.5 baths2,000 sq ft

154 Falls Rd, Moodus, CT 06469

Property at 42 Dogwood Rd, Moodus, CT 06469, 3 beds, 2 baths

$799,900

3 beds2 baths1,944 sq ft

42 Dogwood Rd, Moodus, CT 06469

Property at 131 Cow Hill Rd, Clinton, CT 06413, 4 beds, 2 baths

$540,000

4 beds2 baths2,783 sq ft

131 Cow Hill Rd, Clinton, CT 06413

Property at 17 McKenna Dr, Middletown, CT 06457, 3 beds, 1.5 baths

$159,900

3 beds1.5 baths1,200 sq ft

17 McKenna Dr, Middletown, CT 06457

Property at 50 & 61 Grove Way, Clinton, CT 06413, 3 beds, 3 baths

$2,500,000

3 beds3 baths3,164 sq ft

50 & 61 Grove Way, Clinton, CT 06413

Property at 58 Middle Haddam Rd, East Hampton, CT 06456, 5 beds, 2 baths

$689,000

5 beds2 baths2,010 sq ft

58 Middle Haddam Rd, East Hampton, CT 06456

Property at 100 Dudley Ave Unit H43, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$639,000

2 beds2.5 baths1,920 sq ft

100 Dudley Ave Unit H43, Old Saybrook, CT 06475

Property at 4 Hamburg Rd, East Haddam, CT 06423, 7 beds, 4 baths

$1,799,000

7 beds4 baths3,705 sq ft

4 Hamburg Rd, East Haddam, CT 06423

Property at 96 Ayers Point Rd, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,095,000

4 beds3 baths4,109 sq ft

96 Ayers Point Rd, Old Saybrook, CT 06475

Property at 275 Route 148, Killingworth, CT 06419, 3 beds, 1.5 baths

$879,500

3 beds1.5 baths2,039 sq ft

275 Route 148, Killingworth, CT 06419

Property at 16 Walkley Hill Rd, Haddam, CT 06438, 3 beds, 2 baths

$505,000

3 beds2 baths2,113 sq ft

16 Walkley Hill Rd, Haddam, CT 06438

Property at 11 Phelps Rd, East Haddam, CT 06423, 4 beds, 3 baths

$849,900

4 beds3 baths2,641 sq ft

11 Phelps Rd, East Haddam, CT 06423

Property at 29 High Point Dr, East Hampton, CT 06424, 5 beds, 5 baths

$1,100,000

5 beds5 baths4,932 sq ft

29 High Point Dr, East Hampton, CT 06424

Property at 131 Middlesex Ave, Chester, CT 06412, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths1,664 sq ft

131 Middlesex Ave, Chester, CT 06412

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

$1,600,000

4 beds4 baths4,070 sq ft

77 Main St, East Haddam, CT 06423

Property at 1 Lake Louise Dr, Westbrook, CT 06498, 5 beds, 5 baths

$999,999

5 beds5 baths5,028 sq ft

1 Lake Louise Dr, Westbrook, CT 06498

Property at 24 Seabreeze Rd, Old Saybrook, CT 06475, 2 beds, 2 baths

$1,045,000

2 beds2 baths1,952 sq ft

24 Seabreeze Rd, Old Saybrook, CT 06475

Property at 175 N Cove Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$3,750,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

Property at 448 A - B Grove Beach Rd N, Westbrook, CT 06498, 3 beds, 2 baths

$1,195,000

3 beds2 baths2,170 sq ft

448 A - B Grove Beach Rd N, Westbrook, CT 06498

Property at 291 Injun Hollow Rd, East Hampton, CT 06424, 4 beds, 3.5 baths

$2,650,000

4 beds3.5 baths6,406 sq ft

291 Injun Hollow Rd, East Hampton, CT 06424

Property at 538 Winthrop Rd, Deep River, CT 06417, 2 beds, 1 bath

$329,875

2 beds1 bath650 sq ft

538 Winthrop Rd, Deep River, CT 06417

Property at 118 Sandy Point Rd #118, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$519,000

2 beds1.5 baths1,557 sq ft

118 Sandy Point Rd #118, Old Saybrook, CT 06475

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

$599,999

3 beds2 baths1,143 sq ft

179 Route 81, Killingworth, CT 06419

Property at 153 Wallingford Rd, Durham, CT 06422, 15 beds, 7.5 baths

$2,800,000

15 beds7.5 baths10,623 sq ft

153 Wallingford Rd, Durham, CT 06422

Property at 48A Ironworks Rd, Clinton, CT 06413, 3 beds, 3.5 baths

$899,900

3 beds3.5 baths2,164 sq ft

48A Ironworks Rd, Clinton, CT 06413

Property at 148 Wallingford Rd, Durham, CT 06422, 7 beds, 2.5 baths

$1,999,000

7 beds2.5 baths3,308 sq ft

148 Wallingford Rd, Durham, CT 06422

Property at 4 Laurel Ln, Clinton, CT 06413

$299,000

— beds— baths— sq ft

4 Laurel Ln, Clinton, CT 06413

$4,000

— beds— baths— sq ft

Causeway, Clinton, CT 06413

Property at 1 Houperts Way, Clinton, CT 06413

$175,000

— beds— baths— sq ft

1 Houperts Way, Clinton, CT 06413

Property at 28 & 33 River Rd, Cromwell, CT 06416

$138,000

— beds— baths— sq ft

28 & 33 River Rd, Cromwell, CT 06416

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Waterfront Homes for Sale in Middlesex County

There are currently 44 waterfront homes for sale in Middlesex County at a median listing price of $475K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlesex County stay on the market for 52 days and receive 3 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 168 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 95 condos, 0 townhouses, and 22 multi-family units for sale in Middlesex County last month. Find your dream home in Middlesex County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middlesex County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlesex County. If you're looking to sell your home in the Middlesex County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlesex County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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