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

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FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. Perfect for multi-generational living. The Bushnell-Dickinson House retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil molding, and classic 12-over-12 windows. It has been lovingly maintained for decades by a master craftsman and a devoted gardener, with a deep respect for historic properties. There is an adorable cottage, complete with a full kitchen and laundry. This offers wonderful flexibility: for visitors, an in-law suite, private studio, or Air B & B. This buil

$900,000

3 beds2.5 baths2,128 sq ft

170 Old Post Rd, Old Saybrook, CT 06475

Period doors • Mature gardens • Authentic hardware

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Welcome to 18 Cedar Lane in Westbrook-a contemporary 3-bedroom, 3-full-bath home offering the perfect blend of modern living and beach-community lifestyle. Step inside to an open-concept living space highlighted by soaring cathedral ceilings, and the stone wood burning fireplace in the living room. Open to a beautifully remodeled kitchen completed in 2023 with an adjacent dining area. Designed for cooking, gathering, and entertaining, the kitchen features stainless steel appliances, granite countertops, and an oversized center island. An enclosed sunroom provides flexible year-round living space and opens through sliders to the deck-perfect for extending everyday living outdoors. The main-l

$1,100,000

3 beds3 baths2,556 sq ft

18 Cedar Ln, Westbrook, CT 06498

Remodeled kitchen • Granite countertops • 0.37 acre lot

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
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

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
The Johnathan Warner house, and later known as the Warner-Brooks House was built by Johnathan Warner in 1798 and is a remarkable testament to early American prosperity, craftsmanship, and vision. Listed on the National Register of Historic Places, this exceptional Federal-style residence retains extraordinary architectural integrity. Heavily documented during construction are original bills, receipts, and construction records documenting the artisans materials, suppliers, and methods used to create this architectural masterpiece. Revered by historians and preserved with exceptional care, this irreplaceable legacy property offers a rare opportunity to own one of Connecticut's most significan

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

3.2 acre lot • 4 garage spots • Built 1798

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence bl

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

Six pile dock • Two slips • Manicured grounds

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 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 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 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 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 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 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 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 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 13 College St, Old Saybrook, CT 06475, 4 beds, 2.5 baths

$1,490,000

4 beds2.5 baths2,070 sq ft

13 College St, Old Saybrook, CT 06475

Property at Lot 1 - 160 Saybrook Rd, Essex, CT 06426, 4 beds, 3.5 baths

$1,985,000

4 beds3.5 baths3,500 sq ft

Lot 1 - 160 Saybrook Rd, Essex, CT 06426

Property at 480 Main St, Middletown, CT 06457, 8 beds, 9 baths

$1,300,000

8 beds9 baths13,837 sq ft

480 Main St, Middletown, CT 06457

Property at 1409 Millbrook Rd, Middletown, CT 06457, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths2,656 sq ft

1409 Millbrook Rd, Middletown, CT 06457

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 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 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 11 River Edge Rd, Old Saybrook, CT 06475, 6 beds, 4 baths

$6,600,000

6 beds4 baths7,169 sq ft

11 River Edge Rd, Old Saybrook, CT 06475

Property at 175 River Rd, Essex, CT 06426, 3 beds, 4 baths

$6,595,000

3 beds4 baths4,664 sq ft

175 River Rd, Essex, CT 06426

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

$5,900,000

4 beds4 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

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 30 Knowles Rd, East Hampton, CT 06424, 4 beds, 4 baths

$1,395,000

4 beds4 baths3,799 sq ft

30 Knowles Rd, East Hampton, CT 06424

Property at 25 Silver Springs Dr, Higganum, CT 06441, 5 beds, 3.5 baths

$1,250,000

5 beds3.5 baths3,689 sq ft

25 Silver Springs Dr, Higganum, CT 06441

Property at 130 Mares Hill Rd, Ivoryton, CT 06442, 4 beds, 3 baths

$979,860

4 beds3 baths2,246 sq ft

130 Mares Hill Rd, Ivoryton, CT 06442

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 151 - 153 East Main St #17, Clinton, CT 06413, 3 beds, 2.5 baths

$869,000

3 beds2.5 baths2,200 sq ft

151 - 153 East Main St #17, Clinton, CT 06413

Property at 82 Main St, East Hampton, CT 06424, 27 beds, 19.5 baths

$3,650,000

27 beds19.5 baths16,973 sq ft

82 Main St, East Hampton, CT 06424

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 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 53 Shanaghans Rd, East Haddam, CT 06423, 5 beds, 4.5 baths

$1,895,000

5 beds4.5 baths6,517 sq ft

53 Shanaghans Rd, East Haddam, CT 06423

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Luxury Homes for Sale in Middlesex County

There are currently 91 luxury homes for sale in Middlesex County at a median listing price of $500K. 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 47 days and receive 4 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 196 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 115 condos, 0 townhouses, and 32 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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