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

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ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth and character throughout. Expansive windows frame water views from nearly every room - north to the Haddam bridge and south across Lord's Island. The kitchen is the heart of this home with a grand center island, top end appliances and custom cabinetry. The adjacent living and dining rooms allow for ef

$3,375,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

2.65 acre lot • 6 garage spots • Built 1800

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Luxury waterfront estate on the Connecticut River with 2.5+ private acres and 397 feet of river frontage. This 6,300 square foot home was fully rebuilt and expanded in 1999 from an 1851 Post and Beam, offering Four to five bedrooms, four baths, and water views from nearly every room. The chef's kitchen features custom cherry cabinetry, Corian counters, Viking six-burner cooktop, and double ovens. Vaulted ceilings, three Granite fireplaces, and custom millwork in mahogany, cherry, and ash showcase craftsmanship throughout. A mahogany spiral staircase leads to a cupola with stunning views. Modern comforts include heated floors (including garage), new HVAC (2024), 400-amp service, 20KW Generac

$2,650,000

4 beds3.5 baths6,406 sq ft

291 Injun Hollow Rd, East Hampton, CT 06424

Private acres • Waterfront estate • River frontage

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Tucked away on 20 spectacular acres, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, functionality, and natural beauty. Whether you're looking for a peaceful retreat, a place to start a hobby farm or a place to build your dream home, this property offers endless opportunities. The existing home could even serve as a charming caretaker's cottage, guest house, or temporary residence while you build! Before stepping inside, you will be impressed by the lawn and flower gardens surrounding the home of this master gardener. Inside, the living room features a striking fieldstone fireplace, cathedral ceiling, and skylights that flood the space with natural light. The kitchen and

$879,500

3 beds1.5 baths2,039 sq ft

275 Route 148, Killingworth, CT 06419

20 acre lot • 5 garage spots • Built 1939

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/ loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility. Also listed as Commercial. Portfolio offered as one package, not individually. Additional detailed financials and census data available.

$2,175,000

1 bed1 bath11,098 sq ft

123 Burgundy Hill Ln, Middletown, CT 06457

1 acre lot • Built 1987 • Listed 87 days

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Every home tells a story and the often admired c. 1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant well-proportioned rooms, ideal for entertaining. The formal living room and dining room, each with their own fireplace, offers the perfect balance of relaxed & refined. The Chef's kitchen with a casual dining area centered around the fireplace is perfect everyday gatherings and the sunroom, with flo

$3,750,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

In-ground pool • Sunroom • Formal living room

Property at 1572 Saybrook Rd, Haddam, CT 06438, 4 beds, 2.5 baths

$1,320,000

4 beds2.5 baths3,036 sq ft

1572 Saybrook Rd, Haddam, CT 06438

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 26 Old Wallingford Rd, Durham, CT 06422, 5 beds, 3 baths

$899,000

5 beds3 baths5,664 sq ft

26 Old Wallingford Rd, Durham, CT 06422

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 12 Rocky Point Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$6,400,000

4 beds4.5 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

Property at 23 Olmstead Rd, East Haddam, CT 06423, 4 beds, 3.5 baths

$1,050,000

4 beds3.5 baths4,176 sq ft

23 Olmstead Rd, East Haddam, CT 06423

Property at 2 Old South Cove Rd, Old Saybrook, CT 06475, 3 beds, 3.5 baths

$1,575,000

3 beds3.5 baths2,500 sq ft

2 Old South Cove Rd, Old Saybrook, CT 06475

Property at 62 Cedar Island Ave, Clinton, CT 06413, 2 beds, 2 baths

$1,000,000

2 beds2 baths930 sq ft

62 Cedar Island Ave, Clinton, CT 06413

Property at 112 Schulman Veslak Rd, East Haddam, CT 06423, 4 beds, 4.5 baths

$1,300,000

4 beds4.5 baths2,847 sq ft

112 Schulman Veslak Rd, East Haddam, CT 06423

Property at 11 N Main St, Essex, CT 06426, 4 beds, 3 baths

$1,400,000

4 beds3 baths3,036 sq ft

11 N Main St, Essex, CT 06426

Property at 703 Fox Hopyard Rd, East Haddam, CT 06423, 3 beds, 3.5 baths

$1,950,000

3 beds3.5 baths3,785 sq ft

703 Fox Hopyard Rd, East Haddam, CT 06423

Property at 153 Shore Rd #2, Clinton, CT 06413, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,576 sq ft

153 Shore Rd #2, Clinton, CT 06413

Property at 38 Three Bridges Rd, East Haddam, CT 06423, 4 beds, 5 baths

$2,395,000

4 beds5 baths4,516 sq ft

38 Three Bridges Rd, East Haddam, CT 06423

Property at 31 N Main St, Essex, CT 06426, 4.5 baths

$2,495,000

— beds4.5 baths12,155 sq ft

31 N Main St, Essex, CT 06426

Property at 17 Lookout Hl, Essex, CT 06426, 5 beds, 5 baths

$1,349,000

5 beds5 baths5,364 sq ft

17 Lookout Hl, Essex, CT 06426

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 85 Salem Rd, Colchester, CT 06415, 4 beds, 4 baths

$1,224,000

4 beds4 baths3,628 sq ft

85 Salem Rd, Colchester, CT 06415

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 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 205 & 206 Fox Hopyard Rd, East Haddam, CT 06423, 3 beds, 4 baths

$1,650,000

3 beds4 baths3,432 sq ft

205 & 206 Fox Hopyard Rd, East Haddam, CT 06423

Property at Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

$1,200,000

— beds— baths— sq ft

Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

Property at 1333A Boston Post Rd, Old Saybrook, CT 06475

$995,000

— beds— baths— sq ft

1333A Boston Post Rd, Old Saybrook, CT 06475

Property at 41B River Rd, Essex, CT 06426

$1,025,000

— beds— baths— sq ft

41B River Rd, Essex, CT 06426

Property at 257 Norwich Salem Rd, Old Lyme, CT 06371

$2,000,000

— beds— baths— sq ft

257 Norwich Salem Rd, Old Lyme, CT 06371

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Luxury Homes for Sale in Middlesex County

There are currently 70 luxury homes for sale in Middlesex County at a median listing price of $480K. 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, 165 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 92 condos, 0 townhouses, and 21 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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