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:
Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary suite and media rooms), remodeled bathrooms, new roof, whole house generator, vinyl siding, heating/cooling systems, on demand hot water, patio, and porch.

$895,000

3 beds2 baths3,032 sq ft

24 Indian Dr, Clinton, CT 06413

Media rooms • Primary suite • Vinyl siding

NEW 1 DAY AGOFLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
A distinctive waterfront residence overlooking the Hammonasset River, 98 Pratt Road brings together contemporary architecture, refined interiors, and an extraordinary natural setting. Built in 2024 and situated on nearly an acre, this thoughtfully designed home offers an effortless balance of sophistication and comfort. At its heart, a beautifully appointed kitchen features Cambria quartz countertops, an expansive center island, Bosch appliances, and a generous walk-in pantry. White oak flooring, custom millwork, and carefully selected finishes lend warmth and continuity to the open living spaces, where a gas fireplace creates an inviting focal point. Expansive doors open to a covered deck

$1,850,000

3 beds3.5 baths2,293 sq ft

98 Pratt Rd, Clinton, CT 06413

Covered deck • Private dock • Gas fireplace

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
2 Plots sold together- 7 & 18 Toms Rd. Rare opportunity to own a slice of CT shoreline! Tucked away at the end of a private road, this charming seasonal waterfront cottage offers water on 2 sides, water views on 3, private beach, backyard dock & breathtaking sunsets. Cherished by the same family for generations, this special coastal retreat captures everything there is to love about beach living. Recently refreshed with new flooring, new granite counters, new hot water heater and electrical updates. The cottage features an inviting open floor plan, flexible sleeping accommodations with convenient convertible beds & a spectacular enclosed front porch where you can relax, en

$1,200,000

2 beds0.5 baths624 sq ft

7 Toms Rd, Old Saybrook, CT 06475

Backyard dock • Water views • Private beach

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Welcome to 514 Main Street, a waterfront custom-crafted home built in 2006 with unobstructed, expansive views of North Cove. This coastal-inspired retreat blends sophisticated elegance with everyday functionality. Boasting 3,766 square feet, this home has 4-bedrooms, 3.1-baths with an open-air concept that centers around a spectacular great room, setting the stage for seamless entertaining and comfortable daily living. Steeped in high-end finishes, the main level features an expansive chef's kitchen equipped with granite countertops, a large island, a dedicated walk-in pantry, separate bar/prep sink and double wall ovens. It transitions effortlessly into the dining area, which opens onto a

$2,495,000

4 beds3.5 baths3,766 sq ft

514 Main St, Old Saybrook, CT 06475

Waterfront views • Boardwalk and dock • Screened porch

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Middlesex County, CT:
Experience the charm of coastal living in this beautifully renovated, year-round home with deeded beach access! Built in 2009 and thoughtfully updated, this delightful 4-bedroom, 2-full-bath home offers an exceptional seaside retreat with breathtaking views of the expansive sandy beach directly across the street, complete with beach rights. Inside, bright and inviting living spaces complement a gorgeous new kitchen featuring quartz countertops, a beautifully renovated first-floor full bath, and convenient first-floor laundry. Additional recent improvements include a new heating system, central air conditioning, fresh interior paint, and a new outdoor shower, providing all the comforts of mo

$1,195,000

4 beds2 baths1,593 sq ft

70 Old Mail Trl, Westbrook, CT 06498

Beach rights • Gorgeous new kitchen • Renovated beach home

Property at 180 Tartia Rd, East Hampton, CT 06424, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths2,897 sq ft

180 Tartia Rd, East Hampton, CT 06424

Property at 2 Hawk Brk, Old Saybrook, CT 06475, 3 beds, 3 baths

$900,000

3 beds3 baths3,128 sq ft

2 Hawk Brk, Old Saybrook, CT 06475

Property at 90 Williamsburg Rd, Higganum, CT 06441, 4 beds, 2.5 baths

$1,379,000

4 beds2.5 baths3,061 sq ft

90 Williamsburg Rd, Higganum, CT 06441

Property at 8 Prospect St, Essex, CT 06426, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths2,287 sq ft

8 Prospect St, Essex, CT 06426

Property at 263 Seaside Ave, Westbrook, CT 06498, 4 beds, 4 baths

$2,275,000

4 beds4 baths2,065 sq ft

263 Seaside Ave, Westbrook, CT 06498

Property at 17 College St, Old Saybrook, CT 06475, 3 beds, 3 baths

$955,000

3 beds3 baths1,960 sq ft

17 College St, Old Saybrook, CT 06475

Property at 60 Bushy Hill Rd, Ivoryton, CT 06442, 3 beds, 3.5 baths

$908,000

3 beds3.5 baths2,950 sq ft

60 Bushy Hill Rd, Ivoryton, CT 06442

Property at 12 Drummers Trl, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths3,277 sq ft

12 Drummers Trl, Old Saybrook, CT 06475

Property at 15 Novelty Ln, Essex, CT 06426, 3 beds, 2.5 baths

$2,499,000

3 beds2.5 baths2,384 sq ft

15 Novelty Ln, Essex, CT 06426

Property at 5 Sand Creek Dr, Old Saybrook, CT 06475, 4 beds, 3 baths

$995,000

4 beds3 baths3,684 sq ft

5 Sand Creek Dr, Old Saybrook, CT 06475

Property at 6 Overlook Dr, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$935,000

4 beds3.5 baths2,816 sq ft

6 Overlook Dr, Old Saybrook, CT 06475

Property at 46 Fenwood Grove Rd, Old Saybrook, CT 06475, 5 beds, 3 baths

$1,380,000

5 beds3 baths2,969 sq ft

46 Fenwood Grove Rd, Old Saybrook, CT 06475

Property at 9 Ingham Hill Rd, Essex, CT 06426, 3 beds, 4.5 baths

$1,150,000

3 beds4.5 baths3,308 sq ft

9 Ingham Hill Rd, Essex, CT 06426

Property at 9 Silver Springs Dr, Higganum, CT 06441, 4 beds, 2.5 baths

$895,000

4 beds2.5 baths2,918 sq ft

9 Silver Springs Dr, Higganum, CT 06441

Property at 21 Fenbrook Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,190,000

3 beds2.5 baths1,916 sq ft

21 Fenbrook Rd, Old Saybrook, CT 06475

Property at 300 Dennison Rd, Westbrook, CT 06498, 3 beds, 2.5 baths

$899,900

3 beds2.5 baths1,917 sq ft

300 Dennison Rd, Westbrook, CT 06498

Property at 7 Lord Brk #7, Cromwell, CT 06416, 3 beds, 2.5 baths

$898,000

3 beds2.5 baths2,553 sq ft

7 Lord Brk #7, Cromwell, CT 06416

Property at 25 River Rd, Essex, CT 06426, 4 beds, 2.5 baths

$2,250,000

4 beds2.5 baths3,232 sq ft

25 River Rd, Essex, CT 06426

Property at 4 Copley Rd, Higganum, CT 06441, 4 beds, 3.5 baths

$1,279,000

4 beds3.5 baths3,500 sq ft

4 Copley Rd, Higganum, CT 06441

Property at 24 Mallard Point Rd, Essex, CT 06426, 2 beds, 3 baths

$1,395,000

2 beds3 baths1,880 sq ft

24 Mallard Point Rd, Essex, CT 06426

Property at 64 Highland Ter, East Hampton, CT 06424, 4 beds, 3 baths

$899,999

4 beds3 baths2,352 sq ft

64 Highland Ter, East Hampton, CT 06424

Property at 21 River Rd, Essex, CT 06426, 5 beds, 4.5 baths

$2,850,000

5 beds4.5 baths3,502 sq ft

21 River Rd, Essex, CT 06426

Property at 144 Shore Rd, Clinton, CT 06413, 4 beds, 2 baths

$899,000

4 beds2 baths1,722 sq ft

144 Shore Rd, Clinton, CT 06413

Property at 105 Shore Rd, Clinton, CT 06413, 4 beds, 0.5 baths

$899,000

4 beds0.5 baths925 sq ft

105 Shore Rd, Clinton, CT 06413

Property at 28 River Rd, Essex, CT 06426, 3 beds, 2.5 baths

$1,595,000

3 beds2.5 baths2,359 sq ft

28 River Rd, Essex, CT 06426

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

$1,895,000

3 beds3.5 baths3,720 sq ft

703 Fox Hopyard Rd, East Haddam, CT 06423

Property at 167 Shore Rd, Clinton, CT 06413, 4 beds, 4 baths

$2,495,000

4 beds4 baths4,381 sq ft

167 Shore Rd, Clinton, CT 06413

Property at 64 Haddam Quarter Rd, Durham, CT 06422, 4 beds, 2.5 baths

$899,900

4 beds2.5 baths3,306 sq ft

64 Haddam Quarter Rd, Durham, CT 06422

Property at 100-R Foot Hills Rd, Durham, CT 06422, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths3,474 sq ft

100-R Foot Hills Rd, Durham, CT 06422

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

$859,000

5 beds3 baths6,384 sq ft

26 Old Wallingford Rd, Durham, CT 06422

Property at 29 Casa Ln, Durham, CT 06422, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths4,490 sq ft

29 Casa Ln, Durham, CT 06422

Property at 11 Cambridge Ct E, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,525,000

4 beds3 baths2,178 sq ft

11 Cambridge Ct E, Old Saybrook, CT 06475

Property at 18 Birch Mill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$2,195,000

4 beds2.5 baths3,700 sq ft

18 Birch Mill Rd, Killingworth, CT 06419

Property at 124 Nooks Hill Rd, Cromwell, CT 06416, 4 beds, 3 baths

$899,900

4 beds3 baths3,578 sq ft

124 Nooks Hill Rd, Cromwell, CT 06416

Property at 5 Hemlock Dr, Essex, CT 06426, 4 beds, 3 baths

$1,895,000

4 beds3 baths3,023 sq ft

5 Hemlock Dr, Essex, CT 06426

Property at 170 Old Post Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$900,000

3 beds2.5 baths2,128 sq ft

170 Old Post Rd, Old Saybrook, CT 06475

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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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