Middlesex, CT Homes

• 

  $1,250,000 Sold Apr 14, 2025

  • 3,955 Sq Ft
  • $316/SF
  • 68 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  185 Hidden Lake Rd, Higganum, CT 06441

  Step into the past while enjoying modern luxury in this beautifully restored 17th-century home. Originally built between 1690 and 1730 in Wilbraham, Massachusetts, this rare architectural treasure was carefully dismantled, relocated, and meticulously reconstructed on a sprawling 61-acre estate in Haddam, CT. Brimming with character, the home retains its original charm with hand-hewn beams,

  Heather Zito Carbutti & Co., Realtors

  185 Hidden Lake Rd, Higganum, CT 06441
• 

  Est $380,434 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,777 Sq Ft

  364 Turkey Hill Rd, Haddam, CT 06438

  364 Turkey Hill Rd, Haddam, CT 06438
• 

  

  

  /19

  $599,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,413 Sq Ft

  127 Skunk Misery Rd, Higganum, CT 06441

  Tucked back from a quiet country road in picturesque Higganum, this home isn't just a place to live-it's a place to breathe, recharge, and truly feel at home. From the moment you step onto the two-tiered deck overlooking a peaceful, tree-lined yard, you'll sense it: this is where memories are made. Mornings with coffee and birdsong, evenings under the stars, laughter echoing from summer dinners

  Debbie Huscher Real Broker CT, LLC

  127 Skunk Misery Rd, Higganum, CT 06441
• 

  $225,000 Sold Apr 10, 2025

  • Land
  • 9 Acres
  • $25,626 per Acre

  • 70 Days On Market

  94 Injun Hollow Rd, East Hampton, CT 06424

  Remarkable Acreage set atop a storied knoll overlooking the Connecticut River. Being sold as one, these two parcels make up over 8 acres of land to build your retreat. Currently, there is a carve out in the ledge for a large 3 story home. Plenty of trees and rock create a private canvas to build your own. Perfect for the outdoors person, or those seeking some peace and quiet from the city.

  Jonathan Archer William Raveis Real Estate

  94 Injun Hollow Rd, East Hampton, CT 06424
• 

  Est $367,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  47 Winthrop Rd, Chester, CT 06412

  47 Winthrop Rd, Chester, CT 06412
• 

  

  /26

  $425,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  94 Little Meadow Rd, Haddam, CT 06438

  An exceptional waterfront backdrop for your own Ct River front sanctuary! A very rare and dear opportunity to own a double possible triple lot on over an acre of land. The architecture currently responds to the mid 1900's exuding charm, coziness & a quaint essence to gather. You are given carte blanche to reimagine the living spaces creating artful renovations for generations to come. The

  Jodi Miller Lisitano Eagle Eye Realty PLLC

  94 Little Meadow Rd, Haddam, CT 06438
• 

  $350,000 Sold Apr 07, 2025

  • 1,188 Sq Ft
  • $295/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  11 Bishop Rd, Chester, CT 06412

  Enjoy one-level living with protected year -round views of Cedar Lake in this 2-3 bedroom ranch. The smaller bedroom features convenient laundry access. A spacious living room with a fireplace and bay window offers a perfect spot to take in the scenic view. The home boasts hardwood floors throughout. The full basement is partially finished and offers plenty of potential. Located next to

  Craig Milton Re/Max Valley Shore

  11 Bishop Rd, Chester, CT 06412
• 

  Est $891,966 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,023 Sq Ft

  15 Forest Ridge Rd, Haddam, CT 06438

  15 Forest Ridge Rd, Haddam, CT 06438
• 

  

  /34

  $549,999 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  46 Nedobity Rd, Higganum, CT 06441

  Gorgeous contemporary offered in the heart of Haddam! Rare opportunity to own a beautiful home and private land in this idyllic country setting. Built in 2002, this home has modernized features while maintaining its traditional appeal. The solar thermal system was installed in 2013 and generates enough hot water March through October. The solar voltar system reduces the monthly electric bill and

  Karen Kesten William Raveis Real Estate

  46 Nedobity Rd, Higganum, CT 06441
• 

  $627,550 Sold Apr 02, 2025

  • 2,327 Sq Ft
  • $270/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  11 Saddlebrook Dr, Killingworth, CT 06419

  Set on a level 2-acre lot in a desirable cul-de-sac neighborhood, this 2,327 sq. ft. colonial offers the perfect blend of space and comfort while surrounded by the natural beauty that is Killingworth! The lush lawn is framed by mature trees and numerous garden beds providing beauty and privacy. Step inside to find refinished hardwood floors throughout the first floor and a layout designed for

  Shelly Cumpstone Coldwell Banker Realty

  11 Saddlebrook Dr, Killingworth, CT 06419
• 

  Est $458,980 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,954 Sq Ft

  46 Alders Bridge Rd, Killingworth, CT 06419

  46 Alders Bridge Rd, Killingworth, CT 06419
• 

  $510,000 Sold Mar 31, 2025

  • 2,241 Sq Ft
  • $228/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  21 Davison Rd, Moodus, CT 06469

  This beautifully designed ranch-style home offers 3 spacious bedrooms and 2.5 bathrooms. With cathedral ceilings & recessed lighting, the open floor plan creates a bright & inviting atmosphere throughout the home. The kitchen features granite countertops, stainless steel appliances & a breakfast bar-ideal for casual dining or entertaining. The living room is the center of the home with a cozy

  Sherry Borgeson Berkshire Hathaway NE Prop.

  21 Davison Rd, Moodus, CT 06469
• 

  Est $296,695 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  49 Ponsett Rd, Higganum, CT 06441

  49 Ponsett Rd, Higganum, CT 06441
• 

  $785,000 Sold Mar 31, 2025

  • 3,302 Sq Ft
  • $238/SF
  • 38 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1972

  102 Timms Hill Rd, Haddam, CT 06438

  Set on a sprawling 9.71-acre property, this stunning home offers both comfort and privacy, complete with a serene pond. The heart of the home features a large kitchen with an island, rustic beams, and an inviting eat-in area. Sliding doors open to a deck, seamlessly blending indoor and outdoor living. Adjacent to the kitchen is a cozy family room, perfect for relaxation, while the elegant dining

  Emily White William Raveis Real Estate

  102 Timms Hill Rd, Haddam, CT 06438
• 

  Est $780,563 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,053 Sq Ft

  9 Jacob Ln, Killingworth, CT 06419

  9 Jacob Ln, Killingworth, CT 06419
• 

  $580,288 Sold Mar 28, 2025

  • 2,490 Sq Ft
  • $233/SF
  • 56 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2023

  4 Taylor Ln, East Haddam, CT 06423

  Nestled on a serene 1.06-acre lot at the end of a private cul-de-sac, this beautiful 4-bedroom, 2.5-bath Colonial is the perfect blend of elegance and comfort. Built in 2023, this home feels brand new. Step into the light-filled living room, featuring gorgeous hardwood floors and a cozy fireplace, seamlessly flowing into a modern kitchen equipped with an island, stainless steel appliances, and an

  Jessica Hoover William Raveis Real Estate

  4 Taylor Ln, East Haddam, CT 06423
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  136 Little City Rd, Killingworth, CT 06419

  136 Little City Rd, Killingworth, CT 06419
• 

  $415,000 Sold Mar 28, 2025

  • 2,095 Sq Ft
  • $198/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1790

  476 Route 81, Killingworth, CT 06419

  This Killingworth farmstead has been well-loved over the centuries! The antique, center chimney colonial circa 1790, was the home of Chauncy and Jerusha Parmelee. The versatile floor plan includes a legal second floor accessory apartment which adds the possibility of potential income or just comfortable accommodations for inlaws or guests. The ten room home features wide board chestnut flooring,

  Shelly Cumpstone Coldwell Banker Realty

  476 Route 81, Killingworth, CT 06419
• 

  Est $734,134 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,343 Sq Ft

  17 Wig Hill Rd, Chester, CT 06412

  17 Wig Hill Rd, Chester, CT 06412
• 

  $435,000 Sold Mar 26, 2025

  • 2,179 Sq Ft
  • $200/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  44 Quarry Hill Rd, Haddam Neck, CT 06424

  Pristine Cape Cod home offered in the bucolic country setting of Haddam Neck. Light and airy, with an open plan, bamboo floors, large windows and French doors - merging the exterior and interior into a comfortable modern living space. Energy efficient, the home features multi-zone heat, solar panels, a full house generator and wall-unit air conditioning. The first floor boasts oversized hallways,

  Margaret McCutcheon Faber Town & Country Realtors

  44 Quarry Hill Rd, Haddam Neck, CT 06424
• 

  Est $448,033 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  1 Haddam Neck Rd, East Hampton, CT 06424

  1 Haddam Neck Rd, East Hampton, CT 06424
• 

  $900,000 Sold Mar 24, 2025

  • 2,755 Sq Ft
  • $327/SF
  • 26 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  10 Old County Rd, Chester, CT 06412

  Private and peaceful with seasonal views of the Connecticut River yet less than two miles to fabulous Chester Village with shops, restaurants, art galleries, spectacular (in season) farmers market and more. This 4-bedroom custom built home has a wonderful floor plan consisting of 4 bedrooms, 3 1/2 baths, 9' ceilings, huge primary bedroom with cathedral ceilings, oversized ensuite full bath and

  Susan Malan William Pitt Sotheby's Int'l

  10 Old County Rd, Chester, CT 06412
• 

  Est $246,873 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft

  84 Old Cart Rd, Haddam, CT 06438

  84 Old Cart Rd, Haddam, CT 06438
• 

  $790,000 Sold Mar 19, 2025

  • 2,568 Sq Ft
  • $308/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1760

  908 Saybrook Rd, Haddam, CT 06438

  Imagine owning a beautifully restored piece of history with all the modern conveniences of today. The Joseph Arnold House, built in 1760, is a truly unique residence, rich in character and historical significance. Originally home to the Arnold family until 1804, this remarkable property later served as a post office and variety store. If these walls could speak, they would share generations of

  Tanya Bottaro Real Broker CT, LLC

  908 Saybrook Rd, Haddam, CT 06438
• 

  Est $692,323 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,172 Sq Ft

  83 Meeting House Rd, Haddam, CT 06438

  83 Meeting House Rd, Haddam, CT 06438
• 

  $899,900 Sold Mar 13, 2025

  • 2,926 Sq Ft
  • $308/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1800

  300 Walkley Hill Rd, Haddam, CT 06438

  This wonderful homestead has been in the same family for nearly 50 years and is now ready for the next steward to create memories. The original home built in 1800 consists of 4 bedrooms, 3 full baths, 4 fireplaces and a conservatory. The detached guest house has 2 bedrooms and a full bath. The parcel consists of 11 acres, mostly open field, a beautiful antique barn, inground swimming pool, a

  Susan Malan William Pitt Sotheby's Int'l

  300 Walkley Hill Rd, Haddam, CT 06438
• 

  Est $716,823 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  17 Kings Hwy, Chester, CT 06412

  17 Kings Hwy, Chester, CT 06412
• 

  $135,000 Sold Mar 13, 2025

  • Land
  • 18 Acres
  • $7,297 per Acre

  • 89 Days On Market

  0 Quarry Hill Rd Unit 24062138, Haddam, CT 06438

  Your opportunity awaits! Located at Quarry Hill Rd Haddam, CT 06438, this expansive lot showcases endless potential. Nestled amidst natural beauty and serenity, this parcel is perfect for those seeking privacy while remaining close to local amenities and the charm of East Haddam. With easy access to parks, eateries and commuter routes, this is the ideal canvas for your vision. Don't miss your

  Levi Judqin Brass Moon Realty

  0 Quarry Hill Rd Unit 24062138, Haddam, CT 06438
• 

  Est $461,593 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,972 Sq Ft

  45 Winthrop Rd, Chester, CT 06412

  45 Winthrop Rd, Chester, CT 06412
• 

  $477,900 Sold Mar 07, 2025

  • 1,488 Sq Ft
  • $321/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  195 Schnoor Rd, Killingworth, CT 06419

  HIGHEST & BEST BY TUESDAY 1/21/2025 12:00 PM. Welcome to 195 Schnoor Road. Completely rebuilt and remodeled with superb craftsmanship, this home is essentially new construction. EVERYTHING is newly constructed including new siding, windows, architectural roof, 200-amp electrical service, heating and cooling system, plumbing, and so much more! Offering the ease of one-level living, this spacious

  Kristen Kunst Berkshire Hathaway NE Prop.

  195 Schnoor Rd, Killingworth, CT 06419
• 

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,234 Sq Ft

  188 Injun Hollow Rd, East Hampton, CT 06424

  188 Injun Hollow Rd, East Hampton, CT 06424
• 

  $259,000 Sold Mar 04, 2025

  • 982 Sq Ft
  • $264/SF
  • 46 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1926

  1204 Saybrook Rd, Haddam, CT 06438

  Welcome to The Valhalla, a charming bungalow with a rich history that began as a beloved tea house serving travelers along Saybrook Rd before the construction of Route 9. This unique property offers a multitude of possibilities for both investors and homeowners alike. Interior Features include - 9 ft ceilings throughout to enjoy the spacious and airy feel of high ceilings in every room. The open

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  1204 Saybrook Rd, Haddam, CT 06438
• 

  Est $335,317 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  71 Thayer Rd, Higganum, CT 06441

  71 Thayer Rd, Higganum, CT 06441
• 

  $540,000 Sold Feb 27, 2025

  • 2,421 Sq Ft
  • $223/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  57 Schnoor Rd, Killingworth, CT 06419

  Welcome to this stunning 3-bedroom home in Killingworth, nestled on over 7 acres of picturesque land. The first floor is completely renovated featuring a modern kitchen with granite counters, stainless-steel appliances, including double ovens, tile backsplash, and is open to a beautiful dining area. The inviting living room is perfect for game-night or staying warm around the fire with friends

  Dawn Gagliardi Serhant Connecticut, LLC

  57 Schnoor Rd, Killingworth, CT 06419
• 

  Est $538,806 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  24 Deep Hollow Rd, Chester, CT 06412

  24 Deep Hollow Rd, Chester, CT 06412
• 

  $335,000 Sold Feb 27, 2025

  • Land
  • 11 Acres
  • $29,156 per Acre

  • 134 Days On Market

  0 Little City Rd Unit 24038242, Higganum, CT 06441

  Private and tranquil 11.49-acre parcel features 607 feet of road frontage and large pond. May be possible to subdivide. Buyers to do own due diligence. Buyer must be accompanied by their agent. Walk property at your own risk.

  Julie Keithan Group Four Realty

  0 Little City Rd Unit 24038242, Higganum, CT 06441
• 

  Est $715,963 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,888 Sq Ft

  377 Plains Rd, Haddam, CT 06438

  377 Plains Rd, Haddam, CT 06438
• 

  $360,000 Sold Feb 25, 2025

  • 1,248 Sq Ft
  • $288/SF
  • 36 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  261 Middlesex Ave, Chester, CT 06412

  Come & enjoy all that Chester has to offer! Chester is one of the most sought after Connecticut village towns! This sweet Colonial built in 1935 is set back from the road on 2 picturesque acres of land offering plenty of expansion possibilities! Family owned since 1935. First floor offers a living room with stone fireplace, a dining room, a kitchen & mud room. All original hardwood floors

  Theresa Bitondo Berkshire Hathaway NE Prop.

  261 Middlesex Ave, Chester, CT 06412
• 

  Est $569,559 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  33 Little Fawn Trail, Higganum, CT 06441

  33 Little Fawn Trail, Higganum, CT 06441
• 

  $325,000 Sold Feb 21, 2025

  • 1,001 Sq Ft
  • $325/SF
  • 9 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  166 W Shore Dr, Higganum, CT 06441

  Privacy, privacy, privacy. This property provides ample space to enjoy nature and a quiet atmosphere. A lovely footbridge crosses the babbling brook. This home provides 2 bedrooms and one bath making your lifestyle simple on this one level ranch. The living area has a large stone fireplace with a woodstove and laminate flooring. The third bedroom was transformed into a laundry and changing

  Derek Greene Derek Greene

  166 W Shore Dr, Higganum, CT 06441

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