Middlesex, CT Homes

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  /40

  $369,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  55 Charles Mary Dr, East Hampton, CT 06424

  **Sellers have requested all highest and best offers by the end of the day Tuesday, July 15th, so a decision can be made on Wednesday.** This classic Colonial sits on nearly an acre of lush, private land and offers plenty of charm and space all on a dead end road. With 3 bedrooms, 2.5 baths, and over 2,100 square feet of living area, there's room to spread out and make yourself at home. Step

  Lynn Minnick Carl Guild & Associates

  55 Charles Mary Dr, East Hampton, CT 06424
• 

  Explore Middle Haddam

• 

  $466,500 Sold Jul 26, 2025

  • 2,266 Sq Ft
  • $206/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  60 Haddam Neck Rd, East Hampton, CT 06424

  Nestled in the quintessential New England hamlet of Middle Haddam, where rolling pastures meet pristine forests and historic charm lines every road, this inviting 4-bedroom Cape offers the perfect blend of privacy, comfort, and convenience. Set just moments from the trails and scenic vistas of Hurd State Park and the Connecticut River, outdoor adventure is right at your doorstep. Step inside to

  James Harrington Carl Guild & Associates

  60 Haddam Neck Rd, East Hampton, CT 06424
• 

  Est $560,635 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,539 Sq Ft

  134 Middle Haddam Rd, East Hampton, CT 06424

  134 Middle Haddam Rd, East Hampton, CT 06424
• 

  

  

  /14

  $60,000

  • Land
  • 0.54 Acre
  • $111,111 per Acre

  0 Gadpouch Rd, Portland, CT 06480

  Approved Building Lot Near Great Hill Pond Don't miss this rare opportunity to own a fully approved .54-acre lot on quiet and scenic Gadpouch Road in East Hampton, Connecticut. Ready for your dream home, the property has completed soil testing and is fully approved for building-saving you time and money. Located just under half a mile from beautiful Great Hill Pond, perfect for kayaking,

  Joel Espada Coldwell Banker Realty

  0 Gadpouch Rd, Portland, CT 06480
• 

  $270,000 Sold Jul 15, 2025

  • 1,763 Sq Ft
  • $153/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1760

  2 Depot Hill Rd, East Hampton, CT 06414

  Dear Future Owner, we first laid eyes on the house in 2001. It was tired, worn down by time, and in desperate need of care-but we fell in love instantly. The crooked hallways, the worn stair treads, and the built-ins whispered of generations past. This was no ordinary house; it was a piece of living history, and we knew it. Over the years, we began bringing it back to life. We started with the

  Angela Aresco Carl Guild & Associates

  2 Depot Hill Rd, East Hampton, CT 06414
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  Not Listed For Sale

  00 Middle Haddam Rd, East Hampton, CT 06424

  00 Middle Haddam Rd, East Hampton, CT 06424
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  /38

  $699,000

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a lifestyle reminiscent of years past? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just 2 hours from New York City!! An eclectic blend of historic character and modern amenities describes this property, built in 1780 and listed on the National registry of Historic Places. Set on a picturesque 0.7

  Gigi Giordano Taylor Compass Connecticut, LLC

  58 Middle Haddam Rd, East Hampton, CT 06424
• 

  $608,272 Sold Jun 10, 2025

  • 2,614 Sq Ft
  • $233/SF
  • 330 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2024

  67 Long Hill Rd, East Hampton, CT 06424

  Long Hill Estates is an enclave of 8 home sites nestled within the picturesque rolling landscape of East Hampton's Historic Middle Haddam. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic

  Mark Toledo Berkshire Hathaway NE Prop.

  67 Long Hill Rd, East Hampton, CT 06424
• 

  Est $600,554 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,148 Sq Ft

  6 Blacksmith Hill Rd, East Hampton, CT 06456

  6 Blacksmith Hill Rd, East Hampton, CT 06456
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  /40

  $1,250,000

  • 5 Beds
  • 6 Baths
  • 4,932 Sq Ft

  29 High Point Dr, East Hampton, CT 06424

  This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the quaint and charming Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light throughout. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with

  Mark Graf Berkshire Hathaway NE Prop.

  29 High Point Dr, East Hampton, CT 06424
• 

  $1,995,000 Sold May 30, 2025

  • 6,142 Sq Ft
  • $325/SF
  • 31 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1923

  135 Middle Haddam Rd, East Hampton, CT 06456

  THE RICHTER ESTATE - GRAND ARCHITECTURAL MASTERPIECE with DIRECT WATERFRONT on CT RIVER. Prominently sited on 3.2 glorious acres, the estate is a masterclass of design, dimension, & harmony. Originally designed by esteemed architectural firm, Smith & Bassette, & significantly renovated in 2014, the residence blends key elements of classic form w/unmatched modernization & quality. A serenely

  Kiara Rusconi William Raveis Real Estate

  135 Middle Haddam Rd, East Hampton, CT 06456
• 

  Est $304,948 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  60 Depot Hill Rd, Cobalt, CT 06414

  60 Depot Hill Rd, Cobalt, CT 06414
• 

  /2

  $199,900

  • 3 Beds
  • 1 Bath
  • 2,092 Sq Ft

  28 Keighley Pond Rd, East Hampton, CT 06424

  Investor or builder special in the desirable Middle Haddam Historic District! Set on a deep 1.52-acre lot, 28 Keighley Pond Rd includes two structures totaling 2,092 sq ft. The main Cape-style home offers 7 rooms, 3 bedrooms, 1 full bath, and a first-floor family room-ready for renovation. The 416 sq ft cottage is a tear-down after storm damage from a fallen tree. Also on site: a 2-car detached

  Michael Calabro Coldwell Banker Calabro

  28 Keighley Pond Rd, East Hampton, CT 06424
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  $417,500 Sold May 30, 2025

  • 1,904 Sq Ft
  • $219/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  Unlisted Address

  Welcome to this charming and spacious Cape Cod-style home offering 1,904 square feet of comfortable living space. With 3 generously sized bedrooms-including one conveniently located on the main floor-this home blends classic character with thoughtful updates. Step into the formal living room featuring a cozy working fireplace with a beautiful bluestone hearth, perfect for chilly evenings. A

  Kamey Cavanaugh eXp Realty

  Unlisted Address
• 

  Est $555,385 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  128 Hog Hill Rd, East Hampton, CT 06424

  128 Hog Hill Rd, East Hampton, CT 06424
• 

  

  /5

  $69,000 Pending

  • Land
  • 2.81 Acres
  • $24,555 per Acre

  0 W High St Unit 24074973, East Hampton, CT 06424

  Approved building lot in wonderful convenient location. Almost 3 acres in picturesque setting. Bring your builder or floor plans or ask us for ours!

  Nicole Defrancesco Coldwell Banker Realty

  0 W High St Unit 24074973, East Hampton, CT 06424
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  $145,000 Sold May 20, 2025

  • Land
  • 11 Acres
  • $13,051 per Acre

  • 50 Days On Market

  Lot 7A Long Hill Rd, East Hampton, CT 06424

  This parcel of land is a unique offering of 11+ acres in the historic Middle Haddam section of East Hampton. Middle Haddam, once known for ship building in yesteryear, is now known for its peaceful and serene surroundings and seasonal views of the CT River valley. There's great potential to build your forever home here, with a variety of potential activities possible (subject to zoning of course)

  Rick Berkenstock Century 21 AllPoints Realty

  Lot 7A Long Hill Rd, East Hampton, CT 06424
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  Est $437,961 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,322 Sq Ft

  45 Haddam Neck Rd, East Hampton, CT 06424

  45 Haddam Neck Rd, East Hampton, CT 06424
• 

  $480,000 Sold May 15, 2025

  • 1,680 Sq Ft
  • $286/SF
  • 45 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1937

  107 Great Hill Pond Rd, Portland, CT 06480

  Today is your LUCKY day! Welcome to 107 Great Hill Pond Rd, where you can enjoy WATER VIEWS all year long! Imagine starting your day by opening the French doors of your bedroom, stepping out onto your second story 7 x 10 deck, and watching the sunlight sparkle off the lake! Then you make your way downstairs to your GORGEOUS NEW KITCHEN for a cup of coffee. You can't help but admire the beautiful

  Jennifer Henry William Raveis Real Estate

  107 Great Hill Pond Rd, Portland, CT 06480
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  Est $599,099 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,913 Sq Ft

  167 Hog Hill Rd, East Hampton, CT 06424

  167 Hog Hill Rd, East Hampton, CT 06424
• 

  $520,000 Sold May 09, 2025

  • 2,361 Sq Ft
  • $220/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  40 Oakum Dock Rd, East Hampton, CT 06456

  Discover a slice of paradise at this charming Ranch home nestled along the scenic CT. River! Perfectly situated at the end of a quiet dead-end road with serene river views, this home has so much to offer! Step inside to find an elegantly remodeled kitchen boasting gleaming hardwood floors, marble countertops & stainless appliances. Enjoy the ease of an open, flowing floor plan that leads you from

  Rhonda Feniolo Carbutti & Co., Realtors

  40 Oakum Dock Rd, East Hampton, CT 06456
• 

  Est $448,500 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  110 Hog Hill Rd, East Hampton, CT 06424

  110 Hog Hill Rd, East Hampton, CT 06424
• 

  $185,000 Sold Apr 30, 2025

  • 1,568 Sq Ft
  • $118/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1947

  383 Moodus Rd, East Hampton, CT 06424

  ATTENTION INVESTORS! Discover the potential of this charming home, nestled in a scenic East Hampton neighborhood, just moments from Hurd State Park. With its blank canvas awaiting transformation, this property offers the perfect opportunity to create a stunning residence. The upstairs features vaulted ceilings, enhancing the spacious feeling of the home. Though the home has not been lived in for

  Angela Aresco Carl Guild & Associates

  383 Moodus Rd, East Hampton, CT 06424
• 

  Est $444,193 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
• 

  $465,000 Sold Apr 30, 2025

  • 1,882 Sq Ft
  • $247/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  223 Middletown Ave, East Hampton, CT 06424

  Welcome to this stunning, fully renovated colonial home nestled on 1.4 acres. Set back from the road, the property offers a peaceful retreat with plenty of additional parking in the spacious driveway. Inside, you'll find an array of high-end features including central air, stainless steel appliances, and sleek quartz countertops. The updated kitchen flows into a bright dining area, while the

  Alexis Trzcinski Berkshire Hathaway NE Prop.

  223 Middletown Ave, East Hampton, CT 06424
• 

  Est $555,134 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,720 Sq Ft

  235 Hog Hill Rd, East Hampton, CT 06424

  235 Hog Hill Rd, East Hampton, CT 06424
• 

  $349,900 Sold Apr 01, 2025

  • 2,106 Sq Ft
  • $166/SF
  • 134 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2013

  11 Wilkes Rd, East Hampton, CT 06424

  Large, country Cape home built in 2013, nestled on almost 3 acres of beautiful land! This 4- bedroom, 3 bath home combines modern design with plenty of room for everyone. 2 master bedroom suites one on the first floor. Massive deck off the kitchen. Huge family room complete with pool table and bar area. Walkout basement with kids playroom and massive woodstove.

  Alexis Devlin Coldwell Banker Realty

  11 Wilkes Rd, East Hampton, CT 06424
• 

  Est $454,903 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,946 Sq Ft

  35 William Dr, East Hampton, CT 06424

  35 William Dr, East Hampton, CT 06424
• 

  $330,000 Sold Mar 10, 2025

  • 1,526 Sq Ft
  • $216/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1835

  8 Keighley Pond Rd, East Hampton, CT 06456

  Own a piece of history with the James Hurlbut House, circa 1835, nestled in the charming and highly desirable Middle Haddam area. This post and beam constructed Colonial blends historic character with modern conveniences and offers ample opportunities to make it your own or just move in and enjoy! The home boasts a modern first-floor layout featuring an enclosed porch that opens to a versatile

  Jamie Bell Berkshire Hathaway NE Prop.

  8 Keighley Pond Rd, East Hampton, CT 06456
• 

  Est $456,653 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  147 Hog Hill Rd, East Hampton, CT 06424

  147 Hog Hill Rd, East Hampton, CT 06424
• 

  $617,751 Sold Mar 07, 2025

  • 2,200 Sq Ft
  • $281/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  69 Long Hill Rd, East Hampton, CT 06424

  Long Hill Estates is an enclave of 8 home sites nestled within the picturesque rolling landscape of East Hampton's Historic Middle Haddam. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic

  Mark Toledo Berkshire Hathaway NE Prop.

  69 Long Hill Rd, East Hampton, CT 06424
• 

  Est $465,655 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  78 Charles Mary Dr, East Hampton, CT 06424

  78 Charles Mary Dr, East Hampton, CT 06424
• 

  $435,000 Sold Feb 28, 2025

  • 1,836 Sq Ft
  • $237/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  14 William Dr, East Hampton, CT 06424

  Welcome to this beautifully designed, multi-level contemporary home with natural light pouring through out the home, with multiple skylights, large windows and sliders making every room feel bright and airy. The main level features a stunning, remodeled natural cherry eat-in kitchen, granite countertops and a large center island. The kitchen is extended to include a fireplace , sliders to a deck

  Emily Turker Berkshire Hathaway NE Prop.

  14 William Dr, East Hampton, CT 06424
• 

  Est $438,018 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,930 Sq Ft

  154 Great Hill Pond Rd, Portland, CT 06480

  154 Great Hill Pond Rd, Portland, CT 06480
• 

  $500,000 Sold Jan 15, 2025

  • 2,370 Sq Ft
  • $211/SF
  • 83 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  27 Oakum Dock Rd, East Hampton, CT 06424

  CT River Access! Welcome to 27 Oakum Dock Road, East Hampton, CT 06424! This historic brick ranch, once home to the Tibbles & Company Oakum Works stone mill, is a rare gem that masterfully blends original charm w/modern comforts. Featuring exposed brick, wide plank original wood floors, massive one-of-a-kind wooden doors, & elegant arched doorways, this home is filled w/character & unique

  Mark Riesbeck Berkshire Hathaway NE Prop.

  27 Oakum Dock Rd, East Hampton, CT 06424
• 

  Est $188,280 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft

  6 Knollwood Rd, Portland, CT 06480

  6 Knollwood Rd, Portland, CT 06480
• 

  $50,000 Sold Nov 27, 2024

  • 1,089 Sq Ft
  • $46/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  17 Depot Hill Rd, Cobalt, CT 06414

  Investor Special! Design this home exactly as you want. Will be a great property once completed. Bring this 3 bed, 1 bath home back to life. Endless possibilities. Off-street parking available. Being sold as is. Please contact as soon as possible as this will sell fast. Buyer responsible to do your own due diligence. Seller assumes no responsibility or risk for accidents or injuries that occur at

  Derek Greene Derek Greene

  17 Depot Hill Rd, Cobalt, CT 06414
• 

  Est $737,258 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,093 Sq Ft

  87 William Dr, East Hampton, CT 06424

  87 William Dr, East Hampton, CT 06424
• 

  $155,000 Sold Sep 25, 2024

  • Land
  • 9 Acres
  • $17,940 per Acre

  • 127 Days On Market

  2C Long Hill Rd, East Hampton, CT 06424

  Welcome to 2C Long Hill, a rare and exceptional opportunity to own a sprawling 8.642-acre lot in picturesque Middle Haddam, Connecticut. Nestled just outside the historic district, this property offers the best of both worlds - a serene, private setting with the freedom to design and build your dream home without the constraints of historic preservation regulations. With over 8.6 acres, this lot

  Carl Guild Carl Guild & Associates

  2C Long Hill Rd, East Hampton, CT 06424
• 

  Est $317,550 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  1 Wilkes Rd, East Hampton, CT 06424

  1 Wilkes Rd, East Hampton, CT 06424

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