Middlesex County CT Homes for Sale

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  /40

  $1,000,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,182 Sq Ft

  9 Bellstone Ave, Westbrook, CT 06498

  Welcome to one of Westbrook's most desirable shoreline neighborhoods! Located on prestigious Bellstone Avenue, where homes rarely become available, this beautifully maintained property offers the perfect blend of coastal charm and modern convenience. Built in 2014, this home features hardwood floors, a cozy gas fireplace, an oversized garage with epoxy-coated floors, a Generac whole-house

  

  Janice Panella

  William Raveis Real Estate

  9 Bellstone Ave, Westbrook, CT 06498
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  /40

  $649,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  8 Kenn Rd, Old Saybrook, CT 06475

  Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment

  

  Michael Marsden

  Compass Connecticut, LLC

  8 Kenn Rd, Old Saybrook, CT 06475
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  /37

  $1,150,000

  • 8 Beds
  • 6 Baths
  • 7,300 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

  

  Anthony Velez

  VC Property Group, LLC

  87 Main St, Deep River, CT 06417
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  /30

  $649,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft

  15 Baxter Rd, Clinton, CT 06413

  GREAT PRICE ADJUSTMENT. LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. SECOND PROPERTY/MANUFACTURE HOME ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING SPACE/GREAT

  

  Barbara Myslinski-Krucko

  William Raveis Real Estate

  15 Baxter Rd, Clinton, CT 06413
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  $275,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,155 Sq Ft

  436 Main St, Portland, CT 06480

  Tucked away on a private rear lot off Main Street, this charming 3-bedroom, 2-bath Cape offers a great opportunity to make it your own! The .41-acre property features a spacious side yard with plenty of room for outdoor enjoyment, gardening, or entertaining. The first floor offers an open-concept living room, dining area, and kitchen with high ceilings, plus a full bathroom. Upstairs, you'll find

  

  Cheryl Zalewski

  eXp Realty

  436 Main St, Portland, CT 06480
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  /40

  $699,900

  Open Sun 12PM - 2PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft

  6 Willard St, Old Saybrook, CT 06475

  Spacious ranch with an impressive second-story primary suite, set in Old Saybrook's desirable Saybrook Point area and close to some of the town's best-loved destinations. Stroll to Main Street for restaurants, boutique shopping and a show at The Kate, or head toward Saybrook Point and the nearby marinas. The town beach is just minutes away. Inside, hardwood floors and abundant natural light

  

  Chloe White

  KW Legacy Partners

  6 Willard St, Old Saybrook, CT 06475
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  /40

  $774,900

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  34 Foxglove Cir, Higganum, CT 06441

  Tucked away in one of Higganum's most sought-after neighborhoods, this beautifully maintained hip-roof Colonial offers exceptional privacy, with woods and open space bordering three sides of the property. Thoughtfully positioned when built in 2014 to take full advantage of the serene setting, the home makes a lasting first impression. Guests follow the walkway to the front door passing beautiful

  

  Shelly Cumpstone

  Coldwell Banker Realty

  34 Foxglove Cir, Higganum, CT 06441
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  /40

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  65 Murray St, Middletown, CT 06457

  Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning

  

  Jeff Coleman

  Hagel & Assoc. Real Estate

  65 Murray St, Middletown, CT 06457
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  /18

  $249,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  1218 Cromwell Hills Dr Unit 1218, Cromwell, CT 06416

  This 3 Bedroom 2 Full Bath condo is modern and ready to move in. Condo has a newer kitchen with granite counter-tops, stainless steel appliances, garbage disposal and professional faucet. Both full bathrooms are redone with tile shower walls and flooring. Large master bedroom with its own private bathroom, sliding door windows and a huge walk in closet large enough to fit any size wardrobe(almost

  

  Frank Fonteyn

  Prestige Realty Group

  1218 Cromwell Hills Dr Unit 1218, Cromwell, CT 06416
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  /40

  $525,000

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft

  820 Killingworth Rd, Higganum, CT 06441

  Nestled on 4.5 private acres, this spacious 2,208-square-foot mid-century modern home offers the perfect blend of comfort, recreation, and country living. Featuring 3 bedrooms and 1 1/2 baths, the home provides a functional layout with generous living spaces designed for both everyday living and entertaining. Step outside to your own backyard retreat, complete with a beautiful in-ground pool

  

  Linda O'Hara

  William Raveis Real Estate

  820 Killingworth Rd, Higganum, CT 06441
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  /40

  $2,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,957 Sq Ft

  47 E Kings Hwy, Chester, CT 06412

  A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American

  

  Al Chiarito

  Chiarito Real Estate LLC

  47 E Kings Hwy, Chester, CT 06412
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  /38

  $800,000

  • 2 Beds
  • 1 Bath
  • 1,478 Sq Ft

  25 River Ave, Old Saybrook, CT 06475

  Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants,

  

  Linda O'Hara

  William Raveis Real Estate

  25 River Ave, Old Saybrook, CT 06475
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  /35

  $799,500

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  71 Knollwood Dr, Old Saybrook, CT 06475

  KNOLLWOOD BEACH - Here is the opportunity! A recently sparkled-up home. This beach house lives on a wide, 0.98-acre lot offering possibilities rarely found this close to the shoreline. First time since it was built. Come and live it up now! This one can generate rental income, or land-bank this parcel while planning something much more commodious for tomorrow. Knollwood is renovation-active, with

  

  Matt Diamond

  Houlihan Lawrence WD

  71 Knollwood Dr, Old Saybrook, CT 06475
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  /27

  $189,900

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  170 Rising Trail Dr Unit 170, Middletown, CT 06457

  Opportunity awaits in this spacious three-bedroom, one-and-a-half-bath townhouse offering three levels of flexible living space and immediate occupancy. Enjoy the convenience of your own private entrance and a covered carport that helps protect your vehicle from the elements year-round. The main level features a functional kitchen and an open living and dining area with sliders leading to outdoor

  

  Marc Seigel & Lauren Seigel-Gross

  RE/MAX RISE

  170 Rising Trail Dr Unit 170, Middletown, CT 06457
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  /27

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,071 Sq Ft

  100 Jacobs Terrace, Middletown, CT 06457

  Welcome to 100 Jacobs Terrace, an adorable, move-in-ready, one-floor home, tucked away at the end of a quiet dead-end street with a convenient turnaround. Offering easy single-level living, this home features three bedrooms and one full bath with a comfortable and practical layout. Step outside to the fully fenced yard, where a nice deck and pergola create the perfect setting for morning coffee,

  

  Stacey McPherson

  KW Legacy Partners

  100 Jacobs Terrace, Middletown, CT 06457
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  /40

  $477,500

  • 4 Beds
  • 3 Baths
  • 2,866 Sq Ft

  394 Main St, Portland, CT 06480

  Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another,

  

  Mike Albert

  RE/MAX RISE

  394 Main St, Portland, CT 06480
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  /37

  $999,000

  $191K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  13 Mill Rd, Essex, CT 06426

  Nestled at the end of a private lane in one of Essex Village's premier waterfront settings, this exceptional residence offers a rare blend of privacy, natural beauty, and walk-to-town convenience. Set on 1.5 acres overlooking Falls River Pond and North Cove, the property enjoys year-round water views, abundant wildlife, and room for future expansion. Designed to embrace its surroundings, the home

  

  Kelly Puorro

  Puorro Realty Group

  13 Mill Rd, Essex, CT 06426
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  /12

  $399,000

  • Land
  • 41 Acres
  • $9,732 per Acre

  51 Nod Place, Clinton, CT 06413

  Buyer to do own due diligence.

  

  Sarah McMillan

  Our Home Realty Advisors

  51 Nod Place, Clinton, CT 06413
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  /38

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  55 Wig Hill Rd, Chester, CT 06412

  Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser,

  

  Kelly Puorro

  Puorro Realty Group

  55 Wig Hill Rd, Chester, CT 06412
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  /28

  $249,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  210 Carriage Crossing Ln Unit 210, Middletown, CT 06457

  Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living

  

  Timothy Morse

  Alliance Realty LLC

  210 Carriage Crossing Ln Unit 210, Middletown, CT 06457
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  /40

  $1,299,900

  • 4 Beds
  • 4 Baths
  • 4,154 Sq Ft

  180 Green Hill Rd, Killingworth, CT 06419

  Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

  

  James Luth

  HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /26

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  24 Childs Rd, East Hampton, CT 06424

  This is an ideal location for this 3 bedroom 1.1 Bathroom home, 2 car attached garage. Great floor plan with Fireplace in the living room, Finished basement with Bar. Amazing yard level backing to private woodlands this is such a gem waiting for your touches

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  24 Childs Rd, East Hampton, CT 06424
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  $550,000

  Open Mon 10:30AM - 12PM

  • 1 Bed
  • 1.5 Baths
  • 1,896 Sq Ft

  74 Cove Rd Unit 17, Haddam Neck, CT 06424

  Architect-Designed Salmon River Retreat w/Protected Riverfront Views. Tucked along the Salmon River setting that feels worlds away from everyday life, this architect-designed sanctuary offers a rare opportunity to wake each morning to spectacular sunrises, shimmering water views, soaring eagles, & peaceful sounds of nature. The Salmon River flows into the Connecticut River & is renowned for its

  

  Sandra Blevins

  William Raveis Real Estate

  74 Cove Rd Unit 17, Haddam Neck, CT 06424
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  /33

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 3,156 Sq Ft

  340 Toby Hill Rd, Westbrook, CT 06498

  Welcome home to this classic colonial beautifully situated in a serene Westbrook setting! Conveniently located just north of Route 95, this property offers the ultimate blend of peaceful privacy and prime accessibility, putting you just an 8-minute drive from the beautiful Connecticut shoreline and local beaches, as well as being close to shopping centers and schools. Set back from the road and

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  340 Toby Hill Rd, Westbrook, CT 06498
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  /18

  $65,000

  • Land
  • 6.39 Acres
  • $10,172 per Acre

  0 Madison Rd, Durham, CT 06422

  Located on Madison Road (aka Route 79) in the rural town of Durham just north of the Killingworth town line, this 6.39 acre lot offers a diverse ecology. With over 1000 feet of road frontage, wonderful wildlife habitat, sizable wetlands, an abandoned town road with stonewalls to the rear and brook along the eastern line, one might find this undeveloped slice of heaven a perfect location to hunt

  

  Shelly Cumpstone

  Coldwell Banker Realty

  0 Madison Rd, Durham, CT 06422
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  /38

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,252 Sq Ft

  23 Brookview Ln, Middletown, CT 06457

  Welcome to 23 Brookview Lane, a spacious Colonial tucked into the desirable Westfield section of Middletown. Set in a beautiful residential community, this home offers a great combination of space, privacy, and a comfortable layout with plenty of room to grow. Inside, beautiful hardwood floors run through much of the main living area, while the fireplace creates a warm focal point and a perfect

  

  Javyn Roundtree

  Roundtree Realty LLC

  23 Brookview Ln, Middletown, CT 06457
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  /40

  $759,900

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  36 Charles Mary Dr, East Hampton, CT 06424

  Welcome to your own private retreat! Set on nearly 2 acres with an expansive, level and fully fenced backyard, this home offers exceptional space inside and out. And summer fun doesn't have to end with Labor Day, the heated L-shaped saltwater pool lets you extend the pool season into the cooler months! Beyond the pool, there's plenty of room to entertain, play, garden or simply enjoy the peaceful

  

  Jamie Bell

  Berkshire Hathaway NE Prop.

  36 Charles Mary Dr, East Hampton, CT 06424
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  /6

  $979,860

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,246 Sq Ft

  130 Mares Hill Rd, Essex, CT 06442

  Stunning new construction ranch set on a beautiful level lot, just under an acre. Thoughtfully designed for both comfort and flexibility. This To-Be Built contemporary home will feature an open-concept layout with a spacious kitchen, center island, and seamless flow to the living and dining areas-perfect for entertaining and everyday living. The private primary suite offers a walk-in closet and

  

  Kiki Sydnor

  Choice Realty

  130 Mares Hill Rd, Essex, CT 06442
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  /12

  $1,550,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  702 Fox Hopyard Rd, East Haddam, CT 06423

  Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  702 Fox Hopyard Rd, East Haddam, CT 06423
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  /40

  $574,900

  • 5 Beds
  • 3 Baths
  • 2,989 Sq Ft

  159 Bear Swamp Rd, East Hampton, CT 06424

  Escape to your own private country retreat at 159 Bear Swamp Road! Available immediately! Set well back from the road on 2.73 secluded, wooded acres, this one of a kind contemporary offers over 3,000 square feet of flexible living space surrounded by nature. Featuring 5 bedrooms and 3 full baths, the unique and versatile layout provides endless possibilities for additional bedrooms, home offices,

  Carl Guild Carl Guild & Associates

  159 Bear Swamp Rd, East Hampton, CT 06424
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  /40

  $795,000

  $30K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 4,184 Sq Ft

  163 Main St, Deep River, CT 06417

  Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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  /40

  $2,899,900

  • 5 Beds
  • 4.5 Baths
  • 5,062 Sq Ft

  2 Captains Ln, Old Saybrook, CT 06475

  Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear

  Bill Heenan William Raveis Real Estate

  2 Captains Ln, Old Saybrook, CT 06475
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  /35

  $559,900

  $69K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,416 Sq Ft

  91 Whippoorwill Hollow Rd, East Hampton, CT 06424

  Calling all nature lovers! This bright, sunny 3 bedroom colonial sits quietly tucked away surrounded by trees & birdsong, off of bucolic Hog Hill. With large open rooms, oversized windows, a great room, generator, a huge deck and fenced in yard, 2 car garage with extra parking...this is not your cookie-cutter colonial! The main floor features a large living room with fireplace, formal dining

  Lynn Minnick Carl Guild & Associates

  91 Whippoorwill Hollow Rd, East Hampton, CT 06424
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /6

  $119,350

  • Land
  • 3.15 Acres
  • $37,889 per Acre

  74 Mott Hill Rd, Haddam, CT 06424

  Build Your Dream Home in East Hampton! Rare opportunity to own over three acres of approved, buildable land in the heart of East Hampton, Connecticut. This beautiful parcel comes with a lot plan in place, making it easy to bring your vision to life-whether you're dreaming of a private retreat, a custom estate, or a peaceful year-round residence. Enjoy the best of small-town charm with modern

  Laura Beth Collinson Carl Guild & Associates

  74 Mott Hill Rd, Haddam, CT 06424
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  /39

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  19 Kent Ct, Middletown, CT 06457

  Welcome to 19 Kent Court, a charming Colonial tucked away on a quiet cul-de-sac in Middletown. This inviting home offers comfortable living space, thoughtful updates. The main level features a spacious living room with a large picture window and wood-burning fireplace, creating a warm and welcoming atmosphere. The updated kitchen offers granite countertops, ample cabinet space, and easy access to

  Anower Hossain Better Homes and Gardens Real Estate Executive Real Estate

  19 Kent Ct, Middletown, CT 06457
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  /12

  $699,000

  $86K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  511 Route 81, Killingworth, CT 06419

  Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

  Adam Bronko RE/MAX Right Choice

  511 Route 81, Killingworth, CT 06419
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  /39

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 4,937 Sq Ft

  53 Oakridge Dr, Westbrook, CT 06498

  Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and

  Cheryl Cook Re/Max Valley Shore

  53 Oakridge Dr, Westbrook, CT 06498
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  /40

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 3,872 Sq Ft

  182 Old Cart Rd, Haddam, CT 06438

  Beautifully updated 5+ bedroom home offering an abundance of living space, privacy, and versatility on a peaceful country road. Filled with character and warmth, this spacious property combines timeless charm with thoughtful updates. The remodeled eat-in kitchen provides a welcoming gathering space, while the expansive family room features a beautiful paneled fireplace, stunning hardwood floors,

  Heather Smith Our Home Realty Advisors

  182 Old Cart Rd, Haddam, CT 06438
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  /4

  $400,000

  $1M PRICE DROP

  • Land
  • 84.9 Acres
  • $4,711 per Acre

  0 Bunker Hill Rd, Killingworth, CT 06419

  Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

  Mark Mermelstein eXp Realty

  0 Bunker Hill Rd, Killingworth, CT 06419

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