Middlesex County CT Homes for Sale

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  /21

  $850,000

  • 4 Beds
  • 2 Baths
  • 8,382 Sq Ft

  26 Ferry Rd, Chester, CT 06412

  Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1600

  26 Ferry Rd, Chester, CT 06412
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  /36

  $679,500 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  73 Airline Rd, Clinton, CT 06413

  Discover privacy and space on 3.17acres at 73 Airline Road, just minutes to Clinton or Madison. The upper level of this bright and spacious raised ranch features 3 bedrooms, an office, and 2 full baths. On the main level, there is a complete 1-bedroom apartment with its own laundry and full bath. The home boasts hardwood floors throughout and a beautiful kitchen with GE Profile appliances,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 791-4783

  73 Airline Rd, Clinton, CT 06413
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  /40

  $1,125,000

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  144 Shore Rd, Clinton, CT 06413

  Nestled on the pristine Clinton Shoreline this extraordinary beach community offers an unparalleled coastal living experience. Imagine waking up to the gentle sound of waves, this is more than a home; it's a private sanctuary where the rhythm of the tides becomes the soundtrack to your life. Step inside and discover a meticulously designed completely renovated "open-concept floor plan" a gourmet

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 854-4742

  144 Shore Rd, Clinton, CT 06413
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  /40

  $1,000,000

  • 6 Beds
  • 3 Baths
  • 2,522 Sq Ft

  176 Shore Rd, Clinton, CT 06413

  Unprecedented Investment or Family Compound with Private Beach Rights This is a rare and unparalleled opportunity to own a piece of paradise, featuring deeded rights to a private beach on the Long Island Sound and three distinct residences, making it an ideal family compound or a high-yield investment property. The Main Residence has been an Airbnb $500 per night. Completely updated and boasting

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 507-9240

  176 Shore Rd, Clinton, CT 06413
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  /40

  $650,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1 Ferry Rd, Chester, CT 06412

  An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (860) 454-6525

  1 Ferry Rd, Chester, CT 06412
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  /34

  $195,000

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  2113 Cromwell Hills Dr, Cromwell, CT 06416

  Effortless One-Floor Living awaits you at 2113 Cromwell Hills Drive. Step inside this renovated two bedroom, one and one-half bathroom condo, conveniently located on the 1st floor for ultimate accessibility. The interior has been transformed with fresh paint, new stainless steel appliances, gorgeous new hardwood flooring, and beautifully appointed bathrooms-move in and relax! A unique highlight

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 891-2728

  2113 Cromwell Hills Dr, Cromwell, CT 06416
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  /2

  $100,000

  • Land
  • 0.92 Acre
  • $108,909 per Acre

  Lot 2 Aldens Crossing, East Hampton, CT 06424

  Lot 2 Aldens Crossing - .91 Acre Building Lot Build your next home on this .91-acre, mostly cleared and very flat lot, ideally located on Aldens Crossing. The parcel offers an easy-to-build landscape with excellent flexibility for a variety of home designs and site layouts. Conveniently situated near a local daycare, the Airline Trail, and many nearby shops and local businesses, this location

  

  James Harrington

  Carl Guild & Associates

  (860) 773-4854

  Lot 2 Aldens Crossing, East Hampton, CT 06424
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  /32

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  39 Founders Village Unit 39, Clinton, CT 06413

  Welcome to 39 Founders Village Rd - a move-in ready second-floor ranch-style condo offering 1,088 sq ft of bright, low-maintenance living just minutes from the shoreline. Second-floor living here is an advantage - more natural light, added privacy, and no one above you. Hardwood floors run through the main living areas, and the oversized 23' living room provides true flexibility for entertaining,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 590-4775

  39 Founders Village Unit 39, Clinton, CT 06413
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  /40

  $1,895,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  108 Westbrook Rd, Essex, CT 06426

  Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground Gunite pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 321-5635

  108 Westbrook Rd, Essex, CT 06426
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  /40

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  9 Essex Hills Dr, Essex, CT 06426

  Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 419-4926

  9 Essex Hills Dr, Essex, CT 06426
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  /36

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  111 Dekoven Dr Unit 506, Middletown, CT 06457

  Welcome to River's Edge-where comfort, convenience, and vibrant downtown living come together in one beautifully maintained 2-bedroom, 2-bath condo. Perfectly positioned just steps from Middletown's Main Street and the scenic Connecticut River, this bright, one-level condo offers an inviting open-concept layout designed for easy living. The remodeled kitchen features stainless steel appliances

  

  Cheryl Zalewski

  eXp Realty

  (860) 481-4968

  111 Dekoven Dr Unit 506, Middletown, CT 06457
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  /2

  $229,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457

  Welcome to 59 Trolley Crossing in Middletown, a beautifully updated and move-in-ready townhouse that perfectly blends modern style with comfort. This spacious home features a bright, open-concept floor plan spanning two levels of living space, complete with the rare convenience of a two-car garage. On the main level, you'll find a large living area and a dining room with sliders leading to a

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 934-0581

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457
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  /2

  $789,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
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  /2

  $995,000

  • Land
  • 1.25 Acres
  • $796,000 per Acre

  1333A Boston Post Rd, Old Saybrook, CT 06475

  1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

  Ron Lyman Lyman Real Estate

  1333A Boston Post Rd, Old Saybrook, CT 06475
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  /40

  $799,000

  • 4 Beds
  • 4 Baths
  • 3,890 Sq Ft

  113 Winthrop Rd, Westbrook, CT 06498

  Custom-built home set on 2+ private acres, originally built in 1965 with a substantial 2008 addition and updates, offering character, warmth, and space to live well. Brazilian teak floors run throughout the main living areas, with Brazilian chestnut in the primary suite. The main level features a tiled mudroom, sun-filled family room with skylights and French doors, granite kitchen with center

  Allison Ciarcia William Raveis Real Estate

  113 Winthrop Rd, Westbrook, CT 06498
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  /3

  $632,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  602 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. 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

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Freya Ln, East Hampton, CT 06424
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  /6

  $669,700 New Construction

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

  2 Morgan Ln, East Haddam, CT 06423

  ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a new road in a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including

  Salvatore Morello Vision Real Estate

  2 Morgan Ln, East Haddam, CT 06423
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  /24

  $694,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  204 Old Blue Hills Rd, Durham, CT 06422

  A mountain retreat of your very own! You enter by stepping up onto your covered wrap around porch. Just waiting for someone to enjoy after a long day at work or play. This log home has unique extra features throughout making this home very unique. Radiant geo-thermal heating,solar panels, two story fireplace, concrete floors that have added extra attention for beautification, copper kitchen

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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  /28

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

  Brian Beaulieu KW Legacy Partners

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  /39

  $925,000

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /40

  $949,900

  • 3 Beds
  • 3 Baths
  • 3,450 Sq Ft

  2 Tavistock, Cromwell, CT 06416

  Welcome to timeless luxury at TPC River Highlands in Cromwell. This rarely available ranch-style home offers 3/ 4 bedrooms, three full baths, and a beautifully finished lower level, all completely remodeled with exceptional attention to detail. This exquisite home near the 14th fairway blends comfort, style, and an exceptional location in one of Connecticut's most sought after golf communities,

  Debbie Hagel Hagel & Assoc. Real Estate

  2 Tavistock, Cromwell, CT 06416
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  /35

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  5 Pinehurst Ln Unit 5, Moodus, CT 06469

  ONE LEVEL LIVING AT BANNER COUNTRY CLUB ESTATES! This charming, FREE STANDING, 2 bedroom, 2 full bathroom home with 1ST LOOR LAUNDRY and hardwood floors is sure to please! Banner Estates has a pool & tennis for a resort lifestyle, in addition to grounds maintenance, snow removal, trash service and professional property management. The kitchen has granite counters, stainless steel appliances and a

  Tracy Wagner Rockoff Realty

  5 Pinehurst Ln Unit 5, Moodus, CT 06469
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  /40

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  22 Ebony Ln, Ivoryton, CT 06442

  Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

  Gigi Giordano Taylor Compass Connecticut, LLC

  22 Ebony Ln, Ivoryton, CT 06442
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  /6

  $649,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  Lot 3 Coleman Rd, Middletown, CT 06457

  A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

  Dori Degennaro William Raveis Real Estate

  Lot 3 Coleman Rd, Middletown, CT 06457
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  /38

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,969 Sq Ft

  112 Cedar Swamp Rd, Deep River, CT 06417

  Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

  Gigi Giordano Taylor Compass Connecticut, LLC

  112 Cedar Swamp Rd, Deep River, CT 06417
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  /23

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  85 River Rd Unit B7, Essex, CT 06426

  Welcome to Heritage Cove and a rare opportunity. Unit B-7 in the desirable B building is on the market. Three story, three-bedroom townhouse has been owned by the same family since the earliest days of Heritage. Bring your decor ideas to this exceptionally located property. It is very unusual to find a legitimate three-bedroom condominium. This unit offers sweeping views of North Cove and the

  Patrick Kilty William Raveis Real Estate

  85 River Rd Unit B7, Essex, CT 06426
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  /25

  $699,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  10 Stonewall Ln, Clinton, CT 06413

  This spacious Colonial designed for comfort, functionality, and effortless entertaining. This four-bedroom home offers 2 full baths and 1 half bath, thoughtfully laid out for today's lifestyle. The classic center hall design is flanked by a formal living room and dining room, creating the perfect setting for gatherings and special occasions. Hardwood floors flow throughout the entire first floor,

  Sandra Ciarleglio William Raveis Real Estate

  10 Stonewall Ln, Clinton, CT 06413
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  /2

  $749,700 New Construction

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

  37 Arkona Dr, Haddam, CT 06441

  ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including a spacious

  Salvatore Morello Vision Real Estate

  37 Arkona Dr, Haddam, CT 06441
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  /3

  $619,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  600 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. The Colonial - offering a classic Colonial look. The first floor offers an open floor plan with great room and kitchen located in the entire back of home and a large dining room. The beautiful staircase is set to the side with open railings, a large

  Mark Toledo Berkshire Hathaway NE Prop.

  600 Freya Ln, East Hampton, CT 06424
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  /3

  $617,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  7 Freya Ln, East Hampton, CT 06424

  Last homesite available with Carma, LLC. Lake Overlook Estates - en enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story

  Mark Toledo Berkshire Hathaway NE Prop.

  7 Freya Ln, East Hampton, CT 06424
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  /25

  $649,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  14 Lakewood Rd, East Hampton, CT 06424

  Final Chance in Lake Overlook Estates.A rare offering in this fully sold-out community - this new colonial will be custom built on a premium elevated .75 acre lot with stately curb appeal, a 3 car garage, and a floor plan curated for both function + luxury.This 3 bedroom colonial (with the option to convert to a 4 bedroom) features a custom-designed layout, oversized kitchen with large center

  Nikki Defrancesco Coldwell Banker Realty

  14 Lakewood Rd, East Hampton, CT 06424
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  /22

  $629,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  145 Webster Ln Unit 2-41, Middletown, CT 06457

  Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
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  /26

  $639,900 Open Sat 12:30PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  8 Tom Rd, East Haddam, CT 06423

  Welcome to this stunning, rarely available contemporary new construction at the end of a quiet cul-de-sac with partial views of Moodus Reservoir. This year-round retreat blends modern luxury with natural beauty in a peaceful lakefront setting. Enter through 8', 1,000-lb wrought-iron doors into an open layout with 10' ceilings and a dramatic 24' vaulted center. The restaurant-grade kitchen

  Paula Smith Coldwell Banker Realty

  8 Tom Rd, East Haddam, CT 06423
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  /39

  $669,000

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  16 N Main St, Essex, CT 06426

  This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

  Alice Trautman William Raveis Real Estate

  16 N Main St, Essex, CT 06426
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  /29

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  63 Timber Hill Rd, Cromwell, CT 06416

  Looking for a spacious, move-in-ready traditional Colonial with modern touches on an acre of land? Look no further than 63 Timber Hill Rd. This property is perfect for any occasion, featuring a breakfast bar, formal dining room, and an exterior patio. Greet your guests with a warm welcome by one of two fireplaces, including one in the dining room. The dining area boasts high ceilings, an

  Alexander Pryor Coldwell Banker Realty

  63 Timber Hill Rd, Cromwell, CT 06416
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  /40

  $689,000

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

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /5

  $650,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  76 Maple Rd, Portland, CT 06480

  New single-level ranch to-be-built on a private, level lot set well back from the road. This home delivers efficient one-floor living with an open-concept layout that connects the living room, kitchen, and dining areas in a natural, practical flow. Sliding doors lead straight from the main living space to a rear patio that faces a spacious, fully secluded backyard, giving you quiet mornings or

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480
• 

  

  /40

  $679,900

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft

  882 Killingworth Rd, Higganum, CT 06441

  Welcome to 882 Killingworth Road, a beautifully updated 4 bedroom, 3 bath Colonial on 2 acres of serene, picturesque land in central Haddam. Combining classic New England charm with modern convenience, this home offers not only elegant living but also income potential, thanks to its 2017 built barn with finished guest loft, perfect for Airbnb, studio, or in-law use. The main home spans 2,286 sq

  Rob Paskiewicz CT Home Pro, LLC

  882 Killingworth Rd, Higganum, CT 06441
• 

  

  /3

  $614,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  601 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. The Greek Revival offers a classic 1700's look with a grand open modern floor plan. 2 story entry, first floor office, mud room, open great room and upstairs laundry. Some possible options include front porch and extended dining room. The large

  Mark Toledo Berkshire Hathaway NE Prop.

  601 Freya Ln, East Hampton, CT 06424
• 

  

  /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

Showing Results 1 - 40, Page 1 of 6