Middlesex County CT Homes for Sale

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  /33

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
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  /33

  $699,500

  • 3 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) 926-5173

  73 Airline Rd, Clinton, CT 06413
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  /40

  $1,050,000

  • 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

  $685,000 Coming Soon

  • 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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  /40

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  30 Larkspur Dr, Cromwell, CT 06416

  Discover this beautifully updated 3-bedroom, 1.5-bath end-unit townhome in the highly desirable Oxford Park community, where comfort and convenience meet an array of fantastic amenities. Freshly painted and completely move-in ready, this home welcomes you with thoughtful upgrades throughout, including new tile flooring, updated lighting, and a Nest thermostat. The main level features gleaming

  

  Ilka Torres

  Torbello Real Estate Advisors

  (860) 780-5414

  30 Larkspur Dr, Cromwell, CT 06416
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  /26

  $400,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  644 Bartholomew Rd Unit 4, Middletown, CT 06457

  Exquisite showcase residence by an award-winning builder, where superior craftsmanship and refined design shine at every turn. This impeccably maintained home welcomes you with gleaming hardwood floors, soaring 9-foot ceilings, and elegant crown molding throughout the main level, creating an atmosphere of timeless sophistication. Designed for both everyday comfort and elevated entertaining, the

  

  Bridget Morrissey

  Bridget Morrissey Realty LLC

  (860) 854-7896

  644 Bartholomew Rd Unit 4, Middletown, CT 06457
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  /40

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  42 Dogwood Rd, Moodus, CT 06469

  At first glance, it's a modest ranch. But step inside and you'll discover a home that defies expectations: Vaulted wood-beamed ceilings, open spaces, and walls of glass open this home to the view of Moodus Reservoir, while outside, a carefully designed landscape of terraces, gardens, and stone walls creates a sense of retreat and calm. The main floor brings life and light together, flowing

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 854-7406

  42 Dogwood Rd, Moodus, CT 06469
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  /32

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  81 Middletown Ave, East Hampton, CT 06424

  A rare opportunity to own a move-in-ready 3-bedroom, 2.5-bath elevated Ranch on a stream side lot, all just a short stroll to the shops, dining, and everyday conveniences of Main Street. This well-laid-out home offers comfortable, practical living with flexible spaces that work for today's lifestyle. The main level features bright living areas, generous bedroom sizes, and an easy flow for

  

  James Harrington

  Carl Guild & Associates

  (860) 435-7480

  81 Middletown Ave, East Hampton, CT 06424
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  /11

  $259,900

  • Land
  • 2.66 Acres
  • $97,707 per Acre

  262 Connecticut 81, Killingworth, CT 06419

  Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

  

  Gene Pica

  RE/MAX Alliance

  (860) 854-3783

  262 Connecticut 81, Killingworth, CT 06419
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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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  /28

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  131 Middlesex Ave, Chester, CT 06412

  Discover this waterfront delight in charming Chester, rewarding with year-round views! Completely renovated in 2012 from the ground up (including brand new septic system), this pristine Colonial offers 3 floors of living space and a smart L-shape open floor plan ensuring that you always have a gorgeous view. In addition to some hardworking 1st floor spaces (roomy mudroom, full bath and laundry

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 590-3562

  131 Middlesex Ave, Chester, CT 06412
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  /33

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  /31

  $295,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  18 Lake Blvd, East Hampton, CT 06424

  Great opportunity to own this enchanting 3-bedroom Cape located in a desirable lake community, just a short walk to beautiful Lake Pocotopaug and Sears Park. This warm and inviting home offers a comfortable open floor plan with a seamless flow through the living and dining areas. The beautifully remodeled bathroom brings a fresh, modern touch, while the large eat-in kitchen-featuring new tile

  

  Gene Pica

  RE/MAX Alliance

  (860) 855-3126

  18 Lake Blvd, East Hampton, CT 06424
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  /40

  $585,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 689-1459

  301 Bell St, Middletown, CT 06457
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  /27

  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
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  /40

  $505,000

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  16 Walkley Hill Rd, Haddam, CT 06438

  Welcome to your perfect family retreat in Haddam/Higganum! This beautifully updated three-bedroom, two-bath home combines historic charm with modern upgrades, offering a spacious layout, renovated kitchen and bathrooms, and a large yard for outdoor living. Located just a mile from the Higganum Center, it features an open floor plan that is ideal for entertaining. The bright living room, featuring

  

  Nick Prevost

  William Raveis Real Estate

  (860) 815-8045

  16 Walkley Hill Rd, Haddam, CT 06438
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  /10

  $175,000

  • Land
  • 2.2 Acres
  • $79,545 per Acre

  86 Bushy Hill Rd, Ivoryton, CT 06442

  Welcome to Ivoryton-a borough so rich in charm it practically begs to be the setting of your next chapter. Just up the road from the historic Ivoryton Playhouse, one of the country's longest-running theaters, this 2.2-acre lot places you right where culture and countryside meet. Imagine catching a Broadway-quality show just minutes from your front porch, then strolling to The Blue Hound Cookery

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 845-1408

  86 Bushy Hill Rd, Ivoryton, CT 06442
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  /40

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  448 A - B Grove Beach Rd N, Westbrook, CT 06498

  Two houses on this exceptional 3.39 acre waterfront property. 4 to 5 brs and 3fb total between the two homes. The main house is a beautiful Antique 2170 sq ft Cape 3+ BR 2FB c.1745. The separate 1985, 558 sq ft guest house is great for rental income, in laws or guests and has a kitchen, living room, 1BR, 1FB cathedral ceilings and a private patio, also plenty of parking space. The main house has

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 467-1636

  448 A - B Grove Beach Rd N, Westbrook, CT 06498
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  /26

  $249,999

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  30 Barbara Ave, East Hampton, CT 06424

  Charming East Hampton retreat offering 2 bedrooms, 1 bathroom, and 1,092 square feet of comfortable living space. The home features granite countertops and a functional layout filled with natural light. Just a short walk to the lake, it's perfect for morning strolls, kayaking, and enjoying the outdoors. With a little renovation, this property presents an excellent opportunity to add value and

  

  Gary Crawford

  RE/MAX RISE

  (860) 431-3145

  30 Barbara Ave, East Hampton, CT 06424
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  /34

  $210,000

  • 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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  /29

  $644,900

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  14 Kenilworth Dr, Killingworth, CT 06419

  Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

  

  Eric Bergers

  William Raveis Real Estate

  (860) 775-6542

  14 Kenilworth Dr, Killingworth, CT 06419
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  /26

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  12 Fairview Heights, Cromwell, CT 06416

  Welcome to this inviting three-bedroom, two-bath Cape nestled in the heart of Cromwell, offering charm, comfort, and everyday convenience. Perfectly situated close to parks, schools, shops, and town amenities-this location makes daily life a breeze. Step inside to a warm and welcoming living room featuring a classic wood-burning fireplace, ideal for relaxing nights in. The layout flows

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 746-2813

  12 Fairview Heights, Cromwell, CT 06416
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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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  /40

  $899,000

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

  163 Main St, Deep River, CT 06417

  The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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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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  /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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  /12

  $124,900

  • Land
  • 4.15 Acres
  • $30,096 per Acre

  426 Cox Rd Unit 4, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  426 Cox Rd Unit 4, Portland, CT 06480
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  /13

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  38 Old Middletown Ave, East Hampton, CT 06424

  Ranch on level lot, one floor living w partially finished basement. 1 car attached garage. Easy access to highways and shopping. This sale is as is (Estate Sale).

  Mark Reyher Reyher Real Estate

  38 Old Middletown Ave, East Hampton, CT 06424
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  /29

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  /11

  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, Middletown, CT 06457
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  /40

  $1,095,000

  • 4 Beds
  • 3 Baths
  • 4,109 Sq Ft

  96 Ayers Point Rd, Old Saybrook, CT 06475

  Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

  Joel Lucas Coldwell Banker Realty

  96 Ayers Point Rd, Old Saybrook, CT 06475
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  /34

  $539,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  15 Lakewood Rd, East Hampton, CT 06424

  Welcome to Lake Overlook Estates - where single-level luxury meets an unbeatable price point. This brand-new ranch-style home offers 1,800 sq. ft. of thoughtfully designed space with an open floor plan, high ceilings, and bright, modern living areas that make everyday life feel effortless. Featuring 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage, this layout delivers comfort,

  Nikki Defrancesco Coldwell Banker Realty

  15 Lakewood Rd, East Hampton, CT 06424
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  /11

  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  /4

  $69,900

  • Land
  • 0.3 Acre
  • $233,000 per Acre

  76 White Sands Rd, East Haddam, CT 06469

  YEAR ROUND approved building lot in serene lake community. Walk to private beach and boat launch making lakeside activities easily accessible. This lot is easy to develop and offers the posdibilty of a walk out basement for more usable space. Build your dream home here NOW!

  Alexis Devlin Coldwell Banker Realty

  76 White Sands Rd, East Haddam, CT 06469
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  /39

  $395,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 2,283 Sq Ft

  120 Warsaw St, Deep River, CT 06417

  Charming home set on approximately 2.5 acres with a tranquil private pond-an ideal setting for those seeking peace, nature, and outdoor enjoyment. Relax and watch wildlife visit the pond morning or evening. The sunny, spacious living room features gleaming hardwood floors and a fireplace that adds warmth and ambiance during cooler months. A country style kitchen offers a generous dining area,

  Barbara Altieri Coldwell Banker Realty

  120 Warsaw St, Deep River, CT 06417
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  /7

  $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! ***SIMILAR BEING BUILT.****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

  Salvatore Morello Vision Real Estate

  2 Morgan Ln, East Haddam, CT 06423
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  /26

  $2,195,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /24

  $699,900

  • 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 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 sink,french

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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  /40

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 6,979 Sq Ft

  121R Stage Coach Rd, Durham, CT 06422

  This Colonial-style home, custom-built in 2004, features beautiful, oversized windows so the home enjoys abundant natural light in every room in the house. The living room features a wood burning fireplace and includes a built-in library with rolling ladder. The kitchen and dining areas boast premium Wolf and Miele appliances including Sub-Zero. The custom designed Kitchen cabinets by German

  Mark McElrath William Pitt Sotheby's Int'l

  121R Stage Coach Rd, Durham, CT 06422
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  /38

  $319,500

  • 3 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  7 Midway Dr, Cromwell, CT 06416

  Fantastic 3-bedroom, 2.5-bath townhouse in the highly sought-after Fox Meadows condo complex! Step into the bright, sunny foyer with cathedral ceilings. The updated eat-in kitchen offers tons of cabinet space and a large pantry,which flows into the dining and living area, featuring laminate flooring, a wood-burning fireplace, and patio doors leading out to a spacious deck. A convenient half bath

  Tracey Precourt Century 21 Clemens Group

  7 Midway Dr, Cromwell, CT 06416

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