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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  /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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  /40

  $329,000 Open Sat 1PM - 3PM

  • 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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  /37

  $649,900

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

  51 Uncas Rd, Clinton, CT 06413

  Located just six houses from the beach in desirable Harbor View Association comes a property offering unlike anything available. Presenting 49 + 51 Uncas Road in Clinton, a truly rare coastal opportunity. This unique set up features two separate dwellings on one oversized lot, delivering flexibility, income potential, and beachside living all in one! The main residence offers two bedrooms and one

  

  Dylan Walter

  William Raveis Real Estate

  (860) 590-7524

  51 Uncas Rd, Clinton, CT 06413
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  /29

  $1,399,900

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  105 Fenwood Dr, Old Saybrook, CT 06475

  Welcome to 105 Fenwood Drive, nestled in the peaceful and picturesque community of Fenwood Beach Association. Experience waterfront living surrounded by natural beauty-where ospreys, great blue herons, and wintering bald eagles soar above thriving estuarine wetlands. Enjoy a short walk to the beach or an evening stroll to the causeway to watch the sunset. This golf cart friendly neighborhood

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 500-5352

  105 Fenwood Dr, Old Saybrook, CT 06475
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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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  /40

  $575,000

  • 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) 385-6067

  301 Bell St, Middletown, CT 06457
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  /26

  $229,999

  • 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

  $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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  /29

  $579,000

  • 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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  /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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  /39

  $799,000 Open Sat 12PM - 2PM

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

  113 Winthrop Rd, Westbrook, CT 06498

  Exceptional value. Custom-built home on over 2 private acres, ideal for horse lovers or animal enthusiasts, with room for up to two horses. Built in 1965 with a substantial 2008 addition, this light-filled, non-cookie-cutter home features Brazilian teak floors throughout, with Brazilian chestnut in the primary suite. Main level offers tiled mudroom, sun-filled family room with skylights and

  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

  $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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  /38

  $635,000 Open Sat 2PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 2,590 Sq Ft

  10 Winterberry Cir, Westbrook, CT 06498

  Welcome to this well-maintained home located on a quiet cul-de-sac in desirable Westbrook. Set in a peaceful residential neighborhood, this property offers privacy while remaining conveniently close to beaches, parks, shopping, and commuter routes. The home features a functional layout with comfortable living spaces and abundant natural light throughout. Enjoy your own private backyard oasis with

  Amaurys Valdera Brokerbe Inc.

  10 Winterberry Cir, Westbrook, CT 06498
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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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  /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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  /11

  $879,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,311 Sq Ft

  2 Stone Bridge Dr Unit Lot 2, Durham, CT 06422

  Welcome to 48 Stonebridge Drive! Construction is underway on this 3,311 sq ft Farmhouse Colonial that offers the perfect blend of classic charm with modern elements. The home's exterior impresses with its inviting front porch and sought after design features such as the black exterior windows and mix of vinyl styles. This home offers not only exceptional curb appeal but also everyday

  Dori Degennaro William Raveis Real Estate

  2 Stone Bridge Dr Unit Lot 2, Durham, CT 06422
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  /25

  $719,000 Open House 2/28

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

  151 E Main St Unit 12, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 12, Clinton, CT 06413
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  /15

  $755,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  0 Primrose Ln, Cromwell, CT 06416

  ONLY 2 LOTS LEFT! Beautiful Daphne floor plan is one of many First floor primary suites being offered. This open concept design is ideal for entertaining with a free-flowing dining & family room off the kitchen, while separating the first-floor owner's suite from the main living area - allowing for privacy. Two additional bedrooms, full bath & loft area are located on the 2nd floor. Set on a

  Daniela Volo Calcagni Real Estate

  0 Primrose Ln, Cromwell, CT 06416
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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 Open Sun 12PM - 2PM

  • 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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  /29

  $519,000

  • 2 Beds
  • 1.5 Baths
  • 1,557 Sq Ft

  118 Sandy Point Rd, Old Saybrook, CT 06475

  Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

  Carla Mousch William Raveis Real Estate

  118 Sandy Point Rd, Old Saybrook, CT 06475
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  /40

  $704,900

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  5 Race Track Hollow, Middlefield, CT 06455

  Welcome to this four bedroom, three and half bath Colonial beauty with elegant architectural design, and a recently updated versatile in-law suite. The house is filled with the warm allure of cherry hardwood floors that gracefully connect each living space. The large kitchen is a dream for generous hosts and those who love to cook, featuring granite countertops and the latest appliances, enabling

  Paulus Chan eXp Realty

  5 Race Track Hollow, Middlefield, CT 06455
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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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  /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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  /39

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  821 Essex Rd, Westbrook, CT 06498

  Welcome to your dream home nestled on a serene 1.0 acre wooded lot, complete with a tranquil pond in the backyard - perfect for peaceful mornings and relaxing evenings. Home features Expansive kitchen ideal for entertaining and family gatherings, 4 spacious bedrooms including 2 luxurious primary suites, heated floor in 1st level primary bath, double-faced fireplace warming both the cozy living

  Joe Paul Coldwell Banker Realty

  821 Essex Rd, Westbrook, CT 06498
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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

  This thoughtfully designed ranch features an inviting open floor plan that balances everyday functionality with easy, natural flow. The main living areas are ideal for modern living and offer seamless access to a rear patio overlooking the expansive, private lot, creating the perfect setting for relaxing or entertaining. The primary suite includes a spacious walk-in closet and a well-appointed

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480
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  /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
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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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