Middlesex County CT Houses for Sale

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  /37

  $1,475,000

  • 4 Beds
  • 5 Baths
  • 4,546 Sq Ft

  30 Watrous Point Rd, Old Saybrook, CT 06475

  Framed by mature landscape and extensive hardscape, welcome to this private Watrous Point country home. Find a gracious, barrel-vaulted entry and a gallery-style foyer flanked by the library. Built to entertain, a solid cherry kitchen commands an 8-burner Wolf range, two Gaggenau convection ovens, warming drawers, dual Subzeros and a dream pantry. One of two fieldstone fireplaces anchors the

  Nancy Mesham Coldwell Banker Realty

  30 Watrous Point Rd, Old Saybrook, CT 06475
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  /27

  $350,000

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft

  80 Russell St, Middletown, CT 06457

  Welcome to 80 Russell Street! This charming home offers 2,890 sq ft of comfortable living space. Featuring 4 spacious bedrooms and 3 full bathrooms, with an open loft located on the third floor. The property boasts a bright and inviting layout with hardwood floors throughout. The updated kitchen includes stainless steel appliances, ample cabinet space, and a breakfast nook. Enjoy relaxing in the

  Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
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  /40

  $839,900

  • 4 Beds
  • 2.5 Baths
  • 4,575 Sq Ft

  34 Skunk Misery Rd, Higganum, CT 06441

  Experience peaceful, country living at its absolute finest with 34 Skunk Misery Road! This meticulously custom-built and cared-for colonial brings your private-oasis dreams to life. Upon arrival, you are met with serene and palatial grounds inclusive of a professionally crafted landscape, detached three-car garage with overhead storage, tranquil front porch, garden area offering wild-grown

  Melanie Abbott William Pitt Sotheby's Int'l

  34 Skunk Misery Rd, Higganum, CT 06441
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  /39

  $885,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft

  1 Clark Ave, Old Saybrook, CT 06475

  Enjoy life on the water with direct access to Hagar Creek leading to Long Island Sound. Launch a kayak from your backyard, fish the creek, or simply take in sweeping views from multiple decks. Just a block from the Chalker Beach Store and a quick golf cart ride to historic Chalker Beach (est. 1931), this property offers the best of coastal beach association living. Set on a level .83-acre lot,

  Rick Weiner William Pitt Sotheby's Int'l

  1 Clark Ave, Old Saybrook, CT 06475
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  /40

  $1,585,000 Open Sat 11AM - 1PM

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

  2 Old South Cove Rd, Old Saybrook, CT 06475

  OFFERS ENCOURAGED on this rare coastal gem at 2 Old South Cove Road. Brand-new from the footings to the attic, this stunning custom build captures the very best of Old Saybrook living. Surrounded by water and just steps to South Cove, the beaches, and the marinas, every day here can start with a kayak paddle and end with cocktails by the shore. Created in partnership with the award-winning

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, Old Saybrook, CT 06475
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  /11

  $329,875

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  538 Winthrop Rd, Deep River, CT 06417

  Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

  Mikail Naska Eagle Eye Realty PLLC

  538 Winthrop Rd, Deep River, CT 06417
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  /20

  $459,999

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  87 McVeagh Rd, Westbrook, CT 06498

  This is a great home with lots of potential. It has an oversized two car garage, with a walkout basement. Within walking distance of Westbrook High School. Bring all offers - buyer back out due to personal reasons - no inspections done.

  Warner Hollister William Raveis Real Estate

  87 McVeagh Rd, Westbrook, CT 06498
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  /40

  $775,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,864 Sq Ft

  8 Route 148, Killingworth, CT 06419

  Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

  Kara Bell J.M. REALTY

  8 Route 148, Killingworth, CT 06419
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  /37

  $775,000

  • 3 Baths
  • 3,177 Sq Ft

  3 Essex Square, Essex, CT 06426

  Newly APPROVED for mixed use! An iconic Essex village property for sale at the head of Main Street! Potential here to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,200

  Rick Weiner William Pitt Sotheby's Int'l

  3 Essex Square, Essex, CT 06426
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  /40

  $1,450,000

  • 3 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  55 Main St, East Haddam, CT 06423

  Live where the river slows down and life follows. At 55 Main Street, you can cast a line from your dock at sunrise, take your boat out by noon, and grill & dine on patio overlooking pool by sunset-all from the comfort of your own historic retreat. Set high on the East Bank of the Connecticut River, this circa 1850 home blends Federal and early Greek Revival architecture with modern updates and

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  55 Main St, East Haddam, CT 06423
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  /40

  $4,450,000

  • 6 Beds
  • 4.5 Baths
  • 5,536 Sq Ft

  41 Watrous Point Rd, Old Saybrook, CT 06475

  Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

  Rick Weiner William Pitt Sotheby's Int'l

  41 Watrous Point Rd, Old Saybrook, CT 06475
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  /20

  $455,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  35 Boston Rd, Middletown, CT 06457

  Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

  Michael Calabro Coldwell Banker Calabro

  35 Boston Rd, Middletown, CT 06457
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  /37

  $719,900

  • 2 Beds
  • 2 Baths
  • 2,457 Sq Ft

  157 Pine Lake Rd, Westbrook, CT 06498

  Welcome to Your Year-Round Waterfront Retreat! Tucked away in a serene setting in the desirable shoreline town of Westbrook, this well-maintained ranch offers the perfect balance of privacy, comfort, and nature. Set on over 2.3 secluded acres with 400 feet of direct frontage on Wright's Pond, this home is a nature lover's paradise. Whether you enjoy fishing, canoeing, paddle boating, or bird

  Gigi Giordano Taylor Compass Connecticut, LLC

  157 Pine Lake Rd, Westbrook, CT 06498
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  /18

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft

  17 Valley Rd, Clinton, CT 06413

  So much more than just a raised ranch. Recent renovations added a custom kitchen with black-walnut butchers block countertops and living room with coffered ceilings, beautiful fireplace that overlooks a winding river below that cut through the property. The lower level has so many possibilities and could be converted into an independent in-law apartment. Walk to Peters Memorial Woods. Just a

  Robert Carter William Raveis Real Estate

  17 Valley Rd, Clinton, CT 06413
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  /36

  $649,900

  • 3 Beds
  • 1 Bath
  • 870 Sq Ft

  96 Chalker Beach Rd, Old Saybrook, CT 06475

  This FULLY FURNISHED charming cottage offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or

  Danielle Spada Coldwell Banker Realty

  96 Chalker Beach Rd, Old Saybrook, CT 06475
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  /30

  $729,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,194 Sq Ft

  355 Main St, Old Saybrook, CT 06475

  In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school

  Paula Stuart Berkshire Hathaway NE Prop.

  355 Main St, Old Saybrook, CT 06475
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  /31

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,911 Sq Ft

  53 Old Town St, East Haddam, CT 06423

  53 Old Town Street is more than a house; it is a living chapter of Connecticut history, gracefully updated for modern life, this impeccably preserved (circa) 1747 center-chimney homestead with clapboard facade, restored six-over-six windows, period hardware, and exposed post-and-beam framing sets an authentic tone that continues though out the interior of the home, where a grand sitting room

  Santo Gulino William Raveis Real Estate

  53 Old Town St, East Haddam, CT 06423
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  /39

  $1,499,000

  • 3 Beds
  • 3.5 Baths
  • 3,130 Sq Ft

  1 Osprey Commons S, Clinton, CT 06413

  Welcome to 1 Osprey Commons South, a stunning custom-built former model home in the highly sought-after "The Hammocks", an exclusive 55+ community where no two homes are alike. Perfectly perched with direct, unobstructed views of the Hammocks River salt marsh and the scenic Long Island Sound in the distance, this elegant home offers the ideal blend of tranquility and sophistication. This

  Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

  1 Osprey Commons S, Clinton, CT 06413
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  /32

  $4,495,000

  • 3 Beds
  • 3.5 Baths
  • 4,383 Sq Ft

  7 Hanna Ln, Essex, CT 06426

  Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic

  Colette Harron William Pitt Sotheby's Int'l

  7 Hanna Ln, Essex, CT 06426
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  /21

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  153 Shore Rd Unit 2, Clinton, CT 06413

  Coastal Charm Meets Modern Comfort- Stunning 3 Bedroom 2 Bathroom Year-Round Beach House With Ocean Views. Imagine Waking Up To The Sound of Waves and Breathtaking Ocean Views From The Comfort Of Your Own Home! Look No Further, 153 Shore Road Unit #2 Is For You! Enter This Paradise Oasis Through the Brand New Front Porch Area. Inside, You Will Find a Bright and Airy Living Space With Updated

  Sandra Ciarleglio William Raveis Real Estate

  153 Shore Rd Unit 2, Clinton, CT 06413
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  /32

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  76 River St W, Old Saybrook, CT 06475

  Built to Last! Well Maintained Cape tucked away in a peaceful location backing up to Salt marshes. Nature lovers will enjoy the serene views of the salt meadows, wildlife and privacy of this quiet neighborhood. This property features 3 beds, 2 baths, over 1700 square feet of living space, a living room with vaulted ceilings and wall unit ac, dining area, kitchen, 3 good sized bedrooms, a private

  Robert Perriello Century 21 AllPoints Realty

  76 River St W, Old Saybrook, CT 06475
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  /35

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 4,162 Sq Ft

  20 Hemlock Dr, Essex, CT 06426

  Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and

  Dee Hasuly KW Legacy Partners

  20 Hemlock Dr, Essex, CT 06426
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  /39

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  70 River Rd, East Haddam, CT 06423

  Idyllic location with an easy commute to Hartford, Norwich and Groton/New London! Welcome to beautifully updated Beech Hill Farm. Inside the main house, southwest light bathes the living and dining rooms. Find fir floors, oversized windows and a cherry kitchen with soapstone sink, luxury appliances and granite countertops. Upstairs find three generous bedrooms and an updated bath. You'll find top

  Nancy Mesham Coldwell Banker Realty

  70 River Rd, East Haddam, CT 06423
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  /40

  $639,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  755 W Pond Meadow Rd, Westbrook, CT 06498

  Are you interested in the country charm of Westbrook? Close to schools, YMCA, town library, beaches, hiking trails, and Messerschmidt's Pond just over a mile away where you can canoe, kayak, fish or just relax nearby. A short drive to The Kate for a night at the theatre! Come join us for a walk through this beautifully spacious Colonial surrounded by plenty of open space outdoors with lovely

  Dianne Crawford Berkshire Hathaway NE Prop.

  755 W Pond Meadow Rd, Westbrook, CT 06498
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  /37

  $559,000

  • 3 Beds
  • 2.5 Baths
  • 2,531 Sq Ft

  2 Acorn Dr, East Haddam, CT 06423

  Located on an extremely quiet cul-de-sac, off of one of the prettiest roads in East Haddam, is this expansive Colonial. This Impressive 3-bedroom, 2 1/2 baths, WITH an additional enormous family room over the garage, and accessible from the main house. Large front-to-back living room with fireplace and access door to covered porch. Hardwood floors throughout. Gas double oven. Kitchen with 10-foot

  Karen Murphy Berkshire Hathaway NE Prop.

  2 Acorn Dr, East Haddam, CT 06423
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  /40

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  7 Shelter Rock Rd, East Haddam, CT 06423

  Masterfully constructed, this home features the hallmarks of period craftmanship, punctuated by modern efficiency and green living. Meticulous attention to detail extends to the studio, greenhouse and the surrounding grounds. Find lofted ceilings, extensive millwork, wide board reproduction style pine floors throughout and grand windows offering loft and light. Exceptional spaces include a

  Nancy Mesham Coldwell Banker Realty

  7 Shelter Rock Rd, East Haddam, CT 06423
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  /40

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  3 Indian Hill Ave, Portland, CT 06480

  *A moment in time*. This is a very rare opportunity to own a piece of Portland History. The Job Bates Home was crafted in or around the year of 1747 and is available for the first time in 53 years. Located near the CT River this home is unique in so many ways. With original features such as wide plank flooring, not one but 2 beautiful original brownstone and fieldstone fireplaces, built in nooks

  Stacy King Eagle Eye Realty PLLC

  3 Indian Hill Ave, Portland, CT 06480
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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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  /39

  $1,045,000

  • 3 Beds
  • 2.5 Baths
  • 3,286 Sq Ft

  1 Lighthouse Ln, Old Saybrook, CT 06475

  This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac property features custom

  Lynne Ferrigno Coldwell Banker Realty

  1 Lighthouse Ln, Old Saybrook, CT 06475
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  /38

  $2,395,000

  • 4 Beds
  • 6 Baths
  • 4,516 Sq Ft

  38 Three Bridges Rd, East Haddam, CT 06423

  Experience the grandeur of this private estate, where the tranquil Eight Mile River flows beside a beautifully restored home. Thoughtfully remodeled, this residence blends timeless character with premium finishes and exceptional craftsmanship. Enter through an elegant main entrance or mudroom with bluestone flooring, leading to a gourmet country kitchen featuring a Z-Line double oven, gas

  Zoe Zrakas William Raveis Real Estate

  38 Three Bridges Rd, East Haddam, CT 06423
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  /39

  $363,900

  • 1 Bed
  • 1 Bath
  • 786 Sq Ft

  538 Winthrop Rd Unit 5, Deep River, CT 06417

  Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

  Santo Gulino William Raveis Real Estate

  538 Winthrop Rd Unit 5, Deep River, CT 06417
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  /40

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,518 Sq Ft

  175 N Cove Rd, Old Saybrook, CT 06475

  Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

  Kyle Hinding Coldwell Banker Realty

  175 N Cove Rd, Old Saybrook, CT 06475
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  /40

  $1,499,900

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

  180 Green Hill Rd, Killingworth, CT 06419

  Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /13

  $389,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  3 4th Ave, Old Saybrook, CT 06475

  This home offers the one-level living you've been searching for! With a bit of repair work and thoughtful updates, you can transform this space into your perfect home. The property features a spacious backyard, complete with a generously sized outdoor shed for added storage and convenience. Close to marina, restaurants and highway access. Short drive to the beach!

  Phil Ledwith Century 21 AllPoints Realty

  3 4th Ave, Old Saybrook, CT 06475
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  /40

  $895,000 Open Sat 10AM - 11:30AM

  • 5 Beds
  • 3 Baths
  • 2,898 Sq Ft

  26 College St, Old Saybrook, CT 06475

  Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between

  Joel Lucas Coldwell Banker Realty

  26 College St, Old Saybrook, CT 06475
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  /40

  $525,000

  • 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

  16 Walkley Hill Rd, Haddam, CT 06438
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 795 Sq Ft

  42 Central Ave, Clinton, CT 06413

  After nearly 30 years of cherished memories, the 'Corona Cottage' on Cedar Island is on the market! Nestled in a private enclave, this seasonal retreat offers an ideal setting with panoramic views of Clinton Harbor. Enjoy fishing or savor a meal under a stunning sunset. Elevated 8 feet on pillars, the cottage boasts an open concept layout and is fully insulated and wired with electricity. The

  Gigi Giordano Taylor Compass Connecticut, LLC

  42 Central Ave, Clinton, CT 06413
• 

  

  /21

  $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
• 

  

  /39

  $2,500,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,164 Sq Ft

  50 & 61 Grove Way, Clinton, CT 06413

  Spectacular waterfront estate! Unparalleled views of Long Island Sound & Duck Island + your own private sandy beach with 72' of frontage! A much sought after property, 61 Grove Way is on the market for the first time in 29 years! Stately Victorian exterior aesthetic, designed to maximize the experience of waterfront living on every level of the home. Spacious open-concept remodeled interior

  Katie Westrin William Raveis Real Estate

  50 & 61 Grove Way, Clinton, CT 06413
• 

  

  /40

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,724 Sq Ft

  101 N Main St, Essex, CT 06426

  CLICK ON REEL ICON FOR 3D TOUR. In the heart of Essex Village! This iconic home with its welcoming front porch offers a rare opportunity for a family compound or multi-generational living just steps from shops & restaurants. Inside, a gracious foyer leads to bright, well-proportioned rooms. The parlor opens to a cozy family room with a gas fireplace and Riverstone flooring. French doors connect

  Kyle Hinding Coldwell Banker Realty

  101 N Main St, Essex, CT 06426

Showing Results 161 - 200, Page 5 of 7