Middlesex County CT Houses for Sale

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  /40

  $799,900

  • 3 Beds
  • 3 Baths
  • 2,407 Sq Ft

  112 Main St, Centerbrook, CT 06409

  Nestled on a prime 0.5-acre corner lot in the heart of Centerbrook, 112 Main Street is a meticulously maintained 3-bedroom home that perfectly blends classic charm with serious modern utility. The residence has been extensively updated, featuring an exterior professionally painted in August 2025 with a three-year guarantee and a refreshed kitchen boasting new countertops and a functional kitchen

  Adam Zak Century 21 Classic Homes

  112 Main St, Centerbrook, CT 06409
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  /40

  $490,000

  • 4 Beds
  • 1.5 Baths
  • 1,241 Sq Ft

  64 River Ln, Deep River, CT 06417

  Timeless charm meets waterfront lifestyle in this classic Colonial, ideally set along the Connecticut River. Enjoy ever-changing water views and the simple pleasure of front-porch living-watch the river activity drift by and catch glimpses of the Essex Steam Train as it passes in the distance. Inside, the main level features a full eat-in kitchen plus a comfortable living room and dining room-an

  William Gillen Coldwell Banker Realty

  64 River Ln, Deep River, CT 06417
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  /37

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,062 Sq Ft

  5 Rosewood Ln, Ivoryton, CT 06442

  Tucked away at the end of a quiet cul-de-sac in desirable Ivoryton, this 15-year-young custom-built home offers the perfect blend of privacy, flexibility, and future potential. Thoughtfully designed with a "live like a ranch" layout, the main level features three bedrooms and two full baths, ideal for easy everyday living. The heart of the home is the open-concept kitchen and living area, perfect

  Gigi Giordano Taylor Compass Connecticut, LLC

  5 Rosewood Ln, Ivoryton, CT 06442
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  /40

  $559,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  92 Bokum Rd, Old Saybrook, CT 06475

  A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

  Linda Toscano Coldwell Banker Realty

  92 Bokum Rd, Old Saybrook, CT 06475
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  /39

  $775,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,476 Sq Ft

  74 Bushy Hill Rd, Ivoryton, CT 06442

  Tucked away on 2.53 picturesque acres in Ivoryton, this inviting Cape Cod offers the perfect blend of privacy, space, and natural beauty. With 3 bedrooms, 3 baths, and over 3,400 square feet, the home is surrounded by gardens, beautiful meadow, a tranquil pond, and plenty of space to simply enjoy the peaceful setting. Entertain or unwind on the expansive patio and deck while taking in the serene

  Susan Malan William Pitt Sotheby's Int'l

  74 Bushy Hill Rd, Ivoryton, CT 06442
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  /6

  $350,000

  • 2 Beds
  • 1 Bath
  • 573 Sq Ft

  41 Trolley Rd, Westbrook, CT 06498

  Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the

  Jennifer Gurnell William Raveis Real Estate

  41 Trolley Rd, Westbrook, CT 06498
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  /2

  $479,900 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,030 Sq Ft

  25 Pleasant View Dr, Middletown, CT 06457

  Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted

  Gregory Domingue Coldwell Banker Realty

  25 Pleasant View Dr, Middletown, CT 06457
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  /40

  $975,000

  • 3 Beds
  • 3 Baths
  • 3,032 Sq Ft

  24 Indian Dr, Clinton, CT 06413

  Located in the desirable Country Club Estates neighborhood, this beautifully maintained Clinton home offers private beach association access and a flexible floor plan. The home features three bedrooms plus a guest room and office, along with three full bathrooms. The 3200 sq ft spacious living areas include a family room, living room, and a separate entertainment room with direct access to the

  Bonnie Fillion Berkshire Hathaway NE Prop.

  24 Indian Dr, Clinton, CT 06413
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  /40

  $425,000

  • 4 Beds
  • 1.5 Baths
  • 2,152 Sq Ft

  268 Main St, Durham, CT 06422

  HISTORIC GEM ON DURHAM'S BELOVED MAIN STREET! Welcome to the Roberts-Moffitt House, a distinguished Federal Colonial that has graced Durham's picturesque Main Street for generations. This 4 bedroom, 1.5 bathroom residence offers 2,152sf of thoughtfully preserved living space within the town's Historic District where sidewalk-lined streets tell stories of CT's rich heritage. Discover a home where

  Kiara Rusconi William Raveis Real Estate

  268 Main St, Durham, CT 06422
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  /36

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,040 Sq Ft

  74 Spellman Point Rd, East Hampton, CT 06424

  Dock, decks, and waterfront - all you've ever wanted in life. A water-lover's paradise with huge deck space and an outdoor kitchen, coupled with an enormously open home built for entertaining. The open floor plan of the first floor has the lodge-like charm of the original Lake Pocotopaug homes and an unheard of three bedrooms and two bathrooms. Which leaves the entire upper level as a dedicated

  Margaret Wilcox William Raveis Real Estate

  74 Spellman Point Rd, East Hampton, CT 06424
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  /6

  $744,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft

  508 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. Spectacular farmhouse plan at Lake Overlook Estates - The Georgetown! This charmer offers an amazing, large, open great room/family room and kitchen and a large dining room off the kitchen surrounded in glass for spectacular views,

  Mark Toledo Berkshire Hathaway NE Prop.

  508 Freya Ln, East Hampton, CT 06424
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  /11

  $1,895,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 6,517 Sq Ft

  53 Shanaghans Rd, East Haddam, CT 06423

  Experience luxury and privacy in this new construction estate set on 3.24 secluded acres in East Haddam, surrounded by protected open space. Offering over 6,000 sq ft, this custom home combines refined craftsmanship with modern comfort. The layout includes 5 bedrooms, 4.5 baths, and 3 fireplaces, creating warm, inviting spaces perfect for both everyday living and elegant entertaining. A chef's

  Wes Jenks Jenks Realty

  53 Shanaghans Rd, East Haddam, CT 06423
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  /32

  $465,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  408 Maromas Rd, Middletown, CT 06457

  Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. Next on the main level is a sun-filled living room with cathedral ceilings and multiple windows, creating an airy,

  Sandy Fehrs Lamacchia Realty

  408 Maromas Rd, Middletown, CT 06457
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  /33

  $5,900,000

  • 4 Beds
  • 4 Baths
  • 5,651 Sq Ft

  12 Rocky Point Rd, Old Saybrook, CT 06475

  Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

  Sharon Linder Berkshire Hathaway NE Prop.

  12 Rocky Point Rd, Old Saybrook, CT 06475
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  /40

  $1,299,900

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

  180 Green Hill Rd, Killingworth, CT 06419

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

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /40

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  75 Azalea Dr, Middletown, CT 06457

  Welcome to 75 Azalea Drive in Middletown, a beautifully remodeled home that blends modern upgrades with comfortable living in a well-established neighborhood. Set on a generous 0.72-acre lot, this 2,088 sq ft home offers peaceful indoor and outdoor living. From the moment you step inside, you'll notice the attention to detail and quality craftsmanship throughout. The heart of the home is the

  Santo Gulino William Raveis Real Estate

  75 Azalea Dr, Middletown, CT 06457
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  /39

  $1,849,000

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

  101 N Main St, Essex, CT 06426

  Nestled in the heart of Essex Village along one of its most picturesque streets, this iconic c.1818 home welcomes you with a charming wraparound covered front porch, an inviting place to sit and relax. Inside, you'll find a perfect blend of timeless character and thoughtful modern updates, creating a home is both beautiful and comfortable. At its heart is a custom chef's kitchen featuring solid

  Jodi Strycharz William Pitt Sotheby's Int'l

  101 N Main St, Essex, CT 06426
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  /40

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  341 Lake Shore Dr, Colchester, CT 06415

  Built in 2022, this beautiful 3 bedroom, 2.5 bath Cape home still feels brand new and is ready for you to enjoy. Set on a spacious 2.7 acre lot, the property offers peaceful pond frontage and access to a boat launch perfect for paddle boats and kayaks, creating a wonderful setting for relaxation and outdoor recreation. Inside, the home features a bright open floor plan designed for both comfort

  Rebecca Makas KW Legacy Partners

  341 Lake Shore Dr, Colchester, CT 06415
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  /40

  $597,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  7 Mitchel Terrace, Ivoryton, CT 06442

  Tucked into a peaceful woodland setting near the scenic Falls River Preserve, this striking contemporary home offers a seamless blend of nature, light, and modern design. Surrounded by mature trees, this tranquil property delivers a sense of privacy while remaining close to outdoor recreation and everyday conveniences. Inside, soaring cathedral ceilings & an open-concept first floor create an

  Lisa Genovali Re/Max Valley Shore

  7 Mitchel Terrace, Ivoryton, CT 06442
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  /28

  $815,000

  • 2 Beds
  • 1.5 Baths
  • 961 Sq Ft

  39 Prospect St, Essex, CT 06426

  Hilltop Cottage c.1900 The Perfect pied a terre in the heart of the historic Essex CT yachting village welcomes you in each season. In spring, see your professional perennial cottage garden come alive with roses, irises, and peonies. In summer, entertain friends on your large private deck overlooking more gardens and catching the breeze off Long Island Sound. In fall, join in the village

  R. Dean Eubank William Pitt Sotheby's Int'l

  39 Prospect St, Essex, CT 06426
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  /40

  $429,750 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft

  27 Old Skinner St, East Hampton, CT 06424

  Set on a generous .59-acre lot in a quiet East Hampton neighborhood, this classic 1973-built home offers the kind of space and setting today's buyers crave-room to breathe, relax, and truly feel at home. A small brook winds through the backyard, creating a peaceful, natural backdrop for morning coffee or unwinding at the end of the day. Inside, a comfortable, functional layout is enhanced by a

  Bobby Canto William Raveis Real Estate

  27 Old Skinner St, East Hampton, CT 06424
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  /6

  $744,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,357 Sq Ft

  501 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Cambridge. The Cambridge offers dramatic first floor living at its best. This floor plan boasts a first floor primary suite, laundry, office/den, open kitchen to a spectacular 2-story family room with impressive staircase and

  Mark Toledo Berkshire Hathaway NE Prop.

  501 Freya Ln, East Hampton, CT 06424
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  /24

  $439,900

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  89 S End Ave, Durham, CT 06422

  Charm, Location, convenience. Just outside the Town Center. Find this endearing three bedroom colonial. Genuine character is found throughout every inch of this call from the past. Living room is warm and inviting with pine floors, beams and working fireplace with built in hutch. Dining room as built in corner hutch.Has 1.26 acres, out door living is splendid - grow your own vegetables, raise

  Raymond Valenti RE/MAX Alliance

  89 S End Ave, Durham, CT 06422
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  /26

  $549,900

  • 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

  Alexis Devlin Coldwell Banker Realty

  8 Tom Rd, East Haddam, CT 06423
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  /40

  $650,000

  • 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 set on two private acres in the heart of Haddam. Offering over 2,200 sq ft of living space, this home blends classic New England charm with modern updates, including refinished hardwood floors and a bright, open layout ideal for everyday living and entertaining. The well appointed kitchen flows seamlessly into the

  Rob Paskiewicz CT Home Pro, LLC

  882 Killingworth Rd, Higganum, CT 06441
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  /35

  $425,000

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

  6 Morris Hubbard Rd, Higganum, CT 06441

  Charming and thoughtfully positioned, this special Cape is tucked into the landscape, offering a unique "built into the hill" design that blends seamlessly with its natural surroundings. Set within the highly regarded Haddam-Killingworth blue ribbon school district, the location provides easy access to the Connecticut River, nearby reservoir, and miles of scenic hiking trails-truly embracing all

  Tanya Bottaro Real Broker CT, LLC

  6 Morris Hubbard Rd, Higganum, CT 06441
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  /9

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  85 River Rd Unit M4, Essex, CT 06426

  River views from your living room, primary bedroom and patio. Meticulously maintained two bedroom ground floor unit. Brick fireplace with lovely wood mantelpiece surround. Kitchen updates include granite countertops, newer appliances and open plan with large island. Bathroom entry from primary bedroom has larger door and level shower handicap access. Patio with brick and flagstone has water view.

  Louisa Ketron Berkshire Hathaway NE Prop.

  85 River Rd Unit M4, Essex, CT 06426
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  /2

  $409,100

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

  Sherry Price Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
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  /38

  $529,900

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  53 Geer St, Cromwell, CT 06416

  Welcome to 53 Geer Street in Cromwell-an exquisite brick ranch that has been completely updated with refined finishes and thoughtful design throughout. This home showcases a brand new custom shaker-style kitchen featuring elegant quartz countertops and stainless steel appliances, creating a perfect blend of style, function, and modern luxury. The beautifully designed full bath has been fully

  Michael Sirochman Coldwell Banker Realty

  53 Geer St, Cromwell, CT 06416
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  /40

  $1,199,999

  • 9 Beds
  • 9 Baths
  • 4,982 Sq Ft

  209 Main St, Deep River, CT 06417

  Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

  Diane Devries William Pitt Sotheby's Int'l

  209 Main St, Deep River, CT 06417
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  /21

  $2,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  121 Middle Beach Rd, Madison, CT 06443

  Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

  Meig Walz Newcomb Coldwell Banker Realty

  121 Middle Beach Rd, Madison, CT 06443
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  /40

  $150,000 Open Sat 12PM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  5 Parkview Rd, Cromwell, CT 06416

  ONLINE AUCTION - Please review the Property Information Package available on our website. Auction Opportunity: Asking Price is Opening Bid only. Final price will be determined by competitive bidding. This is an ONLINE AUCTION starting on May 8, 2026 at 12:00 p.m. and ending on May 18, 2026 at 12:00 p.m. Great opportunity with this estate sale property - calling all builders, investors, and handy

  Samantha Kelley Tranzon Auction Properties

  5 Parkview Rd, Cromwell, CT 06416
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  /38

  $639,900

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  68 Hill Top Rd, East Haddam, CT 06423

  WATERFRONT-YEAR-ROUND-MOODUS RESERVOIR-VIEWS! Experience lakefront living in this exceptional year-round home. Boasting 98' of direct waterfront on combined 2 lots totaling 0.37 acres, this property offers breathtaking panoramic views & a private oasis designed for relaxation & recreation. Enjoy your Private Dock & Beach. Boating, Swimming, Fishing, Kayaking, or soaking up the sun. Thoughtfully

  Karen Martin Century 21 AllPoints Realty

  68 Hill Top Rd, East Haddam, CT 06423
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  /29

  $349,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  77 Berkeley Rd, Middletown, CT 06457

  Stunning ranch-2 blocks from Wesleyan University! A true gem that lives remarkably BIG; in a location convenient not only to all of Middletown, but also to all of Connecticut! This lovely ranch checks all the boxes with style, flow and function. Enter via the Trex front porch and deck; great for morning coffee or evening lounging. Upon entry, you can't help but feel the open flow and notice high

  Susan Ollestad Coldwell Banker Realty

  77 Berkeley Rd, Middletown, CT 06457
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  /40

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  154 Falls Rd, Moodus, CT 06469

  Beautiful direct waterfront home on Moodus Lake. Fully renovated 1925 Farmhouse with a bright open concept & layout. The stunning "Cooks Kitchen" with panoramic view of the lake, includes state of art appliances including double wall convection ovens & air fryer, large center island with gas cooktop, Microwave drawer, open beam cathedral ceiling and Breakfast Nook with slider to a large deck

  Peter Allam Century 21 AllPoints Realty

  154 Falls Rd, Moodus, CT 06469
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  /38

  $545,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 957 Sq Ft

  57 Grove St, Clinton, CT 06413

  Nestled in a charming seaside village, this thoughtfully maintained coastal cottage offers an inviting blend of warmth, character, and effortless shoreline living. Just a short stroll down the street brings you to beloved Lobster Landing, with nearby public beach access and Clinton Town Beach only a five-minute bike ride away. Hammonasset Beach State Park is also within easy reach, making this an

  Marie Griffin William Raveis Real Estate

  57 Grove St, Clinton, CT 06413
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  /33

  $749,000

  • 4 Beds
  • 4 Baths
  • 2,641 Sq Ft

  11 Phelps Rd, East Haddam, CT 06423

  Step into history with this charming circa 1780 Mill House combined with a historic chapel converted to a modern AUD. Located in the Hadlyme area of East Haddam, this unique property boasts many upgrades. Just under two miles from the Historic Hadlyme Ferry and Gillette's Castle State Park. This enchanting home spans 1,786 sf and beautifully balances antique elegance with modern amenities.

  George Agnelli Agnelli Real Estate

  11 Phelps Rd, East Haddam, CT 06423
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  /27

  $339,000

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  277 Tryon St, Middletown, CT 06457

  Located in a desirable area of Middletown, this home offers the perfect blend of comfort, convenience, and charm. Step inside to find a spacious, welcoming living room and well-maintained hardwood floors throughout the main and upper levels. Enjoy year-round comfort with central air equipped with a new condenser. The updated kitchen features granite countertops, newer appliances, and a dining

  Ryan DeLuca Coldwell Banker Realty

  277 Tryon St, Middletown, CT 06457
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  /40

  $1,099,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 1 Bath
  • 1,976 Sq Ft

  123 Old Mail Trail, Westbrook, CT 06498

  Do you dream of owning the perfect waterfront property? It's time to make that dream a reality! Perfectly positioned with the sparkling waters of Long Island Sound on one side and the serene Menunketesuck River inlet and Pilots Point Marina on the other. This exceptional coastal property delivers breathtaking water views. The kitchen features granite countertops, tiled backsplash, and recessed

  Lauren Iraeta KW Legacy Partners

  123 Old Mail Trail, Westbrook, CT 06498
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  /10

  $599,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  204 Lake Shore Dr, East Haddam, CT 06423

  Enjoy lakefront living in this meticulously maintained summer cottage, cherished for over 30 years and boasting 160 feet of direct, unobstructed frontage on Lake Hayward. This 1288 square foot summer retreat is designed for effortless entertaining, featuring an oversized kitchen, a spacious living room, and a sprawling sunroom that captures dynamic water views. Modern comforts like central air

  Carolyn Kress Berkshire Hathaway NE Prop.

  204 Lake Shore Dr, East Haddam, CT 06423

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