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Middlesex County CT Houses for Sale

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  • /40

    $1,790,000 Open Sat 10AM - 12PM

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

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Brand New Construction! Step into a lifestyle of refined coastal luxury at 2 Old South Cove Rd, Old Saybrook's most stylish new construction. Perfectly positioned just steps from the water, this 2,400 sq ft masterpiece blends modern design with timeless comfort-crafted in partnership with Saybrook Home and styled like a New York design editorial. Enjoy water views and dramatic light-filled spaces

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • /40

    $985,000

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    24 Cottage Place, Old Saybrook, CT 06475

    Welcome to 24 Cottage Place - a luxury shoreline home offering the perfect blend of elegance, comfort, and an unbeatable Old Saybrook location. Tucked away on a quiet dead-end street, this move-in ready 4-bedroom, 3-bath residence is just minutes from Old Saybrook's vibrant Main Street, "The Kate" theater, library, fitness center, marinas, and train station. Walk or bike to popular beaches, the

    Jennifer Gurnell William Raveis Real Estate

    24 Cottage Place, Old Saybrook, CT 06475
  • /40

    $849,900

    • 3 Beds
    • 6 Baths
    • 4,863 Sq Ft

    98 Ryefield Rd, Middletown, CT 06457

    This exceptional Contemporary residence offers luxury, privacy, and seasonal beauty in equal measure. Nestled on 1.72 acres in a quiet Middletown enclave, the home showcases a masterful blend of natural light, thoughtful design, and refined detail. The dramatic two-story foyer, 9' ceilings, and oversized windows create a sun-drenched, elegant atmosphere. The spacious kitchen flows into a casual

    Stacey McPherson KW Legacy Partners

    98 Ryefield Rd, Middletown, CT 06457
  • /28

    $189,000

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    3 Prospect Place, Middletown, CT 06457

    Affordable Opportunity in a Prime Location! Perfect for first-time homebuyers, students, or investors, this charming residence offers exceptional value and comfort. The home features two bedrooms and two full bathrooms, including a generously sized primary suite on the upper level with a classic clawfoot bathtub-ideal for relaxing after a long day. Enjoy the partially fenced private yard, perfect

    Heather Fenn Sunset Creek Realty, LLC

    3 Prospect Place, Middletown, CT 06457
  • /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
  • /20

    $499,999

    • 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
  • /23

    $595,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft

    6 Pheasant Hill Ln, Old Saybrook, CT 06475

    Welcome to this beautifully maintained home. Set at the end of cul-de-sac and bordered by The Preserve Connecticut's largest coastal forest, this property offers privacy and natural beauty with direct access to miles of scenic hiking trails right outside your door. Minutes to I-95, close to Old Saybrook shops, top rated schools and beaches. Enjoy an open concept kitchen formal dining room, cozy

    Letessa Dion Coldwell Banker Realty

    6 Pheasant Hill Ln, Old Saybrook, CT 06475
  • /40

    $825,000

    • 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
  • /40

    $4,950,000

    • 4 Beds
    • 4.5 Baths
    • 4,131 Sq Ft

    1 Foxboro Rd, Essex, CT 06426

    Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views through large,

    Colette Harron William Pitt Sotheby's Int'l

    1 Foxboro Rd, Essex, CT 06426
  • /34

    $585,000

    • 2 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    16 Lynde St, Old Saybrook, CT 06475

    Unbeatable downtown Old Saybrook location! This well-maintained Cape Cod-style home at 16 Lynde Street is on the market for the first time in over 40 years. Offering 2+ bedrooms, 1+ baths, and a bright, flexible floor plan, this property places you in the heart of one of Connecticut's most desirable shoreline towns. Enjoy sidewalks leading to schools, the library, shops, restaurants, cafes, and

    Jennifer Gurnell William Raveis Real Estate

    16 Lynde St, Old Saybrook, CT 06475
  • /36

    $339,900 Open Sun 3PM - 5PM

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

    111 Collins Hill Rd, Portland, CT 06480

    Well-maintained 2-bed, 2.5-bath Colonial offering comfort, space, and flexibility. The primary bedroom features a full bath and private deck overlooking the golf course. The second bedroom is bright and spacious with a full bath nearby. Main level includes an extra room-perfect for a home office, playroom, or guest space-alongside a formal dining room, cozy living room with fireplace, and a

    Stephanie Cuascut Coldwell Banker Realty

    111 Collins Hill Rd, Portland, CT 06480
  • /15

    $299,900

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

    47 Ridge Rd, Middletown, CT 06457

    Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

    Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
  • /37

    $895,000

    • 3 Baths
    • 3,177 Sq Ft

    3 Essex Square, Essex, CT 06426

    An iconic Essex village property for sale at the head of Main Street! Investors and project enthusiasts take note! 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'

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /40

    $1,199,000

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

    122 Old Post Rd, Old Saybrook, CT 06475

    Welcome home to your own exquisite coastal retreat. This award winning exceptional cedar 3,000 square feet home blends timeless craftsmanship with modern upgrades and includes a stunning 19 foot high great room with floor to wall ceilings, wrap around deck with effortless indoor-outdoor living, cozy fireplace, dining room and family room. The kitchen boasts custom counters and cabinetry,

    Sharon Linder Berkshire Hathaway NE Prop.

    122 Old Post Rd, Old Saybrook, CT 06475
  • /40

    $1,500,000

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

    55 Main St, East Haddam, CT 06423

    NOW available fully furnished-like stepping into a VRBO, complete with furniture, linens, kitchenware, and more. Just bring your suitcase. 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

    Sacha Armstrong William Pitt Sotheby's Int'l

    55 Main St, East Haddam, CT 06423
  • /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
  • /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
  • /38

    $1,800,000

    • 3 Beds
    • 2 Baths
    • 3,477 Sq Ft

    5 Oakwood Rd, Old Saybrook, CT 06475

    This spacious Knollwood Beach home is only ONE house from Long Island Sound featuring sweeping water views. Step into timeless elegance with this stunning home where classic craftsmanship meets modern convenience. The first floor features a gourmet kitchen and dining area complete with granite countertops, a center island with canopy, and high-end appliances. Original wainscoting ceilings and two

    Carol Ieronimo William Raveis Real Estate

    5 Oakwood Rd, Old Saybrook, CT 06475
  • /40

    $609,000

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    115 Town Farm Rd, East Haddam, CT 06423

    An equestrian retreat awaits! Privately set on 4.25 serene acres along a quiet country road, this contemporary-style home offers a unique blend of comfort, functionality, and opportunity. Ideal for horse and animal lovers, the property includes a 2-stall barn with a covered paddock (2,236 sq ft)-perfect for year-round use-and space to revive a former riding ring. The main 3BR/2.5BA home is filled

    Kimberly O'Donnell William Raveis Real Estate

    115 Town Farm Rd, East Haddam, CT 06423
  • /19

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 4,236 Sq Ft

    42 Bluff St, Westbrook, CT 06498

    This beautiful seaside home has it all! Situated on a partially shaded bluff overlooking Long Island Sound, it has amazing views from almost every window. The 3 generously sized bedrooms, master bedroom suite, 3 full baths, and large dry basement fulfill all of your needs. The 2 car, attached garage will store not only your cars, but an abundance of beach and water toys. The carefully designed

    Jason Saphire www.HomeZu.com

    42 Bluff St, Westbrook, CT 06498
  • /32

    $425,000

    • 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
  • /37

    $609,999 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    19 W Hills Rd, Ivoryton, CT 06442

    Move-in ready Colonial retreat with updated systems and stunning deck overlooking woodlands-walk to water trails!" Welcome to 19 W Hills Road, a bright and spacious Colonial nestled in the peaceful Falls River neighborhood of Ivoryton. Set on nearly an acre of lightly wooded land, this updated 3-bedroom, 2.5-bath home blends timeless charm with modern comfort. Inside, you'll find hardwood floors

    Deb Lint William Raveis Real Estate

    19 W Hills Rd, Ivoryton, CT 06442
  • /31

    $1,200,000

    • 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
  • /26

    $998,868

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

    122 College St, Old Saybrook, CT 06475

    Iconic Old Saybrook 1890's Captain's home with it's own widow's walk-venture up and enjoy 360 degree views of the CT River, North Cove, and Long Island Sound-or relax on the wrap around porch and watch the world go by. Situated on .80 level acres w/an inground pool-2 car detached garage w/1/2 bath for the pool-possibly could be renovated for guest quarters. This home is like a blank slate w/3200

    Mary McDonald Coldwell Banker Realty

    122 College St, Old Saybrook, CT 06475
  • /40

    $899,000 Open Sun 1:30PM - 3PM

    • 6 Beds
    • 7 Baths
    • 6,226 Sq Ft

    48 Evergreen Rd, Cromwell, CT 06416

    Experience comfort, flexibility, and thoughtful design in this impressive 6200+sq ft custom home located in one of Cromwell's most sought-after neighborhoods. Boasting 6-7 bedrooms, 7 bathrooms, and a true in-law suite, this residence offers the perfect layout for multi-generational living, au pairs or long-term guests.The main home features a classic layout with well-proportioned rooms,

    Nicole Defrancesco Coldwell Banker Realty

    48 Evergreen Rd, Cromwell, CT 06416
  • /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
  • /27

    $529,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    183 Parker Rd, East Haddam, CT 06423

    Welcome to this sprawling cape in East Haddam! Room for everyone! This property is perfect for a growing family. The yard is endless. There are 2 bedrooms on the the main floor and 2 on the upper. The pool is situated between the kitchen and master suite accessible by French doors onto the deck. Amazing location for hiking & boating as there are are many lakes and trails nearby! Just a short

    Melissa Chevalley Re/Max Valley Shore

    183 Parker Rd, East Haddam, CT 06423
  • /36

    $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
  • /28

    $305,000

    • 2 Beds
    • 1 Bath
    • 760 Sq Ft

    87 Lake Shore Dr, Middlefield, CT 06455

    Start living the Lake Life! 2 Bedroom, 1 Bath Ranch home with a view and short walk to the beach of beautiful Lake Beseck. Remodeled and updated in 2017 including new kitchen and bath, heating system, electrical, plumbing, siding and windows! The open floor plan creates an inviting area with hardwood floors, vaulted ceiling and masonry fireplace in the Living Room. Kitchen boasts white cabinetry,

    Phil Giampietro Coldwell Banker Realty

    87 Lake Shore Dr, Middlefield, CT 06455
  • /21

    $1,500,000 Open Sun 1PM - 3PM

    • 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
  • /40

    $4,495,000

    • 6 Beds
    • 4 Baths
    • 4,951 Sq Ft

    Unlisted Address

    Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning buyers-available for the first time in over 50 years. The home's design embraces passive solar principles with walls of glass that invite natural light and offer breathtaking views of the surrounding landscape. A heated free form

    Carol Frost Compass Connecticut, LLC

    Unlisted Address
  • /37

    $509,900

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft

    73 Lake Shore Dr, Colchester, CT 06415

    This lakeside community is all about the quiet view and the ammenities! Private beaches, tennis courts, community pavilion with live music & gatherings, paddle boats, & all the fishing you can handle. The home is beautifully maintained with great indoor and outdoor entertaining space, lower level bedroom with its own bathroom and private entrance for versatility. This offering really is all about

    Jeff Valentine William Pitt Sotheby's Int'l

    73 Lake Shore Dr, Colchester, CT 06415
  • /40

    $479,900

    • 4 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    75 Carll Rd, Middletown, CT 06457

    Move right into this stunning, fully renovated 4 bedroom with 2.5 bath home offering over 2,600 square feet of stylish living space. Located in desirable Middletown on a non-thru street, this property features gleaming hardwood floors and a warm, inviting family room with wood-beamed ceilings which leads out to a deck and comfy living room. The spacious kitchen has been beautifully updated with

    Natuzza Dimasi William Raveis Real Estate

    75 Carll Rd, Middletown, CT 06457
  • /35

    $2,200,000 Open Sun 1PM - 3PM

    • 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
  • /13

    $239,900

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    40 Batt St, Middletown, CT 06457

    Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

    Justin Marino Marino Realty LLC

    40 Batt St, Middletown, CT 06457
  • /40

    $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
  • /40

    $639,000

    • 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
  • /25

    $549,900

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    14 Denmore Ln, Old Saybrook, CT 06475

    This beautifully revamped ranch style home provides a perfect blend of modern style and comfort. With 1,196 square feet of living space, this property boasts three spacious bedrooms and one full bathroom. The chef-inspired kitchen features sleek, new appliances, stylish cabinetry, and quartz countertops, ideal for both everyday meals and entertaining. The bright, airy living areas are enhanced

    Patrick Garrett Complete Real Estate

    14 Denmore Ln, Old Saybrook, CT 06475
  • /37

    $569,000

    • 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
  • /40

    $549,900

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    69 Bamforth Rd, Haddam, CT 06438

    Distinctively private 2188 sq. ft. Ranch with so much to offer! Situated on 2.85 acres this one-level-of-living home offers an open-floor-plan design with newer windows & slider, beautifully refinished hardwood floors, 3 floor-to-ceiling fireplaces, and so much more. Nestled between State Forest (behind) and Bamforth Wildlife Preserve (across the street), this home is the perfect oasis from a

    Pamela Moriarty Coldwell Banker Realty

    69 Bamforth Rd, Haddam, CT 06438

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