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Middlesex County CT Homes for Sale

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  • /27

    $300,000 Open Sun 3PM - 4PM

    • 5 Beds
    • 2 Baths
    • 1,885 Sq Ft

    203 E Main St, Middletown, CT 06457

    Lease-up add value!!! Occupied two family investment only minutes from downtown Middletown! The property has a new roof and one out of two new furnaces. Currently rented at just over 50% of the market value, lease up alone will raise the return on investment to 10%. Great location, and an easy to manage asset.

    Connor Wenchell VC Property Group, LLC

    203 E Main St, Middletown, CT 06457
  • /40

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,630 Sq Ft

    28 Clementel Dr, Durham, CT 06422

    Welcome home to this 3 bedroom 1.5 Ba, 2 car garage Raised Ranch located in a quiet neighborhood just in time to enjoy the summer in your AG pool! The home is newly painted inside, offers 2 fireplaces, french doors from dining room leading to your expansive Azek and Trex deck where you can sit back and relax or watch the pool. There is a separate gated entrance to the pool area! For cooling in

    Carol Kleeman William Raveis Real Estate

    28 Clementel Dr, Durham, CT 06422
  • /20

    $499,999 Open Sun 11AM - 1PM

    • 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.

    Warner Hollister William Raveis Real Estate

    87 McVeagh Rd, Westbrook, CT 06498
  • /3

    $479,000

    • 4 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    7 Dogwood Dr, Centerbrook, CT 06409

    Handyman special in a prime neighborhood of beautiful homes! This classic Cape Cod sits on a stunning 1.26-acre lot and offers the perfect opportunity for a young buyer or savvy flipper. The home features a front-to-back living room with fireplace, a spacious dining room, and solid oak hardwood floors throughout. There's one small bedroom on the main floor and three large bedrooms upstairs. The

    Joel Lucas Coldwell Banker Realty

    7 Dogwood Dr, Centerbrook, CT 06409
  • /9

    $300,000

    • 3 Beds
    • 1 Bath
    • 928 Sq Ft

    36 N Cone Rd, East Hampton, CT 06424

    In a quiet corner of East Hampton, main-floor living awaits. This rustic ranch sits upon a flat, lightly-wooded, one-acre lot. The 928 sq. ft. home features three bedrooms, one bath, hardwood floors and an attached two-car garage. The open kitchen-living area presents a practical semi-open layout. A full, unfinished basement add storage and flexibility. The home uses oil heat, septic, and a

    Weston Ulbrich Coldwell Banker Realty

    36 N Cone Rd, East Hampton, CT 06424
  • /40

    $825,000 Open Sun 11AM - 1PM

    • 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

    $775,000

    • 2 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    100 Dudley Ave Unit B8, Old Saybrook, CT 06475

    Welcome to Desirable Sheltered Cove! This beautifully updated 2-bedroom, 2.5 bath condo offers light-filled interiors, hardwood floors, recessed lighting, and elegant crown molding throughout. Enjoy breathtaking views of North Cove from the living room, dining area, kitchen, and even your primary bedroom. The remodeled kitchen is a chef's dream, featuring stainless steel appliances including an

    Rose Ciardiello William Raveis Real Estate

    100 Dudley Ave Unit B8, Old Saybrook, CT 06475
  • /40

    $5,495,000

    • 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
  • /28

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    46 Rising Trail Dr, Middletown, CT 06457

    More than a townhouse-this is your personal retreat nestled in nature, with space to spread out and a pool to cool off. Welcome to Beacon Hill Towne Homes, where comfort, convenience, and community come together. This 4-level, 2-bedroom (with flexible 3rd room) townhouse offers over 1,600 square feet of living space, including a finished lower level that opens to a private dedk backing up to

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    46 Rising Trail Dr, Middletown, CT 06457
  • /34

    $585,000

    • 2 Beds
    • 1.5 Baths
    • 462 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
  • /14

    $179,900

    • Studio
    • 1 Bath
    • 474 Sq Ft

    92 Main St Unit 102, Deep River, CT 06417

    Small Studio Condo in Piano Works. Central Air and High Ceilings. Association Common Room. Gym. Walk to town & CT River.

    Craig Milton Re/Max Valley Shore

    92 Main St Unit 102, Deep River, CT 06417
  • /18

    $189,900

    • Land
    • 0.16 Acre
    • $1,186,875 per Acre

    6 South St, Old Saybrook, CT 06475

    Build Your Dream Home in Coastal Old Saybrook! A rare opportunity awaits you... Are you ready to create your shoreline oasis? Look no further than this Fully Approved Residential Building Lot with many enticing features that make it a special gem. Come enjoy salty breezes and serene water views... sunsets and seagulls await! Located in a residential neighborhood on a road with two other homes

    Cheryl Keithan Coldwell Banker Realty

    6 South St, Old Saybrook, CT 06475
  • /30

    $279,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,314 Sq Ft

    170 Summer St Unit 170, Portland, CT 06480

    Charming Two-Bedroom Condo with Modern Upgrades and Scenic Deck Welcome to this beautifully maintained two-bedroom, 2.5-bathroom condo (duplex) offering comfort, convenience, and style. Enjoy relaxing or entertaining on the private deck that overlooks a peaceful yard - perfect for morning coffee or evening gatherings. Inside, you'll find a bright and open layout with newer windows providing

    Ellen Paklos William Raveis Real Estate

    170 Summer St Unit 170, Portland, CT 06480
  • /36

    $339,900

    • 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

    $335,000

    • 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
  • /40

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,301 Sq Ft

    2 Sequoia Dr, Cromwell, CT 06416

    So much potential with some sweat equity and for investors in this spacious 4 bed, 2 full bath, Colonial located in a desirable, well established neighborhood. Upon entrance is a large family room with cathedral ceiling and wood burning fireplace. An office that can potentially be used as a 5th bedroom is also at the front of the home. The spacious eat-in kitchen with peninsula is great for small

    Jeff Petersen Century 21 AllPoints Realty

    2 Sequoia Dr, Cromwell, CT 06416
  • /40

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,021 Sq Ft

    42 Woodmont Cir, East Haddam, CT 06423

    A virtuoso back drop of one of the most serene countryside landscapes displaying nature's elements of art while embracing a sense of harmony. The 3-bedroom Traditional Cape Cod home is tucked away on a very private 4.21 acre level lot with a beautiful level paved driveway. The expansive Front porch entrance overlooks panoramic ravines decorated w/a Mountain Laurel backdrop, varieties of wild

    Jodi Miller Lisitano Eagle Eye Realty PLLC

    42 Woodmont Cir, East Haddam, CT 06423
  • /40

    $595,000

    • 4 Beds
    • 3.5 Baths
    • 3,327 Sq Ft

    8 Sassafras Ln, Clinton, CT 06413

    Welcome to 8 Sassafras Lane - A stunning home nestled in the highly sought-after Parkview Estates. This charming residence features a spacious layout with 4 bedrooms and 3.1 baths. Enjoy the expansive covered front porch and a versatile three-season room that seamlessly blends indoor comfort with outdoor enjoyment. This home boasts gleaming hardwood floors throughout and is filled with abundant

    Nassim Saad RE/MAX on the Bay

    8 Sassafras Ln, Clinton, CT 06413
  • /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

    $1,335,000

    • 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

    $1,545,000

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    26 Meadowood Ln, Old Saybrook, CT 06475

    Welcome to 26 Meadowood Drive - where sophisticated coastal living meets modern comfort. This stunning new construction Colonial, completed in 2025, offers breathtaking water views of Long Island Sound and Hagar Creek, all while providing peace of mind outside the flood zone. Step inside this thoughtfully designed 3-bedroom, 2.5-bath retreat and experience natural light, red oak hardwood floors,

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • /40

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    408 Stage Coach Rd, Durham, CT 06422

    Thoughtfully maintained, this spacious home with an in-law suite offers 5 bedrooms and 3.5 baths. Privately set on 20.54 scenic acres, it features picturesque mountain views and the tranquility of country living-just minutes from local amenities, Yale, and the Connecticut shoreline. Three decks span three sides of the home, offering multiple spaces to relax and enjoy the peaceful natural

    John Armellino William Raveis Real Estate

    408 Stage Coach Rd, Durham, CT 06422
  • /40

    $1,500,000

    • 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 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

    $2,100,000

    • 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
  • /30

    $272,500

    • 2 Beds
    • 1 Bath
    • 907 Sq Ft

    9 Crown St, Middletown, CT 06457

    Welcome to your charming new home! If you've been searching for a cozy, updated space this could be your crown jewel. Thoughtfully refreshed in 2022 the home blends character with modern updates and is ready for its next chapter. The main level offers an open layout where the living & dining areas flow seamlessly into the kitchen-perfect for everyday living & entertaining. The kitchen stands out

    Jamie Bell Berkshire Hathaway NE Prop.

    9 Crown St, Middletown, CT 06457
  • /36

    $459,000

    • 3 Beds
    • 1.5 Baths
    • 2,100 Sq Ft

    155 Fawn Hill Dr, Westbrook, CT 06498

    Move-in ready 2,100 square foot Raised Ranch located in a neighborhood setting at the end of a cul-de-sac. This 3-bedroom, 1.5-bath home features a bright and open main level with beautiful oak hardwood floors throughout the bedrooms, living room, dining area, and kitchen. Back deck overlooks a level 0.46 acre backyard with an above-ground pool. The lower level offers a spacious family room with

    Samantha Storey RE/MAX Coast and Country

    155 Fawn Hill Dr, Westbrook, CT 06498
  • /36

    $213,500

    • 1 Bed
    • 1 Bath
    • 1,154 Sq Ft

    6 Bittersweet Ridge Unit A, Middlefield, CT 06455

    Welcome to this beautifully updated over-55 unit that blends comfort and style in a highly desirable community. Boasting hardwood floors throughout and an open floor plan, this unit feels much more spacious than its square footage suggests. Enjoy the 6" crown molding and flat ceilings, which add a touch of elegance to the living and dining areas. The custom remodeled bath and granite countertops

    John Zubretsky Century 21 AllPoints Realty

    6 Bittersweet Ridge Unit A, Middlefield, CT 06455
  • /18

    $1,750,000

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

    42 Bluff St, Westbrook, CT 06498

    This lovely seaside home has it all! Situated on a partially shaded bluff overlooking Long Island Sound, it has 4 good sized bedrooms, 3 full baths, a large basement, a 2 car, attached garage, an open floor plan, an outdoor shower, a generator, 2 fireplaces, central air, oil heat and deeded beach rights in the Grove Beach Association. The best part of all is that the house is NOT in the flood

    Jason Saphire www.HomeZu.com

    42 Bluff St, Westbrook, CT 06498
  • /15

    $224,900 Open Sun 10AM - 12PM

    • 2 Beds
    • 1.5 Baths
    • 844 Sq Ft

    85 N Main St Unit 96, East Hampton, CT 06424

    Welcome to 85 N. Main St. Unit 96. You're going to love this charming townhouse that lives like a 3-bedroom! The main level offers a bright, open layout with beautiful crown molding, chair rail accents, and hardwood floors throughout the living and dining areas. The kitchen is well-equipped with stainless steel appliances, including a refrigerator (2017), newer oven range and microwave (April

    Jennifer Ambrose William Raveis Real Estate

    85 N Main St Unit 96, East Hampton, CT 06424
  • /14

    $425,000 Open Sun 12:30PM - 3:30PM

    • 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
  • /40

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    5 Sunnyslope Dr, Middletown, CT 06457

    Charming Colonial on a Private Corner Lot in Middletown, CT Welcome to this delightful 4-bedroom, 1.5-bath Colonial nestled on a quiet and private corner lot in the heart of Middletown. This cozy home offers timeless charm and thoughtful updates, perfect for families or anyone seeking classic New England character with modern comforts. As you enter, you'll be greeted by a warm and inviting

    Gricelda Avila LAER Realty Partners

    5 Sunnyslope Dr, Middletown, CT 06457
  • /40

    $399,900

    • 2 Beds
    • 2.5 Baths
    • 1,759 Sq Ft

    6 Victoria Rd, Portland, CT 06480

    Welcome to this expanded 2-bed (2 additional unfinished rooms on 2nd level), 2.5-bath Cape Cod set on a private, level lot and located near schools. Enjoy an open floorplan with custom woodwork, hardwood floors, a pellet stove, and split system heating/cooling. The main level features a spacious, sun-filled family room that offers the perfect gathering space with plenty of room for everyone to

    Elizabeth Harrison Hagel & Assoc. Real Estate

    6 Victoria Rd, Portland, CT 06480
  • /40

    $445,000

    • 3 Beds
    • 2 Baths
    • 2,275 Sq Ft

    389 Chamberlain Rd, Middletown, CT 06457

    Stunning 3-bedroom, 2-bath Contemporary Cape on 1.01 acres, offering 2275 sq ft of elegant living space. Gleaming hardwood floors flow throughout, creating a warm and inviting ambiance. The 1st floor features a modern kitchen with granite counters and a cozy eating area that seamlessly opens to a formal living room, highlighted by a stunning fieldstone fireplace with a raised hearth-perfect for

    Bennett Forrest KW Legacy Partners

    389 Chamberlain Rd, Middletown, CT 06457
  • /7

    $265,000

    • 5 Beds
    • 2 Baths
    • 2,116 Sq Ft

    5 Maple Place, Middletown, CT 06457

    2 family property in need of TLC. New roof installed 6/2025. First floor vacant. Second floor tenants to move out in July. This project is for a 203K buyer, a handy man or investor. ARV is 400K+. Corner Lot. Near downtown and Wesleyan. MAJOR potential. Bring your imaginations.

    Derek Greene Derek Greene

    5 Maple Place, Middletown, CT 06457
  • /19

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,413 Sq Ft

    127 Skunk Misery Rd, Higganum, CT 06441

    Tucked back from a quiet country road in picturesque Higganum, this home isn't just a place to live-it's a place to breathe, recharge, and truly feel at home. From the moment you step onto the two-tiered deck overlooking a peaceful, tree-lined yard, you'll sense it: this is where memories are made. Mornings with coffee and birdsong, evenings under the stars, laughter echoing from summer dinners

    Debbie Huscher Real Broker CT, LLC

    127 Skunk Misery Rd, Higganum, CT 06441
  • /31

    $219,788

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    113E Country Squire Dr Unit 113E, Cromwell, CT 06416

    Make this Home your Own! Located in the Country Squire II Condominiums. This condominium unit offers a comfortable living space with 2 bedrooms, 1 bathroom, and a total of 1060 square feet on the main floor. The unit features an open floor plan, integrating the kitchen, dining area, and living room to create a unified living space. A fireplace serves as a focal point within the living area.

    Sandra Kerr Berkshire Hathaway NE Prop.

    113E Country Squire Dr Unit 113E, Cromwell, CT 06416
  • /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
  • /30

    $249,900

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    16 Pine Ct, Cromwell, CT 06416

    This is the one you've been waiting for!! Welcome to this stunning, fully remodeled 2-bedroom, 1 1/2 bath, corner unit, townhouse located in the desirable Cromwell Hills . Designed with modern living in mind, this townhouse style condo blends luxurious finishes with thoughtful functionality across every inch of space. The main level boasts a bright and airy open floor plan filled with natural

    Nick Morreale RE/MAX One

    16 Pine Ct, Cromwell, CT 06416

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