Middlesex County CT Homes for Sale

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  /38

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  55 Wig Hill Rd, Chester, CT 06412

  Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser,

  

  Kelly Puorro

  Puorro Realty Group

  55 Wig Hill Rd, Chester, CT 06412
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  /33

  $549,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  4 Sears Place, East Hampton, CT 06424

  Get ready to experience all that lake life has to offer at this meticulously maintained Lake Pocotopaug home. This picturesque retreat is just a short walk to a private beach association and includes a deeded right-of-way to a nearby boat launch, providing convenient access to the lake for boating and water recreation! As you enter the home from the front Trex porch, you are greeted by an

  James Harrington Carl Guild & Associates

  4 Sears Place, East Hampton, CT 06424
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  /40

  $849,900

  Open Sat 11AM - 1PM Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  41 Gildersleeve Rd, Portland, CT 06480

  Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful

  Deborah Walden eXp Realty

  41 Gildersleeve Rd, Portland, CT 06480
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  /24

  $189,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 855 Sq Ft

  6 Country Squire Dr Unit 6B, Cromwell, CT 06416

  Charming & Cozy End unit condo ~ UNDER $200,000 - 2 BED/1 Bath!!! Sun filled Open floor plan-Generous size bedrooms, and Ample closet space. JUST 2 easy stairs to this upper corner End Unit! Large storage cubby above main entry closet. Skylights, Energy star windows, High ceilings with spray foam insulation under sheetrock. Laundry hook ups in unit currently in pantry ~can be possibly moved to

  Susan Hermanson Eagle Eye Realty PLLC

  6 Country Squire Dr Unit 6B, Cromwell, CT 06416
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  /2

  $190,000

  • Land
  • 3.26 Acres
  • $58,282 per Acre

  0 Beaver Dam Rd Unit 24201528, Killingworth, CT 06419

  Prime opportunity in one of Killingworth's popular subdivisions. Private yet close to schools-medical facilities and parks. Lot is 3.25 acres so plenty of room for style options .

  Bob Allison William Pitt Sotheby's Int'l

  0 Beaver Dam Rd Unit 24201528, Killingworth, CT 06419
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  /36

  $850,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  9 Silver Springs Dr, Higganum, CT 06441

  Timeless Colonial design, thoughtfully arranged spaces and quality craftsmanship come together in this exceptional to be built offering in the highly desirable Chatham Lake neighborhood. Set on 2.32 acres and positioned along a gentle rise, this elevated homesite provides an attractive setting for two distinctive home designs offered at two different price points. The featured white Colonial,

  Rob Paskiewicz CT Home Pro, LLC

  9 Silver Springs Dr, Higganum, CT 06441
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  /40

  $649,900

  Open Sat 11AM - 2PM Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,654 Sq Ft

  40 Sunset Terrace, Essex, CT 06426

  There is no corner of this charming Essex Village reproduction Cape that has not been beautifully refreshed and refined by its current owner. The professionally-landscaped grounds, bordered by classic hydrangea and privet, feature flowering Hawthorn and Crabapple trees. Inside - freshly painted throughout - the gracious first floor features hardwoods, custom millwork, modern conveniences and cozy

  Susan Malan William Pitt Sotheby's Int'l

  40 Sunset Terrace, Essex, CT 06426
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  /2

  $499,900

  Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,685 Sq Ft

  75 Maple Ave W, Higganum, CT 06441

  Welcome to this charming 3-bedroom, 3 1/2-bath Dutch Colonial, offering 2,685 square feet of finished living space on a beautiful 1.15-acre lot in a quiet neighborhood. This spacious home offers a comfortable and versatile floor plan with plenty of room for both everyday living and entertaining. The main level features a large living room, inviting family room with a fireplace, kitchen, and

  Heather Salafia Eagle Eye Realty PLLC

  75 Maple Ave W, Higganum, CT 06441
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  /20

  $399,900

  • 6 Beds
  • 2 Baths
  • 2,584 Sq Ft

  108 High St, Middletown, CT 06457

  Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening

  Michelle Mazzotta eXp Realty

  108 High St, Middletown, CT 06457
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  /5

  $189,000

  • Land
  • 25 Acres
  • $7,560 per Acre

  00 River Rd, East Haddam, CT 06423

  Magical location of this estate sized parcel or development opportunities on a quiet country road just steps to Gillette's Castle State Park. A rare offering of 25 wooded acres with easy access to utilities, substantial road frontage, and high views of the Connecticut river valley. The land is currently in Forest Act 490 for the lowest property taxes and road frontage numbers is approximate.

  Angela Ruel Berkshire Hathaway NE Prop.

  00 River Rd, East Haddam, CT 06423
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  /9

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  122 Nooks Hill Rd, Cromwell, CT 06416

  122 Nooks Hill Road - originally built in 1790, this traditional colonial was rebuilt in 1983 and became the perfect blend of antique with the modern conveniences that we can all appreciate! The home sits on .86 acres of countryside land that make coming home so worth it - peaceful, rustic & tranquil, with views of the hills of Portland. A brand new roof and new hot water heater top the list of

  Jennifer Hussey Century 21 Clemens Group

  122 Nooks Hill Rd, Cromwell, CT 06416
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  /40

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  65 Murray St, Middletown, CT 06457

  Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning

  

  Jeff Coleman

  Hagel & Assoc. Real Estate

  65 Murray St, Middletown, CT 06457
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  /35

  $639,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,508 Sq Ft

  11 Autumn Ln, Clinton, CT 06413

  Nestled on more than 7 acres, this expansive ranch-style property offers the perfect blend of country living, recreation, and endless possibilities. Whether you're dreaming of a hobby farm, equestrian pursuits, or simply enjoying wide-open space, this property provides the setting to make it a reality. Inside, this home features 3 spacious bedrooms, 2 full bathrooms, a dedicated office, a large

  Bonnie Fillion Berkshire Hathaway NE Prop.

  11 Autumn Ln, Clinton, CT 06413
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  /40

  $499,999

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 2,718 Sq Ft

  35 School House Rd, Old Saybrook, CT 06475

  This Bright, freshly Painted, 1951 3 bedroom Ranch is located on Schoolhouse Road in Old Saybrook, Connecticut with quintessential New England charm, public beaches and parks, major access to interstate and state highways, commuter rails and long distance railways, and public transportation a short walk away. The property is situated on a .87 acre level lot, and has a two Car detached, oversized

  Edward Kelley Re/Max Valley Shore

  35 School House Rd, Old Saybrook, CT 06475
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  /18

  $339,900

  Open Sun 12PM - 3PM Coming Soon

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  148 Old Marlborough Turnpike, Portland, CT 06480

  This is the perfect starter home or a great option for downsizing. Enjoy hardwood floors throughout the main floor, a beautiful kitchen, and an updated bathroom. This home is protected by a 50-year architectural roof, and the vinyl siding is less than 5 years old. The full basement with walkout provides exceptional flexibility. This inviting home backs onto peaceful woods, offering privacy and a

  Dian Shreenauth Vision Real Estate

  148 Old Marlborough Turnpike, Portland, CT 06480
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  /39

  $199,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  27 Rising Trail Ct, Middletown, CT 06457

  Welcome to 27 Rising Trail Court, a spacious 3-bedroom, 1.5-bath townhouse-style condo offering three levels of living space, a two-car carport, and a desirable end-unit location! Step inside to an open-concept main level featuring luxury vinyl flooring throughout, where the recently updated kitchen overlooks the dining area and sunken living room. The kitchen features granite countertops,

  Chris Farrell Carbutti & Co., Realtors

  27 Rising Trail Ct, Middletown, CT 06457
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  /38

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  774 Long Hill Rd, Middletown, CT 06457

  Welcome to 774 Long Hill Road, a meticulously maintained 3-bedroom, 1.5-bath townhouse in the desirable Wesleyan Hills community. Lovingly cared for by the same owner for the past 20 years, this home offers durable, easy-care laminate flooring throughout and annually serviced mechanicals for added peace of mind. The spacious eat-in kitchen opens through sliding doors to a large private deck,

  Dawn Gagliardi Serhant Connecticut, LLC

  774 Long Hill Rd, Middletown, CT 06457
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  /33

  $329,000

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  9 Stanley Ave, East Haddam, CT 06423

  Enjoy being on vacation year-round in this walkout ranch that overlooks the beautiful Moodus Reservoir. Tucked in on an extremely quiet road, this home has an extensive deck on the front, facing the water with views. Steps from the state boat launch with access to gorgeous, unobstructed views and dock, this is a kayaker, nature lover, or fisherman's dream. On the upper level, you will find two

  Karen Murphy Berkshire Hathaway NE Prop.

  9 Stanley Ave, East Haddam, CT 06423
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  /13

  $114,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  500 Washington St Unit 4, Middletown, CT 06457

  *** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator,

  Susan Cafourek Berkshire Hathaway NE Prop.

  500 Washington St Unit 4, Middletown, CT 06457
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  /10

  $110,000

  • 3 Beds
  • 1 Bath
  • 1,302 Sq Ft

  17 Miller St, Middletown, CT 06457

  Bring Your Vision to Life! This 3-bedroom single-family home offers approximately 1,300 square feet of living space and is situated on a quiet dead-end street. Featuring a cozy backyard and a layout with plenty of potential, this property is an excellent opportunity for buyers looking to renovate and create a home tailored to their style. With some updating and TLC, this home has the potential to

  David Smolowitz Dave Jones Realty, LLC

  17 Miller St, Middletown, CT 06457
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  /28

  $385,000

  • 6 Beds
  • 2 Baths
  • 2,035 Sq Ft

  74 Grove St, Middletown, CT 06457

  Welcome to this beautifully remodeled two-family home ideally located within walking distance of vibrant downtown Middletown! This property offers the perfect blend of modern updates, spacious living, and unbeatable convenience. Both units have been fully remodeled with new appliances and updates throughout, making this an excellent opportunity for an owner-occupant, investor, or

  Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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  /38

  $1,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,515 Sq Ft

  11 Fencove Ct, Old Saybrook, CT 06475

  Meticulously maintained and beautifully updated, this exceptional home offers refined coastal living in the desirable Fenwood Beach Association. Fully rebuilt and redesigned in 2008. Privately situated on a cul-de-sac with partial water views, the home showcases quality craftsmanship throughout, including hardwood floors and a stunning renovated kitchen featuring custom cabinetry, granite

  Sharon Linder Berkshire Hathaway NE Prop.

  11 Fencove Ct, Old Saybrook, CT 06475
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  /28

  $249,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  210 Carriage Crossing Ln Unit 210, Middletown, CT 06457

  Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living

  

  Timothy Morse

  Alliance Realty LLC

  210 Carriage Crossing Ln Unit 210, Middletown, CT 06457
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  /37

  $699,900

  • 4 Beds
  • 4 Baths
  • 1,871 Sq Ft

  157 Baileyville Rd, Middlefield, CT 06455

  Keep your boat in the backyard! Rare opportunity to own a beautifully updated Multi family property with waterfront, exceptional outdoor spaces, and outstanding income potential. Whether you're looking for an owner-occupied investment, multigenerational living, or an income-producing property, this home offers incredible versatility. Recent improvements include a brand-new roof, new siding, a

  Steven Joseph Coldwell Banker Realty

  157 Baileyville Rd, Middlefield, CT 06455
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  /3

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 2,518 Sq Ft

  502 Route 148, Killingworth, CT 06419

  Remarkable property (corner lot) on Killingworth's most lovely, scenic, country road. This 5 bedroom, 3.1 bath, on 2.40 extraordinary acres (million $ back yard) is perfect for happy comfortable living and entertaining. Some of the fine additional features consist of a floor to ceiling stone fire place in the living room with wide pine floors, remodeled kitchen with cherry cabinets, stainless

  Eileen Boulay William Pitt Sotheby's Int'l

  502 Route 148, Killingworth, CT 06419
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  /21

  $189,900

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  8 Country Squire Dr Unit 8G, Cromwell, CT 06416

  Beautifully remodeled, lower-level one-bedroom condo offering a true open floor plan and turnkey, low-maintenance living. Step inside this bright and sunny unit, which has been completely updated throughout. The remodeled kitchen features shaker-style cabinetry, butcher block countertops, and stainless-steel appliances, while the fully renovated bathroom adds a fresh, modern touch. Additional

  Tracey Precourt Century 21 Clemens Group

  8 Country Squire Dr Unit 8G, Cromwell, CT 06416
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  /40

  $1,200,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  145 Monarca Dr, Middletown, CT 06457

  A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

  Lauren Freedman Coldwell Banker Realty

  145 Monarca Dr, Middletown, CT 06457
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  /6

  $195,000

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  1 Brush Pasture Ln Unit 103, Portland, CT 06480

  Welcome to The Atrium, a desirable 55+ community tucked into a lightly wooded, peaceful setting in historic Portland,former Brownstone capital of Connecticut. If you're looking to downsize without giving up comfort, convenience, or location, this affordably priced first-floor 2 bedroom condo is an opportunity worth seeing. Rarely available, this spacious two-bedroom unit offers easy single-level

  Mary Jean Agostini RE/MAX Right Choice

  1 Brush Pasture Ln Unit 103, Portland, CT 06480
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  /33

  $474,900

  Open Sat 2:30PM - 4PM Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,417 Sq Ft

  44-46 Beach Park Rd, Clinton, CT 06413

  Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this well-maintained two-family property offers a fantastic opportunity in the heart of Clinton. Each approximately 700-square-foot unit features 2 bedrooms, 1 full bath, its own private 1-car garage, and dedicated laundry area, providing convenience and privacy for both

  Jason Boice eXp Realty

  44-46 Beach Park Rd, Clinton, CT 06413
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  /7

  $420,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft

  24 Sunrise Ridge, Rockfall, CT 06481

  Welcome to this inviting ranch in Middlefield, a home that has been lovingly owned and cared for by the same family for many years. Originally a small cottage, the home has grown over the years with thoughtfully added spaces to accommodate a growing family, creating a unique layout filled with character and plenty of room to make it your own. The spacious living area is a true centerpiece of the

  Peter Onofrio LAER Realty Partners

  24 Sunrise Ridge, Rockfall, CT 06481
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  /38

  $569,000

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft

  113 Hemlock Valley Rd, East Haddam, CT 06423

  Welcome to 113 Hemlock Valley Road, a beautiful Ranch-style home offering easy one-level living on nearly 3 private, level acres in picturesque East Haddam. If you've been searching for space, privacy, and a home that's truly move-in ready, this one checks a lot of boxes! Step inside and you'll immediately appreciate the bright, open floor plan that's perfect for family time and entertaining. The

  Kevin Rockoff Rockoff Realty

  113 Hemlock Valley Rd, East Haddam, CT 06423
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  /40

  $574,900

  Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,989 Sq Ft

  159 Bear Swamp Rd, East Hampton, CT 06424

  Escape to your own private country retreat at 159 Bear Swamp Road! Available immediately! Set well back from the road on 2.73 secluded, wooded acres, this one of a kind contemporary offers over 3,000 square feet of flexible living space surrounded by nature. Featuring 5 bedrooms and 3 full baths, the unique and versatile layout provides endless possibilities for additional bedrooms, home offices,

  Carl Guild Carl Guild & Associates

  159 Bear Swamp Rd, East Hampton, CT 06424
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  /40

  $725,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 3,075 Sq Ft

  54 Pleasant Valley Rd, Clinton, CT 06413

  Welcome to this beautifully maintained and thoughtfully updated Colonial offering 3 bedrooms, 2 full bathrooms, and 2 half bathrooms. Hardwood flooring runs throughout most of the home, adding warmth and character. The light-filled kitchen features crisp white cabinetry, stainless steel appliances, and Carrera marble countertops, and opens to the inviting Family Room with a cozy fireplace. French

  Kelsey Oddo Kelsey & Co. Real Estate

  54 Pleasant Valley Rd, Clinton, CT 06413
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  /40

  $499,999

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  26 Laurel Ridge, East Hampton, CT 06424

  Welcome to Laurel Ridge, a desirable 55+ community in East Hampton! Built in 2005, this spacious 2,108 sq. ft. home offers 3 bedrooms, 2 full baths, plus a versatile bonus room and a thoughtfully designed floor plan with several upgrades that set it apart. Cathedral ceilings, five skylights and large windows bring an abundance of natural light in the main living space, while the gas fireplace

  Carl Guild Carl Guild & Associates

  26 Laurel Ridge, East Hampton, CT 06424
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  /38

  $399,900

  Open Sun 1PM - 3PM

  • 4 Beds
  • 1 Bath
  • 1,596 Sq Ft

  6 Hemlock Cir, Clinton, CT 06413

  Welcome to 6 Hemlock Circle, a great opportunity to get into Clinton with four bedrooms, plenty of usable space and room to make the home your own over time. Set in the charming coastal town of Clinton and just minutes from the schools, town center and shoreline amenities, this raised ranch offers a layout that is both practical and comfortable. The main level features hardwood floors through

  

  Dylan Walter

  William Raveis Real Estate

  6 Hemlock Cir, Clinton, CT 06413
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  /37

  $349,000

  Open Sun 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 1,440 Sq Ft

  130 Spencer Dr, Middletown, CT 06457

  Welcome to this spacious 1952 Middletown Colonial, where classic charm meets low-maintenance living in a quiet neighborhood. Step inside a welcoming foyer with an entry closet that opens into a sun-drenched living area highlighted by a large bay window. The home features stunning hardwood floors throughout, flowing into a functional kitchen complete with natural wood cabinets, Corian countertops,

  Julia King William Raveis Real Estate

  130 Spencer Dr, Middletown, CT 06457
• 

  

  /20

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft

  38 Little City Rd, Killingworth, CT 06419

  Scoop up the opportunity to build instant equity and purchase this house with cash or a rehab loan! Septic system was replaced just 7 years ago! Currently set up as a one bedroom, but easily converted back into a three bedroom ranch by replacing one wall! Hardwood floors, fireplace with pellet stove in living room! Cedar siding, architectural roof, wood deck! All this and set on a nice, 1 acre

  Margaret Bennett Margaret Bennett Realty

  38 Little City Rd, Killingworth, CT 06419
• 

  

  /28

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,275 Sq Ft

  34 Overlook Ave, Middletown, CT 06457

  Located in desirable South Farms, this charming 3 bed, 1.5 bath Cape offers a comfortable and versatile floor plan with the convenience of a 1st floor primary bedroom. Warm hardwood flooring and abundant natural light create an inviting atmosphere throughout the main living areas, while the 1st floor layout provides the ease of one-level living where it matters most. The spacious primary bedroom

  Jeff Petersen Century 21 AllPoints Realty

  34 Overlook Ave, Middletown, CT 06457
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  /39

  $330,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  19 Kent Ct, Middletown, CT 06457

  Welcome to 19 Kent Court, a charming Colonial tucked away on a quiet cul-de-sac in Middletown. This inviting home offers comfortable living space, thoughtful updates. The main level features a spacious living room with a large picture window and wood-burning fireplace, creating a warm and welcoming atmosphere. The updated kitchen offers granite countertops, ample cabinet space, and easy access to

  Anower Hossain Better Homes and Gardens Real Estate Executive Real Estate

  19 Kent Ct, Middletown, CT 06457
• 

  

  /40

  $329,900

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  16 Jones Ln, Deep River, CT 06417

  Great Deep River opportunity in the most charming neighborhood 1/2 mile to downtown, little over a mile to Deep River Landing and approx 2-minute drive to Route 9 access! Storybook 1900's home adorned with absolutely beautiful plantings, trees and shrubbery with something always blooming during growing seasons! Energy conscious home is packed with value. Rare offering of geothermal combined with

  Matt Christie Berkshire Hathaway NE Prop.

  16 Jones Ln, Deep River, CT 06417

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