Windham County CT Homes for Sale

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  /3

  $80,000

  • Land
  • 23,958 Sq Ft
  • $145,455 per Acre

  513 Litchfield Ave, Dayville, CT 06241

  This is a great opportunity to purchase a lot to build a single family or 2 family home where you have a deeded permanent easement to access the Quinebaug River, including installation of a dock or other boating facilities. As this property previously had a duplex, sewer and water connections were in place and permission has been granted to tie a new structure in, despite the current moratorium.

  Loni Wright Signature Properties of N.E.

  513 Litchfield Ave, Dayville, CT 06241
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  /40

  $450,000

  • 7 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  61-63 Pomfret St, Putnam, CT 06260

  61-63 Pomfret Street, Putnam, CT 06260 Excellent turnkey investment in the heart of Putnam. This true side-by-side townhouse-style duplex has been thoroughly renovated and finished to a high standard. Each unit has its own first and second floor, private basement, and private fenced-in rear lawn. The left side offers 4 bedrooms and 1 bath, currently rented at $1,600/month. The right side offers 3

  Anthony Chabot Chabot & Associates Real Estate

  61-63 Pomfret St, Putnam, CT 06260
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  /15

  $679,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  83 Grand View Terrace, Brooklyn, CT 06234

  Welcome to this new construction ranch in desirable Brooklyn, CT. This 3 bedroom 2.5 bath home offers comfortable one level living! Highlighting hardwood floors throughout, abundant natural light and a spacious open layout. The kitchen features granite countertops and a large pantry, while the living room centers around a cozy fireplace. The primary suite includes a custom tile shower and a

  Andrew Kausch Kazantzis Real Estate, LLC

  83 Grand View Terrace, Brooklyn, CT 06234
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  /3

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,491 Sq Ft

  53 Litchfield Ave, Killingly, CT 06241

  ANOTHER REFINED LIVING EXCLUSIVE! To be built! A very rare NEW CONSTRUCTION home opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's Warranty! A new buyer

  Robert Letskus Platinum Associates

  53 Litchfield Ave, Killingly, CT 06241
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  /18

  $359,000

  New Construction Open Sun 10AM - 11:30AM

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  20 Cemetery Rd Unit 20, Plainfield, CT 06374

  Welcome to these newly built, detached townhouse-style condominiums offering low-maintenance living with a low HOA. The main level features an open-concept living room with an electric fireplace and mantel, a dining area, and a beautiful kitchen with a farmers sink, quartz countertops, stainless steel appliances, and a half bath. Also, offering a pantry closet. Step through the dining area to

  Paige Collelo Taber Realty, LLC

  20 Cemetery Rd Unit 20, Plainfield, CT 06374
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  /12

  $385,000

  Open Sun 12PM - 3PM $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,161 Sq Ft

  1232 Riverside Dr, North Grosvenordale, CT 06255

  Well maintained 2 bedroom 1 bath ranch On secluded lot, so quiet so private. You'd never know you're only 5 mi to 395.. So many updates. Septic system just pumped, New submersible well pump installed, well water tested. New chimney inside and out. New electric water heater. New baseboard heaters . New gutters. New full perimeter sump pump. 900 plus square foot patio, new saltwater hot tub, new

  Steven Koleno Beycome of Connecticut

  1232 Riverside Dr, North Grosvenordale, CT 06255
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  /40

  $349,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  202 S Main St, Putnam, CT 06260

  Step into the timeless charm of this beautifully maintained 1922 Colonial, where classic character meets thoughtful updates. Relax on the inviting front porch overlooking the beautifully landscaped, fully fenced backyard filled with vibrant gardens and colorful flowers. Inside, the remodeled kitchen features newer appliances and flows into a spacious dining room with hardwood flooring, an elegant

  Diane White Berkshire Hathaway NE Prop.

  202 S Main St, Putnam, CT 06260
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  /13

  $300,000

  $17K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  86 Thompson Hill Rd, North Grosvenordale, CT 06255

  Don't miss this charming Cape in the sought-after Thompson Hill neighborhood! Set on a spacious 0.64-acre lot, this 3-bedroom, 1.5-bath home offers the perfect blend of character, comfort, and opportunity. Enjoy bright living spaces, a functional layout, and a beautiful yard with plenty of room to relax or entertain. Conveniently located just minutes from I-395, shopping, restaurants, and the

  Chelsea Greene CR Premier Properties

  86 Thompson Hill Rd, North Grosvenordale, CT 06255
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  /38

  $385,000

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  Unlisted Address

  Experience a secluded Ranch in the pretty-as-picture setting of a Rural Community of Ashford, CT. Enjoy 2 acres of Private Country living. Property includes a small Horse stall and a newly built enormous 24' X 30' garage for all sorts of hobbies or mechanical recreation. The home boasts a spacious Master Bedroom with a walk-in closet. A second bedroom on the main floor and one on the lower level,

  Joan E.T. Rivers Bardwell iHeart Homes Real Estate LLC

  Unlisted Address
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  /37

  $545,000

  • 4 Beds
  • 3 Baths
  • 2,893 Sq Ft

  128 Holmes Rd, Pomfret Center, CT 06259

  Investors, take notice! This antique Colonial is situated on an impressive 6.6-acre private lot offering a peaceful setting and endless potential. A portion of the acreage is already cleared, while the property also features three beautiful ponds and plenty of outdoor space to enjoy the tranquil surroundings. Inside, the home offers 4 bedrooms, 3 full bathrooms, and a walk-out basement, providing

  Lyle Rotondo Berkshire Hathaway NE Prop.

  128 Holmes Rd, Pomfret Center, CT 06259
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  /40

  $899,900

  • 4 Beds
  • 3,673 Sq Ft

  16 Main St, Plainfield, CT 06374

  Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings.

  Anthony Chabot Chabot & Associates Real Estate

  16 Main St, Plainfield, CT 06374
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  /38

  $399,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft

  85 Robertson Ave, Danielson, CT 06239

  Welcome to this inviting 4-5 bedroom, 2-bath Colonial in the heart of Danielson, CT. Set on a generous .35-acre lot with 1,904 square feet of living space, this two-story home blends classic charm with everyday comfort. Gleaming hardwood floors run through the kitchen, living room, and dining room, while the sun-filled living room addition, built in 1999, adds extra space to spread out. The

  Stephanie Barbusci Yorway Realty

  85 Robertson Ave, Danielson, CT 06239
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  /38

  $499,900

  • 3 Beds
  • 3.5 Baths
  • 2,068 Sq Ft

  13 Brookside Dr, Killingly, CT 06241

  Welcome home to this beautifully maintained 3-bedroom, 3.5-bath Colonial located in a neighborhood setting just minutes from the Rhode Island border. Designed with today's lifestyle in mind, the open floor plan features hardwood floors, a spacious living area, and a well-appointed kitchen with granite countertops, abundant cabinetry, and seamless flow for everyday living and entertaining. The

  Cary Marcoux RE/MAX Bell Park Realty

  13 Brookside Dr, Killingly, CT 06241
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  /38

  $389,000

  • 2 Beds
  • 1 Bath
  • 1,575 Sq Ft

  290 Ference Rd, Ashford, CT 06278

  Lake Life! Year-round Home! Welcome to Ashford CT. 2mi to Rte 84 E/W entrance/exit to Boston, NY or Mass, 12mi to Sturbridge, MA. Easy commute. This home offers spectacular lake access and views. Sunrise to sunset enjoy the amenities of Lake Chaffee Beaches, kayaking, small boats, walks, fishing and much more! The 2009 home shines from head to toe. Enter through the front patio door with room to

  Roberta Cardinal RbRE, LLC

  290 Ference Rd, Ashford, CT 06278
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  /27

  $249,900

  $15K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,993 Sq Ft

  21-23 George St, Putnam, CT 06260

  Exceptional opportunity for investors and owner-occupants alike! This two-family home has one vacant unit and one occupied currently generating $1625 per month in gross rental income while being offered at just $265,000. Opportunities to acquire a property with this level of income at this price point are becoming increasingly difficult to find. This Putnam two-family is located on a quiet

  Carl Guild Carl Guild & Associates

  21-23 George St, Putnam, CT 06260
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  /3

  $569,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  82 Ference Rd, Ashford, CT 06278

  Stunning Traditional Colonial To Be Built in Ashford Meadow Estates, Ashfords Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Elegant Classic New England features interior designers dream! This functional floor plan with a 9-foot ceiling option will shine with abundant natural light throughout this spacious living space. The custom kitchen design includes quality

  Mark Massaro Coldwell Banker Realty

  82 Ference Rd, Ashford, CT 06278
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  /27

  $374,000

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft

  2 Julian Cir, Sterling, CT 06377

  Welcome home to this beautifully crafted 2023 Raised Ranch, where modern design meets everyday comfort. Offering 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is perfect for buyers looking for the convenience of new construction without the wait. Step inside to an inviting open-concept layout featuring gorgeous hardwood floors and an abundance of natural light. The stunning

  Amanda Greene RE/MAX One

  2 Julian Cir, Sterling, CT 06377
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  /14

  $550,000

  • Land
  • 56.38 Acres
  • $9,755 per Acre

  121 Walker Rd, Canterbury, CT 06331

  56.38 Acres * 2,900 Feet of Combined Road Frontage * Outstanding Subdivision Potential .... Exceptional opportunity to own 56.38 acres in the scenic countryside of Canterbury. Offering approximately 1,900 feet of frontage on Walker Road and an additional 1,000 feet of frontage on John Brook Road, this beautiful parcel features gently rolling to mostly level terrain, mature hardwoods, picturesque

  

  Barbara Royea

  Carl Guild & Associates

  121 Walker Rd, Canterbury, CT 06331
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  /38

  $547,000

  $18K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,888 Sq Ft

  41 Margaret Henry Rd, Danielson, CT 06239

  Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  41 Margaret Henry Rd, Danielson, CT 06239
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  /22

  $145,000

  $5K PRICE DROP

  • Land
  • 4.4 Acres
  • $32,955 per Acre

  147 Pasay Rd, North Grosvenordale, CT 06255

  Discover the potential of this expansive piece of land located at 147 Pasay Rd, North Grosvenordale, CT. This property presents a unique opportunity for those looking to invest in a versatile plot in a serene setting. Surrounded by the natural beauty of Connecticut's landscape, this land accords a blank canvas for your vision, whether it's developing a private retreat or exploring various

  Steven Koleno Beycome of Connecticut

  147 Pasay Rd, North Grosvenordale, CT 06255
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  /40

  $500,000

  • 4 Beds
  • 3.5 Baths
  • 2,879 Sq Ft

  31 Canterbury Rd, Brooklyn, CT 06234

  Everyone loves a great wrap-around front porch, & this one feels like it was made for slowing down. Wrapped in classic columns & overlooking one of Connecticut's most scenic historic districts, this 1830 home offers 4 bedrooms, 3.5 bathrooms, & over 2,800 square feet filled with original character. Step inside to an elegant oak staircase, original hardwood floors, crown molding, & an interior

  Jessica Powers Real Broker CT, LLC

  31 Canterbury Rd, Brooklyn, CT 06234
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  /39

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 4,648 Sq Ft

  80 Bungay Hill Rd, Woodstock, CT 06281

  Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

  Cary Marcoux RE/MAX Bell Park Realty

  80 Bungay Hill Rd, Woodstock, CT 06281
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  /37

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,574 Sq Ft

  23 Totem Pole Rd, Thompson, CT 06277

  Do not miss out on the rare opportunity to own this waterfront property on Quaddick Lake. Colonial style ~2600 sq ft house featuring 4 bedrooms with 3 full bathrooms, newly updated eat in kitchen with granite counter tops with breakfast bar, and stainless steel appliances. Laundry on main level. Formal dining room, living room, and large bonus room. Slider door takes you out to your very large

  Joseph Bonneau eXp Realty

  23 Totem Pole Rd, Thompson, CT 06277
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  /40

  $699,900

  • 6 Beds
  • 5 Baths
  • 3,018 Sq Ft

  1530 Hartford Pike, Killingly, CT 06243

  Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  1530 Hartford Pike, Killingly, CT 06243
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  /40

  $625,000

  $14K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  26 Tatnic Hill Rd, Brooklyn, CT 06234

  This exceptionally cared for home with in-law apartment on 2.78 serene acres in the lovely town of Brooklyn blends privacy, charm and rare versatility. This property contains flexible living options, and a layout perfect for creative use of space. With features such as radiant 4 season sunroom, and a flexible space perfect for an entertaining lounge, studio, whole house generator and many recent

  Jen Pendergast William Raveis Real Estate

  26 Tatnic Hill Rd, Brooklyn, CT 06234
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  /2

  $435,000

  • 5 Beds
  • 3 Baths
  • 2,392 Sq Ft

  31 Mill St, Putnam, CT 06260

  Excellent opportunity to own a versatile 3-family property in the heart of Putnam! This well-located multi-family home offers an outstanding opportunity for both investors and owner-occupants. Live in one unit while generating rental income from the others, or add a solid income-producing property to your portfolio. Situated on a 0.31-acre level lot, the property features three residential units,

  Amy Brunet Brunet and Company Real Estate

  31 Mill St, Putnam, CT 06260
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  /23

  $690,000

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  188 Laurel Point Rd, Dayville, CT 06241

  Lakefront Living at Its Finest! Experience the beauty of waterfront living in this charming 3-bedroom, 2 full-bath home nestled on the shores of a Alexanders Lake. Wake up to breathtaking water views and enjoy peaceful mornings from the inviting three-season room, the perfect place to relax, entertain, or take in the beauty of every season. Inside, you'll find a welcoming layout designed for

  Colleen Rybacki Brunet and Company Real Estate

  188 Laurel Point Rd, Dayville, CT 06241
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  /13

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  19 Cady St, Danielson, CT 06239

  Investment or owner-occupant opportunity in Killingly! Whether you are looking to expand your portfolio with instant cash flow or occupy one unit while letting the tenant help cover your mortgage, this well-maintained, character-filled, multi-family home provides the perfect footprint. Current first-floor tenant holds an active lease through February 2027. The second floor tenant in process of

  Alison Anton RE/MAX One

  19 Cady St, Danielson, CT 06239
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  /40

  $489,900

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  415 Jerusalem Rd, Windham, CT 06280

  Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining

  Rick Loranger Coldwell Banker Realty

  415 Jerusalem Rd, Windham, CT 06280
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  /32

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft

  17 Wauregan Rd, Canterbury, CT 06331

  Turnkey on 3+ Acres! Experience contemporary charm in this fully transformed 3 bedroom, 2 bathroom ranch situated on over 3 acres of private land! Every inch of living space in this property has been completely reimagined with top-tier materials and clean, modern design. An open-concept interior features an updated kitchen with modern fixtures, stainless steel appliances & quartz countertops. The

  Jackie Tacy RE/MAX One

  17 Wauregan Rd, Canterbury, CT 06331
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  /26

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  4 Railroad Ave, Plainfield, CT 06374

  Discover the Perfect Blend of Privacy and Convenience Nestled on nearly an acre of wooded surroundings, this charming 3 bedroom, 1.5 bath home offers the peaceful setting you've been searching for while remaining just minutes from shopping, dining, healthcare, and easy access to I395. Inside, you'll find a spacious 24 x 14 primary bedroom, convenient first floor laundry, and an inviting living

  Thomas Goss J. Christopher Real Estate Group

  4 Railroad Ave, Plainfield, CT 06374
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  /10

  $459,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  Unlisted Address

  Great single family home with an extra home on property. Level lot. Lots of opportunity to live or invest. Sale includes 683 Norwich Rd.

  Tony Martin Home Pro Real Estate

  Unlisted Address
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  /40

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,448 Sq Ft

  421 Modock Rd, Putnam, CT 06260

  Located on over 4 AC of Agricultural zoned land in West Putnam, this 2 bedroom 2 bathroom Ranch style home is just the property you have been looking for. Home is well maintained and still owned by members of the original family. Home features a 1 car attached garage along with plenty of parking on & off the paved driveway. A large kitchen has ample working space and is open to the dining area. A

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  421 Modock Rd, Putnam, CT 06260
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  /39

  $690,000

  • 3 Beds
  • 2.5 Baths
  • 2,728 Sq Ft

  71 Rhode Island Line Rd, Putnam, CT 06260

  Boasting an impressive amount of thoughtfully designed living space, this exceptional residence offers the perfect balance of luxury, and functionality just minutes from the Rhode Island and Massachusetts state lines! 3 bedrooms & 3 full baths. New roof & new expansion tank. This home is truly a private retreat. The main level showcases a beautifully appointed designer kitchen featuring granite

  Skyla Gagnon RE/MAX Bell Park Realty

  71 Rhode Island Line Rd, Putnam, CT 06260
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  /40

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  207 Summit St, Willimantic, CT 06226

  Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

  Sue Esposito Home Selling Team

  207 Summit St, Willimantic, CT 06226
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  /38

  $399,600

  • 3 Beds
  • 2 Baths
  • 2,700 Sq Ft

  11 N Canterbury Rd, Canterbury, CT 06331

  CHARMING 1752 QUINTESSENTIAL CENTER CHIMNEY COLONIAL ON NEARLY 2 ACRES OF PRETTY LANDSCAPE. LOVINGLY MAINTAINED FOR OVER 40 YEARS THIS CAPTIVATING CLASSIC FEATURES ORIGINAL PERIOD DETAILS HIGHLIGHTING 5 WORKING FIREPLACES WOW, FUNCTIONAL BEEHIVE OVEN, ORIGINAL BUTTERY, WONDERFUL CHESTNUT AND PINE WIDE BOARD FLOORS AND 2 STAIRCASES. SPACIOUS EAT-IN-KITCHEN WITH UPDATED STAINLESS APPLIANCES, CORIAN

  BJ Lee William Raveis Real Estate

  11 N Canterbury Rd, Canterbury, CT 06331
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  /29

  $399,900

  $40K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 4,063 Sq Ft

  37 van Den Noort St, Putnam, CT 06260

  NEED PLENTY OF SPACE? YOU'LL FIND IT HARD TO FILL UP THIS HOME! OVER 4000 SQUARE FEET OF WELL CARED FOR LIVING AREA ON 3 FLOORS. BEAUTIFUL HARDWOOD FLOORS IN LR, HUGE EAT-IN KITCHEN, 5 TO 6 BEDROOMS AND A BATH ON EACH LEVEL. LOWER LEVEL FAMILY/GAME ROOM WITH WET BAR, RECREATION ROOM, AND MASSIVE MEDIA ROOM WHICH HAD BEEN USED FOR A PROFESSIONAL PHOTOGRAPHY STUDIO. ALL KINDS OF SROREAGE AREAS,

  Dick Weiss RE/MAX Bell Park Realty

  37 van Den Noort St, Putnam, CT 06260
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  /40

  $549,900

  $35K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,004 Sq Ft

  137 Ference Rd, Ashford, CT 06278

  Discover the space and comfort you've been searching for in this sprawling 4-bedroom, 3-full-bath ranch set on a picturesque 3-acre lot. Designed for both everyday living and entertaining, this home offers a spacious layout with both formal and informal living rooms, giving everyone room to relax. The inviting kitchen flows seamlessly into the dining room, where a cozy fireplace creates the

  Kristen Merrill Countryside Realty

  137 Ference Rd, Ashford, CT 06278
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  /7

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  39 Sterling Hill Rd, Moosup, CT 06354

  Check out this home with great potential! With a little vision and sweat equity this house could be transformed into the home of your dreams. The backyard is spacious, private, and ready for you to relax in. Subject to probate court approval.

  Erin Gardner RE/MAX Realty Group

  39 Sterling Hill Rd, Moosup, CT 06354
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  /24

  $50,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  49 Erin Dr, Plainfield, CT 06374

  Affordable living awaits in this mobile home located in a welcoming 55+ community in Plainfield. Your vision can come to life with a ready to go canvas! Two bedrooms (shelving in first bedroom to be removed prior to closing) and one bathroom. Wide open layout to the living room/dining room make the home feel spacious! Newer windows! Shed in the back yard for storage. Needs cosmetics and repairs.

  Christine Johnson RE/MAX One

  49 Erin Dr, Plainfield, CT 06374

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