Windham County CT Homes for Sale

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  /2

  $6,000,000

  • Land
  • 136.38 Acres
  • $43,995 per Acre

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

  Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

  Adam Gumula Kazantzis Real Estate, LLC

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
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  /2

  $180,000

  • Land
  • 17.36 Acres
  • $10,369 per Acre

  0 Boston Turnpike, Eastford, CT 06242

  17.3 wooded acres in a rural Eastford location right on Route 244. The property features a stone wall and ample space to build your dream home. Quiet setting, convenient to nearby towns and amenities. A great opportunity to build in a peaceful country area.

  Nicole Gleason CR Premier Properties

  0 Boston Turnpike, Eastford, CT 06242
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  /39

  $549,900

  • 8 Beds
  • 5.5 Baths
  • 4,670 Sq Ft

  409 Main St, Danielson, CT 06239

  Discover timeless charm and modern convenience in this stately Victorian multi-family at 409 Main Street in Killingly, a rare find in the coveted North Main Street Historic District. With 15 rooms, 8 bedrooms, and 5.5 bathrooms across 7,374 square feet on .84 acres, this remarkable property perfectly blends classic architecture with thoughtful updates. Step inside to admire the hardwood floors,

  Michael Hvizdo Coldwell Banker Realty

  409 Main St, Danielson, CT 06239
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  /19

  $455,000

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft

  11 Kenneth Dr, Dayville, CT 06241

  Charming 3-bedroom, 3-bath home set on a spacious 0.7-acre lot in Windham County. Enjoy outdoor living with a large fenced-in backyard, generous-sized shed, and a great back porch perfect for relaxing or entertaining. The property also features a convenient 2-car garage. Home will be delivered clean and clear at closing-ready for its new owners to move right in!

  Patrick Precourt Dorrance Realty

  11 Kenneth Dr, Dayville, CT 06241
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  /27

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,069 Sq Ft

  30 Valley Rd, North Grosvenordale, CT 06255

  Welcome home to this charming raised ranch tucked away in a serene neighborhood in Northeast Connecticut's beloved Quiet Corner. Here, you'll find the perfect blend of tranquil living and everyday convenience - minutes from the Massachusetts line, with easy highway access and close proximity to local shops and amenities. Inside, the open floor plan invites you to gather and entertain. The custom

  Vivian Kozey CR Premier Properties

  30 Valley Rd, North Grosvenordale, CT 06255
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  /31

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 976 Sq Ft

  1133 Riverside Dr, North Grosvenordale, CT 06255

  Welcome to this charming and well-kept home in North Grosvenordale, just minutes from the Rhode Island and Massachusetts borders! This inviting 2-bedroom, 1.5 bath residence offers approximately 976 sq ft of comfortable living space and sits on a semi-private lot of nearly half an acre. Inside, you'll find hardwood flooring in both bedrooms and a cozy brick fireplace in the living room, creating

  Betsy Diquattro Johnston & Associates Real Estate, LLC

  1133 Riverside Dr, North Grosvenordale, CT 06255
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  /5

  $449,900 New Construction

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

  129 Snake Meadow Rd, Danielson, CT 06239

  Discover this beautifully crafted 1,700 sq. ft. new-construction ranch, designed for effortless modern living. Set on 1.79 serene acres with gorgeous foliage views, this home brings together clean design, open-concept living, and elevated finishes. The main level offers two generous bedrooms, a full bath, and a bright, airy layout that flows seamlessly from the living room to the dining area and

  Mandy Gruslin Kazantzis Real Estate, LLC

  129 Snake Meadow Rd, Danielson, CT 06239
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  /16

  $325,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  7 Shelby Cir, Dayville, CT 06241

  Welcome home to this charming 3-bedroom, 1-bath ranch situated on a desirable corner lot. Step inside to find freshly painted interiors and stainless steel appliances that complement the bright, inviting kitchen. The home features public water and sewer, electric baseboard heating, and a new roof installed in 2015, and new water heater 2022. Enjoy outdoor living on the deck overlooking the

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 321-0694

  7 Shelby Cir, Dayville, CT 06241
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  /15

  $99,900

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  17 Hillside Terrace, Killingly, CT 06239

  Welcome to this beautifully updated 1-bedroom, 1-bath mobile home, perfectly situated on the last lot in the park, offering added privacy and serene views of the woods. Freshly painted throughout, this home features a modernized kitchen and bathroom, creating a clean and comfortable space ready for you to move right in. Enjoy your morning coffee or unwind in the evening with nature as your

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  17 Hillside Terrace, Killingly, CT 06239
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  /12

  $260,000

  • 4 Beds
  • 1 Bath
  • 1,865 Sq Ft

  29 Union St, Moosup, CT 06354

  Check out this spacious Cape Cod located in Moosup! Featuring 4-bedrooms and a living area upstairs, as well as a lovely and open main floor, this home has a lot to offer. Property features a partially fenced yard located in a neighborhood with many young families. This home received many renovations in 2023 including a roof. This property may qualify for Seller Financing (Vendee). If property

  Ryan King Aspen Realty Group

  29 Union St, Moosup, CT 06354
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  /13

  $179,900

  • Land
  • 6.9 Acres
  • $26,072 per Acre

  147 South St, Brooklyn, CT 06234

  Rarely available a 6.9 acre mostly clear of trees having been part of a golf course and would make a great place to develop a property that had horses residing. The seller was in the process of doing just that and secured from the Northeast District Department of Health acceptance of the seller's plan meeting the requirements of the Technical Standards for a 4 bedroom house (see attachment).

  Joe Krist Century 21 AllPoints Realty

  147 South St, Brooklyn, CT 06234
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  /37

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 2,232 Sq Ft

  208 Heritage Rd, Putnam, CT 06260

  A fantastic older 3 bed, 2 bath cape home w/ 1 car garage, on a huge clear flat 3.3 acre lot. Bedroom and full bath on ground floor, 2 bedrooms and full bath on 2nd. Pellet stove, wood floors, vinyl sided, some newer windows, new oil tank 2025, new septic 2009, fully owned solar. A Non smoking home since 1955. Some out buildings in place to help start your homestead dream. Ample clear level land

  Rob Viani Berkshire Hathaway NE Prop.

  208 Heritage Rd, Putnam, CT 06260
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  /28

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  243 Kemp Rd, Hampton, CT 06247

  Move-In Ready Home on 4.51 Acres with Recent Updates and Pond Access Enjoy peace of mind with major recent updates, including an 8-year roof, new septic system (installed October 2025), new furnace, brand-new water heater, and solar for energy efficiency and long-term savings. This spacious 3-bedroom, 2-bath home offers 2,304 sq. ft. of comfortable living space with a potential 4th bedroom or

  Cassie Ryniewicz CR Premier Properties

  243 Kemp Rd, Hampton, CT 06247
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  /30

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  42 Maynard Rd, Brooklyn, CT 06234

  WELCOME HOME to this Classic Brick Ranch offering timeless character and modern comfort. Step inside to a freshly painted interior where the centerpiece of the home is a striking floor-to-ceiling brick fireplace that creates a warm and rustic atmosphere. The open flow between the living room and kitchen, with access on both sides of the fireplace, provides an inviting layout perfect for everyday

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 530-5703

  42 Maynard Rd, Brooklyn, CT 06234
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  /40

  $200,000

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft

  Unlisted Address

  What an amazing property ready for you to make her pretty again. Land is beautiful with tons of potential great space for gardens or just sit on back deck and enjoy all the beautiful nature. Home has a lot of original features, doors, beams, floors. Attic area with bedrooms has the very wide wood floors that are beautiful. Off kitchen is a nice sunroom overlooking the back of home with wonderful

  Jeanne Crum Home Selling Team

  Unlisted Address
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  /33

  $485,000

  • 3 Beds
  • 3 Baths
  • 1,456 Sq Ft

  296 Liberty Hwy, Putnam, CT 06260

  c.1962 Classic Ranch just renovated for it's new owner. The original hardwood floors have been restored in all the bedrooms, and the large living room. The kitchen, family room and hall have new luxury vinyl floors. The kitchen is now bright with new cabinets, new counters, and all new appliances. The upstairs bathrooms have been renovated, but still has some originality to them. The lower level

  Lynn Converse RE/MAX Bell Park Realty

  296 Liberty Hwy, Putnam, CT 06260
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  /26

  $168,500

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Circle Dr, Windham, CT 06256

  As little or no down, 3 fixed (3.15 APR). Completely remodeled three bedroom, two full bathroom home in Stonegate Manor. Yes completely remodeled floor to ceiling home, new kitchen cabinets, new appliances gas range, dishwasher, microwave hood vent, washer and washer, garnet counter tops, everything new, walls flooring new rear steps, and full size deck. Have your agent provide list of upgrades.

  Clarence Russ Home Selling Team

  28 Circle Dr, Windham, CT 06256
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  /40

  $329,900

  • 6 Beds
  • 2 Baths
  • 2,576 Sq Ft

  295 Jackson St, Willimantic, CT 06226

  Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU,

  Michelle Garabedian Home Selling Team

  295 Jackson St, Willimantic, CT 06226
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  /2

  $24,900

  • Land
  • 0.65 Acre
  • $38,308 per Acre

  232 Paradise Dr, Brooklyn, CT 06234

  Bring your vision to life on this **expansive 0.65-acre lot**-a rare find offering plenty of space and flexibility for your next custom build or development project. Located on peaceful Paradise Drive, this property provides a quiet setting while still being close to area amenities and growth. With generous dimensions and growing interest in the neighborhood, this is the perfect opportunity for

  Catherine Howard Berkshire Hathaway NE Prop.

  232 Paradise Dr, Brooklyn, CT 06234
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  /2

  $7,900

  • Land
  • 0.14 Acre
  • $56,429 per Acre

  4 Short St, Brooklyn, CT 06234

  Affordable opportunity for builders and investors! Bring your plans and creativity to this 0.14-acre lot located off of the peaceful Paradise Drive. This property offers an excellent entry point for a new build or small development project, with nearby amenities and continued neighborhood growth adding to its value. Easy access, manageable lot size, and placement within the Paradise Drive Overlay

  Catherine Howard Berkshire Hathaway NE Prop.

  4 Short St, Brooklyn, CT 06234
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  /2

  $14,900

  • Land
  • 0.23 Acre
  • $64,783 per Acre

  Lot 89 Paradise Dr, Brooklyn, CT 06234

  Smart Build Opportunity in a Peaceful Setting Excellent chance for builders or investors! This 0.23-acre lot on quiet Paradise Drive offers affordability, flexibility, and potential in a serene rural location. Known for its peaceful surroundings and positive energy, it's an ideal spot for those seeking space, privacy, and a place to unwind or meditate-away from the city. Located within the

  Catherine Howard Berkshire Hathaway NE Prop.

  Lot 89 Paradise Dr, Brooklyn, CT 06234
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  /35

  $225,000

  • 1 Bed
  • 1 Bath
  • 782 Sq Ft

  75 Lisbon Rd, Canterbury, CT 06331

  If you love charm and character this antique former schoolhouse may be for you! Currently one bedroom, with the potential for a second. The attic with pull down stairs provides ample storage and there's also a shed for outdoor items. Nice level lot.

  Loni Wright RE/MAX Bell Park Realty

  75 Lisbon Rd, Canterbury, CT 06331
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  /32

  $375,000

  • 7 Beds
  • 4 Baths
  • 3,963 Sq Ft

  129 Valley St, Windham, CT 06226

  Mixed-use investment property with multiple income streams and strong value-add potential. The property features four residential units-two currently occupied and generating income, and two gutted units with plumbing in place ready to be finished into one 2-bedroom and one 1-bedroom apartment. Additional income opportunities include five rentable rooms, two garage bays, and a commercial

  Kyle West eXp Realty

  129 Valley St, Windham, CT 06226
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  /2

  $14,900

  • Land
  • 0.34 Acre
  • $43,824 per Acre

  Lot 172 Paradise Dr, Brooklyn, CT 06234

  MAP 49 LOT 172 Discover your own slice of paradise on this beautiful 0.34-acre lot-larger than most in the area and full of potential. This lot is roughly 150' x 96'. Nestled on peaceful Paradise Drive, this tranquil setting offers the perfect blend of privacy and possibility. Imagine creating your dream retreat or investing in an area that's beginning to shine with new interest and opportunity.

  Catherine Howard Berkshire Hathaway NE Prop.

  Lot 172 Paradise Dr, Brooklyn, CT 06234
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  /16

  $374,900

  • 10 Beds
  • 3 Baths
  • 3,600 Sq Ft

  23 Central St, North Grosvenordale, CT 06255

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $3,749 back in closing costs credits OR $1,999 per month at an exceptional financing rate of 4.94% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Great investment opportunity! This well-maintained three-unit multifamily property

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  23 Central St, North Grosvenordale, CT 06255
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  /30

  $325,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  13 Plaza St, Brooklyn, CT 06234

  Welcome home to this inviting ranch set in a quiet, well-kept subdivision with no through traffic and an unbeatable location just minutes from Route 395. This home offers the perfect blend of comfort, convenience, and efficiency. Ideal for anyone seeking one-level living with room to grow if desired. Step inside to find three bedrooms, original hardwood floors, and a bright, eat-in kitchen with

  Renee McCammon Berkshire Hathaway NE Prop.

  13 Plaza St, Brooklyn, CT 06234
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  /10

  $219,500

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  34 Pleasant St Unit 3, Plainfield, CT 06374

  You may be eligible for $25,000 in down payment/closing cost assistance, forgivable over 10 years. Looking for low-maintenance living without sacrificing space or style? Look no further than The Junction House, a beautifully updated 8-unit condo community offering a peaceful lifestyle in a convenient Plainfield location. Choose from spacious 2-bedroom or 3-bedroom units, all fully renovated with

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 3, Plainfield, CT 06374
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  /12

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,259 Sq Ft

  34 Pleasant St Unit 7, Plainfield, CT 06374

  You may be eligible for $25,000 in down payment/closing cost assistance, forgivable over 10 years. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 7, Plainfield, CT 06374
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  /21

  $399,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  181 Snake Meadow Rd, Moosup, CT 06354

  This house has been TOTALLY brought back to life! New Roof, Windows, Siding, Doors, Flooring, Paint, Heating System, Oil Tank, Well Tank, Stainless Steel Appliances, Lighting, Two New Bathrooms, Kitchen and More! It also has a BRAND NEW SEPTIC on the way to be installed before closing. Come take a peek before it's gone.

  Derek Greene Derek Greene

  181 Snake Meadow Rd, Moosup, CT 06354
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  /37

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  4 Jerusalem Rd, Windham, CT 06280

  Welcome to this Classic Cape styled home in Windham, CT-where timeless charm meets everyday convenience. Set on a flat ad spacious l in an HIGHLY DESIRED location, this 3-bed, 2-full-bath home offers an easy, flexible layout for today's living. The main level features a sun-filled living room with hardwood floors and a well-appointed updated kitchen with plenty of storage and prep space, perfect

  Skyla Gagnon RE/MAX Bell Park Realty

  4 Jerusalem Rd, Windham, CT 06280
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  /20

  $250,000

  • 3 Beds
  • 2 Baths
  • 2,219 Sq Ft

  363 Windham Rd, Willimantic, CT 06226

  PICTURES COMING FRIDAY 11/14 Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include 1 on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements:

  Christine Homa Carl Guild & Associates

  363 Windham Rd, Willimantic, CT 06226
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  /39

  $449,900

  • 4 Beds
  • 2 Baths
  • 2,395 Sq Ft

  24 David Cir, Putnam, CT 06260

  Welcome home to this inviting 4-bedroom, 2-bath split-level. The main level features a bright living room, dining area, and kitchen with access to a spacious 26x17 deck-perfect for entertaining. Three bedrooms and a full bath complete the upper level. The lower level offers a versatile 28x12 bedroom, a mudroom or dressing area off the garage, plus another full bathroom, and a convenient

  Justin Jarboe Keller Williams Realty Gr.Worc

  24 David Cir, Putnam, CT 06260
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  /39

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  Unlisted Address

  Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites

  Lori Vogel William Raveis Real Estate

  Unlisted Address
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  /18

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  197 Church St, Sterling, CT 06377

  Welcome to 197 Church Street in Sterling, CT - a fully renovated, turnkey Colonial offering 1,790 square feet of stylish living space on a generous 1.23-acre lot. This charming property features a brand-new roof and a completely updated interior with a new kitchen that has new appliances including a dishwasher, stove, microwave, and refrigerator. Fresh paint throughout complements the new

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (860) 448-7466

  197 Church St, Sterling, CT 06377
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  /25

  $549,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  153 Bluebird Ln, Brooklyn, CT 06234

  *151 RT-205 Brooklyn CT* will get you close to subdivision. Brooklyn's FINEST subdivision now offers this one of a kind RANCH style home. The luxurious build is like no other, high end products are used throughout. Attention to detail through each step, put together by local luxury builder. 3 bed, 2 baths, MAIN floor laundry! The cathedral ceiling runs front to back in the living/dining area,

  Mark Tetreault, II RE/MAX Bell Park Realty

  153 Bluebird Ln, Brooklyn, CT 06234
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  /30

  $36,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  3 Terrace Dr, Plainfield, CT 06374

  Halfway done renovating. Stills needs some things: Wiring Insulation Drywall Ceilings Kitchen Skirting installed. Very large lot, off street parking fits 3 cars. Must be approved by park. Very quite and peaceful area.

  Steven Koleno BEYCOME OF FLORIDA LLC

  3 Terrace Dr, Plainfield, CT 06374
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  /40

  $790,000

  • 4 Beds
  • 2.5 Baths
  • 3,285 Sq Ft

  245 Brooklyn Rd, Canterbury, CT 06331

  Tucked along a quiet country road, the Isaac Backus House (c.1787) is a beautifully preserved New England Colonial on 45 private acres with stone walls, walking trails, and a pond. This 4-bed, 3-bath home offers 3,259 sq ft of timeless charm-wide-plank floors, hand-sawn beams, and six working fireplaces, two with pizza and bread ovens. A spacious kitchen with gas cooktop, stainless appliances,

  Cary Marcoux RE/MAX Bell Park Realty

  245 Brooklyn Rd, Canterbury, CT 06331
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  /38

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  134 New Sweden Rd, Woodstock, CT 06281

  Charming Cape on a Beautiful Level Lot! Welcome home to this inviting Cape featuring a warm and welcoming fireplaced living room with Split rail balcony and vaulted ceiling, perfect for relaxing or entertaining. The spacious eat-in kitchen offers plenty of natural light and functionality for everyday living. Enjoy central air conditioning for year-round comfort and unwind on the classic farmers

  Cary Marcoux RE/MAX Bell Park Realty

  134 New Sweden Rd, Woodstock, CT 06281
• 

  

  /19

  $229,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft

  80 Old Plains Rd, Willimantic, CT 06226

  Three Bedroom single level ranch for sale in desirable part of Windham. 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

  80 Old Plains Rd, Willimantic, CT 06226
• 

  

  /22

  $62,500

  • Land
  • 0.71 Acre
  • $88,028 per Acre

  37 Katherine Ave, Danielson, CT 06239

  Waterfront lot located on the Quinebaug River in an established neighborhood. City water hookup available. Conveniently situated near shopping, dining, Route 6, Route 101, and I-395.

  Kara Mazzola First Choice Realty

  37 Katherine Ave, Danielson, CT 06239

Showing Results 41 - 80, Page 2 of 7