Windham County CT Homes for Sale

• 

  

  

  /5

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  337 Hampton Rd, Chaplin, CT 06235

  This three-bedroom, two-bathroom home, situated on two acres conveniently located off Route 6, offers a detached one-car garage with a loft and man door. It is equipped with a fireplace featuring a Heatilator, generator hookup, security system and a spacious sunroom. This property presents ample renovation opportunities to customize it to your preferences.

  Franchesca Pescatello Prue Realty LLC

  337 Hampton Rd, Chaplin, CT 06235
• 

  

  

  /38

  $949,000

  • 4 Beds
  • 3 Baths
  • 1,574 Sq Ft

  145 Perrin Rd, Woodstock, CT 06281

  Stunning Equestrian Estate on 26.54 Acres - Woodstock, CT 4 Beds 3 Baths Potential In-Law Setup Solar Owned at Closing Beautiful one-owner post-and-beam home set on 26.54 private acres in desirable Woodstock. Crafted by a Master Carpenter and meticulously maintained, this property offers exceptional construction, flexible living space, and premier equestrian amenities. The home features 4

  Kerri Mullen CR Premier Properties

  145 Perrin Rd, Woodstock, CT 06281
• 

  

  

  /40

  $350,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  84 Brunswick Ave, Plainfield, CT 06354

  This two-family home is tucked away on a quiet dead-end street, offering privacy and minimal traffic while still being conveniently located. Each unit features 2-bedrooms, 1-full-bath and extra space in the basement, making it a great opportunity for owner-occupancy or investment income. Situated on a .35-acre lot, the property includes a new propane heating system and an above-ground pool, both

  Meaghan Lewis Cooperative Real Estate Profs

  84 Brunswick Ave, Plainfield, CT 06354
• 

  

  

  /23

  $279,900 New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,167 Sq Ft

  8 Nahaco Hill Ln, Eastford, CT 06242

  To Be Built! Looking for your Starter Home or looking to downsize? Welcome to Nahaco Hills, a private community of 24 single family ranch homes with no age restrictions. This ranch style, single family home has an open-concept living/kitchen with natural light and luxury vinyl plank floors throughout. The modern kitchen boasts white shaker soft close cabinets, granite countertops, stainless steel

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 852-6527

  8 Nahaco Hill Ln, Eastford, CT 06242
• 

  

  

  /4

  $399,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  230 Cemetery Rd, Plainfield, CT 06374

  Welcome to this Charming and updated 3-bedroom, 1.5-bath split-level home offering comfort and convenience. With well-designed living space, this home has been thoughtfully improved with a newer roof, solar panels, refreshed deck, new doors, floors, bathroom and kitchen updates and so much more!!! Windows replaced in 2023 with a lifetime transferrable warranty. Well pump update in 2020 and a

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2726

  230 Cemetery Rd, Plainfield, CT 06374
• 

  

  /23

  $195,000

  • 2 Beds
  • 1.5 Baths
  • 1,076 Sq Ft

  48 Athol St Unit 48, Danielson, CT 06239

  Welcome home to this beautiful townhouse-style condo featuring 2 bedrooms and 1.5 baths. The open-concept first floor offers a bright and inviting layout, where a modern eat-in kitchen flows seamlessly into the dining area. Step through the sliders to your private back deck and take in the expansive backyard view, perfect for morning coffee or evening relaxation. A convenient half bath for guests

  Kara Mazzola First Choice Realty

  48 Athol St Unit 48, Danielson, CT 06239
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  /14

  $129,999

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  2 Terrace Dr, Plainfield, CT 06374

  Welcome to this newer-model 2 bedroom, 2 bathroom mobile home set on a spacious, nicely kept lot. Step inside to an open and comfortable layout with bedrooms on opposite ends for added privacy. The home offers plenty of natural light, a cozy living area, and convenient single-level living. Located close to popular shopping areas, you'll have easy access to everything you need while still enjoying

  Melissa Grogan Coldwell Banker Realty

  2 Terrace Dr, Plainfield, CT 06374
• 

  

  /23

  $379,999

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

  164 Starkweather Rd, Plainfield, CT 06374

  Welcome home to this beautifully updated 3-bed, 2-bath ranch (town card reflects an additional .5 bath) nestled in a quiet Plainfield neighborhood. This move-in-ready home offers a bright and open main level, featuring an updated kitchen, fresh finishes throughout, and a comfortable layout perfect for everyday living. Enjoy additional living space in the fully finished basement-ideal for a family

  Ashley Walker Brunet and Company Real Estate

  164 Starkweather Rd, Plainfield, CT 06374
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  /39

  $540,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  27 Windy Hill Rd, Hampton, CT 06247

  Welcome to this beautifully maintained Colonial built in 1998 and set on a private rear lot. This home offers a warm and inviting layout with a spacious living room, dining area, and an updated farmhouse-style kitchen featuring quartz countertops, farmhouse sink, tile backsplash, lighting, and updated appliances. Oak flooring has been recently refreshed, and the deck has also been stained. A

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2113

  27 Windy Hill Rd, Hampton, CT 06247
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  /4

  $499,900

  • Land
  • 11.15 Acres
  • $44,834 per Acre

  117 Riverside Dr, North Grosvenordl, CT 06255

  Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

  Cary Marcoux RE/MAX Bell Park Realty

  117 Riverside Dr, North Grosvenordl, CT 06255
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  /34

  $315,000

  • 1 Bed
  • 1 Bath
  • 1,586 Sq Ft

  10 Topview Dr, Thompson, CT 06277

  Don't let the 1 bedroom scare you because this 1,500 sq. ft. Ranch, just off Rt. 131 in Quinebaug, is more than meets the eye. This home has tons of potential for an easy 2 bedroom conversion along with a possible. A new 3 bedroom septic was installed in 2021 and the oversizing dining room is easily converted into a second bedroom along with the sunroom as a possibility for the 3rd. Only need 1

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  10 Topview Dr, Thompson, CT 06277
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  /2

  $1,295,000

  • Land
  • 12.8 Acres
  • $101,172 per Acre

  99 Azud Rd, Thompson, CT 06277

  Fully approved and shovel ready for 60 Multi Family Units! Affordable project can be developed in phases. Public sewer available, private well and 3 Phase Power. Close to the airline trail for hiking and cycling. Conveniently located restaurants and shopping. Close proximity to the casinos, Worcester, Providence, Boston and the Rhode Island and Ct Shoreline.

  Cary Marcoux RE/MAX Bell Park Realty

  99 Azud Rd, Thompson, CT 06277
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  /7

  $54,000

  • Land
  • 1.2 Acres
  • $45,000 per Acre

  0 Hanover Rd, Canterbury, CT 06331

  Tucked away yet easily accessible, this beautifully prepared parcel offers the ultimate private escape surrounded by nature. A seasonal brook winds through the property, feeding a peaceful small pond, while mature woods and direct frontage on protected Mohegan State Forest create a true sanctuary for relaxation and outdoor enjoyment. Recent enhancements make it ready for immediate use: *

  Daniel Deojay RE/MAX Bell Park Realty

  0 Hanover Rd, Canterbury, CT 06331
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  /39

  $489,900

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  313 Quinebaug Rd, North Grosvenordale, CT 06255

  Discover this beautiful young ranch, constructed from the foundation up in 2019 and offering an impressive blend of comfort, style, and modern efficiency. Inside, you'll find an exceptional layout featuring 3 spacious bedrooms and 2 full baths, including a private primary suite complete with a full bath and walk-in closet. The bright, open-concept main living area is designed for today's

  Jared Meehan RE/MAX Bell Park Realty

  313 Quinebaug Rd, North Grosvenordale, CT 06255
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  /33

  $280,000

  • 2 Beds
  • 2 Baths
  • 688 Sq Ft

  65 Stone St, Danielson, CT 06239

  **Multiple offers have been received, please submit all offers by Monday November 24th 9am** Discover the perfect blend of comfort, character, and natural beauty at 65 Stone Street in Killingly, tucked away on a quiet street and set on 1.6 acres that backs up to a peaceful pond. Inside, an inviting kitchen with granite countertops opens to warm living spaces highlighted by wood flooring that

  Naomi Clark KEY Real Estate Services LLC

  65 Stone St, Danielson, CT 06239
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  /31

  $245,000

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft

  33 Railroad Ave, Plainfield, CT 06374

  Welcome to this charming 3-bedroom, 1-bath home filled with natural light and inviting spaces. The large living room features a bright bay window, and the main level offers classic touches such as hardwood floors and timeless chandeliers. A spacious formal dining room provides plenty of room for gatherings, and the kitchen with freshly painted cabinets and walls feels bright and welcoming. Step

  Tanya McDermott Berkshire Hathaway NE Prop.

  33 Railroad Ave, Plainfield, CT 06374
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  /36

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,228 Sq Ft

  50 Richmond Rd Unit 19, Putnam, CT 06260

  Discover easy living at Richmond Hills in Putnam, Connecticut! This inviting ranch-style condo offers a bright and comfortable layout with 2 bedrooms and 2 full bathrooms, including a primary suite featuring its own bathroom and walk-in closet. With over 1200 square feet, this home's open-concept design creates a warm, welcoming feel, enhanced by abundant natural light throughout. Enjoy the

  Jennifer Mahr RE/MAX Bell Park Realty

  50 Richmond Rd Unit 19, Putnam, CT 06260
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  /39

  $350,000

  • 5 Beds
  • 3 Baths
  • 1,766 Sq Ft

  27 Aspen Place, Willimantic, CT 06226

  Welcome to 27 Aspen Place, a well maintained raised ranch built in 2005, offering comfort, space, and convenience. This home features 5 spacious bedrooms, including a Primary Bedroom with a full bath, and an additional full bath on the main level. The finished lower level offers 540 sq ft of expanded living space with 2 bedrooms and a full bath. Gleaming hardwood floors flow throughout the home,

  Sue Esposito Home Selling Team

  27 Aspen Place, Willimantic, CT 06226
• 

  

  /25

  $359,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  263 Liberty Hwy, Putnam, CT 06260

  Charming 3 bedroom 1 bathroom Ranch style home located in East Putnam's low tax district. Sitting on 2 AC of partially cleared but also with woods to explore, this home is minutes from Rt. 44, I-395 and commuting into MA & RI. Home features a large living room with hardwood floors, an updated kitchen with granite counters, newer cabinets, stainless steel appliances, working space island along

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  263 Liberty Hwy, Putnam, CT 06260
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  /40

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  5 Chappell St, Chaplin, CT 06235

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Updated ranch on a cul-de-sac corner lot offers 3 BRs, 2.5 Baths, 1,748 SF of living space, and an attached 1-car Garage. The light-filled main level has an open Living Room and Dining Room with no wall between them, hardwood flooring that extends through the Hall and all three BRs, large windows, and a brick chimney wall with a wood-burning

  

  Gregory Hanner

  Garden Realty

  (860) 590-9454

  5 Chappell St, Chaplin, CT 06235
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  /38

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  40 Hagstrom Rd, North Grosvenordale, CT 06255

  Welcome to this charming 3-bedroom, 2-bath Gambrel-style colonial offering 1,598 sq ft of comfortable living space on a peaceful 1.84-acre lot. Warm hardwood floors extend through the inviting living and dining rooms, creating a classic, welcoming atmosphere. The primary bedroom located on the main floor connects to an attached full bath for added convenience. A full basement offers plenty of

  Scott Pempek Berkshire Hathaway NE Prop.

  40 Hagstrom Rd, North Grosvenordale, CT 06255
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  /33

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  12 Beech St, Woodstock, CT 06281

  Prime Woodstock location with the convenience of Putnam's shopping and dining only minutes away! This classic ranch offers solid bones, timeless charm, and incredible potential. Featuring 3 bedrooms, 1.5 baths, original hardwood floors, updated 200-amp electrical, and a 2-car detached garage. A Cozy stone fireplace warms the living room, while a second fireplace highlights the partially finished

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  12 Beech St, Woodstock, CT 06281
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  /24

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  11 Denis Dr, North Grosvenordale, CT 06255

  Adorable 3-bedroom ranch nestled in a quiet, welcoming neighborhood. This charming home offers comfortable one-level living with a bright and inviting layout. Enjoy a spacious living room with gleaming hardwood floors, an updated kitchen, and a dedicated dining room perfect for everyday meals or hosting guests. The home also features a crisp, well-maintained bathroom, a cozy entryway porch, and a

  Melissa Bonina Custom Home Realty

  11 Denis Dr, North Grosvenordale, CT 06255
• 

  

  /15

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  224 Pomfret St, Putnam, CT 06260

  Prime mixed-use opportunity located just below Day Kimball Hospital in the established Med/Office zone. This two-family property offers flexibility for both residential and professional use - ideal for medical provider, therapist, or other office based professional, while still providing residential income options. The main level features generous square footage, including a large front room that

  Michael Gee Capital Property Group, LLC

  224 Pomfret St, Putnam, CT 06260
• 

  

  /21

  $579,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  4 Bluebird Ln, Dayville, CT 06241

  SIMILAR TO BE BUILT - *173 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. Approximately 1650 square foot ranch is now here. 3 bed, 2 baths, MAIN floor laundry!

  Mark Tetreault, II RE/MAX Bell Park Realty

  4 Bluebird Ln, Dayville, CT 06241
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  /19

  $299,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  30 Lyon Rd, Woodstock Valley, CT 06282

  COME BE PART OF THE LAKE BUNGAY ASSOCIATION AND ENJOY SWIMMING, FISHING, AND BOATING WHICH COME WITH OWNERSHIP OF THIS HOME! THIS 3 BEDROOM RANCH FEATURES ONE LEVEL LIVING WITH WOOD FLOORS, FIREPLACE WITH WOODSTOVE, BUILT-INS, FULL BASEMENT, AND REPLACEMENT WINDOWS. EXTRA-LARGE CARPORT TO PROTECT FROM WEATHER. LARGE STOREAGE SHED ALONG WITH 4-BAY WOOD STOREAGE STRUCTURE. LARGE PAVED PARKING AREA

  Dick Weiss RE/MAX Bell Park Realty

  30 Lyon Rd, Woodstock Valley, CT 06282
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  /3

  $35,000

  • Land
  • 4.1 Acres
  • $8,537 per Acre

  0 Chatey Rd, Ashford, CT 06278

  Discover 4.1 private, wooded acres tucked away on a quiet road in beautiful Ashford. Whether you're dreaming of a year-round home, a getaway cabin, or a spot for outdoor recreation, this property offers the perfect blend of seclusion and convenience. With abundant wildlife, it's a great location for hunting or nature lovers who simply enjoy peace and privacy. You'll love the easy access to I-84

  Kendra Bonette Coldwell Banker Realty

  0 Chatey Rd, Ashford, CT 06278
• 

  

  /24

  $239,925 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,002 Sq Ft

  76 S Windham Rd, Willimantic, CT 06226

  Nestled on a beautiful and secluded lot, this 3-bedroom, 2-bath home is a rare combination of privacy, tranquility, and potential. Tucked away from the bustle yet still convenient to local amenities, it provides the perfect backdrop for creating your dream retreat. Inside, the home features a spacious layout filled with natural light, generous living areas and flexible spaces ready for your

  

  Jason Kemp

  Five Stars Realty

  (860) 351-4298

  76 S Windham Rd, Willimantic, CT 06226
• 

  

  /29

  $299,900 Coming Soon

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft

  205 Ballamahack Rd, Windham, CT 06280

  One of A kind 2 family set out in the Country on 1.05 acre! Each side has hardwood floors in living room on main floor and spacious 2 bedrooms on upper level with hardwood and a full bathroom . Appliances eat in kitchen with door out to private back yard with LARGE outbuilding for STORAGE! Left side has NEW $22,000 FINISHED basement with GORGEOUS NEW bathroom w/ HEATED floor and tiled GLASS

  Christine Johnson RE/MAX One

  205 Ballamahack Rd, Windham, CT 06280
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  /28

  $385,000

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

  8 S Bigelow Rd, Hampton, CT 06247

  Enchanting country home nestled away from the hustle and bustle with no neighbors in sight! Every homeowners dream awaits you in this quant rustic home. This home will impress an array of buyers with the idyllic features it has. This includes a bit over 4 acres, above ground pool, and a three-bay detached garage. Enjoy quiet nights under the stars, gardening in the open yard, or a cozy fire with

  Alexcia Merritt RE/MAX Bell Park Realty

  8 S Bigelow Rd, Hampton, CT 06247
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  /4

  $224,900

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  1452 North Rd, Killingly, CT 06241

  Enjoy the high rolling hills of Northeast Connecticut when you come and go to your new home. Enjoy 3 acres in this serene area which is hidden away but close enough to shopping, dining and recreation. Back of the property is surrounded by remnants of an electric fence, this property also has a 3-stall barn with hay loft and hay lift. Bring your vision for this 2/3 bedroom mobile home which is in

  Vicki Long RE/MAX Legends

  1452 North Rd, Killingly, CT 06241
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  /11

  $799,900

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
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  /37

  $560,000

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  104 Pulpit Rock Rd, Woodstock, CT 06281

  Experience refined living in this beautifully updated 4 bed & 2 bath Colonial, perfectly set in one of the area's most desirable and private locations! Surrounded by a flat, expansive, and beautifully usable yard, this home offers a rare sense of serenity and estate-like presence. Hardwood floors flow throughout, complementing an updated kitchen and a warm, inviting living room anchored by a

  Skyla Gagnon RE/MAX Bell Park Realty

  104 Pulpit Rock Rd, Woodstock, CT 06281
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  /8

  $569,900

  • 4 Beds
  • 3 Baths
  • 2,250 Sq Ft

  67 Paradise Dr, Brooklyn, CT 06234

  Peaceful country location. This 4 large bedroom 3 full bath home is setting out in a country location, but close to Rte. 6 for quick shopping. Amazing 2250 sq.ft. oversized raised ranch style home is welcoming & charming. The living room, dining area, and kitchen have vaulted ceilings and are all open to one another, perfect for entertaining. Breakfast bar in kitchen. granite counter tops and

  Robin Smith RE/MAX Bell Park Realty

  67 Paradise Dr, Brooklyn, CT 06234
• 

  

  /15

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  633 Wauregan Rd, Brooklyn, CT 06234

  2 full nice bathrooms and 3 bedrooms with one having access to fully finished and heated attic. Dining room could be used as a first floor bedroom with closet. New 4 bedroom septic installed.

  Ray Preece Signature Properties of NewEng

  633 Wauregan Rd, Brooklyn, CT 06234
• 

  

  /34

  $460,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  10 School Street Extension, Plainfield, CT 06374

  Beautiful new-construction raised ranch located on a quiet dead-end street overlooking the river. This bright and modern home features an open floor plan with a stunning kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level offers three large bedrooms, including a spacious primary suite with its own full bath. The finished lower level

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  10 School Street Extension, Plainfield, CT 06374
• 

  

  /6

  $125,000

  • Land
  • 8.61 Acres
  • $14,518 per Acre

  0 Wilsonville Rd Unit 24140220, Thompson, CT 06255

  Great opportunity to buy a large parcel of land in Thompson. There is an easement/dirt road going to the property at the end of Mary Rd. Property borders the highway right before the Wilsonville road exit. you can go in from Wilsonville road as well.

  Matthew Huberdault Real Broker CT, LLC

  0 Wilsonville Rd Unit 24140220, Thompson, CT 06255
• 

  /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
• 

  /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
• 

  

  /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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