Windham County CT Homes for Sale

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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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• 

  

  

  /4

  $465,000

  • 4 Beds
  • 4 Baths
  • 5,176 Sq Ft

  50 High St, Moosup, CT 06354

  This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant

  Liz Lavallee Dawn Taylor Real Estate

  50 High St, Moosup, CT 06354
• 

  

  

  /23

  $259,000

  • 3 Beds
  • 1.5 Baths
  • 2,280 Sq Ft

  462 Norwich Rd, Plainfield, CT 06374

  Charming and full of history! This beautiful 3-bedroom, 1.5-bath home in Windham County offers 2,280 sq ft of living space on a spacious 0.48-acre lot. Originally built around 1720, this historic property showcases timeless character and craftsmanship. Enjoy the convenience of a detached 2-car garage, plenty of outdoor space, and the unique charm that only a centuries-old home can provide. A rare

  Thomas Mele Dorrance Realty

  462 Norwich Rd, Plainfield, CT 06374
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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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  /29

  $245,000

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

  69 Perry St Unit 130, Putnam, CT 06260

  Ideally located in the established community of Heritage Pines Estates, this well maintained 2 bedroom, 1.5 bath townhouse condo is move in ready condition. The main level features an open concept living room that flows into the dining area. Plenty of light enters through the large bay window that overlooks a flower bed of wildflowers that has plenty of room to add your own personal touch. The

  Kara Mazzola First Choice Realty

  69 Perry St Unit 130, Putnam, CT 06260
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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
• 

  /2

  $750,000

  • Land
  • 19.37 Acres
  • $38,720 per Acre

  38-82 Ballouville Rd, Killingly, CT 06241

  41 lot approved sub-division (detached single family units). Town water & sewer reserved for project. Close to I-395 and Route 12. Total of 19.37 acres. For Sale $750,000. DIRECTIONS: I-395 S Exit 43. Turn left on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past Church St. on left. I-395 N Exit 43. Turn right on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past

  Norm Peck Signature Properties of NewEng

  38-82 Ballouville Rd, Killingly, CT 06241
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  /40

  $650,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  143 Goshen Rd, Plainfield, CT 06354

  GORGEOUS BRAND NEW colonial that has it ALL w/2040sqft,2.5ac,3bedrm, 2.5 Baths, 2 Bay Garage ,privacy (sitting 400ft of the road), minutes away from MOOSUP POND for your summers of boating, fishing & enjoying the beach w/all the bells & whistles. Pull into your driveway to your eye catching gray color siding w/ white trim & stamped concrete walkway to your Beautiful full length FARMERS PORCH

  Irene Adams Signature Properties of NewEng

  143 Goshen Rd, Plainfield, CT 06354
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  /20

  $364,900

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

  91 Insalaco Dr, Windham, CT 06280

  This beautiful colonial is situated on a private lot in a wonderful cup-de-sac neighborhood setting. A unique aspect of this home is that it has 2 primary bedroom suites with one being on the first floor allowing for handicap accessibility if needed. Both bedroom suites feature full bathrooms, walk-in closets, hardwood floors and tile in the baths. You will love the spacious first floor open

  Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
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  /36

  $340,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  132 Grove St, Putnam, CT 06260

  Welcome to 132 Grove Street in Putnam! This beautifully remodeled 3-bedroom home combines modern updates with classic charm. The property boasts a bright and inviting floor plan with stylish finishes throughout, featuring a fully updated kitchen equipped with new cabinetry, countertops, and appliances. The full bathroom has been tastefully renovated with sleek fixtures and contemporary design.

  Mat Chojnicki CR Premier Properties

  132 Grove St, Putnam, CT 06260
• 

  

  /19

  $399,000

  • 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!

  Thomas Mele Dorrance Realty

  11 Kenneth Dr, Dayville, CT 06241
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  /20

  $559,000

  • 3 Beds
  • 4 Baths
  • 1,515 Sq Ft

  1415 North Rd, Dayville, CT 06241

  Killingly PRESTIGE LOCATION with 38 Acres on NORTH ROAD with BREATHTAKING VIEWS from this AMAZING property consisting of 38 Acres of land with a home, a POND and a shed. POSSIBLE SUBDIVISION FOR A POSSIBLE 5 LOTS... BRING YOUR FARM OR HORSES..GORGEOUS 1.5 ACRE POND spring fed in a picture like setting with a 1515sqft Ranch Style home with 3bedrms,2 full baths, 2 half baths, 3 FIREPLACES, 2 Car

  Irene Adams Signature Properties of NewEng

  1415 North Rd, Dayville, CT 06241
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  /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
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  /31

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,778 Sq Ft

  338 Main St, Hampton, CT 06247

  Located conveniently off of Route 97 in Hampton, this colonial home offers a generous 2,778 square feet of finished living space. Situated on a 3.92 acre lot, this home boasts four bedrooms, one full bathroom and two half baths. Complete with a detached two car garage, partially finished walk out basement, tiered deck with a pergola, spacious bonus room with large slanted floor to ceiling

  Franchesca Pescatello Prue Realty LLC

  338 Main St, Hampton, CT 06247
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  /13

  $497,500

  • Land
  • 2.32 Acres
  • $214,440 per Acre

  454 Providence Rd, Brooklyn, CT 06234

  2.32 Acres vacant land zoned (PC) Planned Commercial located directly at the 4-way traffic light to the entrance of the Brooklyn Walmart Supercenter. Easement agreement in the public record would allow for access to the parcel from the Walmart driveway entrance. Less than 2.5 miles from I-395 (NB Exit 37/SB Exit 37B). Situated in the heart of the Route 6 retail corridor. National tenants in the

  Ron Lyman Lyman Real Estate

  454 Providence Rd, Brooklyn, CT 06234
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  /29

  $4,320,000

  • 9 Beds
  • 8 Baths
  • 14,103 Sq Ft

  Unlisted Address

  Pinecrest Apartments is a meticulously maintained 14-unit residential community situated on 5.5 acres in Woodstock, CT, reflecting clear pride of ownership, durable construction, and sustained tenant demand. Built in 1989, the property is 100% occupied and offers a highly desirable mix of 13 townhome-style units and one ranch-style residence. The unit mix includes: (2) 1BR/1BA, (9) 2BR/1.5BA, (1)

  Lisa Cozzi Century 21 AllPoints Realty

  Unlisted Address
• 

  

  /31

  $423,000

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

  381 Bungay Hill Rd, Woodstock, CT 06281

  Situated in tranquil Woodstock, this spacious four bedroom Cape is the ultimate hidden treasure. It's calm, tree-lined 4.23 acres opens up to offer a large yard to allow space for all of your outdoor activities. Inside, you will be met with a smooth-flowing layout, 9ft ceilings, and plenty of natural lighting. The first level homes two sizeable bedrooms that transition into the main living space

  Anna Marsh BHHS Realty Professionals

  381 Bungay Hill Rd, Woodstock, CT 06281
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  /40

  $339,000

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  99 Snake Meadow Rd, Danielson, CT 06239

  This nicely appointed one-level ranch offers comfortable living with classic charm and thoughtful updates. Vinyl-sided for easy maintenance, the home welcomes you with gleaming hardwood floors throughout the main level. A brick gas fireplace serves as the centerpiece of the spacious family room, creating a warm and inviting gathering space. Flowing seamlessly from the family room is a generous

  Jacob Rochefort Mott & Chace Sotheby's Intl Rt

  99 Snake Meadow Rd, Danielson, CT 06239
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  /33

  $332,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  40 Tarbox Rd, Plainfield, CT 06374

  Welcome to this fully renovated 3 bedroom, 1 bath home that has been completely brought back to life! This house has been transformed from top to bottom. Notable exterior upgrades include new roof, new siding, new windows, and a new drilled well. Once you step inside this home you will notice a completely refreshed interior which provides a modern feel with fresh neutral paint to suit any decor

  Joseph Rivers Larrow's Real Estate

  40 Tarbox Rd, Plainfield, CT 06374
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  /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
• 

  

  /23

  $193,000

  • 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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  /38

  $739,900

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  56 W View Dr, Woodstock, CT 06281

  This stunning custom-built 2019 Colonial farmhouse blends modern design with efficient, thoughtful craftsmanship. Meticulously maintained, it features an inviting open-concept layout, hickory wood floors, and a gourmet chef's kitchen with an Electrolux 36" induction range, custom range hood, GE Profile stainless steel appliances, and a pantry. Natural light fills the spacious living and dining

  Pamela Therrien The Neighborhood Realty Group

  56 W View Dr, Woodstock, CT 06281
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  /39

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,102 Sq Ft

  140 Ragged Hill Rd, Pomfret Center, CT 06259

  3 acres. 3 buildings. 3 bedrooms. The lot is surrounded by Wyndham Land Trust protected land with many trails for horse, bike, walking, and bird watching. The 3 buildings include the 3 bedroom, 2 bath ranch, a barn, and an 84x48 metal building with a separate electric service. The house was renovated in 2009, and offers an open kitchen/living room, and a primary bedroom with it's own bath. The

  Lynn Converse RE/MAX Bell Park Realty

  140 Ragged Hill Rd, Pomfret Center, CT 06259
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  /6

  $899,000

  • Land
  • 130.75 Acres
  • $6,876 per Acre

  0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

  Margaret Memoli Memoli&Memoli Real Estate,LLC

  0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
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  /35

  $445,000

  • 5 Beds
  • 3.5 Baths
  • 3,719 Sq Ft

  16 Wilkinson St, Putnam, CT 06260

  Opportunity is back on the market! A compelling investment opportunity in the center of Putnam, this 1867 Victorian style home combines historic appeal with practical updates and multiple paths for added value. Used today as a two-family, the property offers spacious floor plans, high ceilings, and a layout that lends itself to strong rental demand or a comfortable owner-occupied arrangement.

  Kristen Kaskela Berkshire Hathaway NE Prop.

  16 Wilkinson St, Putnam, CT 06260
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  /2

  $65,000

  • Land
  • 0.28 Acre
  • $232,143 per Acre

  64 Westcott Rd, Killingly, CT 06239

  Vacant land, undeveloped. Buyers to do due diligence.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  64 Westcott Rd, Killingly, CT 06239
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  /36

  $539,900

  • 9 Beds
  • 3.5 Baths
  • 5,046 Sq Ft

  115 Grove St, Putnam, CT 06260

  INSTANT EQUITY in this beautiful and incredibly spacious two-family home. Sellers just had the home independently appraised for more than their asking price! With 10 foot ceilings throughout this turn of the century manse, the first floor unit features over 2,100 sq ft of living space with 3 large bedrooms, formal dining room, 2 full baths (1 roll-in handicap accessible, fully tiled with shower

  Gerard Hartmann Rockoff Realty

  115 Grove St, Putnam, CT 06260
• 

  

  /39

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1669 Route 169, Woodstock, CT 06281

  Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

  Ryan De Lello William Pitt Sotheby's International Realty

  1669 Route 169, Woodstock, CT 06281
• 

  

  /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
• 

  

  /39

  $439,900

  • 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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  /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
• 

  /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
• 

  

  /20

  $289,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  47 Texas Heights Rd, Plainfield, CT 06374

  RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

  Doug Taber Taber Realty, LLC

  47 Texas Heights Rd, Plainfield, CT 06374
• 

  

  /31

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  162 Scotland Rd, Windham, CT 06280

  2.5 Acres with a beautiful updated 3 bed, 2 bath. Full mechanical upgrade including new well to be made prior to closing! 1400 sqft home with a detached garage and a barn with electric hookups that also sit on the property! Discover the charm and potential of this Windham property, offering a spacious layout and a peaceful setting in a desirable location. Perfect for buyers seeking comfort,

  Dillon Cass eRealty Advisors, Inc.

  162 Scotland Rd, Windham, CT 06280
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  /27

  $340,000

  • 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
• 

  

  /22

  $79,900

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  10 Conrad's Park, Killingly, CT 06241

  Don't miss out on this newly renovated two bedroom home. If quiet, modest living is what you're looking for, look no further. Equipped with central air wall units for those hot summer days. Enjoy the deck along side of the home for entertaining guests. A newly six year electric water heater was installed in 2023. Worry no more about snow removal because that will be included with the monthly hoa

  Nicole Loiselle Byrnes Real Estate Company

  10 Conrad's Park, Killingly, CT 06241
• 

  

  /31

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,597 Sq Ft

  21 Bennett Pond Rd, Canterbury, CT 06331

  Set on a peaceful 3.4-acre lot, this one-owner ranch offers privacy, space, and exciting potential. The main level features approximately 1,222 square feet with an open kitchen and living room layout, creating a welcoming central gathering space. A slider off the living area leads to a deck overlooking the wooded surroundings, perfect for enjoying the natural setting. The primary level includes a

  Carl Guild Carl Guild & Associates

  21 Bennett Pond Rd, Canterbury, CT 06331
• 

  

  /21

  $699,000

  • Land
  • 84.5 Acres
  • $8,272 per Acre

  61 Deerwood Dr, Killingly, CT 06239

  51 fully approved 55+ housing units to be built in Phases III & IV of the Briarwood Falls development property. within minutes of Killingly Center & Killingly Commons, and a half-hour to the casinos. All utilities and full site plans including architectural drawings for 1,250, 1,450, and 1,600 square foot designs of the first two phases are available. A 2025 revised estimate for the road &

  Ron Lyman Lyman Real Estate

  61 Deerwood Dr, Killingly, CT 06239
• 

  

  /16

  $299,900

  • 6 Beds
  • 2 Baths
  • 2,040 Sq Ft

  983 Riverside Dr, North Grosvenordale, CT 06255

  Fantastic 2 family with one side newly renovated. 3 bedrooms in each unit. Parking next to each unit and full basement.

  Alexis Devlin Coldwell Banker Realty

  983 Riverside Dr, North Grosvenordale, CT 06255
• 

  

  /40

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  383 Lathrop Rd, Plainfield, CT 06374

  Welcome to this charming Cape Cod-style home featuring a beautifully unique floor plan and an abundance of natural light throughout. The spacious layout offers a large dining area, living room, and kitchen-perfect for entertaining or everyday living. A generous mudroom/laundry room and a dedicated office space provide both function and flexibility. The inviting three-season room off the back of

  Madelyn Pope RE/MAX One

  383 Lathrop Rd, Plainfield, CT 06374

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