Windham County CT Homes for Sale

• 

  

  

  /37

  $670,000

  • 4 Beds
  • 2.5 Baths
  • 2,514 Sq Ft

  433 E Thompson Rd, Thompson, CT 06277

  Relax on the pretty farmers porch while you plan summer fun! The newer, composite deck is accessible from the kitchen. A covered patio has enough seating for most large parties. Splash around in the single depth pool. Enjoy multiple hobbies in the 5 year old, detached garage. The level yard supports outdoor activities, too. If it's too warm outside, come in where there is central a/c. Newly

  Lynn Converse RE/MAX Bell Park Realty

  433 E Thompson Rd, Thompson, CT 06277
• 

  

  

  /4

  $210,000

  • Land
  • 7 Acres
  • $28,649 per Acre

  308 Orchard Hill Rd, Pomfret Center, CT 06259

  VACANT COMMERCIALLY ZONED 7.33 ACRES ON BUSY ORCHARD HILL ROAD- NOTE: THIS IS ZONE COMMERCIAL VILLAGE - NO CURRENT TESTING RESULTS AVAILABLE

  Jim Nispel Coldwell Banker Realty

  308 Orchard Hill Rd, Pomfret Center, CT 06259
• 

  

  

  /17

  $225,000

  • Land
  • 26 Acres
  • $8,491 per Acre

  0 Center Rd, Woodstock, CT 06281

  Wow!! Build your dream home or possibly subdivide this 26.5-acre parcel of farmland on a quiet country road in Woodstock. The boundary survey and a possible subdivision plan has been designed and ready for you to take to Town Hall for approval! The possibilities are endless for this property!

  Donna DiGiulio Williams and Stuart Real Estate

  0 Center Rd, Woodstock, CT 06281
• 

  

  

  /23

  $169,900

  • Land
  • 4.02 Acres
  • $42,264 per Acre

  1394 North Rd, Killingly, CT 06241

  This amazing back lot is perfect for just about anything you are looking for. With just over 4 acres of land, this parcel is ready and waiting for you. Must see to appreciate the different levels of serenity that surrounds future plans. One section is flat for a structure while another section is open for your ideas. Don't forget location is everything! Hartford, Boston, Providence and other

  Vicki McKee Spaulding Realty Group, LLC

  1394 North Rd, Killingly, CT 06241
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  /14

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,022 Sq Ft

  19 Huntington Rd, Scotland, CT 06264

  Beautiful bright 3 season room to enjoy your morning coffee overlooking the winding peaceful river. EXPOSED beams and bay window in living room with a 1/2 bath, eat in appliance kitchen. 2 bedrooms upstairs have new carpet and fresh paint throughout. ( moss on roof is being done). Sits on 1.5 acres. One year warranty! Perfect location to fish or have a picnic in the Spring!

  Christine Johnson RE/MAX One

  19 Huntington Rd, Scotland, CT 06264
• 

  

  /30

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft

  487 North St, Willimantic, CT 06226

  VERY MOTIVATED SELLERS!! Welcome home... Book your private tour today. This young home is a real must see!! 3 beds 2 full bath. Are you looking for a new build with nothing to do but move in?? This young meticulously maintained home has a flowing open floor plan with loads of windows for so much natural sunlight. All the updates you could ask for. Spacious kitchen offers plenty of counter space

  KAREN MILHEM Media Realty Group, Inc.

  487 North St, Willimantic, CT 06226
• 

  

  /7

  $179,900

  • Land
  • 25 Acres
  • $7,111 per Acre

  Lot 12-1 Tripp Hollow Rd, Brooklyn, CT 06234

  Private, secluded 25+ Acre lot to be built with a custom build package in Brooklyn CT! Discover the ultimate private sanctuary on over 25 acres of peaceful seclusion in picturesque Brooklyn. This remarkable lot is exclusively offered and to be sold only with a custom home-building package from Square 1 Building Assoc, tailored precisely to your vision. Bring your own architectural plans or choose

  Jared Meehan RE/MAX Bell Park Realty

  Lot 12-1 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  

  /28

  $5,400,000

  • Land
  • 14 Acres
  • $382,979 per Acre

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234

  Purchase this approximate 14.1 Acre Commercial Property, or as little as two acres of this Perfect location. There are many options for this property which sits Directly behind The Now Constructing Tractor Supply and utilizing a 30-foot-wide access easement, as well as electric and communications conduit stubbed in to make readily available, there is also a 10-foot-wide utility easement to the

  Paul Manocchio The Bella Group, LLC

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234
• 

  

  /40

  $599,900

  • 3 Beds
  • 1.5 Baths
  • 2,997 Sq Ft

  160 Halls Hill Rd, Killingly, CT 06239

  History lovers take notice! Previously the South Kilingly Congregational Church, this authentic 1837 Greek Revival has been completely restored and converted into a home with endless possibilities for the main space. Let your imagination soar in deciding how you will use the great room! Currently setup as a living/dining/entertainment space, complete with an 85" TV, this space (approx 30X40 with

  Scott Tracy RE/MAX One

  160 Halls Hill Rd, Killingly, CT 06239
• 

  

  /38

  $339,000

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  420 Wauregan Rd, Danielson, CT 06239

  Welcome to this charming 1232 sf, 3 bedroom, 1.5 bath ranch that offers comfortable one level living in a convenient location on a corner lot. Great bones! Just needs some cosmetic updates to make it your own! If you are looking for turnkey, this is not the place for you. Features include a new roof (2024), Harvey replacement windows which let in an abundance of natural light, Hardwood floors,

  Valerie MacNeil Kazantzis Real Estate, LLC

  420 Wauregan Rd, Danielson, CT 06239
• 

  

  /40

  $374,900

  • 3 Beds
  • 1.5 Baths
  • 2,905 Sq Ft

  575 Fabyan Rd, North Grosvenordale, CT 06255

  Opportunity Knocks! This 1890 Colonial is ready for your fresh ideas. This stately home was once quite the property and could be brought back to life. This home sits on 4.15 AC in the RRAD zone. There is subdivision potential, along with shared driveway potential, for rear lots backing up to the protected Army Corp of Engineers land. This home is just under 3,000 sq. ft. with a potential

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  575 Fabyan Rd, North Grosvenordale, CT 06255
• 

  

  /4

  $499,900

  • Land
  • 11 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
• 

  

  /29

  $650,000

  • 6 Beds
  • 4 Baths
  • 3,240 Sq Ft

  223 Route 169, Woodstock, CT 06281

  A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

  Amy Brunet Brunet and Company Real Estate

  223 Route 169, Woodstock, CT 06281
• 

  

  /11

  $175,000

  • 3 Beds
  • 1 Bath
  • 680 Sq Ft

  142 Quaddick Mountain Rd, Thompson, CT 06277

  Discover the allure of this stunning waterfront, seasonal home, nestled right on the waters edge! Perfect for boating and fishing, located on the private side of the lake. This inviting retreat comes with a dock and boasts 3 bedrooms and 1 bath, offering the perfect blend of comfort and waterfront serenity! Hot water heater is less than a year old. Property is on leased land.

  Matthew Huberdault Real Broker CT, LLC

  142 Quaddick Mountain Rd, Thompson, CT 06277
• 

  

  /39

  $579,900

  • 4 Beds
  • 2.5 Baths
  • 2,186 Sq Ft

  109 Bailey Hill Rd, Killingly, CT 06239

  This 2020 newly constructed home was custom built and has many upgrades and details not found in many newly constructed homes. With nearly 2200 SF, 4 Bedrooms, 2.5 Baths; this spacious home has room to spread out and is perfect for entertaining. The first floor Laundry room and separate half Bath bridge the 2 car attached garage to the state of the art kitchen. The thoughtfully designed kitchen

  Mae Lyons Stonehouse Real Estate Co., LLC

  109 Bailey Hill Rd, Killingly, CT 06239
• 

  

  /35

  $549,900

  • 4 Beds
  • 4 Baths
  • 2,712 Sq Ft

  124 Elmdale Rd, Canterbury, CT 06331

  IN LAW in LOWER level w/ bedroom, large living room to porch, kitchen, den, bathroom and office. Main level has VAULTED ceiling, EXPOSED BEAMS with bright windows letting in the natural light open to the dining/ appliance kitchen w/ HUGE GRANITE ISLAND & COUNTERTOPS. FIREPLACE family room, 1 bedroom and a full bathroom. Upper level has PRIMARY bedroom w/ wall to wall closets connected to bathroom

  Christine Johnson RE/MAX One

  124 Elmdale Rd, Canterbury, CT 06331
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  /16

  $789,000

  • 15 Beds
  • 6 Baths
  • 4,954 Sq Ft

  369 Valley St, Willimantic, CT 06226

  369 Valley, Willimantic is a totally remodeled 7 Unit asset is located within walking distance to Eastern Ct University! The in place Actual CAP is 7.6% with Gross Income: $120,600 with upside to $153,400. The Roof is new as of November of 2020, the plumbing was replaced between 2020 and 2022. 5 of the Hot Waters heaters new in 2019. The electric was upgraded in 2012 to circuit breakers with

  Lisa Cozzi Century 21 AllPoints Realty

  369 Valley St, Willimantic, CT 06226
• 

  

  /20

  $350,000

  • 2 Beds
  • 2 Baths
  • 2,064 Sq Ft

  364 School St, Putnam, CT 06260

  Two units up and down mixed use located on RT 44 just off the I-395 exit near Walmart, 6/10 mile from I-395 exit 47, 25 minutes from 1 College St Worcester, 47 minutes to Providence. The 2nd floor apartment has a deck that needs work, could use cosmetic upgrade, the lower unit is a pizza restaurant in business 30 years, has a fireplace and includes all contents shown in the photos including the

  Dennis Duga Northeast Realty

  364 School St, Putnam, CT 06260
• 

  

  /5

  $550,000

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

  121 Walker Rd, Canterbury, CT 06331

  56.38 acres of buildable land in desired Canterbury, with the potential of seven sub-dividable lots. Over 1,900' of road frontage on Walker Road and an additional 1,000+ of road frontage on John Brook Road. Seller willing to negotiate split lots. Previous perc testing done in 2009.

  Erica Kelly RE/MAX One

  121 Walker Rd, Canterbury, CT 06331
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  /28

  $349,900

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  74 Woodward Rd, Brooklyn, CT 06234

  This beautifully renovated Cape is nestled in a private, quiet location, offering both charm and modern updates. The home features a brand-new kitchen with stylish cabinetry, granite countertops, and stainless steel appliances. Fresh paint and new carpeting throughout create a bright and inviting atmosphere. The first floor includes two spacious bedrooms and a full bath, while the upper level

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  74 Woodward Rd, Brooklyn, CT 06234
• 

  

  /16

  $299,900

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  20 Mason Hill Rd, Brooklyn, CT 06234

  Welcome to Brooklyn! One level living, ranch styled home. NEW ROOF & NEW WINDOWS This well cared for home features 3 bedrooms & 1 bathroom . 1 CAR Under house Garage. Walkout basement. Paved driveway with ample parking. Great mechanical upgrades ! New oil tank and New 200 amp panel AND generator switch! Newer furnace. Leased solar panels. MOVE IN READY!!

  Skyla Gagnon RE/MAX Bell Park Realty

  20 Mason Hill Rd, Brooklyn, CT 06234
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  /7

  $99,900

  • Land
  • 0.83 Acre
  • $120,361 per Acre

  700 Riverside Dr, North Grosvenordl, CT 06255

  Unique opportunity for a residential/commercial 0.83 AC lot located in the Downtown Mill Rehabilitation District. This lot had previous approvals from wetlands and site planning for a restaurant. Property is ready for groundwork and is located on Riverside Dr./Route 12 with great visibility & location. Located adjacent to Dollar General, across from Dunkin Donuts and at the base of the entrance

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  700 Riverside Dr, North Grosvenordl, CT 06255
• 

  

  /31

  $329,000

  • 5 Beds
  • 2 Baths
  • 2,600 Sq Ft

  670 Wauregan Rd, Brooklyn, CT 06234

  Charming 1889 Colonial in a Beautiful Country Setting! Step into the timeless charm of this well-maintained 1889 Colonial, offering plenty of space for a big family and endless possibilities to make it your own! With a newer septic system, newer windows and a peaceful country setting, this home is ready for you to move in and personalize with minor updates as you live here. Conveniently

  Ann Rochester RE/MAX One

  670 Wauregan Rd, Brooklyn, CT 06234
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  /13

  $110,000

  • Land
  • 0.99 Acre
  • $111,111 per Acre

  80 Lakeside Dr, Eastford, CT 06242

  Welcome to the picturesque tranquility of 80 Lakeside Drive, Eastford, CT-a rare gem overlooking Ashford Lake. This stunning .99-acre parcel of land offers the perfect blend of semi-rural privacy and breathtaking lakefront views, creating an idyllic canvas upon which to construct the home of your dreams. Imagine waking up each morning to the gentle sounds of nature and the captivating sight of

  Leslie Blaser eXp Realty

  80 Lakeside Dr, Eastford, CT 06242
• 

  

  /40

  $1,600,000

  • 6 Beds
  • 6 Baths
  • 4,517 Sq Ft

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281

  The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

  John Downs Berkshire Hathaway NE Prop.

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281
• 

  

  /19

  $749,900

  • 15 Beds
  • 6 Baths
  • 6,278 Sq Ft

  7 W Park St, Windham, CT 06226

  Spacious Multi-Family Investment Opportunity! Features include a full basement, with coin-op laundry, electric heat in all units, all utilities paid by tenants. Plenty of parking. ***VALUE ADD OPPORTUNITY-- finish the 7th unit for an additional $1200/m+, some units can use cosmetic improvements. Neighboring lot may be available at 9 W. Park for additional parking or additional improvement.

  Robyn Letourneau Berkshire Hathaway NE Prop.

  7 W Park St, Windham, CT 06226
• 

  

  /4

  $565,000

  • 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
• 

  

  /29

  $399,900

  • Land
  • 5 Acres
  • $76,904 per Acre

  1450 North Rd, Killingly, CT 06241

  This spectacular back lot down a private drive brings you into the wonder of nature. This expansive length of property has so much potential. With the land being previously cleared, it's ready for what you desire. The open space is unlimited from homesteading to possibly continuing the private airstrip rights to anything your dreams bring you. Make an appointment as this rare strip won't last

  Vicki McKee Spaulding Realty Group, LLC

  1450 North Rd, Killingly, CT 06241
• 

  

  /36

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  13 Henry Dr, Moosup, CT 06354

  Welcome to low maintenance easy living in the great community of Moosup River Estates. When you step inside this charming 2 bedroom, 2 bathroom standalone condo you will be overly impressed with the immaculate condition of this home. This designer Robin Model Condo has upgraded fixtures and finishes with an open floor concept all on a single level. With your Kitchen, Dining and living space

  Alexcia Merritt RE/MAX Bell Park Realty

  13 Henry Dr, Moosup, CT 06354
• 

  

  /26

  $950,000

  • Land
  • 153 Acres
  • $6,209 per Acre

  Lot 0 Kozey Rd, Eastford, CT 06242

  Discover the perfect blend of seclusion and accessibility with this stunning 153 ac parcel, nestled amidst the serene beauty of Yale Meyers Forest and Natchaug State Forests. Offering a rare opportunity for privacy and tranquility, this expansive property is ideal for outdoor enthusiasts, hunters, or those seeking a peaceful retreat. Despite the secluded feel, the land boasts convenient access to

  Elizabeth Scranton Kazantzis Real Estate, LLC

  Lot 0 Kozey Rd, Eastford, CT 06242
• 

  

  /20

  $200,000

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  108 Knox Ave, Danielson, CT 06239

  Welcome to 108 Knox Ave, Killingly, CT! This charming ranch-style cottage offers 2 beds, 1 full bath, and sits on a 1.20-acre lot. Enjoy a large private lot with easy access to I-395 and Route 6, close to the Rhode Island and Massachusetts borders and near Natchaug State Forest. This cozy home features a lighted enclosed porch, multiple sheds for storage, a 6-car private driveway, and main-level

  Jessica Boswell LPT Realty

  108 Knox Ave, Danielson, CT 06239
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  /38

  $399,900

  • 8 Beds
  • 2 Baths
  • 2,398 Sq Ft

  7 Church St, Killingly, CT 06241

  An incredible owner-occupant or investment opportunity awaits at 7 Church St, Killingly, CT! This beautifully renovated townhome style duplex features two spacious units, each offering 4 bedrooms and 1 bathroom, perfect for maximizing rental income. Recent upgrades include new flooring, fresh paint, updated lighting, and completely renovated kitchens and bathrooms. Energy-efficient mini-split

  Benjamin Carbone Lamacchia Realty

  7 Church St, Killingly, CT 06241
• 

  

  /40

  $925,000

  • 4 Beds
  • 6 Baths
  • 3,753 Sq Ft

  42 Hyde Rd, Brooklyn, CT 06234

  Timeless New England Charm Meets Modern Luxury! Step into a piece of history with this stunning, completely renovated 1870s home, seamlessly blending period character with modern amenities. Boasting four spacious bedrooms, each with its own en-suite full bath featuring custom tiled walk-in showers with glass doors, plus two additional half baths, this home offers comfort, convenience, and

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  42 Hyde Rd, Brooklyn, CT 06234
• 

  

  /40

  $775,000

  • 5 Beds
  • 4 Baths
  • 3,899 Sq Ft

  49 Quinebaug Ave, Putnam, CT 06260

  This meticulously maintained home has been thoughtfully expanded and upgraded since its 1989 build, crafted for comfort, entertainment, and lasting quality. Unlike typical homes with vinyl and PVC, it features authentic materials, cedar clapboards, wood trim, and modern windows. You'll also find the same inside: Hardwood floors, chair rails, and wainscoting. A striking two-story front porch

  Michael Marsden Compass Connecticut, LLC

  49 Quinebaug Ave, Putnam, CT 06260
• 

  

  /30

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,531 Sq Ft

  24 Marie St, Plainfield, CT 06374

  Large Colonial Gambrel home with over 2500 SF. Full Bath on each level. Hardwood flooring, entryway mudroom, open kitchen/dining room. Several first floor rooms for additional living space or extra bedrooms. The second floor has three bedrooms with full bath. Large Primary Bedroom. Full basement with walkout. Slider leads to back deck and large .69 acre yard. The large open front porch is an

  Mae Lyons Stonehouse Real Estate Co., LLC

  24 Marie St, Plainfield, CT 06374
• 

  

  /15

  $200,000

  • 3 Beds
  • 2 Baths
  • 50 Sq Ft

  115 Groveland Ave, Putnam, CT 06260

  Attention Builders/Investors - Looking to build condos in Putnam? This listing does not include the two existing condos. Only the ability to build eight more in the development. Condo development rights for sale. Rare opportunity to own a condominium development in Putnam Connecticut. All approvals in hand. All utilities/infrastructure to site. Eight units remaining to be built of 10 unit

  Anthony Chabot Chabot & Associates Real Estate

  115 Groveland Ave, Putnam, CT 06260
• 

  

  /25

  $1,700,000

  • 19 Beds
  • 12 Baths
  • 11,775 Sq Ft

  29 Tiffany St, Brooklyn, CT 06234

  Attention Investors! Rare opportunity to own a 12-unit brick multifamily building in desirable Brooklyn, Connecticut. This well-maintained property features a diverse mix of units offering both ranch-style one-bedroom, one-bath units on the first floor and townhouse-style two-bedroom, one-bath units on the second floor, offering a total of 12 units to rent. The building is currently fully

  Anthony Chabot Chabot & Associates Real Estate

  29 Tiffany St, Brooklyn, CT 06234
• 

  

  /6

  $899,000

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

  0 Brooklyn Rd Unit 24073426, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24049160 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 24073426, Canterbury, CT 06331
• 

  

  /28

  $45,000

  • Land
  • 1.53 Acres
  • $29,412 per Acre

  0 Hungry Hill Rd Unit 24072328, Sterling, CT 06377

  This secluded lot is ready to sell with equity built in just for you. Having limited neighbors allows plenty of privacy. There are historic stone walls and old stone foundations to find when exploring the land. Don't miss the small stream that flows quietly through with spring rights. Located at the top of Hungry Hill Rd and just behind the Sterling Industrial Park is 1.53 acres of woods waiting

  Vicki McKee Spaulding Realty Group, LLC

  0 Hungry Hill Rd Unit 24072328, Sterling, CT 06377
• 

  

  /10

  $85,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  15 James Dr, Windham, CT 06256

  Well, Well, Well, if it inexpensive housing you are looking for, look no further. This two bedroom manufactured home has been completely remolded and is ready to move into. Remolded yes, new siding, new plumbing, domestic water and sewer lines, new water line heat tape. Interior walls and ceilings have been replaced with sheetrock, sub flooring has been installed and new composite flooring.

  Clarence Russ Home Selling Team

  15 James Dr, Windham, CT 06256

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