Windham County CT Houses for Sale

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  /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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• 

  

  

  /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
• 

  

  

  /29

  $439,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  8 John's Cir Unit Lot 33, Sterling, CT 06377

  * NEW CONSTRUCTION * 30 days from completion and still time to choose some selections. Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete

  Patrick Farrell Compass Connecticut, LLC

  8 John's Cir Unit Lot 33, Sterling, CT 06377
• 

  

  

  /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
• 

  

  /32

  $725,000

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

  204 Paine Rd, Pomfret, CT 06259

  First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

  Lynn Converse RE/MAX Bell Park Realty

  204 Paine Rd, Pomfret, CT 06259
• 

  

  /7

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  25 Korpita Rd, Danielson, CT 06239

  Ranch style home with many recent updates. Offered here is kitchen, living room, 3 bedrooms and 2 full bathrooms. The Seller has completed the updates so all you have to do is move in. New kitchen with stainless steel appliances, updated bathrooms, new flooring, freshly painted. Do not miss out on this adorable home !!

  Mary Beth Malin Brunet and Company Real Estate

  25 Korpita Rd, Danielson, CT 06239
• 

  

  /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
• 

  

  /36

  $369,900

  • 2 Beds
  • 1 Bath
  • 440 Sq Ft

  17 Green Island, Thompson, CT 06277

  Discover the charm of island living at Quaddick Lake! Seize this RARE opportunity to own a lakeside retreat on a private island dotted with just 12 seasonal cottages. Set just off the lake shore, this enchanting getaway offers the best of both worlds--unforgettable sunrise and sunset views, plus TWO waterfront areas providing 200 ft. of direct lake access on both sides of the island. The fully

  Lynne Ferrigno Coldwell Banker Realty

  17 Green Island, Thompson, CT 06277
• 

  

  /40

  $599,000

  • 2 Beds
  • 2 Baths
  • 3,208 Sq Ft

  55 Island Rd, Dayville, CT 06241

  Escape the every day at 55 Island Road - your private lakeside retreat on Alexander's Lake. Estate property, professionally cleaned out - ready to move right in. Built in 1985 with a brand-new oil tank, this Classic Cape needs cosmetic update - new floors, paint, maybe a kitchen refresh - gives 2,120 square feet of cozy without compromise. Two generous bedrooms, with the possibility of a third

  Michelle Richardson Kazantzis Real Estate, LLC

  55 Island Rd, Dayville, CT 06241
• 

  

  /17

  $389,900

  • 4 Beds
  • 2 Baths
  • 1,611 Sq Ft

  75 Lovers Ln, Plainfield, CT 06374

  Charming Country Farmhouse on 3.5 acres. This inviting home blends classic character with rural tranquility offering the perfect retreat from the bustle of everyday life. 4 comfortable bedrooms with 2 full baths within effortlessly flowing living space. The large, heated sunroom is the perfect place to spend time with family or guests. This property not only offers an oversized 2 plus car

  Monique Rouillard Signature Properties of NewEng

  75 Lovers Ln, Plainfield, CT 06374
• 

  

  /23

  $399,999 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,077 Sq Ft

  77 Charlotte Dr, Plainfield, CT 06374

  Spacious 3 bedroom, 2 bath built in 1988, Cape set on level .70 acre corner lot. There is Vinyl siding, newer roof, newer hot water heater, 200 Amp electrical panel. First floor primary suite, open kitchen to dining area, hardwood floors, 2 car garage, city water & sewer plus central air! Above ground pool, solar panels in place, contract to be assumed by buyer. Room above garage is heated with

  Brittany Summers Real Broker CT, LLC

  77 Charlotte Dr, Plainfield, CT 06374
• 

  

  /23

  $589,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  890 Brook Rd, Hampton, CT 06247

  GORGEOUS 2026 Raised Ranch on almost 2 ACRES in Hampton is ready! 16 x 16 DECK to enjoy your SPRING evenings. SHINY HARDWOOD floors throughout main level w/ VAULTED open floor plan for entertaining. QUARTZ counters, STAINLESS appliances and LARGE island next to dining room and living room w/ bright windows for natural light. Primary bedroom has VAULTED ceiling and a BEAUTIFUL bathroom w/ GLASS

  Christine Johnson RE/MAX One

  890 Brook Rd, Hampton, CT 06247
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  /38

  $475,000

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

  7 Florence St, Putnam, CT 06260

  Welcome to 7 Florence Street, a beautifully restored Queen Anne-style home that perfectly blends classic architecture with modern comfort. Completely rebuilt from the frame out, this 5-bedroom, 3-bath residence offers brand-new systems, finishes, and design details throughout. The interior showcases open, sun-filled living spaces with striking dark granite countertops, crisp white tile bathrooms,

  Marco Epifani The Hive Real Estate LLC

  7 Florence St, Putnam, CT 06260
• 

  

  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,438 Sq Ft

  60 Chaplin St, Chaplin, CT 06235

  Welcome to the original parsonage of the Chaplin Congregational Church in the historic district in Chaplin! In 1837, the land was purchased from Luther Ridley. This spacious home was constructed in 1840. The parsonage has been home to many ministers and their families. The front parlor has seen many functions through the years, including weddings. The Ladies Aid Society has used the upstairs

  Deb Chabot RE/MAX One

  60 Chaplin St, Chaplin, CT 06235
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  /39

  $549,000

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

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
• 

  

  /40

  $379,900

  • 2 Beds
  • 2 Baths
  • 2,066 Sq Ft

  127 Windy Hill Rd, Hampton, CT 06247

  Circa 1820's Cape Cod style home conveniently located in Hampton. Sitting on over 2.5AC of great usable land, this 2-bedroom 2-bathroom home has been well maintained and updated over the years. This home received 1990's addition with full basement adding great additional living space. Additionally, a first floor "den" makes an easy 3rd bedroom. The living room with wood floor & exposed beams

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  127 Windy Hill Rd, Hampton, CT 06247
• 

  

  /36

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  395 Bailey Hill Rd, Danielson, CT 06239

  RENOVATED RANCH Style home situated on .92 acres. Finishing touches being completed on this 3BR, 2BA home boasting approx. 2,820 sq. ft. of total living area. Open flow on the main level starting with a fully renovated kitchen w/Granite counter tops, New cabinets, all New appliances and tiled floor. Original Hardwood flooring throughout the remainder of the main level living room, hallway and

  Chris Campolito Campolito Realty Group

  395 Bailey Hill Rd, Danielson, CT 06239
• 

  

  /26

  $435,000

  • 4 Beds
  • 2 Baths
  • 1,787 Sq Ft

  7 Devotion Rd, Windham, CT 06280

  Open House on 12/20/25 is cancelled. Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday

  Alexia Andrade US Asset Realty

  7 Devotion Rd, Windham, CT 06280
• 

  

  /32

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft

  60 Indian Spring Rd, Woodstock, CT 06281

  Brand-new multi-level TimberTech decks spanning roughly 800 square feet anchor the back of this fully furnished and beautifully renovated lakeside home on private Witches Woods Lake, creating an expansive outdoor haven for hosting, unwinding, and breathing in the calm of true waterfront living. With breathtaking views and direct frontage, the home has been thoughtfully updated in recent years

  Jennie Kesselman Berkshire Hathaway NE Prop.

  60 Indian Spring Rd, Woodstock, CT 06281
• 

  

  /12

  $247,500

  • 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
• 

  

  /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
• 

  

  /8

  $675,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  277 Moosup Pond Rd, Plainfield, CT 06354

  Exciting new listing in a charming new subdivision! This stunning colonial home features 4 bedrooms and 2.5 baths, perfect for family living. The open layout creates a welcoming atmosphere, highlighted by a beautiful kitchen with quartz countertops and a large island ideal for entertaining. The master suite is conveniently located on the main floor, offering comfort and privacy, while upstairs

  Paige Collelo Taber Realty, LLC

  277 Moosup Pond Rd, Plainfield, CT 06354
• 

  

  /36

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,423 Sq Ft

  151 Brandy Hill Rd, Thompson, CT 06277

  Antique-style farmhouse with over one acre of open land for gardening or your new inground pool! Home has 3 bedrooms and one bath. Large front-to-back living room with sliders out to a wrap-around deck. Kitchen with stove, refrigerator, dishwasher and washer/dryer hookups. Two large bedrooms on the second floor with ample hallway space to serve as a small den. Third bedroom on the first floor.

  Joann Hall RE/MAX Bell Park Realty

  151 Brandy Hill Rd, Thompson, CT 06277
• 

  

  /39

  $559,900

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  827 Thompson Rd, Thompson, CT 06277

  Four Car Garage and more. Nows your chance for this Entertainer's Dream Home with Private Nature Retreat! This stunning property is a must-see for anyone who loves to entertain and also values peace and privacy. Your future memories included unforgettable gatherings. Custom features an amazing whole-house sound system that extends outdoors, setting the perfect mood for any event, day or night.

  Shawn Thomaszewicz Keys to Dreams Realty, LLC

  827 Thompson Rd, Thompson, CT 06277
• 

  

  /26

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  80 John MacK Rd, Hampton, CT 06247

  Beautiful 2 year old log home on almost 20 ACRES in pleasant rural, private location. Large front porch for your favorite rocking chairs, or enjoy a cookout on your private back deck. Plenty of wildlife to observe as you enjoy almost 20 acres of open and lightly wooded land. The open floor plan welcomes you with a warm wood stove. Kitchen/Dining and living room offer great entertaining space and

  Cathy Duprey Duprey Real Estate, LLC

  80 John MacK Rd, Hampton, CT 06247
• 

  /2

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  55 Tuckie Rd, Windham, CT 06280

  Colonial style home ready for a new owner. Many recent updates have been completed. New kitchen with stainless steel appliances, new flooring, bathrooms have been updated, freshly painted. This home wonderful for entertaining and enjoyment. Kitchen w/eat in area, living room, dining room. Master bedroom with full bathroom and additional bedrooms and bathroom on second level. This is a MUST see !!

  Mary Beth Malin Brunet and Company Real Estate

  55 Tuckie Rd, Windham, CT 06280
• 

  

  /40

  $528,000

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

  93 Lakeside Dr, Eastford, CT 06242

  Welcome to the lake house you've been searching for. Enjoy year-round comfort in this beautifully maintained 3-bedroom home on the quiet shores of Ashford Lake. A high-efficiency propane furnace keeps you warm all winter, while mini-split systems provide cool, efficient comfort in the summer. The main-level living room features five new thermopane windows framing stunning, panoramic views of the

  Honglian Wu Home Selling Team

  93 Lakeside Dr, Eastford, CT 06242
• 

  

  /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
• 

  

  /26

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft

  63 Buck Hill Rd, Canterbury, CT 06331

  Experience the BEST of country living and modern design, all on 10 PRIVATE ACRES, ideal for HUNTING, ATV'S and outdoor recreation. This stunning SINGLE-LEVEL RANCH, with a 3 CAR GARAGE offers an OPEN-CONCEPT floor plan, filled with natural light, featuring gleaming HARDWOOD FLOORS, spacious kitchen with STAINLESS STEEL appliances and a 32 x 27 GREAT ROOM - perfect for entertaining or family

  Christine Costa Kazantzis Real Estate, LLC

  63 Buck Hill Rd, Canterbury, CT 06331
• 

  

  /40

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  287 S Bear Hill Rd, Chaplin, CT 06235

  If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the

  Jeanne Crum Home Selling Team

  287 S Bear Hill Rd, Chaplin, CT 06235
• 

  

  /40

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,079 Sq Ft

  76 Mill Brook Ln, Woodstock, CT 06281

  Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

  Katie Totten William Raveis Real Estate

  76 Mill Brook Ln, Woodstock, CT 06281
• 

  

  /40

  $899,900 New Construction

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

  121 New Rd, Thompson, CT 06277

  Welcome to your dream retreat-a stunning 2026 new construction custom raised ranch offering unparalleled luxury, craftsmanship, and privacy on nearly 19 acres of pristine land. This meticulously designed 2,200 square foot home combines modern elegance with timeless appeal, perfect for those seeking a serene escape with endless potential, whether as a private estate, horse property, or development

  Daniel Deojay RE/MAX Bell Park Realty

  121 New Rd, Thompson, CT 06277
• 

  

  /16

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  297 Main St, Hampton, CT 06247

  Adventure Awaits in This 1850 Hampton Gem! Step back in time with this solidly built 1850 home featuring stunning exposed beams like no other! Located on historic Main Street in Hampton, CT-just outside of Pomfret and surrounded by picturesque farmland-you'll enjoy the serenity of country living while still being close to Killingly and other local conveniences. The home has been taken down to

  Missy Greene eXp Realty

  297 Main St, Hampton, CT 06247
• 

  

  /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
• 

  

  /40

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
• 

  

  /40

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and

  Dan Keune Campbell-Keune Realty Inc

  483 North Rd, Ashford, CT 06278
• 

  

  /15

  $399,900

  • 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
• 

  

  /27

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  150 Searles Rd, Pomfret Center, CT 06259

  Right on the Mass and RI line sits this SPACIOUS Ranch with NEW 10 x25 CONCRETE PATIO, freshly painted 26 x 10 DECK to enjoy your SPRING evenings and a 12 x 10 DECK in the back of home. Sits on 3.18 PRIVATE acres (land is hilly but NO neighbors in back or to the side!) TILED entryway leads to BEAUTIFUL HARDWOOD floor in Living room with pellet stove (CONVEYING) OPEN to LARGE TILED, APPLIANCE

  Christine Johnson RE/MAX One

  150 Searles Rd, Pomfret Center, CT 06259
• 

  

  /10

  $499,000 New Construction

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

  58 Milner Ave, Plainfield, CT 06354

  Discover your new home with this exciting new construction ranch-style property currently under construction. Spanning 1,440 square feet, this single-level home offers a spacious and open layout perfect for comfortable living. Featuring 3 bedrooms and 2 full baths, including a convenient laundry area, it provides all the essentials for modern life. The full basement offers additional space for

  Paige Collelo Taber Realty, LLC

  58 Milner Ave, Plainfield, CT 06354

Showing Results 41 - 80, Page 2 of 3