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Windham County CT Houses for Sale

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  • /25

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    18 Highland St, Moosup, CT 06354

    Plainfield ADORABLE remodeled Colonial with 2 to 3 bedrms, 1.5 baths on a dead end street. Beautifully NEW kitchen w/GRANITE COUNTERS, SS appliances, hardwood floors and a large deck to your back yard. Separate dining rm with refinished Hardwd floors and nice living rm with refinished hardwd floors. 3 bedrms on 2nd floor with new flooring. 3rd bedrm can be a bedrm, loft, play room or extra family

    Irene Adams Signature Properties of NewEng

    18 Highland St, Moosup, CT 06354
  • /40

    $1,375,000

    • 4 Beds
    • 6 Baths
    • 4,907 Sq Ft

    30 Tyrone Rd, Pomfret Center, CT 06259

    Welcome to 30 Tyrone Road, Pomfret Center, CT. 4 Beds | 4 Full Baths | 2 Half Baths | Nearly 5,000 Sq Ft | 3.13 Acres- Set on over 3 acres in the heart of Pomfret Center, this newly built custom home offers nearly 5000 square feet of thoughtfully designed living space with panoramic scenic views and exceptional craftsmanship throughout. This property is the perfect balance of luxury,

    Jennifer Mahr RE/MAX Bell Park Realty

    30 Tyrone Rd, Pomfret Center, CT 06259
  • /40

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

    Alan Berman Signature Properties of NewEng

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • /40

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    100 Breault St, Putnam, CT 06260

    Welcome to 100 Breault Street- a beautifully maintained 3-bedroom, 1-bath Ranch located in a quite neighborhood just minutes from downtown Putnam. This home features 1,152 sq ft of living space and has seen many recent mechanical upgrades in the last five years. A fantastic opportunity for anyone seeking one-level living with updates already in place. This home offers an enclosed porch, a

    Coral Lane Real Broker CT, LLC

    100 Breault St, Putnam, CT 06260
  • /22

    $389,900

    • 4 Beds
    • 1.5 Baths
    • 1,348 Sq Ft

    26 Hillside View, Danielson, CT 06239

    Lovely and spacious raised ranch home located on a dead end street. With close proximity to all major routes, this location is comfortably suited for commuting. The home is adorned with lovely outdoor landscaping and a spacious deck for enjoyment. Inside you'll find a kitchen with breakfast bar open to dining room and living room. An additional room with woodstove off dining would make a lovely

    Amy Brunet Brunet and Company Real Estate

    26 Hillside View, Danielson, CT 06239
  • /22

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,068 Sq Ft

    117 State Ave, Dayville, CT 06241

    Welcome to 117 State Avenue in the Dayville section of Killingly. This 3 bedroom 1 bath home offers a unique opportunity for investors, rehabbers, or buyers looking to bring new life to a home with great potential. The property features a solid structure with classic bones and a new roof installed in 2023, providing a valuable head start on renovations. While the interior will need updating, the

    Ryan Braunagel Keller Williams Realty Prtnrs.

    117 State Ave, Dayville, CT 06241
  • /39

    $799,000 Open House 8/16

    • 3 Beds
    • 2.5 Baths
    • 3,165 Sq Ft

    14 Finn Ln, Plainfield, CT 06374

    Welcome to 14 Finn Lane - Where Modern Comfort Meets Peaceful Living. Tucked away at the end of a quiet cul-de-sac, this beautifully maintained 3-bedroom, 2.5-bath Cape Cod-style home offers 3,165 square feet of thoughtfully designed living space. Built in 2014, this home combines quality craftsmanship with modern features, ideal for both everyday living and entertaining. Step inside to an

    Greg Lehto William Pitt Sotheby's Int'l

    14 Finn Ln, Plainfield, CT 06374
  • /8

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    64 Bailey St, Brooklyn, CT 06234

    This 3-bedroom, 2-bath contemporary home offers a great opportunity for buyers looking to add their own finishing touches. Several walls have been rebuilt, giving the home a strong structural start. The layout includes a spacious living area, updated baths, and generous bedroom sizes. It just needs some finish work to bring it to its full potential. Being sold as-is, this property is perfect

    Carolyn Bassett Remax Host of Homes

    64 Bailey St, Brooklyn, CT 06234
  • /38

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft

    668 Quinebaug Rd, North Grosvenordale, CT 06255

    PRICE ADJUSTMENT & PICTURES!!! This gorgeous 3 bed, 2 bath cape offers tons of character. Enjoy the comfort and convenience of being close to town yet still feel away from it all in this charmer! Walk into a cozy sunroom where you can enjoy your morning coffee. The open kitchen and dining area is what everyone's looking for. Original hardwoods run throughout the house. First floor also offers a

    Beth Thomas RE/MAX One

    668 Quinebaug Rd, North Grosvenordale, CT 06255
  • /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 Int'l

    1669 Route 169, Woodstock, CT 06281
  • /36

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,617 Sq Ft

    138 S Shore Rd, Dayville, CT 06241

    Year-Round Lakefront Retreat on Desirable Alexander's Lake Built in 1997, this pristine home offers over 1,600 square feet of beautifully maintained living space across three levels-all with spectacular water views. Enjoy the best of lake life with swimming, boating, and fishing right outside your door. The main level features an open-concept layout that seamlessly connects the kitchen, dining,

    Jennifer Mahr RE/MAX Bell Park Realty

    138 S Shore Rd, Dayville, CT 06241
  • /40

    $659,999

    • 3 Beds
    • 3.5 Baths
    • 3,078 Sq Ft

    39 Grey Fox Landing, Woodstock, CT 06281

    This meticulously cared-for Colonial is nestled in a desirable neighborhood and offers the perfect blend of comfort and versatility. The spacious room above the garage has been beautifully finished, making it ideal for an in-law suite, guest space, or bonus room. The kitchen features granite countertops, stainless steel appliances(all approximately 5 years old), and flows seamlessly into the main

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    39 Grey Fox Landing, Woodstock, CT 06281
  • /39

    $339,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,218 Sq Ft

    16 Center St, Putnam, CT 06260

    Come see this wonderful & charming farmhouse style home. With a little updating/ painting this home would bring this home back to its glory. Eat in kitchen with side pantry area. First floor full bathroom. Secondary staircase to upstairs. Formal living room large enough for that oversized table, buffet, and china closet you may have. Fireplaced living room with good floors and coffered ceilings

    Robin Smith RE/MAX Bell Park Realty

    16 Center St, Putnam, CT 06260
  • /37

    $538,000

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    125 E Old Route 6, Hampton, CT 06247

    A one of a kind, unique opportunity of 21 acres with both frontage on a quiet country road and on Providence Turnpike/Route 6. Currently used as a private residence with the enjoyment of using the land for hunting and other outdoor recreation activities. The approx. 1,000 of feet of frontage on Route 6, offers the potential to subdivide for residential lots or host one of the allowable businesses

    Lindsey L. Niarhakos RE/MAX One

    125 E Old Route 6, Hampton, CT 06247
  • /40

    $1,100,000

    • 6 Beds
    • 5 Baths
    • 4,071 Sq Ft

    349 Pomfret St, Pomfret Center, CT 06259

    349 Pomfret Street, Pomfret Center, Connecticut - Historic Charm Meets Modern Living Step into New England history with this beautifully restored property in the heart of Pomfret Center. Originally known as Stilleben Cottage, this stately home is one of just twelve original Bradley Cottages and is proudly listed on the National Register of Historic Places. Formerly the Cobscroft Inn, the

    Jennifer Mahr RE/MAX Bell Park Realty

    349 Pomfret St, Pomfret Center, CT 06259
  • /22

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    815 Mashamoquet Rd, Pomfret Center, CT 06259

    Beautifully renovated Ranch in Pomfret on 3 acres. From top, to bottom, this home has been updated and remodeled to a 4 bedroom, 2 and a half bath, bright home. From the 2 car attached garage, is the mudroom, which has access to the new deck. Into the kitchen, with new cabinets, granite counters, and bar seating. The primary bedroom is privately located in the rear of the house, with a new full

    Richard Loomis RE/MAX Bell Park Realty

    815 Mashamoquet Rd, Pomfret Center, CT 06259
  • /12

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft

    363 South St, Brooklyn, CT 06234

    Stunning new construction in Brooklyn, CT! This beautifully built raised ranch offers 3 bedrooms and 2 full baths, with a bright open-concept layout that's perfect for everyday comfort. The kitchen is equipped with granite countertops and designer-selected light fixtures. Enjoy a tub and a walk-in shower, a walk out deck, and one-car garage. This stylish, move-in ready home is minutes from route

    Andrew Kausch Kazantzis Real Estate, LLC

    363 South St, Brooklyn, CT 06234
  • /14

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    357 Green Hollow Rd, Danielson, CT 06239

    Set back on a quiet, secluded lot, this home has something for everyone. The large, open yard is a perfect place for pets to run and is ideal for anything from entertaining and outdoor activities to growing a garden or just relaxing next to a fire pit. When you step inside, you will be surprised at how much more this home has to offer! On the main level, you will find a large, sunny kitchen, a

    Stephanie Harkins Coldwell Banker Realty

    357 Green Hollow Rd, Danielson, CT 06239
  • /40

    $1,090,000

    • 3 Beds
    • 3.5 Baths
    • 3,460 Sq Ft

    180 Jericho Rd, Pomfret Center, CT 06259

    A one of a kind stunning Contemporary Ranch custom built by the current owners! Set on a level 17 acre lot that has been partially cleared for recreational activities & built-in heated pool. This home is a private, quiet sanctuary for you and yours! The exterior has aggregate bricks that sparkle in the sun, limestone sills/steps, & vinyl siding in sides/back. The home was designed with an open

    Armand Colello Executive Real Estate Inc.

    180 Jericho Rd, Pomfret Center, CT 06259
  • /36

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    29 Birchwood Dr, Dayville, CT 06241

    Welcome to 29 Birchwood Drive in Killingly - a welcoming ranch-style home nestled in a charming neighborhood! This 3 bedroom, 2 bath gem features a spacious 2-car garage and a large unfinished basement offering endless potential. Step outside to a beautifully landscaped, fully fenced-in back yard that is perfect for relaxing, letting pets roam free, or ideal for summer entertaining. With its

    Tina Keith Coldwell Banker Realty

    29 Birchwood Dr, Dayville, CT 06241
  • /32

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    12 John St, Danielson, CT 06239

    Welcome to your dream home, a beautifully renovated residence brimming with modern charm! This light-filled, airy home features an open-concept kitchen and dining area, perfect for entertaining. The gourmet kitchen boasts sleek granite countertops, a spacious island, and a breakfast bar. A convenient mudroom leads to the backyard and driveway, complete with a deck ideal for an above-ground pool.

    Nicholas Tomanelli Coldwell Banker Realty

    12 John St, Danielson, CT 06239
  • /27

    $285,000

    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft

    28 Oak Dr, Woodstock Valley, CT 06282

    LAKE LIFE IN WOODSTOCK. This charming year-round home in Woodstock, CT, offers a unique opportunity to embrace a peaceful lake lifestyle. Built in 1955, the residence sits on a generous 1.1-acre multi-tiered lot, providing ample privacy and seasonal lake views. KEY FEATURES: Deeded Beach Rights: Enjoy direct access to Bungee Lake with deeded beach rights, including access to association beaches

    Donna Copeland William Raveis Real Estate

    28 Oak Dr, Woodstock Valley, CT 06282
  • /28

    $400,000

    • 4 Beds
    • 1.5 Baths
    • 1,582 Sq Ft

    171 David Cir, Putnam, CT 06260

    Welcome to this warm and inviting four bedroom one and a half bath, raised ranch, proudly cared for by its original owners for more than half a century. Set on a beautifully landscaped lot, this home radiates pride of ownership. Step inside to discover updated flooring throughout the main living areas (2024). Replacement windows with a lifetime warranty fill the space with natural light and offer

    Valerie MacNeil Kazantzis Real Estate, LLC

    171 David Cir, Putnam, CT 06260
  • /40

    $749,000

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

    60 Indian Spring Rd, Woodstock, CT 06281

    This lakefront year-round property is available on the desirable Witches Woods Lake, a 70-acre private lake in the quiet corner of northeast Connecticut. This quiet lake allows boating, swimming, kayaking, and offers an approximate 2.5-mile walking loop around the lake. The summer enjoyment of this home is endless, with stunning views of sunrises and sunsets from the wall of windows overlooking

    Lindsey L. Niarhakos RE/MAX One

    60 Indian Spring Rd, Woodstock, CT 06281
  • /20

    $369,999

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft

    80 Ventura Dr, Brooklyn, CT 06234

    Welcome to this nicely maintained 2-bedroom, 2-full-bath raised ranch offering comfort, space, and convenience! Located in a desirable neighborhood with city water and sewer, this home features an open main level with a spacious living room, an eat-in kitchen, and two generously sized bedrooms. The finished walk-out lower level provides a perfect extra space-ideal for a family room, home office,

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    80 Ventura Dr, Brooklyn, CT 06234
  • /18

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    552 Squaw Rock Rd, Moosup, CT 06354

    Private, set back from road, wooded 6+ acre lot with great views from rear deck and balcony off of primary bedroom! LARGE updated white kitchen with granite counters and appliances included, with dining area. LVP floors throughout first floor. First floor bedroom, full bath with jetted tub, separate shower & double sinks. Fpd living room that currently houses a stove (sold as is). Interior is

    Michelle Pivin Kazantzis Real Estate, LLC

    552 Squaw Rock Rd, Moosup, CT 06354
  • /40

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 4,538 Sq Ft

    89 John Perry Rd, Eastford, CT 06242

    Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and

    Mary Collins Berkshire Hathaway NE Prop.

    89 John Perry Rd, Eastford, CT 06242
  • /40

    $772,500

    • 3 Beds
    • 4 Baths
    • 3,610 Sq Ft

    310 S Bigelow Rd, Hampton, CT 06247

    The William Bennett home built in 1738. This home stayed in the same family until the 1940's. In the 1980's the home was purchased by 2 architects who added the addition in 1987. The 3 story addition blends modern amenities. This home offers lots of fun space....3-4 bedrooms, 4 full baths and 1 half bath a large kitchen with a private porch, lower level could be a great in-law, home office, or

    Mark Benard Brunet and Company Real Estate

    310 S Bigelow Rd, Hampton, CT 06247
  • /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
  • /19

    $140,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    20 Connecticut Dr, Plainfield, CT 06374

    Cute Ranch style home with nice vaulted ceilings, large double sliders on the front to let in loads of natural light! 2 bedrooms, 2 bathrooms, 2 very nicely sized walk in closets. Property on Lot Lease through Summertime Properties, LLC $450 PER/Month.

    Justin Cote Compass Connecticut, LLC

    20 Connecticut Dr, Plainfield, CT 06374
  • /37

    $674,000

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    72 Lake View Dr, Woodstock, CT 06281

    ***MOTIVATED SELLER***Welcome to your summer getaway or year-round oasis. This 2-bedroom 2- bathroom updated lake front retreat will have you feeling right at home no matter what season. Enjoy sunset cruises on your pontoon boat, the stunning views and colors in the fall and let's not forget ice fishing in the winter. This home has been completely renovated inside and out. Entering on the main

    Alexcia Merritt RE/MAX Bell Park Realty

    72 Lake View Dr, Woodstock, CT 06281
  • /37

    $559,000

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

    101 Child Hill Rd, Woodstock, CT 06281

    Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

    Skyla Gagnon RE/MAX Bell Park Realty

    101 Child Hill Rd, Woodstock, CT 06281
  • /36

    $575,000

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

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This 4 Bedroom 2.5 bath meticulously maintained Colonial style home offers a seamless blend of classic charm and modern comfort creating an inviting and functional living environment. High ceilings and abundant natural light illuminate the rich engineered wood floors and detailed crown molding throughout. Enjoy this beautiful kitchen featuring custom Brunarhans cabinetry and granite countertops,

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock Rd, Woodstock, CT 06281
  • /39

    $1,986,000

    • 4 Beds
    • 3.5 Baths
    • 5,104 Sq Ft

    175 Pulpit Rock Rd, Woodstock, CT 06281

    A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the

    John Downs Berkshire Hathaway NE Prop.

    175 Pulpit Rock Rd, Woodstock, CT 06281
  • /31

    $454,900

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    178 Tripp Hollow Rd, Brooklyn, CT 06234

    Be in your new home this summer! Brand new raised ranch in Brooklyn is complete, and ready for occupancy! Lovely 2.53 acre rear lot, with lots of privacy and room to enjoy the outdoors. Main level features a bright open kitchen, dining and great room area with vaulted ceiling. Custom kitchen with island and farmer's sink, dining area with large window looking out to private wooded yard, sliders

    Barbara Diaz RE/MAX Bell Park Realty

    178 Tripp Hollow Rd, Brooklyn, CT 06234
  • /32

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    Just in time for the warm weather! This charming 3-bedroom home is waiting for you to add your personal touches! Nestled in a quiet corner of Northeast CT on beautiful Lake Bunggee, this double lot property offers comfort, space and the perks of lake life. The home features 3 bedrooms, a finished walk-out basement, a 2-car garage and an attached sunroom--perfect for relaxing or entertaining with

    Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /29

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,832 Sq Ft

    11 Stone House Dr, Moosup, CT 06354

    Built in 2017, this beautifully maintained home offers comfort and timeless style in an extremely desirable neighborhoods. Three spacious bedrooms, including the primary suite on the main level with huge walk in closet. Two additional bedrooms are located on the upper level great for family and guests. This home has a tremendous amount of quality finishes with a gormet kitchen that opens up to

    Nicole Garbutt RE/MAX Bell Park Realty

    11 Stone House Dr, Moosup, CT 06354
  • /28

    $850,000

    • 3 Beds
    • 4 Baths
    • 3,431 Sq Ft

    267 Chase Rd, Thompson, CT 06277

    So many bright, happy spaces inside this pretty Colonial home. The main area of the home features a chef's kitchen, which is open to the dining area capable of almost any sized table and a grand piano. Relax in the private sunroom. Be comfortable with an intimate living room with a fireplace. Hide away in the first floor office, or have an additional bedroom. 3 ample sized second floor bedrooms,

    Lynn Converse RE/MAX Bell Park Realty

    267 Chase Rd, Thompson, CT 06277
  • /13

    $280,000

    • 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
  • /37

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,922 Sq Ft

    3 Woodstock Ave W, Putnam, CT 06260

    This character-filled home sits on a private and generous 1.39-acre lot-offering room to breathe, space to grow, and plenty of possibilities. With 1,922 square feet, this 3-bedroom, 1.5 bath residence is move-in ready and full of potential for the right buyer with vision and energy. Durable HardiePlank fiber cement siding wraps the home in timeless style and long-term protection-resisting

    Beth Fournier Compass Connecticut, LLC

    3 Woodstock Ave W, Putnam, CT 06260

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