Windham County CT Homes for Sale

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  /18

  $415,000

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

  15 Susie Ave, Moosup, CT 06354

  Welcome to this charming 3-bedroom, 2-full-bath ranch offering comfortable one-level living in a peaceful setting. Beautiful stone accents give this home timeless curb appeal. Inside, you'll find a functional layout and delightful sunroom filled with natural light-perfect for enjoying your morning coffee, relaxing, or entertaining guests. The spacious living areas offer plenty of room to make

  Derek Greene Derek Greene

  15 Susie Ave, Moosup, CT 06354
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  /24

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  506 Church St, Putnam, CT 06260

  Cape style home with stone and vinyl exterior, and a private back yard with pretty gardens. The great room is large and bright and offers multiple uses and conveys with a pool table. It is heated with a propane fireplace and cooled with a mini-split. Town card states 3 bedrooms and 2 full baths. The main floor bedroom was modified to include laundry, and has direct access to a full bath. The two

  Richard Loomis RE/MAX Bell Park Realty

  506 Church St, Putnam, CT 06260
• 

  

  

  /39

  $329,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  44 Davis St, Danielson, CT 06239

  Welcome to this charming 3-bedroom ranch nestled on just under an acre in Killingly, CT. This inviting home offers comfortable one-level living with a functional layout and beautiful hardwood floors that add warmth and character throughout. The spacious backyard provides plenty of room to relax, entertain, garden, or gather around the firepit. Enjoy the privacy and peaceful setting while still

  

  Mike Albert

  RE/MAX RISE

  44 Davis St, Danielson, CT 06239
• 

  

  

  /12

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  137 Hawkins St, Danielson, CT 06239

  This 1925 Craftsman Style home has had the same owner for 43 years. There are original features in the home that are not found in newer properties. Beautiful wood doors and trim, unpainted, still exist. Hardwood floors throughout most of the house, some under carpet cover. Each bedroom with a walk in closet. High ceilings and big windows (most original, too) add to the character of this house.

  Richard Loomis RE/MAX Bell Park Realty

  137 Hawkins St, Danielson, CT 06239
• 

  

  

  /40

  $460,000

  Open Sat 11AM - 1PM

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

  847 Cook Hill Rd, Danielson, CT 06239

  A RARE FIRST TIME OFFERING! Quality construction and pride of ownership shine throughout this well-maintained 2-bedroom, 1.5-bath home, built by its original owner, a finish carpenter. Set on over 4 acres in a peaceful, private setting, this property offers exceptional space for work, hobbies, storage and recreation. Primary bedroom ensuite with large walk-in closet. Partially finished lower

  Tracie Gagnon Berkshire Hathaway NE Prop.

  847 Cook Hill Rd, Danielson, CT 06239
• 

  /2

  $795,000

  Open House 9/05 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,920 Sq Ft

  50 Red Oak Dr, Killingly, CT 06239

  Welcome to this impressive, custom Colonial set on a lovely landscaped lot in a desirable neighborhood. Offering 3102 sq ft, this spacious home features 4 bedrooms, 3 1/2 bathrooms and a thoughtfully designed floor plan ideal for both everyday living and entertaining. Step inside to bright, cathedral ceilings and stone fireplace in the living room. First-floor office and dining room. The

  Amy Brunet Brunet and Company Real Estate

  50 Red Oak Dr, Killingly, CT 06239
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  /38

  $350,000

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

  81 Hawkins St, Danielson, CT 06239

  Filled with character and timeless Craftsman details, this spacious bungalow offers a floor plan as unique as the home itself. The open living and dining area features hardwood floors, original wood columns, detailed built-ins, and a fireplace. French doors open to a sun-filled inglenook-one of two in the home-perfect for an office, reading nook, or play space. The oversized kitchen features a

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  81 Hawkins St, Danielson, CT 06239
• 

  

  /17

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  86 Chestnut St, Willimantic, CT 06226

  INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

  Marcus Hamilton CENTURY 21 Shutters & Sails

  86 Chestnut St, Willimantic, CT 06226
• 

  

  /17

  $275,000

  Open Fri 4PM - 5:30PM

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  45 S Prospect St, Putnam, CT 06260

  **Charming Putnam Ranch with Endless Potential!** Welcome to this cozy 2-bedroom, 1-bath ranch nestled in a convenient Putnam location. Built in 1970, this 832-square-foot home offers comfortable one-level living with a layout that is both practical and easy to maintain. The full unfinished basement provides valuable additional space for storage, a workshop, hobbies, or future possibilities. Set

  Monique Mailhot KEY Real Estate Services LLC

  45 S Prospect St, Putnam, CT 06260
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  /28

  $599,900

  Open Sun 12PM - 1PM Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft

  127 Valley Rd, Danielson, CT 06239

  Completely renovated and filled with impressive upgrades, this 4-bedroom, 2-full-bath home offers over 2700 sq ft of exceptional space, quality, and versatility. Beautiful real cherry hardwood flooring flows throughout the main living areas, complemented by quartz countertops, stainless steel appliances, and new carpeting in the bedrooms. The open-concept living and dining area features a

  Amy St. Laurent Brunet and Company Real Estate

  127 Valley Rd, Danielson, CT 06239
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  /34

  $625,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 3,600 Sq Ft

  184 Gibson Hill Rd, Sterling, CT 06377

  Impeccable colonial built in 2004. Extremely quiet dead end road with only 6 homes. 3 bed / 2.5 bath home with beautiful kitchen. Bathrooms are updated. There is a 24 x 24 bonus room over the garage that is currently used as a family room with a bar. The basement is also finished for additional square footage which brings total to over 3300 ft.2 24 foot above ground pool that can be heated

  David White OwnerEntry.com

  184 Gibson Hill Rd, Sterling, CT 06377
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  /30

  $579,900

  Open Thu 5:30PM - 7PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,768 Sq Ft

  3 Logans Way, Sterling, CT 06377

  Welcome home to this spacious property, privately situated on 2.14 acres on a quiet dead-end street. The home offers 3 bedrooms with a family room that can be utilized as a 4th bedroom, along with 2.5 baths and a bright, inviting floor plan. The updated kitchen flows into generous living spaces, providing plenty of room for everyday living and entertaining. The finished lower level offers

  Michele Geragotelis RE/MAX Bell Park Realty

  3 Logans Way, Sterling, CT 06377
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  /36

  $279,000

  • 2 Beds
  • 3 Baths
  • 1,246 Sq Ft

  257 Sabin St Unit 13, Putnam, CT 06260

  Welcome to 257 Sabin Street, Unit 13 - a 2-bedroom, 1.5-bath home offering 1,246 sq. ft. of comfortable, low-maintenance living in the heart of Putnam, plus an additional 638 sq. ft. of partially finished basement for flexible space. open-concept living and dining area flows into a functional kitchen with ample cabinetry / breakfast bar. Upstairs you'll find two well-sized bedrooms, while the

  Michael Zubretsky Venture One Realty

  257 Sabin St Unit 13, Putnam, CT 06260
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  /38

  $475,000

  Open Sat 12:30PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  141 Gibson Hill Rd, Sterling, CT 06377

  Custom-built and meticulously maintained, this one-owner ranch offers effortless one-level living on a beautiful 1.5-acre lot just minutes from the Rhode Island line. Built in 2005, the home welcomes you into an impressive entertainer's living room with dramatic ceilings and a propane fireplace, complemented by a designated dining room and spacious kitchen with an additional eat-in area.

  Skyla Gagnon RE/MAX Bell Park Realty

  141 Gibson Hill Rd, Sterling, CT 06377
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  /39

  $584,900

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

  369 Thompson Rd, Thompson, CT 06277

  Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed

  

  Shiloh Therrien

  The Neighborhood Realty Group

  369 Thompson Rd, Thompson, CT 06277
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  /14

  $199,900

  Open Sat 10AM - 12PM Coming Soon

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  12 Fawn Ridge, Woodstock, CT 06281

  Welcome to this beautifully renovated 832 sq. ft. end-unit condo in Woodstock, CT, offering an inviting opportunity to trade renting for owning and start building equity of your own. Freshly updated with new paint and flooring, this home provides a clean, comfortable setting that's ready for you to make your own. As an end unit, the home offers added privacy and a desirable layout. Whether you're

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  12 Fawn Ridge, Woodstock, CT 06281
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  /26

  $415,000

  Open Thu 5:30PM - 7PM

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  13 Oriole Dr Unit 13, Danielson, CT 06239

  Welcome to Easy Living At BRIARWOOD FALLS! This 55+ Single-Family Home is simply perfext! Located in a beautifully maintained condo community, this charming 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and low-maintenance living. Enter into a recently updated and freshly painted single level home with a partially finished walkout basement, and rear deck overlooking the

  Benjamin Carbone Lamacchia Realty

  13 Oriole Dr Unit 13, Danielson, CT 06239
• 

  

  /40

  $362,500

  Open Sat 2PM - 3:30PM Coming Soon

  • 6 Beds
  • 2 Baths
  • 2,181 Sq Ft

  371 Prospect St, Willimantic, CT 06226

  Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor

  Jason Boice eXp Realty

  371 Prospect St, Willimantic, CT 06226
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  /37

  $549,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  61 Red Cedar Rd, Woodstock Valley, CT 06282

  There's something special about being the first to call a brand-new home your own! Set within a desirable Bunggee lake community in Woodstock Valley, this new construction Cape offers approximately 2,230 sq. ft. of finished living space across three levels with 3 bedrooms and 2.5 baths. The main level features an expansive wraparound kitchen, sliders leading to the back deck, and two separate

  Sheena Ruggirello Real Broker CT, LLC

  61 Red Cedar Rd, Woodstock Valley, CT 06282
• 

  

  /23

  $529,999

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  60 Ashford Lake Dr, Ashford, CT 06278

  Have you ever wanted your own private backyard beach and private dock? This turnkey, one-level, direct waterfront, year-round home has its own beach, completed in 2025, along with numerous recent upgrades. Non-motorized watercraft & outboard motors 5 horsepower or less are permitted on the lake by property owners & guests only. Included are several kayaks with a stand, a paddle boat, a patio set

  Tracy Manuel LPT Realty

  60 Ashford Lake Dr, Ashford, CT 06278
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  /3

  $353,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  524 Christopher Way, Killingly, CT 06241

  Welcome to this charming 2009-built Country Ranch, perfectly situated in a peaceful section of Killingly. This inviting 2-bedroom, 1-bathroom home features a very open floor plan that seamlessly connects the living spaces. The bright kitchen and dining area boast beautiful vinyl tile flooring, while the primary offers the convenience of double closets. Downstairs, you will find a famed out

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  524 Christopher Way, Killingly, CT 06241
• 

  

  /39

  $495,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  189 Black Hill Rd, Plainfield, CT 06374

  Set on nearly eight acres of rolling land on Black Hill in Plainfield, this versatile property offers a flexible 4-bedroom home, substantial barn infrastructure and plenty of usable outdoor space. Built in 2003, this home centers around an open great-room layout where the kitchen, dining and living areas connect naturally. A pellet stove provides supplemental heat, while mini-split heat pumps

  Darius Baturo Berkshire Hathaway NE Prop.

  189 Black Hill Rd, Plainfield, CT 06374
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  /26

  $359,900

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  13 Polly Ave, Danielson, CT 06239

  * Hightest & Best Offer Deadline is Wednesday 8/26 at 5PM* Welcome to this well-loved 3-bedroom, 1-bath raised ranch nestled in a highly desirable location. The main level features a bright and spacious living room, designated dining area, ample kitchen overlooking the backyard, and a beautifully updated full bath with a walk-in shower and glass door. The finished lower level offers a large

  Skyla Gagnon RE/MAX Bell Park Realty

  13 Polly Ave, Danielson, CT 06239
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  /28

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,251 Sq Ft

  51 Gallup St, Plainfield, CT 06374

  Oozing with charm and sophistication, this beautifully cared-for home offers a tasteful blend of character and comfort. The main level features a welcoming mudroom, stylish kitchen, designated dining room, and inviting living room. Upstairs you'll find 3 bedrooms and a full bath. Thoughtful updates include a brand-new architectural roof just 1 year old, updated 100-amp electrical panel, and newer

  Skyla Gagnon RE/MAX Bell Park Realty

  51 Gallup St, Plainfield, CT 06374
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  /32

  $199,000

  • 4 Beds
  • 1.5 Baths
  • 1,807 Sq Ft

  15 Bellevue St, Willimantic, CT 06226

  Bring your vision to this four-bedroom home in Willimantic's Hill Section. With approximately 1,807 square feet of living space, the property features generously sized rooms, tall windows, original woodwork, and period details throughout. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near

  Michelle Mandel Carl Guild & Associates

  15 Bellevue St, Willimantic, CT 06226
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  /32

  $175,000

  • 6 Beds
  • 2 Baths
  • 1,948 Sq Ft

  11 Bellevue St, Willimantic, CT 06226

  Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the

  Michelle Mandel Carl Guild & Associates

  11 Bellevue St, Willimantic, CT 06226
• 

  

  /13

  $105,000

  • Land
  • 2.45 Acres
  • $42,857 per Acre

  9 Modock Rd, Putnam, CT 06260

  Come enjoy the clean fresh air of country living in North Eastern Connecticut. This is an approved 2.45 acre building lot that just needs you, your house and septic plans. Your view is of acres of farmland that will never change. The development rights to the farm were sold so you will not see a development going in across the street. The crops might change from corn to hay, but that's about it.

  Ryan Peterson Century 21 AllPoints Realty

  9 Modock Rd, Putnam, CT 06260
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  /27

  $455,000

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

  76 Juniper Way, Brooklyn, CT 06234

  Located at the back of a quiet loop street, this well-maintained and exceptionally clean home offers privacy, space, and a great layout. Featuring 3 bedrooms and 2 full bathrooms, the main level offers all 3 bedrooms and a full bath, while the finished lower level provides additional living space and a second full bathroom. Dramatic ceilings throughout the home create an open and spacious feel.

  Skyla Gagnon RE/MAX Bell Park Realty

  76 Juniper Way, Brooklyn, CT 06234
• 

  

  /30

  $549,900

  Open Sun 11:30AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  33 MacHine Shop Hill Rd, South Windham, CT 06266

  Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept

  Michele Geragotelis RE/MAX Bell Park Realty

  33 MacHine Shop Hill Rd, South Windham, CT 06266
• 

  

  /40

  $200,000

  • 3 Beds
  • 2 Baths
  • 2,684 Sq Ft

  245 School St, Putnam, CT 06260

  A property unlike anything else on the market! Currently configured with professional space on the main level and residential living space above, this R-7 zoned property offers intriguing potential for conversion to multifamily use, subject to required town approvals and permits. The main level features a separate side entrance with waiting room, multiple office/flex rooms, two baths, kitchenette

  Kara Mazzola First Choice Realty

  245 School St, Putnam, CT 06260
• 

  

  /3

  $49,900

  • Land
  • 1.8 Acres
  • $27,722 per Acre

  0 Pudding Hill Rd Unit 24200430, Hampton, CT 06247

  Build the home you've been envisioning on this 1.8acre building lot on Pudding Hill Road in Hampton. Bring your builder of choice or take on the project independently - the flexibility is yours. Builders and investors are also welcomed, with plenty of potential for a spec or custom home for resale. Enjoy the privacy and space of country living while still being within a convenient drive to nearby

  Lindsey Niarhakos RE/MAX One

  0 Pudding Hill Rd Unit 24200430, Hampton, CT 06247
• 

  

  /34

  $384,900

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

  164 Tripp Hollow Rd, Brooklyn, CT 06234

  Welcome to this inviting private ranch-style home, nicely situated on a quiet dead-end road. The main level offers an open-concept living space with vaulted ceilings in the living room, creating an airy and spacious feel. Three bedrooms and a full bathroom, including a primary suite with an additional bathroom attached that complete the main floor, providing convenient one-level living. Step

  Sheena Ruggirello Real Broker CT, LLC

  164 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  

  /40

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  263 Christian Hill Rd, Brooklyn, CT 06234

  Welcome to 263 Christian Hill Road in Brooklyn, CT a beautifully renovated home that blends modern updates with everyday comfort. Thoughtfully refreshed from top to bottom, this move-in-ready property offers stylish finishes and valuable upgrades throughout. Step inside to discover a bright and inviting interior featuring brand-new flooring, fresh paint, and a beautifully updated kitchen complete

  Tyler Witkowski Northeast Property Group

  263 Christian Hill Rd, Brooklyn, CT 06234
• 

  

  /39

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  31 Palmer St, Danielson, CT 06239

  Welcome home! This beautifully updated and exceptionally clean 3-bedroom, 2-bath Colonial is truly move-in ready! The spacious primary bedroom is located upstairs and features two closets, with an additional bedroom also located on the upper level. A third bedroom is conveniently situated on the main level, along with a full bath and laundry for easy one-level living. The home offers two full

  Mandy Fontanez Coldwell Banker Realty

  31 Palmer St, Danielson, CT 06239
• 

  

  /20

  $193,500

  • 1 Bed
  • 1 Bath
  • 970 Sq Ft

  45 Main St Unit 111, Plainfield, CT 06374

  Enjoy convenient one-level living in this charming sun-filled first-floor, one-bedroom condominium overlooking the scenic Moosup River. High ceilings and exposed beams add character throughout the unit. The spacious living and dining area offers plenty of room for relaxing and entertaining, while the galley kitchen includes appliances that will convey with the sale. The bedroom features a large

  

  Christine Costa

  Kazantzis Real Estate, LLC

  45 Main St Unit 111, Plainfield, CT 06374
• 

  

  /22

  $649,000

  • 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 has the opportunity to owner occupy as you gain wealth. 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 lovely parcel with plenty of

  Amy Brunet Brunet and Company Real Estate

  223 Route 169, Woodstock, CT 06281
• 

  

  /40

  $769,900

  • 4 Beds
  • 3 Baths
  • 5,140 Sq Ft

  59 Almada Dr, Brooklyn, CT 06234

  Welcome to this exceptional residence sitting on just over 2 acres and offering over 5,000 square feet of thoughtfully designed living space. The open floor plan creates an inviting flow ideal for both everyday living and entertaining. At the heart of the home lies a meticulously updated eat-in kitchen, appointed with luxurious granite countertops and newer gourmet Thermador appliances-an

  Jessica Deojay RE/MAX Bell Park Realty

  59 Almada Dr, Brooklyn, CT 06234
• 

  

  /7

  $99,900

  • Land
  • 3.56 Acres
  • $28,062 per Acre

  35 Blash Rd, Thompson, CT 06255

  Bring your plans to this pretty 3.56 acre, partially cleared land. Survey and perc test done. Easy commute to MA or RI. Nearby is Putnam with its own radio station, live theater, restaurants and shops! You will love the sounds of the birds on your peaceful, country retreat! (possibly two building lots)

  Judith Cournoyer Meadow View Realty

  35 Blash Rd, Thompson, CT 06255
• 

  

  /40

  $499,000

  Open Sat 10AM - 11:30AM

  • 3 Beds
  • 2 Baths
  • 4,907 Sq Ft

  29 Vandall St, North Grosvenordale, CT 06255

  Set on a private, park-like .84-acre property in North Grosvenordale, 29 Vandall Street is a truly distinctive 1958 ranch offering approximately 5,700 square feet of finished living space across two levels, with 5,794 gross square feet per tax records. The home features 3 bedrooms, 2 full baths, generous living spaces, central air, two fireplaces, town sewer, and a 35-panel solar system. The

  Sarji Properties Team Gold Door Realty

  29 Vandall St, North Grosvenordale, CT 06255
• 

  /2

  $475,000

  Open House 9/05 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft

  686 Squaw Rock Rd, Moosup, CT 06354

  Welcome home! Originally built in 1961, this spacious 3-bedroom home underwent an extensive renovation in 2019, blending classic character with modern updates. Hardwood floors flow through the living room, staircase and all three bedrooms, while ceramic tile complements the kitchen and bathrooms. The oversized kitchen offers abundant cabinetry, granite countertops and a large center island with

  Ashley Walker Kazantzis Real Estate, LLC

  686 Squaw Rock Rd, Moosup, CT 06354

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