Windham County CT Homes for Sale

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  /2

  $335,000

  • Land
  • 34.6 Acres
  • $9,682 per Acre

  0 Route 171, Woodstock, CT 06281

  Spanning just over 37 acres this raw land parcel offers a picturesque pond and a wooded landscape, creating a versatile setting with a variety of potential uses. A rare opportunity to own a large tract of land in a lovely location.

  Nicole Gleason CR Premier Properties

  0 Route 171, Woodstock, CT 06281
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  /33

  $665,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft

  239 Barlow Cemetery Rd, Woodstock, CT 06281

  Enjoy this beautiful, well-cared for 2250 square foot 3 bedroom, 3 full bath home in picturesque Woodstock setting. Private but yet convenient to major routes. Home features hardwood floors on main level with an open floor plan. Eat in Kitchen has stainless steel appliances, granite countertops, tile backsplash and a gas range. Kitchen also features Cubitac white shaker style cabinets. Family/Den

  Brad Favreau RE/MAX Bell Park Realty

  239 Barlow Cemetery Rd, Woodstock, CT 06281
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  /30

  $129,900

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

  10 Elizabeth Ln, North Windham, CT 06256

  Discover comfortable, easy living in this charming manufactured home community. This home is located on the end of a cul-du-sac. The home offers a spacious layout designed for entertaining indoors and outdoor and privancy for your out of door gatherings. Step inside and find an open floor with IKEA cabinetry with sliding storage. The master suit is large and the present occupants have a king

  Clarence Russ Home Selling Team

  10 Elizabeth Ln, North Windham, CT 06256
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  /36

  $739,900

  • 4 Beds
  • 2 Baths
  • 2,699 Sq Ft

  43 Fox Hill Rd, Pomfret Center, CT 06259

  Welcome to a countryside retreat. Tranquil and picturesque, this 8.6 acre property offers a blend of timeless character and modern comforts. The house renovation in 1998 included a two story addition, however the charm of the original house remained. 1800's wood trim surrounds the doors and windows, wainscotting in the dining room, and exposed wood stairways add to the beauty of the house.

  Lynn Converse RE/MAX Bell Park Realty

  43 Fox Hill Rd, Pomfret Center, CT 06259
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  /40

  $360,000

  • 3 Beds
  • 2 Baths
  • 2,244 Sq Ft

  379 Christian Hill Rd, Brooklyn, CT 06234

  Set back from the road, this charming Cape-style home offers 3 bedrooms, 2 full bathrooms, and 1,428 square feet of living space on 0.69 acres. Built in 2003, the home features a welcoming farmers porch, an easy-flow layout, and a fenced backyard with space to enjoy the outdoors. With a comfortable interior and peaceful setting, this property offers the best of country living while still being

  Tara Sepe HERE Realty

  379 Christian Hill Rd, Brooklyn, CT 06234
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  /40

  $529,900

  • 3 Beds
  • 3 Baths
  • 1,768 Sq Ft

  31 Hebert Ln, Woodstock, CT 06281

  Spectacular Farmhouse Colonial w/ a Beautiful & Fully Modernized Contemporary Interior Design! Check out those Pics and our Virtual Reality Tour! Gleaming Hardwoods, Whole House Generator, Remote Control Shades, Fireplace, Central AC, Wonderful Window Seat, Custom Kitchen w/ 42" Upper Cabinets, Quartz Counters, Tile Backsplash, Under Cabinet Lighting, Stainless Appliances & a Large Breakfast

  Bill Heenan William Raveis Real Estate

  31 Hebert Ln, Woodstock, CT 06281
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  /19

  $729,900 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,231 Sq Ft

  792 Wrights Crossing Rd, Pomfret Center, CT 06259

  COMING SOON...Nestled on a scenic knoll along the prestigious Wrights Crossing Road, this custom colonial presents a rare chance to reside on a highly sought-after street where opportunities to buy are few and far between. From the moment you arrive, the professionally landscaped grounds-featuring blooming magnolias, cherry trees, and vibrant rhododendrons-set a tranquil tone for this exceptional

  Brenda Chubbuck Berkshire Hathaway NE Prop.

  792 Wrights Crossing Rd, Pomfret Center, CT 06259
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  /37

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  4 Fire Tower Rd, Pomfret Center, CT 06259

  Set on a 1.35-acre corner lot on the Pomfret/Eastford line, this versatile property offers flexible living arrangements with separate entrances, ideal for multi-generational living. Built in 1992, the 1,792 sq ft home is currently configured with a 2-bedroom layout on the main level and a 1-bedroom in-law setup on the upper level. The main level features a comfortable living room, a dining area

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  4 Fire Tower Rd, Pomfret Center, CT 06259
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  /32

  $259,900

  • 4 Beds
  • 1.5 Baths
  • 2,758 Sq Ft

  26 Plains Rd, Windham, CT 06280

  *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  26 Plains Rd, Windham, CT 06280
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  /9

  $20,000

  • Land
  • 0.17 Acre
  • $117,647 per Acre

  28 Cloran St, Windham, CT 06226

  Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

  Derek Greene Derek Greene

  28 Cloran St, Windham, CT 06226
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  /10

  $79,700

  • Land
  • 1.92 Acres
  • $41,510 per Acre

  36 Olde Meadow Rd, Woodstock, CT 06281

  Rare opportunity to secure the last premium homesite in one of Woodstock's most desirable areas, Eastwood Estates. This approved building lot is being offered as part of a custom home package with a local established builder. It is not being offered for sale as "land only" and requires a build contract with the designated builder, PMR Home Design and Expansion. Buyers may choose from thoughtfully

  

  Tina Lajoie

  Signature Properties of N.E.

  (860) 764-3215

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /17

  $429,900

  • 4 Beds
  • 1 Bath
  • 1,313 Sq Ft

  18 Leon St, Thompson, CT 06277

  Step inside to find hardwood floors throughout, creating a warm and cohesive feel across the home. The updated bathroom adds a fresh, modern touch, while the functional layout provides flexibility for family living, guests or a home office. Major improvements have already been taken care of, including a brand-new gas heating system and central air for year-round comfort. A new septic system

  Pat Malek First Choice Realty

  18 Leon St, Thompson, CT 06277
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  /2

  $450,000

  • Land
  • 22.51 Acres
  • $19,991 per Acre

  25 Klocek Rd, Killingly, CT 06239

  Experience the quintessential beauty of the New England countryside on this breathtaking 22.51 acres. Defined by rolling emerald pastures and sweeping scenic vistas, this property offers a rare sense of pastoral peace without sacrificing convenience. Located less than a quarter-mile from I-395, you can enjoy a quiet, rural lifestyle with seamless transit to Boston, Providence, and NYC right at

  Jill Pilgrim William Pitt Sotheby's Int'l

  25 Klocek Rd, Killingly, CT 06239
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  /2

  $300,000

  • Land
  • 8.8 Acres
  • $34,091 per Acre

  100 Hubbard Hill Rd, Killingly, CT 06239

  Experience the quintessential beauty of this New England countryside on this breathtaking 8.8 acres. This property offers a rare sense of pastoral peace without sacrificing convenience. Located less than a quarter-mile from I-395, you can enjoy a quiet, rural lifestyle with seamless transit to Boston, Providence, and NYC right at your doorstep. This is also listed as part of 4 properties which

  Jill Pilgrim William Pitt Sotheby's Int'l

  100 Hubbard Hill Rd, Killingly, CT 06239
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  /2

  $289,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  30 Mortimer Rd, Moosup, CT 06354

  Additional photos to come! Welcome to this classic Colonial offering comfortable living spaces along with a sunroom, enclosed porch, and back yard nearby to Moosup Pond. With a full bath on each floor and two upper level bedrooms, this home is a wonderful opportunity to make your own! Subject to seller finding suitable housing. Subject to successful transfer of solar lease to purchaser

  Danielle Duquette The Neighborhood Realty Group

  30 Mortimer Rd, Moosup, CT 06354
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  /2

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,357 Sq Ft

  24 Klocek Rd, Danielson, CT 06239

  This is an incredible opportunity for the right person. There are currently 2 houses situated on this property. They are in the process of being split into 2 separate properties. The houses are situated on beautiful farmland. Each morning awake to beautiful sunrises. One house has additional outbuildings included with it. There is additional land with this property that may be subdivided, however

  Jill Pilgrim William Pitt Sotheby's Int'l

  24 Klocek Rd, Danielson, CT 06239
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  /2

  $1,975,000

  • Land
  • 58.76 Acres
  • $33,611 per Acre

  94 Hubbard Hill Rd, Danielson, CT 06239

  This established quarry offers a prime opportunity to acquire a profitable and permitted operation in the high-demand world of tan stone which is the most versatile material in the aggregate and masonry world. Because it's a neutral earthy tone, it blends seamlessly into both natural landscapes and modern architectural designs. Slabs, Thin Wall, and Wall Stone are just an example of the products

  Jill Pilgrim William Pitt Sotheby's Int'l

  94 Hubbard Hill Rd, Danielson, CT 06239
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  /4

  $100,000

  • Land
  • 10.9 Acres
  • $9,174 per Acre

  106 Riley Chase Rd, Killingly, CT 06241

  Discover the perfect opportunity to build your dream home or create a private retreat on this beautiful 10.9-acre parcel located at 106 Riley Chase Road, Killingly, CT. Nestled in a quiet, rural setting, this expansive property offers plenty of space, privacy, and natural beauty. The gently rolling terrain provides multiple potential building sites, while the mature trees and natural landscape

  Anthony Chabot Chabot & Associates Real Estate

  106 Riley Chase Rd, Killingly, CT 06241
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  /38

  $299,999

  • 4 Beds
  • 1 Bath
  • 1,533 Sq Ft

  19 Church St, Plainfield, CT 06374

  This spacious four-bedroom colonial offers timeless charm and comfortable living. Set on a beautiful lot, the home features a lush yard perfect for outdoor enjoyment and entertaining. Enjoy summer evenings in the charming gazebo, a lovely space perfect for dining, relaxing, or hosting friends. While a separate shed adds valuable storage for tools, equipment, or hobbies. With its traditional

  William Johnston Coldwell Banker Realty

  19 Church St, Plainfield, CT 06374
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  /31

  $659,900

  • 4 Beds
  • 2.5 Baths
  • 3,190 Sq Ft

  15 Salmon Dr, Brooklyn, CT 06234

  This stunning 2005-built Colonial offer sophisticated living space, highlighted by gleaming hardwood floors that flow throughout the entire home. The heart of the house is an expansive kitchen featuring premium granite countertops, stainless steel appliances, and a gas stove, opening perfectly to a living area anchored by a cozy gas fireplace. Designed for modern comfort, the home includes four

  Lucy Zhu Coastline Realty LLC

  15 Salmon Dr, Brooklyn, CT 06234
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  /40

  $424,900

  • 1 Bed
  • 2 Baths
  • 1,644 Sq Ft

  467 Providence Turnpike, Hampton, CT 06247

  This is a rare, ultra private setting in a solid raised ranch home that offers one level living. Expansive open floor plan, cathedral ceiling great room flows to a dining area to the kitchen. Adjoining full primary suite is on the same level. Set on a private lot, set way back from the road, with a paved drive, this property has room to roam. There is a small pond to the right of the driveway on

  Rick Nassiff KW Legacy Partners

  467 Providence Turnpike, Hampton, CT 06247
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  /22

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,309 Sq Ft

  43 Woodward St, Danielson, CT 06239

  Welcome to this charming new listing in Killingly! This well-maintained 3-bedroom, 1-bath ranch offers the perfect blend of comfort, convenience, and easy one-level living. Nestled in a great location, you'll love how close you are to local amenities while still enjoying a peaceful neighborhood feel. Inside, you'll find newer flooring that adds a fresh, updated touch throughout the home. You will

  Jessica Fowler RE/MAX Bell Park Realty

  43 Woodward St, Danielson, CT 06239
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  /35

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  251 Wauregan Rd, Brooklyn, CT 06234

  Classic Colonial charm meets modern comfort in this beautifully maintained home in Brooklyn, CT, offering three levels of sun filled living! The main level features a warm and inviting layout, including a spacious kitchen with rich cherry cabinets, stainless steel appliances, stylish backsplash, a large island, and a dining area with sliders leading out to the deck-perfect for indoor-outdoor

  Heather Armbruster Lamacchia Realty

  251 Wauregan Rd, Brooklyn, CT 06234
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  /19

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  83 Perry St Unit 167, Putnam, CT 06260

  Charming and well maintained 2 bedroom, 2.5 bathroom townhouse offering comfortable, move in ready living. The main level features hardwood flooring and a bright, inviting living space that flows into the kitchen, complete with granite countertops and updated finishes. A convenient half bath is also located on this level. The generously sized bedrooms and full bathrooms are located on the lower

  Kayla Morin First Choice Realty

  83 Perry St Unit 167, Putnam, CT 06260
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  /35

  $174,900

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  25 Kitty Ln, North Windham, CT 06256

  Move right into this bright and spacious 3BR, 2 bath home in desirable Stonegate Manor, ideally located on a cul-de-sac. Featuring an open floor plan, the large living room offers a gas fireplace and flows seamlessly into the dining area. New laminate flooring in the living room, dining room, hall, and primary bath adds a fresh, modern touch. The primary suite includes new carpeting, a walk-in

  Sheri Shvonski List N Show LLC

  25 Kitty Ln, North Windham, CT 06256
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  /37

  $340,000

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  23 Winter St, Danielson, CT 06239

  Classic details and practical updates come together in this charming home, where the covered front porch and fenced front yard set a welcoming first impression. The main level offers an easy daily layout with a mudroom, half bath, flexible office or bonus room, a spacious living room with a bow window and built-in bookshelves. The dining room adds character with wainscoting and crown molding,

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  23 Winter St, Danielson, CT 06239
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  /35

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  172 Bailey Hill Rd, Danielson, CT 06239

  Charming 3-bedroom, 2-bath Cape with classic appeal! This 1,583 sq. ft. home sits on a generous 2.3-acre flat lot surrounded by trees, offering privacy and plenty of outdoor space. The home features a welcoming front porch, spacious living areas, and a cozy fireplace, with a basement ready for storage or future finishing. The detached two-car garage and asphalt driveway provide flexibility for

  Devin Moore Innovation Propeties, LLC

  172 Bailey Hill Rd, Danielson, CT 06239
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  /16

  $415,000

  • 11 Beds
  • 2.5 Baths
  • 3,748 Sq Ft

  30 Main St, Plainfield, CT 06374

  Nestled in the heart of history, this extraordinary three-level estate exudes timeless elegance and vintage charm. With soaring ceilings, sprawling rooms, and intricate architectural details, this home captures the essence of a bygone era while offering the space and amenities for today's lifestyle. Every corner of this impressive residence tells a story-from the grand entryway with original

  Adam Gonzalez Century 21 Limitless

  30 Main St, Plainfield, CT 06374
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  /39

  $515,000

  • 5 Beds
  • 2.5 Baths
  • 3,249 Sq Ft

  18 Bob White Way, Moosup, CT 06354

  NEW TO THE MARKET! Spacious & private 5 Bedroom, 2 1/2 bath Colonial sitting on close to 1 1/2 acres and located off of a quiet country road is ready and quietly waiting for you! Set back on a long and private driveway, this home offers you the peace and serenity you are looking for. From the inviting farmers porch to the large primary suite, there is just so much to love about this home! The

  Lorraine Bandoni CrossRoads Real Estate Group

  18 Bob White Way, Moosup, CT 06354
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  /39

  $637,500 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  12 Finn Ln, Plainfield, CT 06374

  Welcome to 12 Finn Lane, Plainfield, Connecticut. Built in 2023, this custom ranch-style home offers approximately 2,011 square feet of single-level living set on a private 12.4-acre lot. The home features 3 bedrooms and 2 full bathrooms with an open-concept layout. The main living area showcases vaulted ceilings, abundant natural light, and a gas fireplace, creating a bright and inviting space.

  Vincent Verrillo Berkshire Hathaway NE Prop.

  12 Finn Ln, Plainfield, CT 06374
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  /19

  $469,900 New Construction

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

  16 South St, Brooklyn, CT 06234

  Just getting started on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late July 2026! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

  Bill Heenan William Raveis Real Estate

  16 South St, Brooklyn, CT 06234
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  /40

  $345,999 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,368 Sq Ft

  98 Proulx St Unit D, Brooklyn, CT 06234

  Welcome to Lynbrook Condominiums! This beautifully maintained end-unit townhouse offers a bright, open layout with overzied windows that flood the living and dining areas with natural light, creating a warm and inviting atmosphere throughout. The main level features a spacious great room with 9+ft ceilings, propane fireplace, and custom built-ins, along with a kitchen offering granite countertops

  Katie Spenard Kazantzis Real Estate, LLC

  98 Proulx St Unit D, Brooklyn, CT 06234
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  /40

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  128 MacHine Shop Hill Rd, South Windham, CT 06266

  Charming New England Cape offering the perfect blend of timeless character and modern updates. Set on a nice-sized lot with a private yard, this beautifully maintained home features thoughtful renovations while preserving its original charm. The bright updated kitchen showcases white cabinetry, granite countertops, new stainless steel appliances, and fresh paint, creating a clean and inviting

  Nikki Defrancesco Coldwell Banker Realty

  128 MacHine Shop Hill Rd, South Windham, CT 06266
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  /2

  $49,900

  • Land
  • 0.54 Acre
  • $92,407 per Acre

  47 Groveland Ave, Putnam, CT 06260

  Prime development opportunity in a convenient Putnam location at in incredible price. 2 lots available! Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. No other engineering has been done.

  Jared Meehan RE/MAX Bell Park Realty

  47 Groveland Ave, Putnam, CT 06260
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  /2

  $49,900

  • Land
  • 0.42 Acre
  • $118,810 per Acre

  43 Groveland Ave, Putnam, CT 06260

  Prime development opportunity in a convenient Putnam location at in incredible price. Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. A driveway has already been roughed in some years ago and the land was largely cleared 15+ years ago. No other engineering has been done.

  Jared Meehan RE/MAX Bell Park Realty

  43 Groveland Ave, Putnam, CT 06260
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  /39

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  365 Canterbury Rd, Brooklyn, CT 06234

  There's something special about coming down scenic Route 169... and this home captures it beautifully. Just south of the Brooklyn Fairgrounds, you'll find a place where life slows down a bit in the best possible way. Picture yourself on the front porch swing, coffee in hand, watching the antique cars roll by on a Sunday morning and sharing a wave with neighbors who still take the time to say

  Gene Larrow Larrow's Real Estate

  365 Canterbury Rd, Brooklyn, CT 06234
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  /40

  $475,000

  • 4 Beds
  • 3.5 Baths
  • 3,639 Sq Ft

  3 North Rd, Windham, CT 06280

  Highest/Best Offers due end of day, Monday, 4/13. There's something about the Windham Center green that just feels like home. Whether it's the people, the library, or the history, the moment you arrive, you know that it's special. And the standout on the Green? 3 North Road. Built in 1885 and loved every year since, it is the kind of place that has passerbys slowing down to take it all in. Step

  

  Stephen Daly

  KW Legacy Partners

  (860) 943-5201

  3 North Rd, Windham, CT 06280
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  /37

  $589,000

  • 3 Beds
  • 3.5 Baths
  • 2,646 Sq Ft

  436 Providence Pike, Putnam, CT 06260

  Set back from the road on 2 private acres, this 2,646 sq ft Colonial offers space, flexibility, and potential for an accessory dwelling unit (ADU) or in-law setup in the lower level. The main level features a spacious living room with hardwood floors and fireplace with wood stove insert, Den with tile flooring (ideal for gym, rec room, or future sunroom), a dedicated office, and a half bath. The

  Shiloh Therrien The Neighborhood Realty Group

  436 Providence Pike, Putnam, CT 06260
• 

  

  /17

  $209,900

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  11 Athol St, Danielson, CT 06239

  Gorgeous condo waiting for its new owner! This unit features an oversized kitchen with QUARTZ counters, stainless appliances, and attached 1/2 bath. Hardwood floors in the living room and hallways. Slider leads to a sunny quiet patio to spend your evenings. Large Carpeted bedrooms and full bath upstairs. Basement is completely finished with carpeting and heat. Laundry room and storage as well!

  Rachael Zagurski RE/MAX One

  11 Athol St, Danielson, CT 06239
• 

  

  /40

  $375,000

  • 6 Beds
  • 2 Baths
  • 2,279 Sq Ft

  30 S Walnut St, Plainfield, CT 06387

  Fully renovated, side-by-side duplex offering space, quality, and peace of mind. Each unit features three spacious bedrooms, an open living and dining area, a mud room, and a brand-new kitchen with modern cabinetry and new appliances. Both units include completely renovated bathrooms and fresh paint throughout, creating a true move-in-ready opportunity. The basement offers abundant storage, ideal

  Jake Pereira HERE Realty

  30 S Walnut St, Plainfield, CT 06387

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