Windham County CT Homes for Sale

• 

  

  

  /40

  $499,900

  • 3 Beds
  • 3 Baths
  • 3,024 Sq Ft

  15 Highview Dr, Dayville, CT 06241

  Welcome to Zadora Heights! Spacious colonial style home with 3-5 bedrooms, 3 full bathrooms and 3024 sqft. This freshly painted home features updated lighting, hardwood floors, living room with a wood burning fireplace, updated kitchen and baths. The partially finished walkout basement, with a full bath, offers plenty of additional space for either a large family room, space for large workout

  Christine Costa Kazantzis Real Estate, LLC

  15 Highview Dr, Dayville, CT 06241
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  /27

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 2,075 Sq Ft

  31 Bob White Way, Moosup, CT 06354

  Welcome to this beautifully maintained raised ranch offering 4 generous sized bedrooms, ample Primary Bedroom. 3 full bathrooms perfectly designed for comfort, flexibility and extended living options. The main level features a bright, airy remodeled kitchen, perfect for entertaining. Open concept living/dining area with plenty of natural light. The lower level offers potential for an in law area.

  Maria Marcotte RE/MAX One

  31 Bob White Way, Moosup, CT 06354
• 

  

  

  /40

  $449,900

  • 3 Beds
  • 3.5 Baths
  • 2,389 Sq Ft

  80 Tuckie Rd, Windham, CT 06280

  Beautiful Contemporary on 2.06 acres of professionally landscaped grounds. Home is set back off the road allowing for privacy and space. Walk thru the front door and there is a first floor bedroom and full bath for single floor living if that is what you need. As you continue on it opens up to an open floor plan with soaring vaulted ceilings, skylights and large windows which bring in amazing

  Lisa Pekala Century 21 Clemens Group

  80 Tuckie Rd, Windham, CT 06280
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  /29

  $474,900

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  70 Laurel Hill Dr, Woodstock Valley, CT 06282

  Get ready to fall in love with this fully renovated colonial, just one minute from the beach and offering stunning water views! What was once a charming 1,200 sq ft Cape has been recently completely reimagined into a spacious 1,600 sq ft Colonial. This like-new home now boasts 3 bedrooms, 2.5 bathrooms, and a fresh, modern layout perfect for everyday living and entertaining. The heart of the home

  Katelyn Battista Real Broker CT, LLC

  70 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  

  /40

  $449,000

  • 3 Beds
  • 2 Baths
  • 2,467 Sq Ft

  226 Harris Rd, Sterling, CT 06377

  Spacious Raised Ranch with Modern Comforts and Country Charm in Sterling! Welcome to this beautifully expanded 3-bedroom, 2.5-bath raised ranch nestled on over an acre of serene countryside in Sterling. This home offers a perfect blend of comfort, space, and versatility, ideal for those seeking privacy and room to grow. Step inside to find a modern tile kitchen equipped with everything you need

  Coleen Brakenwagen Jason Mitchell Real Estate Connecticut LLC

  226 Harris Rd, Sterling, CT 06377
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  /39

  $465,000

  • 4 Beds
  • 3.5 Baths
  • 2,630 Sq Ft

  126 Grand View Terrace, Brooklyn, CT 06234

  Welcome to 126 Grandview Terrace - a stately Colonial with classic brick exterior, nestled on nearly an acre in beautiful, rural Brooklyn! This spacious 4 bedroom, 3 1/2 bath home has been lovingly maintained by the same owners for almost 30 years. The home offers over 2600 sq ft of living space, blending timeless charm with modern comfort. Step inside to find a warm and inviting layout featuring

  Sue Esposito Home Selling Team

  126 Grand View Terrace, Brooklyn, CT 06234
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  /34

  $499,900

  • 2 Beds
  • 1.5 Baths
  • 2,954 Sq Ft

  192 Palmer Rd, Chaplin, CT 06235

  Tucked away at the end of a long, private driveway, this sprawling 2-bedroom ranch offers the ultimate in privacy and tranquility. Set on a picturesque 4-acre lot surrounded by nature, this home is perfect for those seeking a peaceful retreat with room to roam. Inside, you'll find a spacious and flexible floor plan with generous living areas, large windows that bring the outdoors in, and the ease

  Lisa Barstow Simply Sold Real Estate

  192 Palmer Rd, Chaplin, CT 06235
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  /40

  $485,000

  • 8 Beds
  • 3.5 Baths
  • 5,134 Sq Ft

  4 Main St, Willimantic, CT 06226

  Terrific Investment Opportunity! Don't miss this rare chance to own a well-maintained multi-unit property with strong income potential. The main house features a spacious layout with 5 bedrooms, ideal for large households or rental flexibility. Behind the main home, you'll find a separate 2-bedroom unit, perfect for extended family or additional rental income. Additionally, there's a third unit-a

  Tammy Arute Arute Realty Group LLC

  4 Main St, Willimantic, CT 06226
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  /16

  $39,900

  • Land
  • 0.12 Acre
  • $332,500 per Acre

  4 Paradise Dr, Brooklyn, CT 06234

  Two adjoining lots available for sale Lot 4 & 5, being offered together as a package totaling 0.23 acres. Located near the tranquil setting of Paradise Lake, this is a great opportunity to build your dream getaway or invest in a peaceful retreat.Enjoy the natural surroundings and serene atmosphere-perfect for outdoor enthusiasts or those seeking a quiet escape.

  Amber Alcazar Coldwell Banker Realty

  4 Paradise Dr, Brooklyn, CT 06234
• 

  

  /22

  $279,000

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  6 James St E, Putnam, CT 06260

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  6 James St E, Putnam, CT 06260
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  /10

  $199,000

  • Land
  • 44 Acres
  • $4,545 per Acre

  571 Mashamoquet Rd, Pomfret Center, CT 06259

  This undeveloped parcel has a history of agricultural use and is currently designated as open space. Access is provided by a shared driveway, with a right-of-way (ROW) granted to one neighboring home. The driveway itself is owned by this property. Electricity would need to be extended from the nearby home that shares the driveway. The land is mostly high and dry, with a steep slope leading down

  Katie Spenard Kazantzis Real Estate, LLC

  571 Mashamoquet Rd, Pomfret Center, CT 06259
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  /12

  $57,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  6 Kitty Ln, Windham, CT 06256

  Welcome home to this cozy and affordable 2 bedroom mobile home on a perfect level lot. Whether you're starting out or downsizing, this home is move-in ready and full of possibilities. Enjoy quiet living while still being close to shopping dining and more! This home won't last. Make an appointment to see for yourself! As Is.

  Karen Wheeler Regency Real Estate, LLC

  6 Kitty Ln, Windham, CT 06256
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  /2

  $225,000

  • Land
  • 41 Acres
  • $5,489 per Acre

  0 Chatey Rd, Ashford, CT 06278

  Discover the potential of this expansive 40.99-acre parcel located in a serene rural area, offering endless possibilities for residential development or private use. Recently logged, the land is ready for your vision-whether you're planning to build your dream home, establish a hobby farm, or invest in future development. The RA zoning is ideal for a single-family home, farm, or future

  Amy Therrien The Neighborhood Realty Group

  0 Chatey Rd, Ashford, CT 06278
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  /33

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft

  222 Southridge Dr, Willimantic, CT 06226

  Welcome to 222 Southridge Drive, a spacious and inviting 3-bedroom, 1-bath ranch-style home offering comfortable, easy living with thoughtful cosmetic updates throughout. Step inside to find a bright and inviting living space featuring freshly painted walls, updated flooring, and plenty of natural light. The kitchen offers ample cabinet space and a functional layout perfect for everyday living

  Taylor Gildein Re/Max Results

  222 Southridge Dr, Willimantic, CT 06226
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  /9

  $149,900

  • 2 Beds
  • 1 Bath
  • 733 Sq Ft

  52 Park Dr, Chaplin, CT 06235

  Remodeled Mobile Home at the End of a Private Road on a Gorgeous 1.25 Acres! Private Level Lot with Two Bedrooms Plus Office!

  Antonio Incontro Countryside Realty

  52 Park Dr, Chaplin, CT 06235
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  /26

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  68 Allen Hill Rd, Brooklyn, CT 06234

  This beautifully renovated home offers the perfect blend of modern upgrades and timeless charm. Step inside to find a brand-new kitchen featuring sleek granite countertops, stainless steel appliances, and custom cabinetry that provides both style and functionality. The warm glow of refinished hardwood floors flows throughout the main living areas, anchored by a stunning stone fireplace that adds

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  68 Allen Hill Rd, Brooklyn, CT 06234
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  /33

  $319,000

  • 9 Beds
  • 4 Baths
  • 2,640 Sq Ft

  21 Union St Unit 27, Moosup, CT 06354

  INVESTORS & OWNER OCCUPANTS, TAKE NOTICE!!! Welcome to 21-27 Union St located in Moosup. This 3-family home offers 9-bed, 4-baths, full basement & a great attic for additional storage as well as 0.1 acres on a corner lot. Tenants will convey. Seller is motivated, bring ALL offers!!!

  Patrick Precourt Dorrance Realty

  21 Union St Unit 27, Moosup, CT 06354
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  /15

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  41 Jennings Ln, Windham, CT 06280

  Welcome to this beautifully maintained raised ranch nestled on a meticulously landscaped lot-offering exceptional curb appeal and plenty of space for outdoor entertaining. The oversized front, side, and backyard areas, along with the long, wide paved driveway and ample parking, provide the perfect setting for hosting family and friends. Inside, enjoy a bright and open floor plan featuring 3

  Sheri Shvonski List N Show LLC

  41 Jennings Ln, Windham, CT 06280
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  /35

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  1897 Upper Maple St, Dayville, CT 06241

  Opportunity knocks in Killingly! Enter inside this charming 4-bedroom, 2-bathroom Cape-style home and be greeted by a sunny living room that seamlessly flows into the kitchen and dining area. The kitchen is a chef's delight, boasting butcher block countertops, stainless steel appliances, and an electric range. From the dining area, a slider provides easy access to the back deck, perfect for

  Colleen Crowley Lamacchia Realty

  1897 Upper Maple St, Dayville, CT 06241
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  /28

  $384,900 Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  184 Phoenixville Rd, Chaplin, CT 06235

  A unique blend of old-world charm and modern conveniences. Featuring 3 bedrooms and 2 baths, and 1,848 sqft sitting on 1.3 acres. Perfect for those looking for a piece of history with all the comforts of modern living. New windows, new garage roof, landscaping, a large garage and work shop with an above storage loft and parking for 6+. Also an outdoor shower and some beautiful river views steps

  Derek Greene Derek Greene

  184 Phoenixville Rd, Chaplin, CT 06235
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  /14

  $199,999

  • 2 Beds
  • 2 Baths
  • 2,713 Sq Ft

  211 Old Colony Rd, Eastford, CT 06242

  This unique property in Eastford, CT, built in 1821, offers over 2700 square feet of living space and is brimming with historical charm and potential. While it requires extensive renovation to restore its former glory, the home boasts original features such as wide-plank hardwood floors and built ins. The spacious layout includes multiple rooms that can be reimagined for modern living. This

  Brittany Russell Tier 1 Real Estate

  211 Old Colony Rd, Eastford, CT 06242
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  /40

  $409,900

  • 4 Beds
  • 2 Baths
  • 1,068 Sq Ft

  686 Cook Hill Rd, Danielson, CT 06239

  Set on nearly 3 acres in a quiet Killingly location, this charming 4-bedroom, 2-bath mini-farm blends country character with modern upgrades. The home features a spacious layout, mini-split AC in the kitchen, a new well pressure tank (2024), wood stove in the bonus building, and added solar panels for energy efficiency. Outside, enjoy an expansive property ideal for equestrian use-including a

  Jonathan Bolano eXp Realty

  686 Cook Hill Rd, Danielson, CT 06239
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  /10

  $39,900

  • 770 Sq Ft

  3 Terrace Dr, Plainfield, CT 06374

  Don't miss this amazing opportunity to own a mobile home on leased land in a desirable, peaceful and private neighborhood in Plainfield, Connecticut. This home features a large lot, screened in porch, new roof, paved driveway and shed. The interior has been gutted and is ready to be finished. Whether you're an investor seeking a great opportunity or a future homeowner ready to add some

  Roosevelt Shider HERE Realty

  3 Terrace Dr, Plainfield, CT 06374
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  /40

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  316 Westminster Rd, Canterbury, CT 06331

  Welcome to your own private paradise! Discover this beautifully renovated 3-bedroom ranch home in the peaceful town of Canterbury CT. Situated on a private, secluded lot, surrounded by lush perennial landscaping, this property offers both comfort and privacy. The spacious living room features a stunning fireplace perfect for cozy nights. The remodeled kitchen is a chef's delight, with quartz

  Brenda Chubbuck CR Premier Properties

  316 Westminster Rd, Canterbury, CT 06331
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  /32

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  242 Herrick Rd, Brooklyn, CT 06234

  1.93 acres of pure retreat await you! Follow the country roads to this charming 2-bedroom split-style home on an incredible lot. Private, yet accessible to all of the downtown conveniences you need. Lush fruit trees & bushes surround this outdoor oasis, with endless options for gardening! Double fire pits, gazebos of greenery - a must see. Many recent updates - priced to sell & ready for your

  Jackie Tacy RE/MAX One

  242 Herrick Rd, Brooklyn, CT 06234
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  /36

  $539,900

  • 9 Beds
  • 3.5 Baths
  • 5,046 Sq Ft

  115 Grove St, Putnam, CT 06260

  INSTANT EQUITY in this beautiful and incredibly spacious two-family home. Sellers just had the home independently appraised for more than their asking price! With 10 foot ceilings throughout this turn of the century manse, the first floor unit features over 2,100 sq ft of living space with 3 large bedrooms, formal dining room, 2 full baths (1 roll-in handicap accessible, fully tiled with shower

  Gerard Hartmann Rockoff Realty

  115 Grove St, Putnam, CT 06260
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  /37

  $299,000

  • 4 Beds
  • 3.5 Baths
  • 2,257 Sq Ft

  19 Impala Dr, Willimantic, CT 06226

  WELCOME to 19 Impala Drive, the IDEAL home for multiple generational living. This delightful colonial offers newly finished hardwood floors, New Furnace (less than 5 years old) and a well maintained opportunity to create your forever dream home!!! Location within a few minutes of shopping, minutes to Uconn & ECSU, near public transit and with convenient highway access. Featuring beautiful wood

  Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
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  /9

  $349,000

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

  8 High St, Putnam, CT 06260

  "Exceptional Investment Opportunity in Putnam CT, 8-unit property featuring two separate buildings on a generously sized lot, offering both immediate income potential and exciting development prospects. Building 1 stands ready for immediate occupancy, featuring 4 Unite 1 bed each, meticulously maintained and prepared for new tenants. while you explore options for the second building. Building 2,

  Karim Douich William Raveis Real Estate

  8 High St, Putnam, CT 06260
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  /40

  $939,000

  • 3 Beds
  • 2.5 Baths
  • 3,282 Sq Ft

  133 Munyan Rd, Putnam, CT 06260

  Welcome to 133 Munyan Road in Putnam, Connecticut-a beautifully maintained and private retreat nestled on over 4 acres of picturesque land. This elegant 3-bedroom, 2.5-bathroom home, built in 1988, offers approximately 3,282 square feet of refined living space. Recent upgrades include a brand-new roof and an updated kitchen, blending modern comfort with timeless charm. Inside, you'll find a warm,

  Joel Grispino Drawbridge Realty

  133 Munyan Rd, Putnam, CT 06260
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  /37

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  9 Main St, Hampton, CT 06247

  GORGEOUS field with a view with 6.7 ACRES to bring the horses and cows! OVERSIZED detached 2 car garage built in 2008 w/ LARGE LOFT above would make a great office. Gambrel awaits your finishing touches with trim, Moulding and paint. BEAUTIFUL eat in kitchen w/ GRANITE COUNTERS and breakfast bar w/ FRENCH doors leading to back yard and formal dining w/ FIREPLACE and wide plank flooring. LARGE

  Christine Johnson RE/MAX One

  9 Main St, Hampton, CT 06247
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  /21

  $210,000

  • 1 Bed
  • 1 Bath
  • 974 Sq Ft

  45 Main St Unit 202, Plainfield, CT 06374

  This sun-filled end-unit 1-bedroom, 1-bath condo offers extra privacy, soaring two-story windows, and tranquil views of park-like grounds along the river. Inside, you'll find a dedicated office, in-unit laundry, central air, and an open living space perfect for both relaxing and entertaining. Convenient elevator in building with beautifully landscaped surroundings, this home combines modern

  Deanna Marler Mott & Chace Sotheby's Intl Rt

  45 Main St Unit 202, Plainfield, CT 06374
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  /37

  $579,900

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  1 Laurel Hill Dr, Woodstock Valley, CT 06282

  Pride of ownership shines in this wonderful year-round ranch nestled in a peaceful cove on fully recreational Lake Bungee!Whether you're looking to fish,swim,kayak,ski,or ice fish this home offers four seasons of fun right from your backyard-complete with your own private dock and stunning view of the nearby waterfall! Thoughtfully updated in 2025 the entire house was given a fresh new look!

  Pat Malek First Choice Realty

  1 Laurel Hill Dr, Woodstock Valley, CT 06282
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  /40

  $725,000

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

  34 Pine Tree Terrace, Brooklyn, CT 06234

  This elegant colonial seamlessly blends classic architectural charm with thoughtful craftsmanship and character. With over 2900 sq ft, this spacious home is perfect for gatherings and entertaining guests in style. The front-to-back family room, featuring a woodburning fireplace, is warm and welcoming. The open floorplan is enhanced with pegged wide-board flooring and woodwork crafted from trees

  Bob Seele Coldwell Banker Realty

  34 Pine Tree Terrace, Brooklyn, CT 06234
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  /39

  $333,000

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  12 Charlton Ave, Dayville, CT 06241

  CAPTIVATINGLY SWEET! This open flow, ranch-styled home offers easy and incredibly spacious living. Loaded with deep closets and massive storage areas, there is also extra depth in the two-car, attached garage. A private, low-key entry ramp into the first floor is also available from the garage for further simplified accessibility. This well-loved, single-owner home was so well-sited on its lot

  Anna Sava Namnoum William Raveis Real Estate

  12 Charlton Ave, Dayville, CT 06241
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  /36

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 3,364 Sq Ft

  36 Breakneck Hill Rd, Dayville, CT 06241

  Gracefully set on 7.7 private acres, this exceptional estate was designed for those who live to entertain-and love to retreat. From its elegant architecture to its resort-inspired amenities, every detail reflects luxury without compromise. Inside, soaring ceilings and refined millwork frame a layout built for both grand gatherings and quiet indulgence. The formal dining room makes a statement

  Patrick Farrell Compass Connecticut, LLC

  36 Breakneck Hill Rd, Dayville, CT 06241
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  /4

  $125,000

  • Land
  • 2.00 Acres
  • $62,500 per Acre

  174 Mechanics St, Putnam, CT 06260

  2 Acres near downtown Putnam. Property has been perc tested. Bring your home plans and build your dream home. 2 Acres in an R-10 Zone is a rare find, check out this property today! You have options for water and sewer. There is city water at the corner of the property line. You have the option of connecting to the public water supply but do not have to, you can drill your own well. As far as

  Scott Pempek Berkshire Hathaway NE Prop.

  174 Mechanics St, Putnam, CT 06260
• 

  

  /22

  $135,000

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  209 Whetstone Mills Unit 209, Dayville, CT 06241

  Charming 1-Bedroom Condo in Serene Setting - Priced to Sell! Don't miss this cozy and inviting 1-bedroom, 1-bath condo offering 656 SF of easy, comfortable living. Located in a well-maintained complex tucked away in a peaceful, private setting, this unit features large windows that fill the space with natural light, creating a warm and welcoming atmosphere. Enjoy the tranquility of the

  Jamie Meadows William Raveis Real Estate

  209 Whetstone Mills Unit 209, Dayville, CT 06241
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  /32

  $329,900

  • 6 Beds
  • 2 Baths
  • 2,392 Sq Ft

  12 Saint James Row, Danielson, CT 06239

  Unlock the potential of this spacious, well-maintained townhome style two-family property, perfect for both investors and owner-occupants located at 12 Saint James Row! Each unit boasts nearly 1,200 sq. ft. of living space, featuring 3 bedrooms and 1 bath. Both tenants are month to month. Recent upgrades include painted exterior aluminum siding, replacement windows, along with updates to both

  Benjamin Carbone Lamacchia Realty

  12 Saint James Row, Danielson, CT 06239
• 

  

  /40

  $279,000

  • 4 Beds
  • 2 Baths
  • 2,673 Sq Ft

  98 Windham St, Willimantic, CT 06226

  Step into timeless elegance at 98 Windham Street, a circa 1893 Victorian gem set on a rare double lot stretching from Windham St to Tingley St. Brimming with historic character, this home showcases beautifully preserved woodwork, rich hardwood floors, breathtaking stained glass windows, and period fixtures that echo its storied past. This home is in process of being lovingly renovated and

  Sue Esposito Home Selling Team

  98 Windham St, Willimantic, CT 06226
• 

  

  /30

  $335,000

  • 2 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  433 Norwich Rd, Plainfield, CT 06374

  Well maintained Colonial on 1.90 acres, enjoy nature with your private, fenced in back yard with plenty of room for the animals! Fireplaced living room, fresh carpet, updated kitchen with slider to back deck, huge upstairs master bedroom, large closets and a large, updated, upstairs bath with jet tub and laundry. Many updates include well pump, electrical, appliances are less than 5 years,

  Cheryl Roireau William Raveis Real Estate

  433 Norwich Rd, Plainfield, CT 06374

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