Windham County CT Homes for Sale

• 

  

  

  /22

  $214,000

  • 3 Beds
  • 1 Bath
  • 1,367 Sq Ft

  24 Tatem St, Putnam, CT 06260

  Welcome to this inviting 3-bedroom home with the potential for a 4th bedroom, offering flexibility for a growing household, guest room, or home office. With 1.5 bathrooms and set on a 0.18-acre lot, this property combines comfort, functionality, and convenience. Located in the heart of Putnam, CT, you'll enjoy the charm of a small-town community while being close to schools, shopping, dining, and

  Patrick Precourt Dorrance Realty

  24 Tatem St, Putnam, CT 06260
• 

  

  

  /36

  $349,900

  • 6 Beds
  • 4 Baths
  • 2,245 Sq Ft

  42 Church St Unit 44, Plainfield, CT 06374

  Calling all owner occupants and investors! Well maintained, cash-flowing 2 family in Plainfield CT is ready for new owners. 3 bedrooms, 2 bathrooms per unit. One side is rented below market value at $1300 and the other side is available. Market value for both units is a total of $3600 monthly which surpasses the 1 percent rule. Plenty of parking and a 3 car garage. Roof (2010) Boiler (2021)

  Brooke Coughlin Lamacchia Realty

  42 Church St Unit 44, Plainfield, CT 06374
• 

  

  

  /40

  $1,100,000

  • 5 Beds
  • 3 Baths
  • 2,771 Sq Ft

  498 Bailey Hill Rd, Dayville, CT 06241

  WELCOME TO THE YELLOWSTONE RANCH...IMPRESSIVE 25+ACRES OF CAPTIVATING COUNTRYSIDE RETREAT NESTLED IN THE QUIET CORNER OF KILLINGLY. WONDERFUL EQUINE PROPERTY OR UNIQUE OPPORTUNITY FOR COMPLETE PRIVACY WITH THIS RECENTLY BUILT CUSTOM 5 BEDROOM RANCH PRESENTING A MINIMALISTIC INTERIOR DESIGN APPROACH FEATURING CLEAN LINES WITH BRIGHT OPEN FLOWING FLOOR PLAN STAINLESS KITCHEN, FARMHOUSE SINK AND 3

  BJ Lee William Raveis Real Estate

  498 Bailey Hill Rd, Dayville, CT 06241
• 

  

  

  /40

  $614,900

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

  369 Thompson Rd, Thompson, CT 06277

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

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
• 

  

  

  /22

  $354,900 Open Sun 2:30PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  415 Maple St, Danielson, CT 06239

  Welcome to this beautifully updated 4-5 bedroom Colonial set on a desirable corner lot in the heart of Killingly, CT. This property is a combination of modern updates and spacious layouts. Step inside to find newly finished hardwood floors throughout, an open and inviting layout, and plenty of natural light. Both the kitchen and bathrooms have been tastefully designed. Enjoy year-round comfort

  Benjamin Carbone Lamacchia Realty

  415 Maple St, Danielson, CT 06239
• 

  

  /40

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  331 Pond Hill Rd, Moosup, CT 06354

  Welcome home to this sunny ranch with year-round water views of Moosup Pond! The main level features an eat-in kitchen opening to a bright and generously sized living room. Built-ins flank the fireplace and a bay window frames the view. Down the hall are three comfortable bedrooms and a full bath. Need space for extended family or guests? The walkout lower level offers a true in-law/auxiliary

  Rob Perillo Robert A. Perillo Jr

  331 Pond Hill Rd, Moosup, CT 06354
• 

  

  /20

  $159,200

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

  416 Hanover Rd, Baltic, CT 06330

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our APPRAISAL describe the property as a SFR (RANCH) built in 1957. It has a GLA of approx. 1456 and has 3 bedrooms and

  Christopher Rose Realhome Services & Solutions

  416 Hanover Rd, Baltic, CT 06330
• 

  

  /13

  $338,000

  • 3 Beds
  • 1 Bath
  • 953 Sq Ft

  10 Charlotte St, Danielson, CT 06239

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom raised ranch that blends comfort, style, and functionality. Located in a desirable neighborhood, this home offers a bright and inviting layout perfect for everyday living and entertaining. Inside, you'll find new flooring throughout and an updated kitchen complete with modern appliances, sleek cabinetry, and plenty of counter space for

  Ashley Walker Brunet and Company Real Estate

  10 Charlotte St, Danielson, CT 06239
• 

  

  /15

  $349,000

  • Land
  • 5.2 Acres
  • $67,115 per Acre

  1450 North Rd, Killingly, CT 06241

  Discover an extraordinary aviation opportunity in the heart of Connecticut's country side. This licensed private landing area known as Yankee Airstrip - CT 13 offers pilots and aviation enthusiasts a rare chance to own their piece of the sky. Positioned at a 720 ft. elevation, the property features a well-maintained 1700 ft. turf runway that's 90 ft. wide. The airfield fits perfectly in

  Scott Pempek Berkshire Hathaway NE Prop.

  1450 North Rd, Killingly, CT 06241
• 

  

  /9

  $129,900

  • Land
  • 4.02 Acres
  • $32,313 per Acre

  1394 North Rd, Killingly, CT 06241

  Prime Building Lot with Endless Potential. Discover this exceptional building lot located in a desirable North Road neighborhood, perfect for designing your dream home. Adjacent to a private landing strip that is also for sale under (MLS # 24118955 1450 North RD). This 4.02 Acre lot offers enough room for a home, garage, and hangar if one is so inclined., Underground utilities have already been

  Scott Pempek Berkshire Hathaway NE Prop.

  1394 North Rd, Killingly, CT 06241
• 

  

  /15

  $74,900

  • 3 Beds
  • 1 Bath
  • 816 Sq Ft

  437 Putnam Pike, Killingly, CT 06241

  Welcome to 437 Putnam Pike conveniently located close to shopping, dinning and highway access for easy commuting. Part of a desirable R&R park with access off of Route 12. This spacious double wide has a nice landscaped, and private back yard with a large shed. The home has 3 good sized bedrooms and one bath (remodeled in 2018). Step inside to a spacious living area with large windows (replaced

  Stephen Galinat Home Selling Team

  437 Putnam Pike, Killingly, CT 06241
• 

  

  /37

  $1,700,000

  • 7 Beds
  • 5 Baths
  • 4,283 Sq Ft

  90-94 & 93 Upton Rd, Ashford, CT 06278

  Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking

  Nicole Gleason CR Premier Properties

  90-94 & 93 Upton Rd, Ashford, CT 06278
• 

  

  /28

  $379,900

  • 8 Beds
  • 3 Baths
  • 3,073 Sq Ft

  176 Windham Rd, Willimantic, CT 06226

  Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

  Gregory Leone Coldwell Banker Realty

  176 Windham Rd, Willimantic, CT 06226
• 

  

  /38

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  58 New Rd, Moosup, CT 06354

  Set on scenic acreage, this inviting single-level ranch offers a seamless blend of comfort and natural beauty. Relax on the wide front porch or entertain on the expansive back deck while enjoying visits from local wildlife. Inside, the thoughtfully designed open floor plan is warmed by a wood-burning fireplace and brightened by large windows overlooking the yard. The kitchen pairs charm with

  Heather Morrone Coldwell Banker Coastal Homes

  58 New Rd, Moosup, CT 06354
• 

  

  /12

  $350,000

  • Land
  • 47.73 Acres
  • $7,333 per Acre

  241 Killingly Ave, Putnam, CT 06260

  Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community

  Jennifer Lehto Kazantzis Real Estate, LLC

  241 Killingly Ave, Putnam, CT 06260
• 

  

  /40

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 7,772 Sq Ft

  357 Wrights Crossing Rd, Pomfret Center, CT 06259

  Steeped in history and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. Originally built in the mid-1800s and reimagined in 1906, the 7,000+ sq ft stone residence is crowned with a slate roof and framed by lush fields and gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details speak

  Kristen Kaskela Berkshire Hathaway NE Prop.

  357 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  /24

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  26 Perkins St, Plainfield, CT 06374

  Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

  Victoria Lindsey Coldwell Banker Realty

  26 Perkins St, Plainfield, CT 06374
• 

  

  /8

  $300,000

  • Land
  • 37.5 Acres
  • $8,000 per Acre

  35 River Rd, Sterling, CT 06377

  Expansive 37.5-acre parcel offering excellent potential for development or subdivision, per town zoning regulations. With a mix of open space and woodlands, this versatile property lends itself to a variety of uses-from building a private estate or homestead to exploring subdivision options for future development. Enjoy the peace and privacy of a rural setting with convenient access to nearby

  Bradley Kazarian Executive Real Estate Inc.

  35 River Rd, Sterling, CT 06377
• 

  

  /27

  $359,999

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

  13 Oriole Dr Unit 13, Danielson, CT 06239

  Welcome to carefree living in this beautifully maintained 2-bedroom, 2-bath condo located in one of the area's most desirable 55+ communities. This home offers the perfect blend of comfort, convenience, and style. Step inside to a bright, open floor plan designed for easy living and entertaining. The spacious living area flows seamlessly to a partially finished walk-out basement, complete with a

  Ashley Walker Brunet and Company Real Estate

  13 Oriole Dr Unit 13, Danielson, CT 06239
• 

  

  /22

  $289,900

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

  360 N Society Rd, Canterbury, CT 06331

  EXCEPTIONAL NEW PRICE!!! on this opportunity to renovate your own dream home to YOUR liking! A great opportunity to build GREAT EQUITY and be located in beautiful Canterbury, with choices of school, options for animals and gardens! This large house is currently mostly gutted and waiting for you to complete. 2 car garage attached to the house, and oversized 2 car garage workshop great for home

  Michelle Pivin Kazantzis Real Estate, LLC

  360 N Society Rd, Canterbury, CT 06331
• 

  

  /7

  $450,000

  • Land
  • 3.2 Acres
  • $140,625 per Acre

  0 Putnam Rd Unit 24117166, Plainfield, CT 06332

  Discover the potential of this prime piece of land at 0 Putnam Rd, Plainfield! This spacious residential lot offers endless possibilities, whether you're envisioning your dream home or exploring its potential as a commercial property. With a strategic location near major roadways and local amenities, this lot provides the perfect balance of convenience and opportunity. Positioned in a growing

  Phil Davis eXp Realty

  0 Putnam Rd Unit 24117166, Plainfield, CT 06332
• 

  

  /9

  $750,000

  • Land
  • 4 Acres
  • $187,500 per Acre

  0 Wauregan Rd NE Unit 24117158, Plainfield, CT 06374

  Unlock the potential of over 17 acres of prime commercial land at 0 Wauregan Road, strategically located in the growing town of Plainfield. Previously divided into smaller parcels, this expansive lot is now available as one large tract, offering incredible versatility for your business or development vision. Positioned near I-395 with excellent accessibility, this property is ideal for a wide

  Phil Davis eXp Realty

  0 Wauregan Rd NE Unit 24117158, Plainfield, CT 06374
• 

  

  /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
• 

  

  /34

  $549,900

  • 3 Beds
  • 1.5 Baths
  • 2,997 Sq Ft

  160 Halls Hill Rd, Killingly, CT 06239

  History lovers take notice! Previously the South Killingly Congregational Church, this authentic 1837 Greek Revival has been completely restored and converted into a home with endless possibilities for the main space. Let your imagination soar in deciding how you will use the great room! Currently setup as a living/dining/entertainment space, complete with an 85" TV, this space (approx 30X40 with

  Sandra Sokoloff RE/MAX One

  160 Halls Hill Rd, Killingly, CT 06239
• 

  

  /12

  $54,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  6 Kitty Ln, Windham, CT 06256

  Price Improved 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
• 

  

  /7

  $85,000

  • Land
  • 0.88 Acre
  • $96,591 per Acre

  0 Aplin Hill Ln, Woodstock, CT 06282

  The perfect blend of privacy and community. Lot 4 is the only rear lot in this quiet Woodstock Valley cul-de-sac, a rare chance to build in a growing neighborhood while enjoying the privacy of a wooded .88-acre setting. Conservation land borders the northern and eastern edges, creating a natural buffer that sets this lot apart from the rest. With construction now underway on neighboring Lots 3, 5

  Kristen Kaskela Berkshire Hathaway NE Prop.

  0 Aplin Hill Ln, Woodstock, CT 06282
• 

  

  /39

  $269,900

  • 4 Beds
  • 2 Baths
  • 2,275 Sq Ft

  209 Church St, Willimantic, CT 06226

  Now at an improved price! Come tour this wonderful and iconic Victorian home, nearly all interior woodwork has been preserved in its original, natural wood state. About the build date, the town records show 1879, but per the Willimantic Victorian Neighborhood Association, this home was built in 1888. This home is spacious, has replacement windows and a newer boiler and hot water heater, On the

  Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226
• 

  

  /35

  $95,000

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

  17 Jacqueline Ln, North Windham, CT 06256

  Absolutely charming three-bedroom, two full bath home on a large corner lot. The kitchen features ample storage and counter space, with lovely design details on the cabinet doors. An ice cream parlor-style window offers an additional peek-a-boo connection from the kitchen to the living area. With an open concept dining and living room, you'll have spacious everyday living anchored by a beautiful

  Anne Newmyer Simply Sold Real Estate

  17 Jacqueline Ln, North Windham, CT 06256
• 

  

  /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
• 

  

  /26

  $374,900

  • 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
• 

  

  /40

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,537 Sq Ft

  246 Heritage Rd, Putnam, CT 06260

  Welcome to 246 Heritage Road in Putnam, CT. This beautifully maintained 2,537 square foot antique colonial home seamlessly blends historic charm with modern updates. Featuring 3 bedrooms and 2 full baths, this home invites you to take a step back in time while enjoying today's comforts. Inside, you will find warm, inviting spaces ideal for both relaxing and entertaining. Step outside to your

  Charolotte Cook CR Premier Properties

  246 Heritage Rd, Putnam, CT 06260
• 

  

  /40

  $275,900

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft

  188 Oxbow Dr, Willimantic, CT 06226

  This spacious Raised Ranch features a large kitchen with a center island and ample cabinetry, seamlessly connected to an open-concept living area-perfect for entertaining. The main level offers two comfortable bedrooms and a full bathroom. Downstairs, the finished lower level includes a second full bath and flexible space ideal for a home office, playroom, game room, or potential third bedroom.

  Peter Baker RE/MAX Bell Park Realty

  188 Oxbow Dr, Willimantic, CT 06226
• 

  

  /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
• 

  

  /40

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  316 Westminster Rd, Canterbury, CT 06331

  Brand new septic system just installed! 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

  Brenda Chubbuck CR Premier Properties

  316 Westminster Rd, Canterbury, CT 06331
• 

  

  /32

  $290,000

  • 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
• 

  

  /4

  $134,900

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  5 Woods Way Unit WOOD005, Windham, CT 06256

  Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

  Jude Gray Stonegate Manor

  5 Woods Way Unit WOOD005, Windham, CT 06256
• 

  

  /4

  $134,900

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  22 Pond Way Unit POND022, Windham, CT 06256

  Welcome to Stonegate Manor an active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts stainless

  Jude Gray Stonegate Manor

  22 Pond Way Unit POND022, Windham, CT 06256
• 

  

  /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
• 

  

  /39

  $524,900

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft

  36 Dunleavy Dr, Woodstock, CT 06281

  Discover this charming colonial Lakefront home on Roseland Lake, offering 2,036 sq ft of lovely updated living space. Boasting 3 to 4 bedrooms and 2 full baths, this residence combines classic elegance with modern comforts. The home features a spacious 2 1/2 car garage, an oversized shed for ample storage, and was renovated and expanded in 2017, ensuring contemporary finishes and functional

  Diane White CR Premier Properties

  36 Dunleavy Dr, Woodstock, CT 06281
• 

  

  /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, while you explore options for the second building. Building 2, which experienced fire damage, will need to be

  Karim Douich William Raveis Real Estate

  8 High St, Putnam, CT 06260

Showing Results 121 - 160, Page 4 of 8