Windham County CT Homes for Sale

• 

  

  

  /38

  $475,000

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  7 Florence St, Putnam, CT 06260

  Welcome to 7 Florence Street, a beautifully restored Queen Anne-style home that perfectly blends classic architecture with modern comfort. Completely rebuilt from the frame out, this 5-bedroom, 3-bath residence offers brand-new systems, finishes, and design details throughout. The interior showcases open, sun-filled living spaces with striking dark granite countertops, crisp white tile bathrooms,

  Marco Epifani The Hive Real Estate LLC

  7 Florence St, Putnam, CT 06260
• 

  

  

  /34

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,094 Sq Ft

  278 Child Rd, Woodstock, CT 06281

  Welcome home to this charming Cape, set on a beautiful lot in Woodstock! Inside, find an open living room filled with natural light from the picture window, offering easy access to the back deck — perfect for enjoying crisp fall days. The kitchen and dining area feature a built-in hutch, stainless steel appliances, granite countertops, a large center island, and plenty of cabinet space for all

  Heather Armbruster Lamacchia Realty, Inc.

  278 Child Rd, Woodstock, CT 06281
• 

  

  

  /9

  $30,000

  • Land
  • 1.8 Acres
  • $16,667 per Acre

  00 Norwich Rd, Plainfield, CT 06374

  Buildable 1.8-acre lot in Plainfield, CT! Zoned RA-30, allowing single-family homes, ADUs, and select multi-family or community uses by special permit. Located on Norwich Road with easy access to I-395, this property offers gentle terrain, road access, nearby power, and required public sewer connection-ready for your dream home or investment. No HOA, no restrictions, and full flexibility to build

  Derek Greene Derek Greene

  00 Norwich Rd, Plainfield, CT 06374
• 

  

  /2

  $399,900

  • 4 Beds
  • 4.5 Baths
  • 3,029 Sq Ft

  133 Maple St, Danielson, CT 06239

  Incredible investment opportunity is knocking with this 4-family home.

  Rick McCullough R.A. McCullough Homes, LLC

  133 Maple St, Danielson, CT 06239
• 

  

  

  /40

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  417 Dugg Hill Rd, Woodstock, CT 06281

  There's such a great layout in this spacious contemporary raised ranch! It has vaulted ceilings in the center of the home where you will find an open kitchen, dining and living space. On one side is a large primary suite with full bath and on the other side there's another full bath, a family room with fireplace and two secondary bedrooms. If you need additional space, there's plenty more

  Loni Wright RE/MAX Bell Park Realty

  417 Dugg Hill Rd, Woodstock, CT 06281
• 

  

  /39

  $7,300,000

  • Land
  • 102.32 Acres
  • $71,345 per Acre

  55,94,100 Hubbard Hi Klocek Rd, Killingly, CT 06239

  Rare 102 acre income producing estate. A once in a generation investment opportunity combining beautiful New England farmland, residential homes and a fully operational quarry - all strategically positioned minutes from I 395 in Killingly's thriving Quiet Corner. This is an ultimate investment for developers, agribusiness operators, or legacy family estates seeking immediate income streams and

  Jill Pilgrim William Pitt Sotheby's Int'l

  55,94,100 Hubbard Hi Klocek Rd, Killingly, CT 06239
• 

  

  /40

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  55 Pond View Dr, Woodstock, CT 06281

  Nestled in a quiet corner of the waterfront community of Muddy Pond, this beautifully maintained 3 bed/1.5 bath gem offers the rare combination of privacy, a generous yard, and close proximity to the water. Set on a 1.1-acre lot, the property features a spacious and tucked away yard, something you don't often find this close to the lake, and is perfect for relaxing or entertaining. It's has

  Lisa Perry CR Premier Properties

  55 Pond View Dr, Woodstock, CT 06281
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  /17

  $74,900

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft

  23 Pond Way, North Windham, CT 06256

  Welcome Home! Step inside this beautifully updated mobile home offering a bright and open floor plan that's both spacious and inviting. The vaulted ceilings and skylights fill the home with natural light, creating a warm and airy atmosphere throughout. Enjoy easy living with a large open kitchen and living area-ideal for relaxing or entertaining. Outside, you'll find a private backyard with a

  Krystal Delorge Countryside Realty

  23 Pond Way, North Windham, CT 06256
• 

  

  /35

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  100 Squaw Rock Rd, Plainfield, CT 06353

  Welcome to this stunning newer-built Cape Cod home, completed in 2022, perfectly blending timeless charm with modern comfort. Nestled on 3 acres in a secluded part of town. Step inside to find an inviting floor plan with oak hardwood flooring, primary bedroom on the main floor and thoughtful details throughout. The spacious living area flows seamlessly into a modern kitchen with stainless steel

  Robert Wallace Real Broker CT, LLC

  100 Squaw Rock Rd, Plainfield, CT 06353
• 

  

  /30

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  54 Ventura Dr, Brooklyn, CT 06234

  Welcome to this Classic Cape styled home in Brooklyn, CT-where timeless charm meets everyday convenience. Set on a flat corner lot in an HIGHLY DESIRED location, this 4-bed, 2-full-bath home offers an easy, flexible layout for today's living. The main level features a sun-filled living room with hardwood floors and a well-appointed updated kitchen with plenty of storage and prep space, perfect

  Skyla Gagnon RE/MAX Bell Park Realty

  54 Ventura Dr, Brooklyn, CT 06234
• 

  /2

  $119,900

  • Land
  • 3.9 Acres
  • $30,744 per Acre

  468 Fabyan Rd, North Grosvenordale, CT 06255

  Bring your dream home plans for this rear lot, shared driveway, 3.9 AC lot. Property would make a great home site with a driveway along with power already available. Builders & Developers!-Possible subdivision potential with Thompson Zoning Regulations allowing 3 homes per 1 common driveway. Property is located in RRAD zone requiring 1 AC for building lot. Additional farm & agricultural usages

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  468 Fabyan Rd, North Grosvenordale, CT 06255
• 

  

  /34

  $647,000

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  A rare investment opportunity in Pomfret Center, 48 Wrights Crossing Road blends historic New England architecture with reliable modern systems and strong income potential. This fully remodeled three-family residence offers three stylish, furnished apartments ideal for flexible leasing or owner-occupancy with rental income. Major updates include a newer roof, HVAC, plumbing, electrical, and

  Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  /15

  $375,000

  • 9 Beds
  • 3.5 Baths
  • 4,057 Sq Ft

  41 Spring St, Willimantic, CT 06226

  This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

  Stephen Galinat Home Selling Team

  41 Spring St, Willimantic, CT 06226
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  /37

  $585,000

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

  12 Armitage Ct, Ashford, CT 06278

  Breathtaking lake views from every room in this beautifully updated home. The open floor plan is designed to maximize natural light and showcase the serene waterfront setting. Featuring 3 bedrooms and 2 tastefully updated bathrooms, this home also boasts gleaming hardwood floors throughout and a brand-new kitchen complete with quartz countertops and new appliances. Cozy up by the fireplace in the

  Lisa Sader-Goede Aspen Realty Group

  12 Armitage Ct, Ashford, CT 06278
• 

  

  /20

  $279,000

  • 8 Beds
  • 4 Baths
  • 3,951 Sq Ft

  102 Cottage St, Danielson, CT 06239

  Great opportunity for investors or owner occupants alike. This 4-unit multifamily offers tremendous potential with two units nearly complete, and two taken down to the studs. Set on a corner lot with a 3-bay garage, this property is ideal for those looking to add value to create income-generating rentals. Live in the finished unit above the garage while completing the remaining spaces to your

  Melanie Taylor Berkshire Hathaway NE Prop.

  102 Cottage St, Danielson, CT 06239
• 

  

  /31

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  395 Bailey Hill Rd, Danielson, CT 06239

  RENOVATED RANCH Style home situated on .92 acres. Finishing touches being completed on this 3BR, 2BA home boasting approx. 2,820 sq. ft. of total living area. Open flow on the main level starting with a fully renovated kitchen w/Granite counter tops, New cabinets, all New appliances and tiled floor. Original Hardwood flooring throughout the remainder of the main level living room, hallway and

  Chris Campolito Campolito Realty Group

  395 Bailey Hill Rd, Danielson, CT 06239
• 

  

  /7

  $230,000

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  21 Russ Rd, Willimantic, CT 06226

  21 Russ Road, situated just off Route 32 in Windham, is conveniently close to the amenities that Main Street has to offer. This charming cape cod style home boasts four bedrooms and one bathroom, presenting a lucrative opportunity for multiple buyers. Investors, take note!

  Franchesca Pescatello Prue Realty LLC

  21 Russ Rd, Willimantic, CT 06226
• 

  

  /23

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,178 Sq Ft

  69 Wauregan Rd, Danielson, CT 06239

  Live on 11/1/2025. It is so rare today to be offered a home from the 1950's era that is a 1 owner home. This meticulously kept ranch home, which is located just minutes from downtown shopping & amenities, offers 3 bedrooms (2 with hardwood floors), as well as a sizeable living room (also hardwood floors) and a cozy kitchen which has ample room for dining. The bath is also located on this main

  Rachael Johnston Johnston & Associates Real Estate, LLC

  69 Wauregan Rd, Danielson, CT 06239
• 

  

  /6

  $409,000

  • Land
  • 45 Acres
  • $9,089 per Acre

  Unlisted Address

  Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

  Joseph Bonneau eXp Realty

  Unlisted Address
• 

  

  /23

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 2,280 Sq Ft

  462 Norwich Rd, Plainfield, CT 06374

  Charming and full of history! This beautiful 3-bedroom, 1.5-bath home in Windham County offers 2,280 sq ft of living space on a spacious 0.48-acre lot. Originally built around 1720, this historic property showcases timeless character and craftsmanship. Enjoy the convenience of a detached 2-car garage, plenty of outdoor space, and the unique charm that only a centuries-old home can provide. A rare

  Patrick Precourt Dorrance Realty

  462 Norwich Rd, Plainfield, CT 06374
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  /28

  $254,900

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  5 Woodstock Hills Dr, Woodstock, CT 06281

  Charming Condo in a Peaceful, Convenient Location-- Discover this inviting 2-bedroom, 1.5-bath 1,080 sq ft 5 room townhouse condo nestled in a quiet, private community of just 14 homes. Enjoy the warmth of a wood-burning fireplace in the open concept living room/dining room and well equipped kitchen. Step out of the sliding glass doors onto your private back deck - a perfect spot to relax and

  Jennifer Albanesi Berkshire Hathaway NE Prop.

  5 Woodstock Hills Dr, Woodstock, CT 06281
• 

  

  /30

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft

  102 Krapf Rd, Ashford, CT 06278

  Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 792-3716

  102 Krapf Rd, Ashford, CT 06278
• 

  

  /24

  $459,900 New Construction

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

  14 South St, Brooklyn, CT 06234

  Construction has begun 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 December 2025! 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

  14 South St, Brooklyn, CT 06234
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  /39

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,952 Sq Ft

  26 Center Rd, Woodstock, CT 06281

  Tucked away on one of Woodstock's most desirable roads, this immaculate 2,952 sq. ft. home is set on 3.5 private acres at the end of a long driveway. The property includes six garage bays-ideal for those needing exceptional storage or vehicle capacity. Freshly painted and in like-new condition, it offers ideal first-floor living with a spacious primary suite and laundry on the main level. The

  John Downs Berkshire Hathaway NE Prop.

  26 Center Rd, Woodstock, CT 06281
• 

  

  /39

  $674,900

  • 3 Beds
  • 3 Baths
  • 3,150 Sq Ft

  679 Bailey Hill Rd, Dayville, CT 06241

  This one-of-a-kind custom-built ranch offers over 3,000 sq ft on the main level and showcases stunning quality throughout. The living room features vaulted ceilings and a remarkable fieldstone fireplace in the center of the home. Ornate hardwoods flow through the main floor which lead to an updated and beautiful kitchen with granite countertops, center island, and gas range. Step out to the

  Robert Sousa Real Broker CT, LLC

  679 Bailey Hill Rd, Dayville, CT 06241
• 

  

  /36

  $274,900

  • 4 Beds
  • 1.5 Baths
  • 1,907 Sq Ft

  89 Spring St, Willimantic, CT 06226

  ChatGPT said: Beautifully updated and move-in ready! This nearly 2,000 sq ft colonial has been completely refreshed inside and out with new paint, stylish modern grey wood floors, soft carpet, and brand-new thermal windows. Offering 4 bedrooms and 1.5 baths, including 3 bedrooms and a full bath upstairs plus a convenient first-floor bedroom with its own half bath and laundry-washer and dryer

  Joshua Brown KW Legacy Partners

  89 Spring St, Willimantic, CT 06226
• 

  

  /26

  $149,900

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  29 Stone Gate Dr, North Windham, CT 06256

  Nicely renovated within the last 5 years, this oversized 3-bedroom 2-bathroom mobile home features newer roof, windows & siding, along with full renovations inside including kitchen, baths, flooring & paint. Unit is truly move in ready, a corner lot, with a large private rear deck. Walking in the front door you will find a spacious dining area leading to the open & large kitchen with newer

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  29 Stone Gate Dr, North Windham, CT 06256
• 

  

  /38

  $335,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  23 South St, Plainfield, CT 06374

  Set on a nice level lot, this inviting home offers one-level living in a neighborhood setting. This home features a bright living room, an eat-in kitchen, and three bedrooms. Enjoy extra living space in the finished basement-perfect for a family room, home office, or gym. A 3-season room provides the ideal spot to relax and take in views of the backyard. The property also includes a detached

  Cary Marcoux RE/MAX Bell Park Realty

  23 South St, Plainfield, CT 06374
• 

  /2

  $29,900

  • Land
  • 0.5 Acre
  • $59,800 per Acre

  0 Hemlock Dr, Woodstock Valley, CT 06282

  Woodstock, CT - Half-Acre Lot Near Lake Bungee. Opportunity awaits on this beautiful 1/2-acre parcel on Hemlock Drive, just steps from scenic Lake Bungee. This residential lot offers the ideal setting for your future getaway or year-round home in one of northeastern Connecticut's most desirable lake communities. Enjoy peaceful surroundings, nearby beaches, and easy access to outdoor recreation

  Peter Vamvilis Coldwell Banker Realty

  0 Hemlock Dr, Woodstock Valley, CT 06282
• 

  

  /6

  $47,900

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1032 N Main St Unit 9, Killingly, CT 06241

  Located at 1032 N Main St U:9, Killingly, CT, this mobile home offers a unique opportunity to embrace simplified living within a recently renovated dwelling. The residence contains a bathroom, which provides a private and practical space for daily routines. This personal area allows for both efficiency and comfort. Within the home, you will find a single bedroom, offering a dedicated space for

  Adam Bailey Next Level Realty

  1032 N Main St Unit 9, Killingly, CT 06241
• 

  

  /20

  $289,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  47 Texas Heights Rd, Plainfield, CT 06374

  RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

  Doug Taber Taber Realty, LLC

  47 Texas Heights Rd, Plainfield, CT 06374
• 

  

  /36

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,533 Sq Ft

  160 Munyan Rd, Putnam, CT 06260

  Welcome home to this inviting 1,533 sq ft, 3-bedroom, 1.5-bath Cape style residence, nestled on a serene 2.74-acre parcel just off Route 44. Built in 1987, this property offers the perfect blend of quiet country living and convenient access to local amenities Classic layout with main level living first floor bedroom and remaining bedrooms above. Bright, naturally lit living spaces ideal for

  Courtney Ravenelle RE/MAX Bell Park Realty

  160 Munyan Rd, Putnam, CT 06260
• 

  

  /13

  $454,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  121 Highland View Dr, Windham, CT 06266

  To Be Built- Expected completion December-2025-January 2026 Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Also includes a 2 car garage, rear deck and Potential to finish lower level All set on a flat lot in an existing subdivision. Still time to

  Timothy Morse Alliance Realty LLC

  121 Highland View Dr, Windham, CT 06266
• 

  /2

  $449,999 New Construction

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234

  Welcome to Brooklyn's newest subdivision! Six beautiful lots in a peaceful, quiet country setting. This lovely ranch style home is on a front lot, with a spacious yard, and a private driveway. Bright, open floorplan features a custom kitchen with granite counters, an island, and a door to the back deck, a large dining area and living room, and first floor laundry. Also on the main level is the

  Barbara Diaz RE/MAX Bell Park Realty

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
• 

  

  /39

  $229,000

  • 6 Beds
  • 1.5 Baths
  • 2,634 Sq Ft

  150 Gager Hill Rd, Windham, CT 06280

  ** you must have an appointment to go on the property do not trespass. Foundation Issues - Currently deemed Uninhabitable. ** Please ask your agent for the attached documents to review! Nestled on 4 breathtaking acres of gently rolling fields, this enchanting 1785 vintage farmhouse exudes timeless charm and rustic allure. Boasting approximately 2,634 square feet of above-grade living space, this

  David Mullen CR Premier Properties

  150 Gager Hill Rd, Windham, CT 06280
• 

  /2

  $450,000

  • Land
  • 11.87 Acres
  • $37,911 per Acre

  3 Pomfret Rd, Brooklyn, CT 06234

  Nestled along scenic Route 169 in Brooklyn, this stunning approved 3-lot subdivision offers the perfect blend of country charm and modern convenience. Set on a quiet stretch of one of Connecticut's most beautiful byways, the property comes with a completed site plan and is ready for you to build your dream home-or explore development opportunities. Each lot is thoughtfully situated to take full

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  3 Pomfret Rd, Brooklyn, CT 06234
• 

  

  /16

  $340,000

  • 3 Beds
  • 2 Baths
  • 2,531 Sq Ft

  24 Marie St, Plainfield, CT 06374

  Discover the charm and possibilities of this large 3-bedroom (plus 2 additional Bonus Rooms), 2-bath Colonial Gambrel boasting over 2,500 sq. ft. of living space. Set on a peaceful .69-acre lot at the end of a non-thru neighborhood street, this home offers privacy with convenience. Step through the inviting front porch or a second warm entryway with mudroom that leads to an open kitchen and

  Melissa Guerrero William Pitt Sotheby's Int'l

  24 Marie St, Plainfield, CT 06374
• 

  

  /39

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  698 Brayman Hollow Rd, Pomfret Center, CT 06259

  Spacious 8-Room Cape in a Peaceful Pomfret Setting. Set on 1.3 acres, this 4-bedroom, 2.5-bath Cape offers 2,364 sq. ft. of living space with a thoughtful and flexible layout. The main level features a formal living room, a den with a Pellet stove, a dining area, and a kitchen with granite countertops, tile flooring, and plenty of cabinet space. The first-floor primary bedroom includes a full

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 901-8373

  698 Brayman Hollow Rd, Pomfret Center, CT 06259
• 

  

  /40

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  24 River Rd, Sterling, CT 06377

  Step into history reimagined at 24 River Rd - a stunning 4-bedroom, 2.5-bath home originally built in 1777 and completely rebuilt for modern living. Every inch of this home has been thoughtfully redesigned, blending timeless charm with sleek, contemporary finishes. The open-concept floor plan features wide-plank flooring, recessed lighting, and a chef's kitchen with custom cabinetry,

  Marco Epifani The Hive Real Estate LLC

  24 River Rd, Sterling, CT 06377
• 

  

  /29

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  69 Perry St Unit 130, Putnam, CT 06260

  Ideally located in the established community of Heritage Pines Estates, this well maintained 2 bedroom, 1.5 bath townhouse condo is move in ready condition. The main level features an open concept living room that flows into the dining area. Plenty of light enters through the large bay window that overlooks a flower bed of wildflowers that has plenty of room to add your own personal touch. The

  Kara Mazzola First Choice Realty

  69 Perry St Unit 130, Putnam, CT 06260

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