Windham County CT Homes for Sale

• 

  

  

  /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
• 

  

  

  /18

  $60,000

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  49 Erin Dr, Plainfield, CT 06374

  Affordable living awaits in this mobile home located in a welcoming 55+ community in Plainfield. Your vision can come to life with a ready to go canvas! Two bedrooms (shelving in first bedroom to be removed prior to closing) and one bathroom. Wide open layout to the living room/dining room make the home feel spacious! Newer windows! Shed in the back yard for storage. Needs cosmetics and repairs.

  Christine Johnson RE/MAX One

  49 Erin Dr, Plainfield, CT 06374
• 

  

  /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. Buyer should do their own Due Diligence.

  Jill Pilgrim William Pitt Sotheby's Int'l

  100 Hubbard Hill Rd, Killingly, CT 06239
• 

  

  

  /34

  $139,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  57 James Dr, North Windham, CT 06256

  Totally remodeled conveniently located in N. Windham in the much desired Stonegate Park. 2 bedroom, one bath with a new Trex Deck with new solar lighting installed in 2026. This deck overlooks a beautifully landscaped yard. The home is located on a dead-end and close to many amenities. You won't be disappointed, inside you will find a freshly painted home, new rugs, new appliances ranging from

  Susan Ouellet RbRE, LLC

  57 James Dr, North Windham, CT 06256
• 

  

  

  /40

  $469,900

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft

  34 Vezina Dr, Danielson, CT 06239

  Welcome home to this beautifully maintained 2,000-square-foot executive ranch, ideally situated on a private, level lot at the end of a quiet cul-de-sac. Designed for comfortable one-level living, this spacious home features hardwood floors, a beautifully appointed eat-in kitchen with granite countertops and a breakfast bar, plus a formal dining room area. The inviting family room, complete with

  Cary Marcoux RE/MAX Bell Park Realty

  34 Vezina Dr, Danielson, CT 06239
• 

  /2

  $124,900

  • Land
  • 2.06 Acres
  • $60,631 per Acre

  161 Lisbon Rd, Canterbury, CT 06331

  EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

  Derek Greene Derek Greene

  161 Lisbon Rd, Canterbury, CT 06331
• 

  

  /9

  $45,000

  • 1 Bed
  • 1 Bath
  • 510 Sq Ft

  25 Route 197 Unit 29, Woodstock, CT 06281

  Welcome to Beautiful Meadowside of Woodstock Campground, a private, gated 100 site co-op campground in Connecticut's quiet Corner. Unit 29 features a 1998 Four Winds mobile home model 30fk and a 30 foot by 9.5 foot combination room added on to the front. The trailer has a kitchen, living room dining room combo with a pull out bed, full bath, and bed room. The addition had a bigger eating area and

  Margaret Young CR Premier Properties

  25 Route 197 Unit 29, Woodstock, CT 06281
• 

  

  /21

  $699,000

  • Land
  • 84.5 Acres
  • $8,272 per Acre

  61 Deerwood Dr, Killingly, CT 06239

  51 fully approved 55+ housing units to be built in Phases III & IV of the Briarwood Falls development property. within minutes of Killingly Center & Killingly Commons, and a half-hour to the casinos. All utilities and full site plans including architectural drawings for 1,250, 1,450, and 1,600 square foot designs of the first two phases are available. A 2025 revised estimate for the road &

  Maxwell Lyman Lyman Real Estate

  61 Deerwood Dr, Killingly, CT 06239
• 

  

  /3

  $140,000

  $10K PRICE DROP

  • Land
  • 22.8 Acres
  • $6,140 per Acre

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255

  0 Thompson Road offers a picturesque 22.8 acre mixed-use commercial land opportunity located in the BDD (Business Development District) zone, allowing for energy storage, agricultural operations, multi-family housing (special permit), and light manufacturing, subject to Town Planning & Zoning approval. Gentle Slopping Bordered by the French River and North Grosvenordale Pond, the site includes

  Michael Collins Berkshire Hathaway NE Prop.

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255
• 

  /2

  $399,900

  • Land
  • 8.29 Acres
  • $48,239 per Acre

  0 West Pkwy, Plainfield, CT 06374

  Positioned within a well-established industrial park, this 8+ acre parcel offers a prime opportunity for industrial development just 1/2 mile from Interstate 395, providing excellent regional access for transportation, logistics, and distribution operations. The property's location allows for efficient connectivity to major Northeast markets, making it ideal for manufacturing, warehousing,

  Androula Kazantzis KAZANTZIS ANDROULA

  0 West Pkwy, Plainfield, CT 06374
• 

  

  /40

  $405,000

  • 4 Beds
  • 1.5 Baths
  • 2,552 Sq Ft

  89 Mechanics St, Putnam, CT 06260

  Step into the timeless charm of this beautiful Victorian-style home, where classic architecture meets comfortable everyday living. Featuring 4 bedrooms and 1.5 bathrooms, this residence showcases the character and craftsmanship that make Victorian homes so desirable. Tall ceilings, abundant natural light, and spacious rooms create a warm and inviting atmosphere, while the generous floor plan

  Tina Keith Coldwell Banker Realty

  89 Mechanics St, Putnam, CT 06260
• 

  /2

  $400,000

  New Construction

  • 1 Bed
  • 1 Bath
  • 644 Sq Ft

  6 Indian Run Dr, Thompson, CT 06277

  Similar to be built. Charming Craftsman-style home offering efficient, low-maintenance living! This thoughtfully designed 644 sq. ft. home features 1 bedroom and 1 full bathroom with a bright, open floor plan. Large windows fill the space with natural sunlight, creating a warm and inviting atmosphere. The kitchen and living areas flow seamlessly, perfect for comfortable everyday living. Enjoy

  Cary Marcoux RE/MAX Bell Park Realty

  6 Indian Run Dr, Thompson, CT 06277
• 

  

  /39

  $424,900

  $25K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 2,760 Sq Ft

  760 Upper Maple St, Danielson, CT 06239

  Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with

  Mickey Morabito RE/MAX Bell Park Realty

  760 Upper Maple St, Danielson, CT 06239
• 

  /2

  $149,900

  • Land
  • 15.74 Acres
  • $9,524 per Acre

  Lot 6 & 6A Mashamoquet Rd, Pomfret, CT 06259

  This sale includes two lots being sold together. Lot 6A: 3.76 acres with 200 feet of road frontage Lot 6: 11.88 acres with 200 feet of road frontage Together, these properties offer a total of 15.64 acres and 400 feet of combined road frontage, presenting an excellent opportunity for a private estate, recreational use, or future development.

  Michele Geragotelis RE/MAX Bell Park Realty

  Lot 6 & 6A Mashamoquet Rd, Pomfret, CT 06259
• 

  

  /4

  $60,000

  • Land
  • 26,571 Sq Ft
  • $98,361 per Acre

  81 Deerfield Dr, Sterling, CT 06377

  Discover this beautiful 0.61-acre lot-ready and waiting for your dream build. Tucked away on a private road in Sterling, CT, this property offers the perfect opportunity to create your own peaceful retreat. Whether you're envisioning a custom home or a quiet getaway, this slice of heaven provides the privacy and space you've been looking for.

  Kristopher Tramont Real Broker CT, LLC

  81 Deerfield Dr, Sterling, CT 06377
• 

  

  /38

  $265,000

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  512 Pleasant St, Willimantic, CT 06226

  Welcome to 512 Pleasant Street, a move-in ready single-family home offering comfort, convenience, and modern updates. The beautifully updated kitchen serves as the heart of the home, featuring stylish finishes and a functional layout that's perfect for everyday living and entertaining. This well-maintained property is ready for its next owner to move right in and enjoy. With inviting living

  Sondra Reid Home Selling Team

  512 Pleasant St, Willimantic, CT 06226
• 

  

  /39

  $394,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  1 Library Rd, Canterbury, CT 06331

  Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

  Kristopher Tramont Real Broker CT, LLC

  1 Library Rd, Canterbury, CT 06331
• 

  

  /25

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 2,014 Sq Ft

  21 Fairfield Dr, Woodstock, CT 06281

  Welcome home to this charming colonial tucked away on a peaceful cul-de-sac, offering privacy and picturesque views on a full acre of land. As you step in through the fresh new mudroom, you will find a spacious, bright living room, a separate dining room, and a beautiful kitchen with stainless steel appliances, a breakfast bar, abundant cabinet space, and access to a private back deck overlooking

  Patricia Scarpa Marino Realty LLC

  21 Fairfield Dr, Woodstock, CT 06281
• 

  /2

  $399,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  4 Railroad Ave, Plainfield, CT 06374

  Discover the Perfect Blend of Privacy and Convenience Nestled on nearly an acre of wooded surroundings, this charming 3 bedroom, 1.5 bath home offers the peaceful setting you've been searching for while remaining just minutes from shopping, dining, healthcare, and easy access to I395. Inside, you'll find a spacious 24 x 14 primary bedroom, convenient first floor laundry, and an inviting living

  Thomas Goss J. Christopher Real Estate Group

  4 Railroad Ave, Plainfield, CT 06374
• 

  

  /26

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,218 Sq Ft

  257 Sabin St Unit 21, Putnam, CT 06260

  This townhouse offers both convenience and spaciousness. Located nicely to all shopping, parks, hospital and the highway. End unit with a one car garage. The fully applianced kitchen, and 1/2 bath. On the upper level are 2 large bedrooms and a full bath. Each bedroom has plenty of closet space. New gas/range/oven, microwave does not work AGENT RELATED TO SELLER

  Robin Smith RE/MAX Bell Park Realty

  257 Sabin St Unit 21, Putnam, CT 06260
• 

  

  /30

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  40 Taft St, Danielson, CT 06239

  Welcome home to the heart of Connecticut's beautiful Quiet Corner, where peaceful country living meets modern comfort. Nestled on a quiet street in Killingly, CT, this well maintained 3-bedroom, 2.5-bath home sits on over half an acre of land, offering privacy, space, and a wonderful setting to enjoy all the area has to offer. Step inside to discover a thoughtfully designed floor plan featuring a

  Whitney Easton Berkshire Hathaway NE Prop.

  40 Taft St, Danielson, CT 06239
• 

  

  /31

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  107 N Society Rd, Canterbury, CT 06331

  Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and

  Kristen Tarryk Duprey Real Estate, LLC

  107 N Society Rd, Canterbury, CT 06331
• 

  

  /19

  $375,000

  Open Fri 4:30PM - 6:30PM

  • 3 Beds
  • 1 Bath
  • 1,178 Sq Ft

  131 Daggett St, Moosup, CT 06354

  Charming 1900 Cape-style home featuring 3 bedrooms, 1 full bath, and convenient first-floor living with the primary bedroom, full bath, and kitchen. The spacious living and dining areas offer plenty of room to gather, while the sliding door leads to a back deck and patio. The detached heated two-bay garage includes a workbench area off the back and a bright room with a propane stove, perfect for

  Paige Collelo Taber Realty, LLC

  131 Daggett St, Moosup, CT 06354
• 

  

  /39

  $874,000

  $125K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  254 Beaver Hill Rd, North Windham, CT 06256

  Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

  Lori Vogel William Raveis Real Estate

  254 Beaver Hill Rd, North Windham, CT 06256
• 

  

  /40

  $544,000

  Open Sun 11AM - 12:30PM $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  391 Squaw Hollow Rd, Ashford, CT 06278

  Nestled amidst mature trees in a serene, private setting, this enchanting Colonial home seamlessly merges comfort, charm, and tranquility. Surrounded by nature, the picturesque property boasts a stunning backyard oasis. Beautiful planting, stone patio, gazebo, deck with a hot tub and the best chicken coop you've ever seen! Step inside to experience this well maintained Colonial featuring spacious

  Noelle Merle Hometown National Realty

  391 Squaw Hollow Rd, Ashford, CT 06278
• 

  

  /3

  $179,000

  $20K PRICE DROP

  • Land
  • 16.08 Acres
  • $11,132 per Acre

  110 Church St, Brooklyn, CT 06234

  Approved building lot on shared driveway. Desirable location.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  110 Church St, Brooklyn, CT 06234
• 

  

  /3

  $349,500

  • Land
  • 1.14 Acres
  • $306,579 per Acre

  423 Providence Rd, Brooklyn, CT 06234

  * City Water, Septic, and Gas * Located across the street from Walmart Supercenter * Traffic Count: 14,900 * Conceptual Plans for Various Uses * Zoning Uses: Retail, Self Storage/Contractor Bays, Apartments/Condos * Zone: PC * Nearby Tenants: McDonald's, CVS, NAPA, Advance Auto Parts, Dollar Tree, Ocean State Job Lot, Dunkin', KFC, AutoZone, & (coming soon) Tractor Supply

  Sam Lyman Samuel Lyman, Broker

  423 Providence Rd, Brooklyn, CT 06234
• 

  

  /40

  $1,450,000

  • 4 Beds
  • 5.5 Baths
  • 6,394 Sq Ft

  1374 Route 171, Woodstock Valley, CT 06282

  Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence

  Kristen Kaskela Berkshire Hathaway NE Prop.

  1374 Route 171, Woodstock Valley, CT 06282
• 

  

  /39

  $520,000

  $29K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
• 

  

  /13

  $310,000

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  543 Lisbon Rd, Canterbury, CT 06331

  Welcome to this well-maintained 2-bedroom, 1-bath home situated on 0.89 acres in Canterbury, CT. Filled with natural light, the bright and inviting interior features beautiful hardwood floors, fresh paint throughout, and comfortable living spaces that are ready for you to make your own. The oversized detached two-car garage with its own electrical service is perfect for a workshop, hobbies, or

  Erika Weisenburger William Raveis Real Estate

  543 Lisbon Rd, Canterbury, CT 06331
• 

  /2

  $179,000

  • Land
  • 2.85 Acres
  • $62,807 per Acre

  0 Child Dome Rd Unit 24183816, Woodstock, CT 06281

  Rare opportunity to own a large buildable lot in Woodstock, CT. this serene rear lot is located on one of the highest points in Woodstock. Surrounded by Conservatory farmland, the views are for miles. The ride to this property, through sparsely populated countryside, will definitely give you feel of the natural surroundings. Although located "far from the crowd" you are centrally located to

  Bob Seele Coldwell Banker Realty

  0 Child Dome Rd Unit 24183816, Woodstock, CT 06281
• 

  

  /39

  $454,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  37 Valley View Dr Unit 14A, Killingly, CT 06241

  Upscale new-construction end-unit condo featuring 3 bedrooms, 2.5 baths, and a 1-car garage. This beautifully designed home offers an open-concept layout, modern finishes, and abundant natural light throughout. The spacious walk-out basement provides additional living or storage potential. Located on a quiet cul-de-sac, this desirable end unit combines privacy, comfort, and convenience in a

  Colleen Rybacki Brunet and Company Real Estate

  37 Valley View Dr Unit 14A, Killingly, CT 06241
• 

  /2

  $196,000

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  45 Main St Unit 205, Plainfield, CT 06374

  Welcome home to this charming 2-bedroom, 1.5-bath mill-style condominium, where historic character and modern updates come together beautifully. From the moment you walk in, you'll love the soaring ceilings, oversized windows, and natural light that fill the space with warmth. The open layout offers plenty of room to relax or entertain, while the in-unit washer and dryer add everyday convenience.

  Cassie Ryniewicz CR Premier Properties

  45 Main St Unit 205, Plainfield, CT 06374
• 

  

  /12

  $190,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  11 Cottage St, Putnam, CT 06260

  Opportunity awaits at 11 Cottage Street in Putnam! This classic home is ready for its next chapter and offers tremendous potential for investors, flippers, or buyers looking to renovate and build equity. The property is in need of a complete update. Conveniently located close to downtown Putnam's restaurants, shops, parks, and local amenities, this property offers a desirable location with plenty

  Davis Owen Davis Owen Real Estate

  11 Cottage St, Putnam, CT 06260
• 

  

  /34

  $599,000

  $51K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,052 Sq Ft

  165 Huntington Rd, Scotland, CT 06264

  Discover the possibilities at 165 Huntington Road in scenic Scotland, Connecticut. Set on over 21 acres of picturesque countryside and surrounded by the natural beauty of northeastern Connecticut, this unique property offers open space and endless opportunities to roam, recreate, or simply enjoy the peaceful setting. Inside you'll find three bedrooms to include a generously sized Master Bedroom.

  Mark Sperduto eXp Realty

  165 Huntington Rd, Scotland, CT 06264
• 

  

  /9

  $1,300,000

  • Land
  • 1.41 Acres
  • $921,986 per Acre

  20 Wauregan Rd, Killingly, CT 06239

  Strategically positioned at a signalized, high-traffic corner along Route 6 and Route 12, this premier commercial offering is available for sale or lease and presents a rare development opportunity in a strong retail corridor. The property features over 517 feet of combined frontage on both thoroughfares, delivering exceptional visibility, multiple points of access potential, and continuous

  Androula Kazantzis KAZANTZIS ANDROULA

  20 Wauregan Rd, Killingly, CT 06239
• 

  

  /10

  $459,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  Unlisted Address

  Great single family home with an extra home on property. Level lot. Lots of opportunity to live or invest. Sale includes 683 Norwich Rd.

  Tony Martin Home Pro Real Estate

  Unlisted Address
• 

  /2

  $225,000

  • Land
  • 13.3 Acres
  • $16,917 per Acre

  0 Church St, Thompson, CT 06277

  Picturesque lot with building site off the road. Ready to go with testing complete for a 5 bedroom home. Build your dream home!

  Amy Brunet Brunet and Company Real Estate

  0 Church St, Thompson, CT 06277
• 

  

  /13

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  9 Hammond St, Putnam, CT 06260

  Welcome to this charming 3-bedroom, 2-bath Colonial offering 1,836 square feet of living space. Filled with character and potential, this home is ready for its next owner to make it their own. Whether you're looking for a primary residence or a great investment opportunity, this property offers endless possibilities. Conveniently located near downtown Putnam, you'll enjoy easy access to local

  Kayla Morin First Choice Realty

  9 Hammond St, Putnam, CT 06260
• 

  

  /15

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 2,006 Sq Ft

  232 North St, Willimantic, CT 06226

  Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic

  Derek Eisenberg Continental Real Estate

  232 North St, Willimantic, CT 06226

Showing Results 121 - 160, Page 4 of 8