Windham County, CT Homes

• 

  

  

  /35

  $350,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,958 Sq Ft

  201 Main St, Hampton, CT 06247

  Best Offers due 7/7, Monday @ 7pm. Welcome to the heart of Hampton! Add together a beautiful country lot with perennial gardens, a charming 1949 Cape Home, a fully equipped in-law unit, plus an old horse run-in on 2.2 acres and you have the perfect blend of generational small-town character and modern convenience. The main home has 3 bedrooms and 1 full bath, and connects directly to the in-law

  

  Stephen Daly

  LPT Realty

  (860) 854-7908

  201 Main St, Hampton, CT 06247
• 

  

  

  /13

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • House for Rent

  15 Kent Ct Unit 4, Ashford, CT 06278

  Beautifully remodeled end unit! Move right in to this 2-bedroom single level condo conveniently located near the intersection of Route 44 and Route 74, close to I-84 and the UConn Storrs Campus. New paint, flooring, cabinetry, appliances, bathroom and more.

  

  Steven Ferrigno

  Ferrigno-Storrs, REALTORS LLC

  (860) 419-7199

  15 Kent Ct Unit 4, Ashford, CT 06278
• 

  $450,000 Sold Sep 18, 2025

  • 2,099 Sq Ft
  • $214/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1963

  34 Eaton Ln, Plainfield, CT 06374

  Renovated and ready to move in - this immaculate two to three bedroom ranch, with a pond on the property, and large 3-car garage is located on 4.53 private acres off a private road in Plainfield, CT. A a must see! Open concept kitchen, complete with granite counter tops and stainless-steel appliances, dining and living area along with a wrap around porch, makes this home perfect for a family

  Michael Deyorio CR Premier Properties

  34 Eaton Ln, Plainfield, CT 06374
• 

  Est $334,789 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,963 Sq Ft

  719 N Main St, Danielson, CT 06239

  719 N Main St, Danielson, CT 06239
• 

  

  

  /31

  $494,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft

  31 Cherry Hill Rd, Brooklyn, CT 06234

  This is the one to see! Welcome to this expansive and meticulously maintained raised ranch in the heart of Brooklyn, CT. This stunning home boasts an open floor plan flooded with natural light from large windows and enhanced by soaring vaulted ceilings. Gleaming hardwood floors flow throughout the main living spaces, showcasing beautiful finishes that elevate every room. Central air throughout

  

  Nathan Cholewa

  Kazantzis Real Estate, LLC

  (860) 431-3428

  31 Cherry Hill Rd, Brooklyn, CT 06234
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  /14

  $1,300 - $2,700 per month

  Woodlawn Apartments

  2 - 3 Beds

  80 Bicknell Rd, Ashford, CT 06278

  Can you hear the "birds chirping and woodpeckers pecking" in your current home? Woodlawn Apartments consists of 12 charming buildings on 11 beautiful acres. Our residents enjoy the peace and quiet of nature in a convenient location, along with a caring management and maintenance staff. Only five miles from UConn. Also, call us about our nearby Wood Edge Apartments in Mansfield Center 4 miles from

  80 Bicknell Rd, Ashford, CT 06278
• 

  $421,000 Sold Sep 17, 2025

  • 3,502 Sq Ft
  • $120/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  150 Fabyan Rd, North Grosvenordale, CT 06255

  Located in Thompson, Connecticut, this contemporary modern home, built in 1990, sits on a spacious 8.12-acre lot. The property presents a unique opportunity for the right person, offering a distinctive floor plan characterized by high ceilings, wide-open rooms, and a grand foyer, eat-in kitchen, dining area, family room and so much more. While the house may require some work to restore it to its

  Jennifer Jackson Berkshire Hathaway NE Prop.

  150 Fabyan Rd, North Grosvenordale, CT 06255
• 

  Est $391,220 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  29 Union Dr, Ashford, CT 06278

  29 Union Dr, Ashford, CT 06278
• 

  

  /40

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  69 N Bedlam Rd, Chaplin, CT 06235

  Welcome to your Quintessential New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved forest land and trails. Mansfield Hollow State Park is

  

  Tammy Lucier

  eXp Realty

  (860) 553-9423

  69 N Bedlam Rd, Chaplin, CT 06235
• 

  

  /15

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  63 Academy St Unit C, Danielson, CT 06239

  **Now Available - 2 Bedroom Apartment** Located on the second floor of a beautifully maintained home, this apartment offers charm and comfort. Enjoy gleaming hardwood floors, a spacious living room, an eat-in kitchen, and a formal dining room. Both bedrooms are filled with natural sunlight, creating a warm and welcoming space to call home.

  Heather Ash Spadola RE/MAX One

  63 Academy St Unit C, Danielson, CT 06239
• 

  $799,000 Sold Sep 17, 2025

  • 2,323 Sq Ft
  • $344/SF
  • 40 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2011

  223 Barlow Cemetery Rd, Woodstock, CT 06281

  Discover modern luxury living in this stunning 2011-built Colonial. Perfectly situated on a picturesque waterfront lot with privately owned pond frontage, this thoughtfully designed home offers a lifestyle of elegance and comfort. The home offers 3 bedrooms, two full baths, and two half baths. You will love the classic oak flooring, crown molding, and light-filled living spaces. The finished

  John Downs Berkshire Hathaway NE Prop.

  223 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  Est $225,318 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  186 Kinne Rd, Canterbury, CT 06331

  186 Kinne Rd, Canterbury, CT 06331
• 

  

  /31

  $999,000

  • 4 Beds
  • 3 Baths
  • 3,480 Sq Ft

  19 Hiawatha Heights, Woodstock Valley, CT 06282

  Price Improvement!!! RARE PRIVATE LAKEFRONT GEM: PICTURE WINDOWS FRAME PANORAMIC VIEWS & A COVETED SECLUDED FLAT LOT! Welcome to your sanctuary on Lake Bunggee in Woodstock, CT. This 3,480 sq ft fully renovated 4BR/3BA home offers unparalleled private living. Boasting 113 ft of direct, private lake frontage and a coveted flat lot for effortless water access. Expansive picture windows frame

  

  Kimberly Amundarain

  Executive Real Estate Inc.

  (860) 370-3421

  19 Hiawatha Heights, Woodstock Valley, CT 06282
• 

  

  /35

  $1,085 - $1,795 per month

  Colonial Townhouse Apartments

  Studio - 2 Beds

  29 Foster Dr, Willimantic, CT 06226

  Come experience the newly re-done Colonial Townhouse Apartments! Lots of improvements have been made to the property to make us energy efficient with a modern appearance. This includes new windows, new siding, new EV chargers, fresh signage, and upgraded apartments. You'll get the most value for your money around! Located on the WRTD bus line for easy access to all the area has to offer.

  29 Foster Dr, Willimantic, CT 06226
• 

  $360,000 Sold Sep 16, 2025

  • 1,485 Sq Ft
  • $242/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2001

  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
• 

  Est $495,673 Not Listed For Sale

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

  348 Westford Hill Rd, Ashford, CT 06278

  348 Westford Hill Rd, Ashford, CT 06278
• 

  

  /29

  $235,000 Pending

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft

  8 Chappell St, Chaplin, CT 06235

  All offers due at midnight tonight 8/25/2025. Welcome to 8 Chappell Street! Welcome to your next chapter; where countryside charm meets modern comfort and one level living. Everything has been taken care of for you. All you have to do is move right in. New Roof, new siding, new heating and cooling mini-splits, new wood stove, new electrical, new septic system (tank and leech field!), new shed,

  

  Stephen Daly

  LPT Realty

  (860) 590-7710

  8 Chappell St, Chaplin, CT 06235
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  /12

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  183 Knowlton Hill Rd, Ashford, CT 06278

  Brand new construction now available for lease. Open concept kitchen and living room with cathedral ceiling. Slider to paver patio with firepit and fenced in backyard. Primary bedroom with full bath, walk-in closet, and patio access. Two secondary bedrooms with ample closet space. Main level laundry with drop zone. Central air. Generac generator for peace of mind. Two-car attached garage. Storage

  Noah King Home Selling Team

  183 Knowlton Hill Rd, Ashford, CT 06278
• 

  $375,000 Sold Sep 16, 2025

  • 2,158 Sq Ft
  • $174/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  187 Tuckie Rd, North Windham, CT 06256

  Welcome to 187 Tuckie Rd! A meticulously maintained 3 bedroom 2 bath cape set on a beautifully private 1 acre lot surrounded by mature trees. As you enter you will love the open layout perfect for entertaining and everyday life! The kitchen features stainless appliances and island with seating which opens to the dining area and den with a brick fireplace. The first floor bedroom is spacious,

  Lauren Iraeta KW Legacy Partners

  187 Tuckie Rd, North Windham, CT 06256
• 

  Est $336,206 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  111 Mansfield Rd, Ashford, CT 06278

  111 Mansfield Rd, Ashford, CT 06278
• 

  

  /39

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  293 Willimantic Rd, Chaplin, CT 06235

  All offers due at midnight tonight 9/8/2025. Welcome home to your countryside house on a hill. 1.9 acres nestled up and away from the rush of traffic, a place to hear the world go by, while you appreciate all the nature that surrounds you. Your lovingly maintained ranch home backs directly but discretely onto the scenic Airline Trail-perfect for hiking, biking, and horseback riding right from

  

  Stephen Daly

  LPT Realty

  (860) 485-7414

  293 Willimantic Rd, Chaplin, CT 06235
• 

  

  /40

  $1,500 - $1,750 per month

  Birch Hill Apartments

  2 Beds

  149 Ashford Center Rd, Ashford, CT 06278

  Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

  149 Ashford Center Rd, Ashford, CT 06278
• 

  $799,000 Sold Sep 16, 2025

  • 2,209 Sq Ft
  • $362/SF
  • 15 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2015

  5 Kies Rd, Killingly, CT 06239

  **Welcome to Your Dream Home!** Nestled on over 5 picturesque acres, this stunning 3+ bedroom, 3.5 bathroom residence is a sanctuary of comfort and style, surrounded by state forest and adjacent to an expansive 20+ acres of untouched land. Experience the perfect blend of nature and luxury in this meticulously maintained property. **Key Features:** - **Comfort Year-Round:** Enjoy year-round

  Rene Barbeau RE/MAX Bell Park Realty

  5 Kies Rd, Killingly, CT 06239
• 

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  72 Ashford Rd, Eastford, CT 06242

  72 Ashford Rd, Eastford, CT 06242
• 

  

  /40

  $549,900 Open Sun 10AM - 11:30AM

  • 4 Beds
  • 2.5 Baths
  • 1,887 Sq Ft

  71 Rawson Rd, Woodstock, CT 06281

  Discover a timeless blend of history and modern comfort at 71 Rawson Road, a lovingly modernized 1800s Colonial-style farmhouse located off a serene country road in Woodstock, CT. This distinguished "gentleman's farm" encompasses 1,887 sq ft of living space with 4 well-appointed bedrooms and 2 1/2 baths-perfectly poised for today's lifestyle while retaining classical New England charm. Step

  

  James Duffer

  RISE REC

  (860) 787-8530

  71 Rawson Rd, Woodstock, CT 06281
• 

  

  /13

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft
  • House for Rent

  15 Proulx St, Brooklyn, CT 06234

  Welcome to this inviting single-family home situated on a half-acre parcel in an established Brooklyn neighborhood. This comfortable property offers: * Spacious layout designed for modern living * Garage providing versatility for parking, storage, or hobbies * Half-acre lot with room for outdoor activities, gardening, and entertaining * Established neighborhood setting with mature

  Gene Larrow Larrow's Real Estate

  15 Proulx St, Brooklyn, CT 06234
• 

  $205,000 Sold Sep 15, 2025

  • 1,245 Sq Ft
  • $165/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  29 Kathleen Dr Unit 1B, Willimantic, CT 06226

  Beautifully Updated Condo in Elm Tree Village! Nestled in a well-maintained community, this thoughtfully refreshed 2-bedroom, 11/2-bath condo offers effortless living with a 1car attached garage and a fully finished basement-a rare find for added lifestyle flexibility. Large windows gently flood the space with natural light, while recent updates bring a fresh, welcoming feel throughout. Step

  Leslie Tapia-Bernal Northwest CT Realty

  29 Kathleen Dr Unit 1B, Willimantic, CT 06226
• 

  Est $405,072 Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255
• 

  

  /40

  $485,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282

  Set on a private 1.64-acre lot in West Woodstock, this beautifully maintained 3-bedroom, 2-bath Dutch Colonial/Gambrel blends comfort, efficiency, and craftsmanship. The open main level features natural maple floors, a spacious kitchen with maple cabinets to the ceiling, quartz countertops, a tiled backsplash, Energy Star appliances, and a bright dining area overlooking landscaped grounds,

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 980-5056

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282
• 

  

  /35

  $1,835 - $2,220 per month

  Wyndham Park

  2 Beds

  140 Plains Rd, Windham, CT 06280

  104 townhomes located on 25 park-like acres

  140 Plains Rd, Windham, CT 06280
• 

  $208,000 Sold Sep 15, 2025

  • 3,008 Sq Ft
  • $69/SF
  • 13 Days On Market

  • Built 1833

  326 Route 169, Wood Stock, CT 06281

  INVESTORS TAKE NOTICE! All the work on the outside of this building has been done! New roof, new windows, front deck has been shored up, siding has been redone and painted, porch has been redone and a handicap ramp has been put in. Inside needs complete work. No plumbing or furnace, no bathrooms, empty canvas for you to come in and make this building a home. Think of this bldg as a condo, since

  Diane White CR Premier Properties

  326 Route 169, Wood Stock, CT 06281
• 

  Est $174,500 Not Listed For Sale

  55 Coomer Hill Rd, Killingly, CT 06239

  55 Coomer Hill Rd, Killingly, CT 06239
• 

  

  /29

  $280,000 Pending

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  76 S Prospect St, Putnam, CT 06260

  Charming 2-bedroom, 1-bath ranch in a convenient Putnam location with an attached garage and level yard. This well-maintained home features hardwood floors, an inviting living room, an eat-in kitchen, and a bright den for added living space. Recent improvements include a new roof (Aug. 2025) and replacement windows (2010), offering peace of mind for years to come. With easy one-level living, this

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 419-6717

  76 S Prospect St, Putnam, CT 06260
• 

  

  /9

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 723 Sq Ft
  • House for Rent

  11 Crystal Rd, North Windham, CT 06256

  All newly remodeled and painted Cape Cod bungalow style home with new wood laminate floors, first floor bedroom, lower level basement with walk out,location off Boston Post Road, easy commute to main Routes, highways, etc. Short distance to shopping, parks, and recreation

  Robert Ferrigno Ferrigno-Willimantic REALTORS

  11 Crystal Rd, North Windham, CT 06256
• 

  $545,000 Sold Sep 15, 2025

  • 2,545 Sq Ft
  • $214/SF
  • 65 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2022

  135 Goodwin Rd, Canterbury, CT 06331

  Welcome to this inviting 4-bedroom, 2.5-bath home built in 2022-perfect for families looking for comfort, space, and modern convenience. Situated on 2.21 acres and offering 2,545 square feet of living space, 9' ceilings, this newer build features a spacious layout, a large kitchen with stainless steel appliances, and energy-efficient solar panels that help keep utility costs low. The bright, open

  Kristopher Tramont Real Broker CT, LLC

  135 Goodwin Rd, Canterbury, CT 06331
• 

  Est $41,271 Not Listed For Sale

  37 Weeks Rd, Eastford, CT 06242

  37 Weeks Rd, Eastford, CT 06242
• 

  

  /32

  $274,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374

  One-level living in the desirable Cross Creek 55+ community! This ranch-style, end-unit condominium is handicap accessible and tucked away on a quiet cul-de-sac. Offering 2 bedrooms and 1.5 baths, the home features an open and inviting layout with central air for year-round comfort. The full basement provides excellent storage or finishing potential, while the private area behind the unit is

  

  Melissa DiPiazza

  RE/MAX One

  (860) 419-7888

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374
• 

  

  /24

  $1,575 - $1,750 per month

  Ivy Garden Apartments

  2 Beds

  84 Ash St, Willimantic, CT 06226

  Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

  84 Ash St, Willimantic, CT 06226
• 

  $635,000 Sold Sep 15, 2025

  • 2,190 Sq Ft
  • $290/SF
  • 51 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1800

  156 Ballamahack Rd, Windham, CT 06280

  Who says you can't have it all?! Do not miss this rare and fully equipped horse property set on over 26 private acres in rural Connecticut. This versatile estate offers everything needed for a working farm, peaceful retreat, or unbeatable event space. Your home is a 2190sqft, 4-bedroom, 2-bath home with a first-floor primary suite, a warm rustic dining room, and a flexible bonus room for an

  Stephen Daly LPT Realty

  156 Ballamahack Rd, Windham, CT 06280
• 

  Not Listed For Sale

  • 8 Beds
  • 5.5 Baths
  • 3,450 Sq Ft

  2 Front St, Brooklyn, CT 06234

  2 Front St, Brooklyn, CT 06234

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