Windham County, CT Homes

• 

  

  

  /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
• 

  

  

  /24

  $2,800 per month

  • 3 Beds
  • 1 Bath
  • 1,198 Sq Ft
  • House for Rent

  19 Larrow Dr, North Windham, CT 06256

  Welcome to 19 Larrow Drive - a charming furnished, 3 bedroom home offering comfortable ranch-style living in a lovely North Windham neighborhood. This corner lot property features a spacious living area, eat-in kitchen, one full bathroom with large shower stall, convenient mudroom with access to the deck and level backyard. There is a washer and dryer located in the lower level laundry area. It

  Tracey Lizza Coldwell Banker Realty

  19 Larrow Dr, North Windham, CT 06256
• 

  $470,000 Sold Sep 12, 2025

  • 1,836 Sq Ft
  • $256/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  156 Quaddick Rd, Thompson, CT 06277

  This one has it all! Loved for the last 35 years, this 3 bedroom 2 bathroom Ranch is more than meets the eye. Sitting on a flat 1+ AC lot, this entire property is designed for entertaining. A lined basketball court in the driveway, rear deck/patio, Above Ground pool, shed with power, the biggest playground you have seen, zipline and more! Don't let this homes age fool you also, an addition in

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  156 Quaddick Rd, Thompson, CT 06277
• 

  Not Listed For Sale

  221 Mansfield Rd, Ashford, CT 06278

  221 Mansfield Rd, Ashford, CT 06278
• 

  

  

  /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

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  17 Southridge Dr, Willimantic, CT 06226

  Willimantic Duplex Eat in kitchen open to the living room. Appliances included- stove, refrigerator, microwave & dishwasher. Clean and ready for you to move in!One full and one 1/2 bath, laundry hook-up. Nice deck & large yard. Off-street parking, convenient to ECSU, Windham Hospital & shopping. Great area! City water & solar electricity included - tenant pays for oil heat.

  17 Southridge Dr, Willimantic, CT 06226
• 

  $525,000 Sold Sep 12, 2025

  • 2,362 Sq Ft
  • $222/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  359 Barlow Cemetery Rd, Woodstock, CT 06281

  Welcome to 359 Barlow Cemetery Rd - a truly one-of-a-kind property set on 3.2 scenic acres that lead to the peaceful waters of Bungee Brook. This spacious home offers a versatile layout, featuring a large primary bedroom suite, two additional bedrooms, and a generous supplemental room on the upper level-perfect for a home office, gym, or guest space. The fully finished basement is an

  Adam Gumula Kazantzis Real Estate, LLC

  359 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  

  /50

  Est $409,001 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  109 Boston Turnpike, Eastford, CT 06259

  109 Boston Turnpike, Eastford, CT 06259
• 

  

  /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
• 

  

  /18

  $2,250 per month

  • 2 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • House for Rent

  125 Fitzgerald Rd Unit B, Brooklyn, CT 06234

  Unique opportunity to rent approximately 1,700 sq. ft. In-Law Apartment attached to a very well maintained home. In-Law rental is available and owners will be looking for a 1+ year lease but will consider all rental options including pets considered on case by case. Rental unit is a 2 bedroom, 2 full bathroom, one 1/2 bathroom with laundry in the unit. The second bedroom would work well for a

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  125 Fitzgerald Rd Unit B, Brooklyn, CT 06234
• 

  $565,000 Sold Sep 12, 2025

  • 2,241 Sq Ft
  • $252/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  571 Squaw Rock Rd, Moosup, CT 06354

  Enjoy breathtaking scenic views from this stunning ranch-style home offering over 2,200 sq ft of beautifully designed living space. The open floor plan features a fireplaced living room with vaulted ceilings and an abundance of natural light. The spacious eat-in kitchen comes fully applianced with granite countertops-perfect for entertaining or quiet evenings at home. The primary suite is a true

  Cary Marcoux RE/MAX Bell Park Realty

  571 Squaw Rock Rd, Moosup, CT 06354
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft

  6 R And r Park, Killingly, CT 06241

  6 R And r Park, Killingly, CT 06241
• 

  

  /19

  $299,000 Pending

  • 6 Beds
  • 2 Baths
  • 1,932 Sq Ft

  100 South St, Willimantic, CT 06226

  Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

  

  Amber Jones

  KW Legacy Partners

  (860) 831-4634

  100 South St, Willimantic, CT 06226
• 

  

  /4

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  446 Riverside Dr Unit 1, North Grosvenordale, CT 06255

  One bedroom apartment available on SMOKE FREE property. Apartment has kitchen, living room, bedroom and bathroom. Included in rent is reasonable heat, hot water, reasonable trash removal, snow plowing, yard maintenance and off-street parking. Rental is $1,100.00 per month for a person. A security deposit of $1,100.00, first month rent of $1,100.00 and last month of $1,100.00 is required up front

  446 Riverside Dr Unit 1, North Grosvenordale, CT 06255
• 

  $337,500 Sold Sep 12, 2025

  • 1,075 Sq Ft
  • $314/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1976

  17 Hemlock Dr, Plainfield, CT 06374

  This charming 3-bedroom Cape-style home offers a spacious and comfortable lifestyle on an oversized lot nestled in a quiet cul-de-sac neighborhood. Updated kitchen features stainless appliances and tile flooring, seamlessly flowing into the living room with warm wood floors-perfect for entertaining and daily living. Freshly painted throughout-making a lank canvas for you to work with. The

  Susan Hermanson William Raveis Real Estate

  17 Hemlock Dr, Plainfield, CT 06374
• 

  Est $491,471 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  180 Boston Turnpike, Pomfret Center, CT 06259

  180 Boston Turnpike, Pomfret Center, CT 06259
• 

  

  /36

  $339,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  52 Singleton Rd, Chaplin, CT 06235

  ***Highest and best by 8pm on Monday 08/04/25***Welcome to your private retreat in Chaplin! This spacious 3-bedroom, 2-full bathroom ranch is set on just over 5 acres of peaceful, secluded land-perfect for those seeking privacy and a connection to nature. A small pond borders the property, adding charm and tranquility to the setting. The lower level features a large recreational room, ideal for a

  

  Alexis John

  RE/MAX One

  (860) 846-4680

  52 Singleton Rd, Chaplin, CT 06235
• 

  

  /16

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Townhouse for Rent

  18 Ballou St Unit 9, Putnam, CT 06260

  Very well maintained Townhouse style Rental opportunity in a private Condo Complex. Unit features 2 bedrooms, 1 full and 1 half bathroom. Generous sized living room, cozy working kitchen with eating space along with a rear balcony. The lower level serves as a nice entrance/mudroom from the 1 car garage.

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  18 Ballou St Unit 9, Putnam, CT 06260
• 

  $495,000 Sold Sep 12, 2025

  • 1,613 Sq Ft
  • $307/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2017

  4 Skylark Ln Unit 4, Killingly, CT 06239

  Welcome to Briarwood Falls, a desirable 55+ community offering the ease of single-family living with all the benefits of a condo lifestyle. This well-maintained 2-bedroom, 2-bath ranch features an open floor plan with vaulted ceilings, a spacious applianced kitchen with breakfast bar, and a walk-in pantry. The generously sized primary suite offers comfort and convenience with a private bathroom,

  Cary Marcoux RE/MAX Bell Park Realty

  4 Skylark Ln Unit 4, Killingly, CT 06239
• 

  Est $431,470 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  37 Tuckie Rd, Windham, CT 06280

  37 Tuckie Rd, Windham, CT 06280
• 

  

  /7

  $309,000

  • 7 Beds
  • 3 Baths
  • 3,419 Sq Ft

  26 Maple Ave, Willimantic, CT 06226

  Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added

  

  Heather Meehan

  Meehan & Daughters Real Estate

  (860) 813-3914

  26 Maple Ave, Willimantic, CT 06226
• 

  

  /12

  $1,150 per month

  • Studio
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  223 Jackson St Unit 3, Willimantic, CT 06226

  Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

  223 Jackson St Unit 3, Willimantic, CT 06226
• 

  $259,900 Sold Sep 12, 2025

  • 1,624 Sq Ft
  • $160/SF
  • 11 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1984

  77 Plains Rd, Windham, CT 06280

  BEST AND FINAL TUESDAY 7/15 5PM. Investors Take Notice! Endless potential awaits in this 3-bedroom, 1.5-bath home with an attached 2-car garage. Whether you're looking to renovate, flip, or hold as a rental, this property offers unlimited possibilities. Bring your vision and transform this space into something truly special! Estate is subject to probate approval, and property just came out of

  Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
• 

  

  /40

  $339,900

  • 5 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  14 Buckley Hill Rd, North Grosvenordale, CT 06255

  Beautifully updated two-family home in Thompson! This property was significantly upgraded with a brand-new roof, new boiler, rebuilt front and rear porches, and electrical upgrades. Inside, you'll find modern touches like recessed lighting, new ceiling fans, updated stainless appliances, refreshed bathrooms with new vanities, and upgraded plumbing with PEX. Safety and efficiency were improved

  

  Peter Vitale

  Century 21 Limitless

  (888) 443-1850

  14 Buckley Hill Rd, North Grosvenordale, CT 06255
• 

  

  /14

  $1,800 per month

  • 3 Beds
  • 1 Bath
  • 2,652 Sq Ft
  • Apartment for Rent

  78 S Main St, Brooklyn, CT 06234

  This spacious 3-bedroom apartment offers comfort and convenience with fresh paint, brand-new carpets, and plenty of parking. The unit also includes its own garage, providing additional storage or parking options. Please note: No pets allowed. Security deposit, background, and credit checks are required-no exceptions. This clean, move-in ready apartment is an excellent option for those seeking a

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  78 S Main St, Brooklyn, CT 06234
• 

  $419,000 Sold Sep 12, 2025

  • 1,320 Sq Ft
  • $317/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  101 Prospect St, Putnam, CT 06260

  Welcome to this adorable 4-bedroom, 2.5-bathroom home with a one-car garage, perfectly located in the vibrant and historic town of Putnam. Step inside to a cozy main level featuring a warm fireplace, ideal for relaxing evenings. The kitchen offers plenty of space and charm for everyday living. This home is nestled in such a great neighborhood! Looking to start a family but haven't been able to

  Ashley Walker Brunet and Company Real Estate

  101 Prospect St, Putnam, CT 06260
• 

  Est $334,386 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft

  370 Valley St, Willimantic, CT 06226

  370 Valley St, Willimantic, CT 06226
• 

  

  /40

  $335,000

  • 6 Beds
  • 3 Baths
  • 3,274 Sq Ft

  384 Prospect St, Willimantic, CT 06226

  Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a

  

  Heather Meehan

  Meehan & Daughters Real Estate

  (860) 321-1528

  384 Prospect St, Willimantic, CT 06226
• 

  

  /8

  $875 per month

  • 5 Beds
  • 4 Baths
  • 400 Sq Ft
  • House for Rent

  200 Lovers Ln, Windham, CT 06280

  Property Id: 223483This home is a fully restored and appropriately furnished historic home built by retired Lt. Melatiah Bingham who discovered the site when camping on the Shetucket Riverbank during his service under Rochambeau in the Revolutionary War. The property is located just outside of Willimantic, CT in Windham Center. I have owned the home for 20 years and lovingly restored it

  200 Lovers Ln, Windham, CT 06280
• 

  $367,000 Sold Sep 12, 2025

  • 1,348 Sq Ft
  • $272/SF
  • 26 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1969

  26 Hillside View, Danielson, CT 06239

  Lovely and spacious raised ranch home located on a dead end street. With close proximity to all major routes, this location is comfortably suited for commuting. The home is adorned with lovely outdoor landscaping and a spacious deck for enjoyment. Inside you'll find a kitchen with breakfast bar open to dining room and living room. An additional room with woodstove off dining would make a lovely

  Amy Brunet Brunet and Company Real Estate

  26 Hillside View, Danielson, CT 06239
• 

  Not Listed For Sale

  00 Brook Rd, Scotland, CT 06264

  00 Brook Rd, Scotland, CT 06264
• 

  

  /18

  $895,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  36 Olde Meadow Rd, Woodstock, CT 06281

  TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 407-5265

  36 Olde Meadow Rd, Woodstock, CT 06281
• 

  

  /13

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  1484 Connecticut 171, Woodstock, CT 06282

  Beautiful basement apartment under the recently constructed new Woodstock Valley Country Store, just past the entrance to Bungay Lake. This showplace apartment has high ceilings, beautiful floors, ultra-modern fully-applianced kitchen, large bathroom, laundry closet and 2 huge bedrooms. Hot air heat and central air for cooling fueled by propane. Entrance has its own private driveway with plenty

  Joann Hall RE/MAX Bell Park Realty

  1484 Connecticut 171, Woodstock, CT 06282
• 

  $690,500 Sold Sep 12, 2025

  • 2,140 Sq Ft
  • $323/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  115 Center Rd, Woodstock, CT 06281

  Nestled on a picturesque 3.7-acre corner parcel, this well-maintained 2000-built ranch provides 2,140 sq ft of single-level living. A cathedral-ceiling great room unites the floor plan with continuous hardwood flooring and a striking floor-to-ceiling brick fireplace. The kitchen showcases quartz counters and stainless-steel appliances and opens to a generous dining area that blends seamlessly

  Carol Ryniewicz CR Premier Properties

  115 Center Rd, Woodstock, CT 06281
• 

  Est $173,197 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  114 S Chestnut St Unit 114, Wauregan, CT 06387

  114 S Chestnut St Unit 114, Wauregan, CT 06387
• 

  

  /11

  $925,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,500 Sq Ft

  0 Joy Rd, Woodstock, CT 06281

  Luxury Ranch-Style Home To Be Built by DHS Copeland Builders - Woodstock, Ct Offered on a Private 5-Acre Parcel - Bring Your Plans or Use Ours! Discover the perfect blend of elegance and tranquility with this to-be-built luxury ranch-style home by the renowned DHS Copeland Builders. Centrally located in the heart of Woodstock, CT, this rare 5-acre parcel offers the ideal canvas for your dream

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 813-2921

  0 Joy Rd, Woodstock, CT 06281
• 

  

  /9

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  71 Meadow St, Windham, CT 06226

  Property Id: 1294442 bedroom, 1 bath, 1st floor unit, porch and off street assigned parking. On site laundry facilities. Quiet and safe neighborhood. Yard is set back from the street. Heat and Hot Water included.

  71 Meadow St, Windham, CT 06226
• 

  $550,000 Sold Sep 12, 2025

  • 1,428 Sq Ft
  • $385/SF
  • 283 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  199 Pine Hollow Rd, Dayville, CT 06241

  Discover your perfect lake setting in this stunning single-level home featuring 3 bedrooms and 1 1/2 baths. With an open floor plan that seamlessly connects living, dining and kitchen spaces this home is designed for relaxation and entertaining. Step outside to your expansive patio surrounded by Azaleas, Rhododendrons, Lilacs and Mountain Laurel. Sit where you can soak in the breathtaking views

  Richard Loomis RE/MAX Bell Park Realty

  199 Pine Hollow Rd, Dayville, CT 06241
• 

  Not Listed For Sale

  0 Cornell Rd, Plainfield, CT 06374

  0 Cornell Rd, Plainfield, CT 06374

Showing Results 81 - 120, Page 3 of 18