Windham County, CT Homes

• 

  

  

  /19

  $289,999

  • 6 Beds
  • 2 Baths
  • 1,904 Sq Ft

  144 Prospect Ave, Danielson, CT 06239

  PRICED DROPPED NOW SELLER IS BASICALLY GIVING IT AWAY GET IN THERE TODAY TO BE HOME FOR THE HOLIDAYS THERE IS STILL TIME!! Location is ideal just minutes from major highways, schools etc. Motivated Seller book your private tour today. Welcome to this great 2 family with many many updates. Brand new roof. Great commuter location. This family style setting 2 units side by side with 3 bedrooms 1

  KAREN MILHEM Media Realty Group, Inc.

  144 Prospect Ave, Danielson, CT 06239
• 

  

  

  /9

  $2,200 per month plus fees

  • 4 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Condo for Rent

  158 Windham Rd Unit 1, Windham, CT 06226

  Property Id: 22775204 bedroom 1 bath apartment on 1st floor of 3 family. Available Jan 1. Washer dryer hookups in unit, very large apartment. Dishwasher. Brand new smart appliances; fridge, dishwasher, microwave range, and gas stove. $2200 per month. Double security required. Small pet under 15 pounds considered with additional pet deposit. Gas heat and stove, Almost finished renovating.

  158 Windham Rd Unit 1, Windham, CT 06226
• 

  $795,000 Sold Jan 30, 2025

  56 Quaddick Rd, Thompson, CT 06277

  • 3 Beds
  • 1.5 Baths
  • 1,952 Sq Ft
  • Built 1800

  Last Sold Summary

  • $407/SF
  • 101 Days On Market

  Current Estimated Value $725,908

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  56 Quaddick Rd, Thompson, CT 06277
• 

  Est $432,402 Not Listed For Sale

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

  67 N Sterling Rd, Moosup, CT 06354

  67 N Sterling Rd, Moosup, CT 06354
• 

  

  /2

  $295,000 Under Contract

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

  Unlisted Address

  Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

  Valerie Yankus Property Shoppe, LLC

  Unlisted Address
• 

  

  /7

  $2,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Apartment for Rent

  21 Union St Unit 27, Moosup, CT 06354

  For Rent - Spacious 3 Bedroom Apartment in Plainfield, CT - $2,000/month Welcome home to this beautifully updated 3-bedroom, 2-bath apartment in the heart of Plainfield, CT. Featuring an open layout, this property offers comfort, functionality, and plenty of space for family living. The primary bedroom includes its own private full bath, while the additional bedrooms are generously sized and

  Casey Garavaglia RE/MAX Legends

  21 Union St Unit 27, Moosup, CT 06354
• 

  $137,500 Sold Jul 09, 2025

  1100 Plainfield Pike, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,920 Sq Ft
  • Built 1750

  Last Sold Summary

  • 31% Below List Price
  • $72/SF
  • 7 Days On Market

  Current Estimated Value $328,492

  Last Listing Agent Paul Stone Kazantzis Real Estate, LLC

  1100 Plainfield Pike, Sterling, CT 06377
• 

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  13 Fountain St, Brooklyn, CT 06234

  13 Fountain St, Brooklyn, CT 06234
• 

  

  /5

  $75,000

  • Land
  • 1.47 Acres
  • $51,020 per Acre

  0 Plainfield Pike, Plainfield, CT 06374

  1.47 acres of vacant land conveniently located! Driveway has been dug out and crush stone laid. Your opportunity awaits! Site plan was done in the past by an Engineer. Previously approved building lot, expired 3/20/23.Driveway work done in 2023. Last Perc test done in 2004.

  Skyla Gagnon RE/MAX Bell Park Realty

  0 Plainfield Pike, Plainfield, CT 06374
• 

  

  /7

  $1,600 per month plus fees

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

  51-57-57 Grove St Unit 53, Plainfield, CT 06239

  Property Id: 1730553Available now in Plainfield, CT. This is a 2 bed / 1 bath townhouse-style apartment that's been recently renovated and offers a clean, updated living space.Details: • 2 bedrooms (one with a closet) • Large living room • About 900 sq ft • Private basement for storage • Washer & dryer hookups • New windows • Backyard access •

  51-57-57 Grove St Unit 53, Plainfield, CT 06239
• 

  $385,000 Sold Oct 02, 2025

  24 Blumenthal Dr, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 8 Days On Market

  Last Listing Agent Kara Mazzola First Choice Realty

  24 Blumenthal Dr, Dayville, CT 06241
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  9 Fairway Dr, North Windham, CT 06256

  9 Fairway Dr, North Windham, CT 06256
• 

  

  /40

  $975,000

  • 3 Beds
  • 3.5 Baths
  • 3,460 Sq Ft

  180 Jericho Rd, Pomfret Center, CT 06259

  A one of a kind stunning Contemporary Ranch custom built by the current owners! Set on a level 17 acre lot that has been partially cleared for recreational activities & built-in heated pool. This home is a private, quiet sanctuary for you and yours! The exterior has aggregate bricks that sparkle in the sun, limestone sills/steps, & vinyl siding in sides/back. The home was designed with an open

  Armand Colello Executive Real Estate Inc.

  180 Jericho Rd, Pomfret Center, CT 06259
• 

  

  /16

  $1,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 3,048 Sq Ft
  • Apartment for Rent

  78 Smith St, Putnam, CT 06260

  Newly renovated and ready for move-in, this spacious 3-bedroom apartment occupies the 2nd and 3rd floors of a quiet, well-maintained building. Featuring fresh updates throughout and a functional layout, the unit includes washer/dryer hookups and plenty of natural light. Rent is $1,400/month with a $2,600 security deposit. Water, sewer, trash, and recycling are included in the rent; all other

  Sheena Ruggirello Real Broker CT, LLC

  78 Smith St, Putnam, CT 06260
• 

  $410,000 Sold Apr 30, 2025

  232 Ballouville Rd, Dayville, CT 06241

  • 8 Beds
  • 2 Baths
  • 2,450 Sq Ft
  • Built 1840

  Last Sold Summary

  • 5% Above List Price
  • $167/SF
  • 8 Days On Market

  Current Estimated Value $373,769

  Last Listing Agent Amy Brunet Brunet and Company Real Estate

  232 Ballouville Rd, Dayville, CT 06241
• 

  Not Listed For Sale

  • 14 Beds
  • 6 Baths
  • 2,496 Sq Ft

  118 Pomfret St, Putnam, CT 06260

  118 Pomfret St, Putnam, CT 06260
• 

  

  /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
• 

  

  /16

  $2,000 per month plus fees

  • 3 Beds
  • 1 Bath
  • Townhouse for Rent

  48 Mechanic St, Killingly, CT 06239

  Property Id: 1834518Recently updated 3-bedroom 1 bathroom, townhouse featuring new floors, a fully renovated kitchen, and modern bathroom. Enjoy the convenience of in-unit laundry (hookup) and ample off-street parking. Located in a quiet area just minutes from Killingly town center, this home offers both comfort and convenience.Pets ok with fee. $50 a month per pet.

  48 Mechanic St, Killingly, CT 06239
• 

  $154,000 Sold Jul 18, 2025

  1 Circle Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $107/SF
  • 252 Days On Market

  Last Listing Agent Ryan Smithwick eRealty Advisors, Inc.

  1 Circle Dr, North Windham, CT 06256
• 

  Est $176,147 Not Listed For Sale

  456 English Neighborhood Rd, Woodstock, CT 06281

  456 English Neighborhood Rd, Woodstock, CT 06281
• 

  

  /19

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  247 Green Hollow Rd, Danielson, CT 06239

  A true RANCH style NEW construction. Nestled on a beautiful country corner lot featuring HIGH efficiency and energy savings for many years. Top notch products used throughout the entire home. 3/4" RED OAK hardwood flooring in the main areas, carpet of your choice in the bedrooms (or upgrade to hardwood). Propane heat paired with on demand hot water heater. CENTRAL A/C. Granite countertops. Walk

  Mark Tetreault, II RE/MAX Bell Park Realty

  247 Green Hollow Rd, Danielson, CT 06239
• 

  

  /16

  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • House for Rent

  8 Neff Rd, Hampton, CT 06247

  Immediately Available for RENT. Raised Ranch has 3 Bedrooms and 2-Full Baths, Dining room-Livingroom Combo off the Kitchen for easy serving. Fully appliances Kitchen with Granite Counter tops. Complete with washer-Dryer in the LL with a walk-out basement for easy access. Large Yard on Dead-End road in Hampton. Neff Rd is off Rt 6 with very private yard. Easy access to Brooklyn/Killingly, Rt 395

  Roberta Cardinal RbRE, LLC

  8 Neff Rd, Hampton, CT 06247
• 

  $91,000 Sold May 14, 2025

  309 Quinns Hill Rd, Dayville, CT 06241

  • Land
  • 4.5 Acres
  • $20,222 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 131 Days On Market

  Current Estimated Value $89,569

  Last Listing Agent Cheryl Mallick Carey & Guarrera Real Estate

  309 Quinns Hill Rd, Dayville, CT 06241
• 

  Est $405,072 Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255
• 

  

  /40

  $200,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft

  Unlisted Address

  What an amazing property ready for you to make her pretty again. Land is beautiful with tons of potential great space for gardens or just sit on back deck and enjoy all the beautiful nature. Home has a lot of original features, doors, beams, floors. Attic area with bedrooms has the very wide wood floors that are beautiful. Off kitchen is a nice sunroom overlooking the back of home with wonderful

  Jeanne Crum Home Selling Team

  Unlisted Address
• 

  

  /17

  $1,600 - $1,900 total monthly price

  • 3 - 4 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  24 Mechanic St, Killingly, CT 06239

  This property at 24 Mechanic St features 4 bedrooms and 1 bathroom within a total living space of around 1,000 square feet. The living room provides ample space for relaxation and gatherings, while the bathroom is equipped with essential fixtures. Each bedroom offers sufficient room for furniture and personal belongings. The property includes amenities such as a smoke-free environment and

  24 Mechanic St, Killingly, CT 06239
• 

  $90,000 Sold Jan 09, 2025

  0 Lathrop Rd, Plainfield, CT 06374

  • Land
  • 5.69 Acres
  • $15,817 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 62 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  0 Lathrop Rd, Plainfield, CT 06374
• 

  

  /42

  Not Listed For Sale

  XO Pole Bridge Rd, Woodstock, CT 06281

  XO Pole Bridge Rd, Woodstock, CT 06281
• 

  

  /35

  $459,900

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft

  87 S Brook Rd, Hampton, CT 06247

  Discover the perfect blend of space, privacy, and potential in this young home offering over 2,400 square feet of flexible living. While the town card lists three bedrooms, this home features two additional flex rooms ideal for guest space, home offices, playrooms, hobby rooms or additional bedrooms - whatever suits your needs. Enjoy a massive family/living room that's perfect for entertaining, a

  Amy Therrien The Neighborhood Realty Group

  87 S Brook Rd, Hampton, CT 06247
• 

  

  /19

  $1,350 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  32 Linnell St Unit 34, Moosup, CT 06354

  1-2 BR unit available immediately. Approx. 1000 sq ft 1st-floor apt in quiet neighborhood. Enjoy large LR, eat-in kitchen with in unit laundry hook-ups, 1 BR and large additional room which can be used as DR, office or possible 2nd BR. Has large walk-in closet for additional storage. Two off-street parking spaces assigned to unit. Tenant will have no access to basement or garage. All tenants over

  Erin Pepas RE/MAX on the Bay

  32 Linnell St Unit 34, Moosup, CT 06354
• 

  $400,000 Sold Sep 24, 2025

  614 Hartford Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • Built 1929

  Last Sold Summary

  • $354/SF
  • 26 Days On Market

  Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  614 Hartford Rd, Brooklyn, CT 06234
• 

  Est $265,000 Not Listed For Sale

  • 4 Beds

  55 Coomer Hill Rd, Killingly, CT 06239

  55 Coomer Hill Rd, Killingly, CT 06239
• 

  

  /8

  $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
• 

  

  /17

  $1,850 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 800 Sq Ft
  • Condo for Rent

  48 Wrights Crossing Rd Unit River's Edge Luxury Suite, Pomfret Center, CT 06259

  Welcome to River's Edge Guest Suites in Northeastern Connecticut!Discover tranquility in our spacious Suite 1, offering over 700 sq. ft. of comfort and privacy. This suite features:A large private bedroomFull bathroom with a walk-in showerFully appointed kitchen with stainless steel appliances, granite countertops, microwave, and all essentialsExpansive living room

  48 Wrights Crossing Rd Unit River's Edge Luxury Suite, Pomfret Center, CT 06259
• 

  $225,000 Sold Nov 11, 2025

  366 Ash St Unit 2, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 57 Days On Market

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  Est $40,877 Not Listed For Sale

  37 Weeks Rd, Eastford, CT 06242

  37 Weeks Rd, Eastford, CT 06242
• 

  

  /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
• 

  

  /12

  $2,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  54 Litchfield Ave, Killingly, CT 06241

  For Rent - Newly Renovated 3 Bed / 1 Bath Duplex: This freshly updated home features a bright and inviting layout with modern finishes, spacious bedrooms, and a stylish kitchen and bath. Enjoy a nice yard for outdoor space, off-street parking for convenience, and a prime location close to shopping, dining, schools, and other local amenities-making it the perfect home. HEAT INCLUDED!

  Jennifer Lehto Kazantzis Real Estate, LLC

  54 Litchfield Ave, Killingly, CT 06241
• 

  $524,000 Sold Oct 20, 2025

  36 Dunleavy Dr, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 62 Days On Market

  Last Listing Agent Diane White CR Premier Properties

  36 Dunleavy Dr, Woodstock, CT 06281
• 

  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

Showing Results 121 - 160, Page 4 of 18