Windham County CT Homes for Sale

• 

  

  

  /40

  $275,000

  • 5 Beds
  • 2,033 Sq Ft

  187-189 Prospect St, Plainfield, CT 06354

  This well-designed 2-family property in Moosup, CT presents a strong investment opportunity. Each unit features spacious living areas with large windows that bring in plenty of natural light, creating bright and inviting spaces for tenants. The property includes a large backyard with potential to create an attractive outdoor living area, adding additional appeal and value. Convenient location

  Anthony Chabot Chabot & Associates Real Estate

  187-189 Prospect St, Plainfield, CT 06354
• 

  

  

  /24

  $96,000

  • Land
  • 5.41 Acres
  • $17,745 per Acre

  0 Green Hollow Rd, Moosup, CT 06354

  5+ acre rural parcel with versatile potential for your ideal home, recreational retreat or private sanctuary. Sloping to a beautiful crest, this lightly treed lot has abundant stone walls and offers approximately 350' of road frontage. Conveniently located near major highway and local amenities.

  Lisa Bellavance Berkshire Hathaway NE Prop.

  0 Green Hollow Rd, Moosup, CT 06354
• 

  

  

  /38

  $549,999

  • 6 Beds
  • 3 Baths
  • 3,496 Sq Ft

  28 Walas Rd, Moosup, CT 06354

  Completely remodeled and move-in ready, this beautifully updated home in Plainfield offers modern comfort with versatile living space and all the bells & whistles! Featuring 6 bedrooms and 3 bathrooms, the main residence includes a brand-new kitchen with updated cabinetry, and countertops along with refreshed bathrooms, new flooring, and fresh paint throughout. Den with fireplace and entry to

  Amy Brunet Brunet and Company Real Estate

  28 Walas Rd, Moosup, CT 06354
• 

  

  

  /38

  $480,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  86 Tracy Rd, Canterbury, CT 06331

  Charming Cape Cod set on a beautiful wooded lot with a fenced-in yard and above-ground pool, perfect for relaxing and entertaining! The town lists this home as a 3-bedroom, with two bedrooms currently being used on the main level and one room repurposed as a dining room. Upstairs, you'll find two large rooms offering flexible space for additional bedrooms, home office, or bonus living areas. The

  Missy Willard Carl Guild & Associates

  86 Tracy Rd, Canterbury, CT 06331
• 

  

  

  /23

  $295,000

  • 4 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  124 S Main St, Brooklyn, CT 06234

  Charming bungalow-style home offering 4 bedrooms and 1.5 baths with 1,644 square feet of living space. Fully renovated in 2009, this home features a surprisingly spacious layout with a large living room and a generously sized eat-in kitchen. Don't let the exterior fool you-there's more space inside than meets the eye. A great opportunity for those looking for space and value in a well-maintained

  Heather Ash Spadola RE/MAX One

  124 S Main St, Brooklyn, CT 06234
• 

  

  /10

  $330,000

  • 6 Beds
  • 2 Baths
  • 1,732 Sq Ft

  Unlisted Address

  Multi family opportunity! Updates made. Walk out basement storage and off street parking. Separate utilities. Conveniently located to major routes and shopping!

  Amy Brunet Brunet and Company Real Estate

  Unlisted Address
• 

  

  /20

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,348 Sq Ft

  297 Sabin St Unit 1, Putnam, CT 06260

  Desirable end unit Townhouse in the lovely Sabin Landing. This unit offers 2 generous size bedrooms, 1.5 baths a full basement plus one car garage. This updated unit has a great open Kitchen/Living Room /Dining Area on the main level. Gas Heat, Central A/C and a cozy gas fireplace in the living room. Slider to your rear deck and plenty of guest parking.

  Amy Brunet Brunet and Company Real Estate

  297 Sabin St Unit 1, Putnam, CT 06260
• 

  

  /40

  $850,000

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. Set on 25 acres that preliminary work was done showing 4 lots and leaving the house with over 5 acres. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 813-3662

  483 North Rd, Ashford, CT 06278
• 

  

  /38

  $575,000

  • 5 Beds
  • 4.5 Baths
  • 2,888 Sq Ft

  41 Margaret Henry Rd, Danielson, CT 06239

  Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  41 Margaret Henry Rd, Danielson, CT 06239
• 

  

  /16

  $264,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  45 Courtney Ln, Dayville, CT 06241

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $2,649 back in closing costs credits OR $1,430 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits! Located in a highly sought-after neighborhood, this charming home offers the perfect

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  45 Courtney Ln, Dayville, CT 06241
• 

  

  /30

  $334,900

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  74 Perry St Unit 183, Putnam, CT 06260

  Welcome to easy, low-maintenance condo living in the heart of Putnam! This well-appointed 2-bedroom, 1.5-bath home offers a bright and inviting main level featuring a sun-filled living room with beautiful hardwood floors and direct access to a private wood deck-perfect for seamless indoor/outdoor living. The kitchen is designed for both function and comfort, complete with a dining area, pantry

  Genevieve Botelho Lamacchia Realty

  74 Perry St Unit 183, Putnam, CT 06260
• 

  

  /30

  $329,900

  • 2 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  224 Westford Rd Unit 224, Eastford, CT 06242

  Tucked into a peaceful country setting, this pristine single-family home offers the best of both worlds-low-maintenance condo-style living with the privacy you've been looking for. Enjoy serene views of open fields right from your back deck and main living area, creating the perfect backdrop for relaxing or entertaining. With 1,068 square feet of thoughtfully designed space, this move-in ready

  Diane White Berkshire Hathaway NE Prop.

  224 Westford Rd Unit 224, Eastford, CT 06242
• 

  

  /40

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  8 Grace Ln, Moosup, CT 06354

  Welcome to Moosup River Estates, a sought-after 55+ community offering comfort, convenience, and low-maintenance living. This beautifully designed 2-bedroom, 2-bath home features a bright and open floor plan perfect for everyday living and entertaining. The applianced kitchen showcases elegant quartz countertops and flows seamlessly into the spacious living and dining areas. The primary bedroom

  Cary Marcoux RE/MAX Bell Park Realty

  8 Grace Ln, Moosup, CT 06354
• 

  

  /40

  $1,000,000

  • 3 Beds
  • 3.5 Baths
  • 4,165 Sq Ft

  187 Chaplin Rd, Eastford, CT 06242

  Welcome to this custom log home set on 3.5 secluded acres, offering lodge-style elegance, a private pond, and a separate cottage with rental income or in-law potential, all surrounded by a peaceful wooded backdrop. Spanning, 4,170 sq ft across three finished levels showcasing natural wood floors and an open main living area highlighted by a massive stone fireplace, creating a warm and inviting

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  187 Chaplin Rd, Eastford, CT 06242
• 

  

  /4

  $49,900

  • Land
  • 0.5 Acre
  • $99,800 per Acre

  0 Bebbington Rd, Ashford, CT 06278

  Half-Acre Parcel - Opportunity Awaits Discover the potential of this .50-acre parcel offering a peaceful setting with room to bring your vision to life. Whether you're exploring future development possibilities or seeking land as a long-term investment, this property presents a valuable opportunity in today's market. The lot is being sold as-is. Buildability and permitted uses are unknown. Buyers

  Lisa Burns KW Legacy Partners

  0 Bebbington Rd, Ashford, CT 06278
• 

  

  /3

  $79,900

  • Land
  • 1.87 Acres
  • $42,727 per Acre

  18 Ledge Hill Rd, Sterling, CT 06377

  Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

  Christine Johnson RE/MAX One

  18 Ledge Hill Rd, Sterling, CT 06377
• 

  /2

  $65,000

  • Land
  • 0.3 Acre
  • $216,667 per Acre

  18 Hemlock Dr, Woodstock, CT 06281

  Looking for an opportunity to live in a private lake community? Let your dream unfold here!! Build your dream home on this Approved building lot in the Lake Bunggee district, just a 5-minute stroll to the nearest association beach! Previous owner obtained Zoning, Wetlands, and Septic approvals (2022 Approved septic plan available). Current owners cleared the lot, making it one step closer to

  Lori Ciccarelli RE/MAX One

  18 Hemlock Dr, Woodstock, CT 06281
• 

  

  /31

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,643 Sq Ft

  45 Breaults Landing Rd, Thompson, CT 06277

  Water views and sunset skies come standard in this 1,643 sq ft 2-bedroom, 2-bath home overlooking Quaddick Lake with deeded water privileges. The primary suite features vaulted ceilings, a skylight, and beautiful lake views, creating a bright, airy space. A flexible loft area adds versatility for a variety of uses. The open concept main level offers a functional layout for both everyday living

  Christine Johnson RE/MAX One

  45 Breaults Landing Rd, Thompson, CT 06277
• 

  

  /25

  $449,900

  • 5 Beds
  • 2 Baths
  • 2,068 Sq Ft

  200 Pond Hill Rd, Moosup, CT 06354

  Delightfully COMPLETELY REMODELED 4/5 Bed, 2 Full bath with WATERVIEWS in almost every room. Enjoy the weather with gorgeous views of Moosup Pond. 2/3 beds on the first level with full bath. Large master suite on the second floor. This house has ALL NEW OF THE FOLLOWING... Roof, Windows, Siding, Flooring, Electrical System, Plumbing, Paint, Kitchen, Stainless Steel Appliances, 2 New Bathrooms,

  Derek Greene Derek Greene

  200 Pond Hill Rd, Moosup, CT 06354
• 

  

  /23

  $329,900

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  1605 Route 197, Woodstock, CT 06281

  Tucked away on a private 1.3-acre lot in highly desirable Woodstock, this adorable ranch offers the perfect blend of charm, updates, and convenience. Set back from the road with a fenced backyard and ample parking, the property provides both privacy and functionality for everyday living. Inside, the home is truly turnkey, with extensive updates completed around 2019-2020 including furnace, roof,

  Jared Meehan RE/MAX Bell Park Realty

  1605 Route 197, Woodstock, CT 06281
• 

  /2

  $335,000

  • Land
  • 62.27 Acres
  • $5,380 per Acre

  0 Scotland Rd Unit 24160798, Chaplin, CT 06235

  **Builders Take Notice** This is a beautiful 62.273 acres with subdivision opportunities. A-2 Survey is available. Owner financing is available.

  Sherry Borgeson Berkshire Hathaway NE Prop.

  0 Scotland Rd Unit 24160798, Chaplin, CT 06235
• 

  

  /3

  $179,900

  • Land
  • 21 Acres
  • $8,567 per Acre

  350 Breakneck Hill Rd, Killingly, CT 06241

  Building lot ready to go - Site plan available, Septic approved, Wetlands approval in place. Present plan shows home set back about 360 ft from road with 500 ft long driveway. Please see the following from seller for reducing the cost of construction of the driveway - "However, both also stated that a lot of the fill could be brought from the septic area and house location or really, any other

  Richard Corrado Coldwell Banker Realty

  350 Breakneck Hill Rd, Killingly, CT 06241
• 

  /2

  $35,000

  • Land
  • 1 Acre
  • $35,000 per Acre

  627-B Bailey Rd, Sterling, CT 06377

  Tucked away for privacy yet conveniently located near the Rhode Island line. Enjoy the peace and charm of a scenic, rural setting while still being within reach of nearby amenities. This lot of record provides a rare opportunity to find property in this price range. Whether you're looking to create a private retreat or a year-round residence, this property is full of potential.

  Cary Marcoux RE/MAX Bell Park Realty

  627-B Bailey Rd, Sterling, CT 06377
• 

  

  /40

  $380,000

  • 6 Beds
  • 2 Baths
  • 2,678 Sq Ft

  36 Church St, Dayville, CT 06241

  Well-maintained two-family home located in a convenient area of Killingly, Connecticut. Each unit offers three spacious bedrooms and one full bathroom, with plenty of windows throughout allowing for abundant natural light. Both units include in-unit washer and dryer for added convenience. Unit 36A is equipped with a Navien propane system and mini-split heating and cooling, while Unit 36B features

  Kyle Seyboth Century 21 Limitless

  36 Church St, Dayville, CT 06241
• 

  

  /5

  $175,000

  • Land
  • 7.33 Acres
  • $23,874 per Acre

  308 Orchard Hill Rd, Pomfret Center, CT 06259

  7.33 acres zoned commerce, located on orchard hill road. [route 169] 338 feet of frontage, abutting other commercial businesses, level to the road. property is located across from big boy toys in pomfret. No improvements have been done - all inspections / zoning concerns will be responsibility of purchaser

  Jim Nispel Coldwell Banker Realty

  308 Orchard Hill Rd, Pomfret Center, CT 06259
• 

  

  /7

  $524,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft

  21 Westview Dr, Ashford, CT 06278

  To be built similar. Quality built and energy efficient, this 3 bedroom, 2.5 bath Custom Raised Ranch style home with 2 car garage will be built on private 1.47 acre lot. Part of the Ashford Lake Association community, you'll have lake views and access right down the street. This custom built home features high quality amenities and energy efficient construction. The main level has cathedral

  Kathleen Holland KW Legacy Partners

  21 Westview Dr, Ashford, CT 06278
• 

  

  /14

  $650,000

  • Land
  • 153 Acres
  • $4,248 per Acre

  0 Kozey Rd, Eastford, CT 06242

  Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 454-6435

  0 Kozey Rd, Eastford, CT 06242
• 

  

  /35

  $170,000

  • 7 Beds
  • 3 Baths
  • 1,668 Sq Ft

  57 Chapman St, Willimantic, CT 06226

  Investment opportunity at 57 Chapman St, Willimantic, CT. This 3-unit features a spacious 3-bedroom, 1-bathroom unit and two 2-bedroom, 1-bathroom units. Ideal for investors or those looking to create a multi-family residence, this property has great potential with ample space for renovations. Located in a convenient area close to amenities, this property is perfect for those looking to maximize

  Anthony Chabot Chabot & Associates Real Estate

  57 Chapman St, Willimantic, CT 06226
• 

  

  /40

  $574,900

  • 5 Beds
  • 3 Baths
  • 3,378 Sq Ft

  29 Old Canterbury Rd, Plainfield, CT 06374

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $5,749 back in closing cost credits OR $2,580 per month at an exceptional financing rate of 5.39% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits An Entertainers Dream! Step into a gorgeous open Kitchen with high end cabinets and

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  29 Old Canterbury Rd, Plainfield, CT 06374
• 

  /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
• 

  

  /30

  $975,000

  • 2 Beds
  • 2 Baths
  • 2,895 Sq Ft

  564 Hubbard Rd, Danielson, CT 06239

  Back on the market with fresh updates! Tucked at the end of a winding country drive through open meadow, this distinctive contemporary retreat sits on over 12 private acres. The property features a beautifully remodeled 3 bedroom, 2 bath home offering approximately 2,800 sq ft of living space, along with an impressive heated and air-conditioned four-bay garage with office loft-ideal for

  C. Tina Pappalardo Coldwell Banker Realty

  564 Hubbard Rd, Danielson, CT 06239
• 

  

  /19

  $237,500

  • 4 Beds
  • 1 Bath
  • 1,078 Sq Ft

  129 Walnut St, Willimantic, CT 06226

  Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

  Lisa Therecka Therecka & Associates LLC

  129 Walnut St, Willimantic, CT 06226
• 

  /2

  $59,900

  • Land
  • 7.6 Acres
  • $7,882 per Acre

  323 Snake Meadow Rd, Moosup, CT 06354

  Rare opportunity to own 7.6 acres of land in a peaceful rural setting. This lot of record offers approximately 600 feet of road frontage. The property is unimproved with no approvals currently in place, offering a blank canvas for your vision. Whether you are looking to build your dream home, create a private retreat, or invest in land, this parcel offers endless possibilities while still being

  Cary Marcoux RE/MAX Bell Park Realty

  323 Snake Meadow Rd, Moosup, CT 06354
• 

  

  /38

  $375,000

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  70 Hawkins Rd, Woodstock Valley, CT 06282

  Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

  Joyce Teixeira Dream Living Realty, LLC

  70 Hawkins Rd, Woodstock Valley, CT 06282
• 

  

  /15

  $105,500

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  17 Carolyn Ln, Windham, CT 06256

  Ready to move into, 3 bedroom 2 full bath home in Stonegate Manor. Electric range, microwave, dishwasher, refrigerator, washer and dryer. Covered deck, and shed. New and updated items include New Furnace December/25, Roof replaced October/23, New Heat tape February/25, front and back deck painted summer 2025, replaced kitchen cabinets and counter tops within 10 years. Unit is on leased land

  Clarence Russ Home Selling Team

  17 Carolyn Ln, Windham, CT 06256
• 

  

  /39

  $759,900

  • 12 Beds
  • 6 Baths
  • 3,992 Sq Ft

  2 Lyon St Unit 12, Putnam, CT 06260

  Opportunity awaits at this Putnam 6-unit investment property. This property consists of 1-single family, 1-2 family, and 1-3 family all located on one lot. Property has had recent renovations to almost all units, along with roofing/plumbing/electrical/major mechanicals throughout. All properties feature vinyl siding and there is a large parking area with plenty of space for the tenants. Located

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  2 Lyon St Unit 12, Putnam, CT 06260
• 

  

  /40

  $325,000

  • 5 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  125 Mountain St, Willimantic, CT 06226

  Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

  Lisa Antrum KW Legacy Partners

  125 Mountain St, Willimantic, CT 06226
• 

  

  /22

  $769,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  80 Aldrich Rd, Putnam, CT 06260

  *Pictures are similar to built* Discover the convenience of one-level living in this beautifully crafted new to-be-built construction ranch offering 2,032 square feet of thoughtfully designed space. Featuring 3 bedrooms and 2 full baths, this home blends comfort and style with an open-concept kitchen, dining, and living area - perfect for entertaining or everyday living. A stunning four-season

  Georgi Morin S.C.E. Real Estate

  80 Aldrich Rd, Putnam, CT 06260
• 

  

  /34

  $329,000

  • 6 Beds
  • 3 Baths
  • 2,522 Sq Ft

  46-48 Pleasant St, Plainfield, CT 06374

  Buy this multi with LOW TO NO MONEY DOWN..Let me show you how. Plainfieldl large Adorable 2 Family Townhouse style units. Perfect opportunity to live on one side and let the other help pay your mortgage. Sits nicely off the road on a deadend street. Nice large units with a remodeled unit ready to be occupied 3 beautiful levels with1400sqft, 4-5 bedrms, 2 full bath, fully finished walkout basement

  Irene Adams Signature Properties of N.E.

  46-48 Pleasant St, Plainfield, CT 06374
• 

  

  /10

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  85 Soap St, Dayville, CT 06241

  Spacious Colonial home with 2160 sq. ft and a 2 car garage. Built in 2006, this home offers comfortable living space, scenic surroundings, and a convenient location close to local shopping, restaurants, and commuting routes. This home features hardwood flooring throughout much of the main living areas and a functional layout designed for everyday living and entertaining. The kitchen includes an

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 737-9677

  85 Soap St, Dayville, CT 06241

Showing Results 81 - 120, Page 3 of 6