45,936

Windham County, CT Homes

Section Image Section Image
  • 485 Hampton Rd, Pomfret Center, CT 06259
    485 Hampton Rd, Pomfret Center, CT 06259
    485 Hampton Rd, Pomfret Center, CT 06259
    /12

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,575 Sq Ft

    485 Hampton Rd, Pomfret Center, CT 06259

    New England Charmer in Historic Pomfret Center Step into this colonial-style antique, featuring timeless ship lap siding and an oversized barn. This 3-bedroom, 1.5-bath home offers wonderful curb appeal with its original white picket fence and rocking-chair-ready farmer's porch. Inside, you'll find an inviting eat-in kitchen with custom cubby storage, reminiscent of Pottery Barn style.

    Madison Litalien Berkshire Hathaway NE Prop.

    485 Hampton Rd, Pomfret Center, CT 06259
  • 5 Chaplin St, Chaplin, CT 06235

    $401,000 Sold Aug 22, 2025

    • 2,726 Sq Ft
    • $147/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1840

    5 Chaplin St, Chaplin, CT 06235

    Amazing opportunity to own this charming 1800's antique Colonial farmhouse, blending timeless character with modern updates, set on a beautiful, level 6.06-acre lot in a peaceful historic district. Offering 2,726 sq ft of living space, this serene property features two horse stalls, perfect for equestrian lovers or those simply seeking open space and quiet countryside living. Inside, you'll find

    Oz Pariser Premier Re Group LLC

    5 Chaplin St, Chaplin, CT 06235
  • 140 Federal Rd, Chaplin, CT 06235
    140 Federal Rd, Chaplin, CT 06235
    140 Federal Rd, Chaplin, CT 06235
    /11

    $324,900

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    140 Federal Rd, Chaplin, CT 06235

    Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $3,249 back in closing costs credits OR $1,921 per month at an exceptional financing rate of 5.87% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Beautiful home in a highly sought-after location! Featuring a stunning granite

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

    140 Federal Rd, Chaplin, CT 06235
  • 11 Elizabeth Ln, North Windham, CT 06256

    $74,000 Sold Aug 22, 2025

    • 924 Sq Ft
    • $80/SF
    • 56 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1997

    11 Elizabeth Ln, North Windham, CT 06256

    Affordable & Move-In Ready! Welcome to 11 Elizabeth Lane- A beautifully updated 3-bedroom, 1.5-bath home in the quiet Stonegate Manor community. With 924 sq. ft. of easy-living space, it's perfect for first-time buyers, downsizers, or anyone looking for low-maintenance comfort. Enjoy a bright, eat-in kitchen with a skylight, breakfast bar, and all major appliances included. The open living/dining

    Rebecca Zager The Agency

    11 Elizabeth Ln, North Windham, CT 06256
  • 115 Babbitt Hill Rd, Pomfret Center, CT 06259
    115 Babbitt Hill Rd, Pomfret Center, CT 06259
    115 Babbitt Hill Rd, Pomfret Center, CT 06259
    /36

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 3,222 Sq Ft

    115 Babbitt Hill Rd, Pomfret Center, CT 06259

    This beautiful 3222 sq. ft. Colonial offers everything you could want and more, set on a beautifully manicured lot in a quiet and desirable location. Inside you'll find a spacious layout with 4 bedrooms, 2.5 baths, hardwood floors o the main level, and central air throughout. The inviting living room features a cozy fireplace, while the large kitchen is a true chef's dream with abundant

    Pat Malek First Choice Realty

    115 Babbitt Hill Rd, Pomfret Center, CT 06259
  • 575 Fabyan Rd, North Grosvenordale, CT 06255

    $300,000 Sold Aug 22, 2025

    • 2,905 Sq Ft
    • $103/SF
    • 76 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    575 Fabyan Rd, North Grosvenordale, CT 06255

    Opportunity Knocks! This 1890 Colonial is ready for your fresh ideas. This stately home was once quite the property and could be brought back to life. This home sits on 4.15 AC in the RRAD zone. There is subdivision potential, along with shared driveway potential, for rear lots backing up to the protected Army Corp of Engineers land. This home is just under 3,000 sq. ft. with a potential

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    575 Fabyan Rd, North Grosvenordale, CT 06255
  • 17 Green Island, Thompson, CT 06277
    17 Green Island, Thompson, CT 06277
    17 Green Island, Thompson, CT 06277
    /36

    $369,900

    • 2 Beds
    • 1 Bath
    • 440 Sq Ft

    17 Green Island, Thompson, CT 06277

    Discover the charm of island living at Quaddick Lake! Seize this RARE opportunity to own a lakeside retreat on a private island dotted with just 12 seasonal cottages. Set just off the lake shore, this enchanting getaway offers the best of both worlds--unforgettable sunrise and sunset views, plus TWO waterfront areas providing 200 ft. of direct lake access on both sides of the island. The fully

    Lynne Ferrigno Coldwell Banker Realty

    17 Green Island, Thompson, CT 06277
  • 00 Sarah Pearl Rd, Hampton, CT 06247

    $173,250 Sold Aug 22, 2025

    • Land
    • 21.5 Acres
    • $8,058 per Acre
    • 323 Days On Market

    00 Sarah Pearl Rd, Hampton, CT 06247

    Prime Development Opportunity: 21.5 Acres on Sarah Pearl Road, Hampton, Connecticut Overview: Presenting a rare opportunity to own 21.5 acres of pristine forested land located on Sarah Pearl Road in the picturesque town of Hampton, Connecticut. This parcel of land is perfectly positioned for development, offering both natural beauty and potential for future growth. Property Details: Size: 21.5

    Peter Plourde Berkshire Hathaway NE Prop.

    00 Sarah Pearl Rd, Hampton, CT 06247
  • 28 Lake View Dr, Woodstock, CT 06281
    28 Lake View Dr, Woodstock, CT 06281
    28 Lake View Dr, Woodstock, CT 06281
    /27

    $875,000

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

    28 Lake View Dr, Woodstock, CT 06281

    The Lake Home That Truly Has It All. This is more than just a charming waterfront- it's the home that checks every box! Set on beautiful Lake Bunggee, this year-round 3-bedroom retreat pairs panoramic water views with irresistible curb appeal and a storybook sense of charm in one of the lake's most desirable locations. Cathedral ceilings flood the home with natural light, while the gourmet

    Jennie Kesselman Berkshire Hathaway NE Prop.

    28 Lake View Dr, Woodstock, CT 06281
  • 53 Windham Rd, Hampton, CT 06247

    $471,000 Sold Aug 21, 2025

    • 2,352 Sq Ft
    • $200/SF
    • 45 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1986

    53 Windham Rd, Hampton, CT 06247

    Welcome to your private oasis! Set on nearly 5 acres, with half of the pond to yourself, this beautifully updated 4-bedroom, 3-bath home offers 2,352 square feet of comfortable living space with pond views. The open floor plan on the main level is perfect for entertaining, and recent upgrades include new flooring, a brand new deck and new master patio, and upgraded septic tanks just to name a few

    Stephanie Rush RE/MAX Legends

    53 Windham Rd, Hampton, CT 06247
  • 24 Tatem St, Putnam, CT 06260
    24 Tatem St, Putnam, CT 06260
    24 Tatem St, Putnam, CT 06260
    /22

    $214,000

    • 3 Beds
    • 1 Bath
    • 1,367 Sq Ft

    24 Tatem St, Putnam, CT 06260

    Welcome to this inviting 3-bedroom home with the potential for a 4th bedroom, offering flexibility for a growing household, guest room, or home office. With 1.5 bathrooms and set on a 0.18-acre lot, this property combines comfort, functionality, and convenience. Located in the heart of Putnam, CT, you'll enjoy the charm of a small-town community while being close to schools, shopping, dining, and

    Patrick Precourt Dorrance Realty

    24 Tatem St, Putnam, CT 06260
  • 301 Brick Top Rd, Windham, CT 06280

    $210,000 Sold Aug 21, 2025

    • 1,077 Sq Ft
    • $195/SF
    • 55 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    301 Brick Top Rd, Windham, CT 06280

    Recently remodeled and ready for its next owner! This 2-bedroom, 1-bath ranch has a lot to offer. On the list is a brand new kitchen and appliances, brand new spacious bathroom with a stand-up cabinet shower, new flooring throughout, many replacement windows and lots of fresh paint inside and out. The open-concept floor plan flows from a spacious living room into a sunny dining area off the

    Anne Newmyer Simply Sold Real Estate

    301 Brick Top Rd, Windham, CT 06280
  • 42 Church St Unit 44, Plainfield, CT 06374
    42 Church St Unit 44, Plainfield, CT 06374
    42 Church St Unit 44, Plainfield, CT 06374
    /36

    $349,900 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 4 Baths
    • 2,245 Sq Ft

    42 Church St Unit 44, Plainfield, CT 06374

    OPEN HOUSE ON 9/6 CANCELLED*** Calling all owner occupants and investors! Well maintained, cash-flowing 2 family in Plainfield CT is ready for new owners. 3 bedrooms, 2 bathrooms per unit. One side is rented below market value at $1300 and the other side is available. Market value for both units is a total of $3600 monthly which surpasses the 1 percent rule. Plenty of parking and a 3 car garage.

    Brooke Coughlin Lamacchia Realty

    42 Church St Unit 44, Plainfield, CT 06374
  • 72 Old Canterbury Rd, Hampton, CT 06247

    $430,000 Sold Aug 21, 2025

    • 2,508 Sq Ft
    • $171/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    72 Old Canterbury Rd, Hampton, CT 06247

    Welcome to this stunning, fully remodeled 3-bedroom, 2-bath ranch on 4 acres. Every inch of this oversized home has been updated with precision and care, showcasing the stylish and modern finishes throughout. The true highlight of the home is the expansive great room, designed for unforgettable entertaining. With abundant natural light, and an open-concept layout that flows seamlessly into the

    Jennifer Lehto Kazantzis Real Estate, LLC

    72 Old Canterbury Rd, Hampton, CT 06247
  • 498 Bailey Hill Rd, Dayville, CT 06241
    498 Bailey Hill Rd, Dayville, CT 06241
    498 Bailey Hill Rd, Dayville, CT 06241
    /40

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 2,771 Sq Ft

    498 Bailey Hill Rd, Dayville, CT 06241

    WELCOME TO THE YELLOWSTONE RANCH...IMPRESSIVE 25+ACRES OF CAPTIVATING COUNTRYSIDE RETREAT NESTLED IN THE QUIET CORNER OF KILLINGLY. WONDERFUL EQUINE PROPERTY OR UNIQUE OPPORTUNITY FOR COMPLETE PRIVACY WITH THIS RECENTLY BUILT CUSTOM 5 BEDROOM RANCH PRESENTING A MINIMALISTIC INTERIOR DESIGN APPROACH FEATURING CLEAN LINES WITH BRIGHT OPEN FLOWING FLOOR PLAN STAINLESS KITCHEN, FARMHOUSE SINK AND 3

    BJ Lee William Raveis Real Estate

    498 Bailey Hill Rd, Dayville, CT 06241
  • 35 Tripp Hollow Rd, Brooklyn, CT 06234

    $441,000 Sold Aug 20, 2025

    • 1,189 Sq Ft
    • $371/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    35 Tripp Hollow Rd, Brooklyn, CT 06234

    Do not miss out on the opportunity to own this beautifully constructed raised ranch just built in 2021. This house features 3 bedrooms, 2.5 bathrooms and a 2 car garage. The lot is over 2 acres and offers plenty of privacy in a cozy rural setting. Very convenient location, just minutes away from restaurants, shopping plaza, and Route 6 for commuting. A few other tasteful features include granite

    Joseph Bonneau eXp Realty

    35 Tripp Hollow Rd, Brooklyn, CT 06234
  • 369 Thompson Rd, Thompson, CT 06277
    369 Thompson Rd, Thompson, CT 06277
    369 Thompson Rd, Thompson, CT 06277
    /40

    $614,900

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft

    369 Thompson Rd, Thompson, CT 06277

    In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

    Sheena Ruggirello Real Broker CT, LLC

    369 Thompson Rd, Thompson, CT 06277
  • 163 State Ave, Dayville, CT 06241

    $325,000 Sold Aug 20, 2025

    • 1,482 Sq Ft
    • $219/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1915

    163 State Ave, Dayville, CT 06241

    This charming home was thoughtfully remodeled in 2018 and recently updated again under new ownership. Enjoy a stunning brand-new kitchen featuring quartz countertops and all-new cabinetry complemented by modernized bathrooms. The flexible layout includes a convenient first-floor bedroom, two additional bedrooms upstairs, and a versatile bonus room-ideal for a home office or playroom. You'll love

    Tanya McDermott Berkshire Hathaway NE Prop.

    163 State Ave, Dayville, CT 06241
  • 415 Maple St, Danielson, CT 06239
    415 Maple St, Danielson, CT 06239
    415 Maple St, Danielson, CT 06239
    /22

    $354,900 Open Sun 2:30PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    415 Maple St, Danielson, CT 06239

    Welcome to this beautifully updated 4-5 bedroom Colonial set on a desirable corner lot in the heart of Killingly, CT. This property is a combination of modern updates and spacious layouts. Step inside to find newly finished hardwood floors throughout, an open and inviting layout, and plenty of natural light. Both the kitchen and bathrooms have been tastefully designed. Enjoy year-round comfort

    Benjamin Carbone Lamacchia Realty

    415 Maple St, Danielson, CT 06239
  • 432 Allen Hill Rd, Brooklyn, CT 06234

    $400,000 Sold Aug 20, 2025

    • 1,974 Sq Ft
    • $203/SF
    • 11 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1949

    432 Allen Hill Rd, Brooklyn, CT 06234

    Sitting on 1 AC of mature landscaping, this 4-bedroom 1.5 Bathroom Cape Cod style home is not one to miss! Before even stepping foot inside, the exterior features will blow you away. The current owners have spent the last 30 years creating a peaceful oasis in their yard. There you will find gardens of perennial plantings, a man-made pond once home to koi, goldfish (many remaining) & catfish,

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    432 Allen Hill Rd, Brooklyn, CT 06234
  • 331 Pond Hill Rd, Moosup, CT 06354
    331 Pond Hill Rd, Moosup, CT 06354
    331 Pond Hill Rd, Moosup, CT 06354
    /40

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft

    331 Pond Hill Rd, Moosup, CT 06354

    Welcome home to this sunny ranch with year-round water views of Moosup Pond! The main level features an eat-in kitchen opening to a bright and generously sized living room. Built-ins flank the fireplace and a bay window frames the view. Down the hall are three comfortable bedrooms and a full bath. Need space for extended family or guests? The walkout lower level offers a true in-law/auxiliary

    Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
  • 61 Baldwin Brook Rd, Canterbury, CT 06331

    $665,000 Sold Aug 20, 2025

    • 4,777 Sq Ft
    • $139/SF
    • 74 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1990

    61 Baldwin Brook Rd, Canterbury, CT 06331

    Discover an extraordinary blend of luxury and rural charm at this stunning 4-bedroom, 3-bathroom single-family home nestled on a picturesque 2-acre lot in Canterbury, Connecticut. This meticulously maintained property is a dream for families, entertainers, or those seeking a serene retreat with unparalleled amenities. Step inside to a warm and spacious interior featuring 4 generously sized

    Nicholas Tomanelli Coldwell Banker Realty

    61 Baldwin Brook Rd, Canterbury, CT 06331
  • 416 Hanover Rd, Baltic, CT 06330
    416 Hanover Rd, Baltic, CT 06330
    416 Hanover Rd, Baltic, CT 06330
    /20

    $159,200

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    416 Hanover Rd, Baltic, CT 06330

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our APPRAISAL describe the property as a SFR (RANCH) built in 1957. It has a GLA of approx. 1456 and has 3 bedrooms and

    Christopher Rose Realhome Services & Solutions

    416 Hanover Rd, Baltic, CT 06330
  • 40 Shields Rd, Woodstock, CT 06281

    $900,000 Sold Aug 20, 2025

    • 2,797 Sq Ft
    • $322/SF
    • 58 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    40 Shields Rd, Woodstock, CT 06281

    Welcome to 40 Shields Road, an exquisite reproduction nestled in the heart of desirable Woodstock, Connecticut. This stunning property seamlessly blends timeless craftsmanship with modern efficiency, offering perfect one-floor living. The home features wide pine floors throughout, custom hand-crafted built-ins, and a beautiful cherry and soapstone Brunarhans kitchen with high-end appliances.

    John Downs Berkshire Hathaway NE Prop.

    40 Shields Rd, Woodstock, CT 06281
  • 10 Charlotte St, Danielson, CT 06239
    10 Charlotte St, Danielson, CT 06239
    10 Charlotte St, Danielson, CT 06239
    /13

    $338,000

    • 3 Beds
    • 1 Bath
    • 953 Sq Ft

    10 Charlotte St, Danielson, CT 06239

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom raised ranch that blends comfort, style, and functionality. Located in a desirable neighborhood, this home offers a bright and inviting layout perfect for everyday living and entertaining. Inside, you'll find new flooring throughout and an updated kitchen complete with modern appliances, sleek cabinetry, and plenty of counter space for

    Ashley Walker Brunet and Company Real Estate

    10 Charlotte St, Danielson, CT 06239
  • 85 Oak St, Willimantic, CT 06226

    $330,000 Sold Aug 19, 2025

    • 2,910 Sq Ft
    • $113/SF
    • 60 Days On Market
    • 8 Beds
    • 2 Baths
    • Built 1910

    85 Oak St, Willimantic, CT 06226

    Charming, Victorian-style side-by-side multifamily in a desirable part of Willimantic! This oversized home blends classic details with smart functionality. Each unit offers a spacious layout, large rooms, and bonus areas-including a beautifully finished walk-up attic on the vacant #83 side. One unit is recently available, (seeking tenants) offering an ideal opportunity for owner-occupants or

    Amber Jones KW Legacy Partners

    85 Oak St, Willimantic, CT 06226
  • 1450 North Rd, Killingly, CT 06241
    1450 North Rd, Killingly, CT 06241
    1450 North Rd, Killingly, CT 06241
    /15

    $349,000

    • Land
    • 5.2 Acres
    • $67,115 per Acre

    1450 North Rd, Killingly, CT 06241

    Discover an extraordinary aviation opportunity in the heart of Connecticut's country side. This licensed private landing area known as Yankee Airstrip - CT 13 offers pilots and aviation enthusiasts a rare chance to own their piece of the sky. Positioned at a 720 ft. elevation, the property features a well-maintained 1700 ft. turf runway that's 90 ft. wide. The airfield fits perfectly in

    Scott Pempek Berkshire Hathaway NE Prop.

    1450 North Rd, Killingly, CT 06241

Showing Results 401 - 440, Page 11 of 18

Connecticut Windham County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group