45,936

Windham County, CT Homes

Section Image
  • Unlisted Address

    $300,000 Sold Sep 05, 2025

    • Land
    • 69 Acres
    • $4,348 per Acre
    • 373 Days On Market

    Unlisted Address

    Welcome to "Glenfiddich" - a 69-acres of off gid living is an oasis of natural wonder and historical and Early American significance. This extraordinary property, comprised of three lots measuring 20, 43, and 3 acres respectively, presents a rare opportunity to own a piece of history. Nestled in the heart of nature, "Glenfiddich" draws its name from the Gaelic, meaning "Valley of the Deer," and

    Kristen Kaskela Berkshire Hathaway NE Prop.

    Unlisted Address
  • 187 Black Hill Rd, Plainfield, CT 06374
    187 Black Hill Rd, Plainfield, CT 06374
    187 Black Hill Rd, Plainfield, CT 06374
    /39

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    187 Black Hill Rd, Plainfield, CT 06374

    Welcome home to this lovely colonial home built in 2001! This spacious home has 3 generously sized bedrooms and 2.5 baths. All bedrooms and primary are located on the 2nd floor. Downstairs you walk in the front door to a beautiful foyer area! In the large kitchen you will find tons of cabinet space! A designated dining room! Off the living room you will find another large open room usable for a

    Skyla Gagnon RE/MAX Bell Park Realty

    187 Black Hill Rd, Plainfield, CT 06374
  • 66 Heritage Rd, Putnam, CT 06260

    $505,000 Sold Sep 04, 2025

    • 1,764 Sq Ft
    • $286/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1998

    66 Heritage Rd, Putnam, CT 06260

    Charming 3-Bedroom Home with Dream Garage on 1.2 Acres! Welcome to this lovely 3-bedroom, 2.5-bath home offering 1,764 sq. ft. of warm and inviting living space. Located in a desirable and peaceful area of town known for its excellent taxes, this home combines classic charm with modern convenience. Step inside to discover hardwood floors, a spacious granite kitchen with an island perfect for

    Charolotte Cook CR Premier Properties

    66 Heritage Rd, Putnam, CT 06260
  • 285 E Quasset Rd, Woodstock, CT 06281
    285 E Quasset Rd, Woodstock, CT 06281
    285 E Quasset Rd, Woodstock, CT 06281
    /18

    $450,000

    • 4 Beds
    • 1 Bath
    • 1,144 Sq Ft

    285 E Quasset Rd, Woodstock, CT 06281

    Discover the charm of lakeside living on peaceful Quasset Lake in Woodstock, CT. This cozy 4-bedroom, 1-bathroom cottage offers the perfect blend of comfort and country serenity. Set on a 0.84-acre lot with apx. 150 feet of private shoreline, it's an ideal retreat for boating, fishing, or simply enjoying peaceful waterfront views. The finished walk-out lower level extends the living space, making

    Jason Saphire www.HomeZu.com

    285 E Quasset Rd, Woodstock, CT 06281
  • 46 Sachem Dr Unit 46, Plainfield, CT 06374

    $270,000 Sold Sep 04, 2025

    • 1,608 Sq Ft
    • $168/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    46 Sachem Dr Unit 46, Plainfield, CT 06374

    Beautifully updated, move-in ready end-unit condo in the Sachem Woods community of Plainfield. This spacious three-bedroom two bathroom townhouse has brand-new flooring throughout. The open-concept main level features a bright living and dining area and an updated kitchen with granite countertops and stainless steel appliances. A large private deck off of the kitchen overlooks the backyard space.

    Julia White Coldwell Banker Realty

    46 Sachem Dr Unit 46, Plainfield, CT 06374
  • 402 Whetstone Mills Unit 402, Dayville, CT 06241
    402 Whetstone Mills Unit 402, Dayville, CT 06241
    402 Whetstone Mills Unit 402, Dayville, CT 06241
    /21

    $289,000

    • 2 Beds
    • 1.5 Baths
    • 1,318 Sq Ft

    402 Whetstone Mills Unit 402, Dayville, CT 06241

    Peaceful 2BR Condo - Nature Lover's Dream! Private and serene, this 2-bedroom, 1.5-bath condo is nestled in a wooded setting with the calming sound of a nearby waterfall. Enjoy the scenic views along the hiking trail and the tranquil pond. This Townhouse offers a rare natural escape. Features include a private deck and an attached 2-car garage. Enjoy the benefits of homeownership with the ease of

    Laurie Mitchell Johnston & Associates Real Estate, LLC

    402 Whetstone Mills Unit 402, Dayville, CT 06241
  • 352 Church St, Putnam, CT 06260

    $345,000 Sold Sep 04, 2025

    • 2,218 Sq Ft
    • $156/SF
    • 16 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1910

    352 Church St, Putnam, CT 06260

    Well maintained turn of the century 8 room Victorian/Colonial in the heart of Putnam. This home has many modern updates such as a metal shingle lifetime warranty roof, 2019 city gas steam boiler, mostly all replacement windows, updates to electrical/service line, newer paved driveway & blown in insulation. It is not often you find such a well-cared older home with still having all the advantages

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    352 Church St, Putnam, CT 06260
  • 98 Williamsville Rd, Dayville, CT 06241
    98 Williamsville Rd, Dayville, CT 06241
    98 Williamsville Rd, Dayville, CT 06241
    /31

    $425,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    98 Williamsville Rd, Dayville, CT 06241

    Tucked away at the end of a private drive sits a home on 1.75 acres that checks all the boxes! Built with care just 7 years ago. A large front porch welcomes you in - where you'll find hardwood floors throughout, granite countertops, a dry bar and amazing natural light. The main floor has a full bath as well as a den which could be turned into a 4th bedroom. Past the mudroom is the entrance to a

    Gene Larrow Larrow's Real Estate

    98 Williamsville Rd, Dayville, CT 06241
  • 20 Greystone St, Willimantic, CT 06226

    $265,000 Sold Sep 04, 2025

    • 1,344 Sq Ft
    • $197/SF
    • 55 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1910

    20 Greystone St, Willimantic, CT 06226

    Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

    Frank Fonteyn Prestige Realty Group

    20 Greystone St, Willimantic, CT 06226
  • 872 Bailey Hill Rd, Dayville, CT 06241
    872 Bailey Hill Rd, Dayville, CT 06241
    872 Bailey Hill Rd, Dayville, CT 06241
    /40

    $425,000

    • 3 Beds
    • 3 Baths
    • 1,339 Sq Ft

    872 Bailey Hill Rd, Dayville, CT 06241

    Nestled in an idyllic country setting, this 1900 farmhouse offers a unique opportunity to embrace rural living. The property features a three-bedroom, three-bathroom home situated on four acres of open land. The residence boasts a classic farmhouse design, complete with a wrap-around covered porch, ideal for outdoor relaxation and enjoying the surrounding scenery. Mature trees dot the landscape,

    Jennifer Jackson Berkshire Hathaway NE Prop.

    872 Bailey Hill Rd, Dayville, CT 06241
  • 36 Lebanon Ave, Willimantic, CT 06226

    $300,000 Sold Sep 04, 2025

    • 2,594 Sq Ft
    • $116/SF
    • 69 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    36 Lebanon Ave, Willimantic, CT 06226

    Three family home in a quiet convenient location close to downtown Willimantic and the Willimantic Footbridge. Tenants have occupied this home for over 15 years with month to month leases. Vinyl sided home with first and second floor front and rear covered porches. First floor has access to a laundry and a rear patio. Flat yard with plenty of off street parking. Basement has an additional full

    Deb Chabot RE/MAX One

    36 Lebanon Ave, Willimantic, CT 06226
  • 337 S Windham Rd, Willimantic, CT 06226
    337 S Windham Rd, Willimantic, CT 06226
    337 S Windham Rd, Willimantic, CT 06226
    /35

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    337 S Windham Rd, Willimantic, CT 06226

    This charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfortable living space that offers both style and functionality. The thoughtfully designed layout provides ample room for daily life and entertaining, with well-appointed bedrooms including a spacious primary bedroom that serves as your personal retreat. The kitchen becomes the heart of the home where morning

    Alexia Andrade US Asset Realty

    337 S Windham Rd, Willimantic, CT 06226
  • 107 Lions Way, Windham, CT 06256

    $80,000 Sold Sep 04, 2025

    • 924 Sq Ft
    • $87/SF
    • 90 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2006

    107 Lions Way, Windham, CT 06256

    Welcome to 107 Lions Way in the desirable Stonegate Manor community! This well-maintained 2006-built manufactured home offers 2 spacious bedrooms and 2 full bathrooms, all set on a beautifully landscaped lot and private backyard. Step inside to find a bright and open living area with large windows and vaulted ceiling. The kitchen features ample cabinetry and counter space. The primary suite

    Noah King Home Selling Team

    107 Lions Way, Windham, CT 06256
  • 31 Green Island, Thompson, CT 06277
    31 Green Island, Thompson, CT 06277
    31 Green Island, Thompson, CT 06277
    /28

    $400,000

    • 1 Bed
    • 1 Bath
    • 517 Sq Ft

    31 Green Island, Thompson, CT 06277

    Quaddick Lake. Unique opportunity on Green Island. Only 12 homes in this private seasonal community. Home has been carefully renovated. Located on the southern peninsula of the island with 3 sides of waterfront.. over 90 feet. Spectacular views, easy access to the water, 3 docks. Large common area, one bedroom and loft. Screen porch to large deck. Home has electric, heat, ac, dry-well for shower

    Richard Loomis RE/MAX Bell Park Realty

    31 Green Island, Thompson, CT 06277
  • 552 Squaw Rock Rd, Moosup, CT 06354

    $345,000 Sold Sep 03, 2025

    • 1,732 Sq Ft
    • $199/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    552 Squaw Rock Rd, Moosup, CT 06354

    Step over the RI and Mass line and check out this Cape on 6.55 ACRES great for dirt bikes, 4 wheelers or animals! HEATED Garage to spend the Winter evenings. BEAUTIFUL NEW white shaker cabinets and GORGEOUS GRANITE counters w/ STAINLESS appliances open to dining area with slider to WRAP AROUND DECK that has a view of the valley. FIREPLACE living room and 1 st floor bedroom next to large bathroom

    Christine Johnson RE/MAX One

    552 Squaw Rock Rd, Moosup, CT 06354
  • 213 Pomfret St, Putnam, CT 06260
    213 Pomfret St, Putnam, CT 06260
    213 Pomfret St, Putnam, CT 06260
    /39

    $439,900

    • 4 Beds
    • 2 Baths
    • 2,750 Sq Ft

    213 Pomfret St, Putnam, CT 06260

    This renovated home with IN-LAW POTENTIAL in Putnam has been completely transformed from a former mixed-use property into a spacious, fully residential home. Originally built as a ranch in 1950, a major addition in 2007 expanded the upper level and converted the lower level-formerly a storefront-into a large family room, a bedroom, and a full bath, making it ideal for an in-law suite or guest

    maribeth marzeotti Lamacchia Realty

    213 Pomfret St, Putnam, CT 06260
  • 8 Gendron Rd, Moosup, CT 06354

    $317,000 Sold Sep 03, 2025

    • 960 Sq Ft
    • $330/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1952

    8 Gendron Rd, Moosup, CT 06354

    Adorable ranch situated on 0.54 acres, surrounded by gorgeous rose bushes. Everything has been updated within the last 5 years, including a new roof, furnace, mini-splits, a full bath with a walk-in oversized shower, kitchen with newer cabinets, granite countertops, and appliances. There's a covered deck off the kitchen, perfect for entertaining. The beautiful open backyard Is perfect for summer

    Lori McVey J. Christopher Real Estate Group

    8 Gendron Rd, Moosup, CT 06354
  • 22 Philmar Dr, Plainfield, CT 06374
    22 Philmar Dr, Plainfield, CT 06374
    22 Philmar Dr, Plainfield, CT 06374
    /39

    $399,999

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

    22 Philmar Dr, Plainfield, CT 06374

    Need space for a growing family or in-home business? This remodeled 5-bedroom, 3-bath ranch-style home offers it all! Situated on a large, level .73-acre lot in a peaceful cul-de-sac, this property features a accessible ramp and along with one of three bathrooms. The rear facing open family room has cathedral ceiling,huge windows and skylights with access to a large deck .Combined with the

    Vito Uva Scalzo Real Estate

    22 Philmar Dr, Plainfield, CT 06374
  • 571 Mashamoquet Rd, Pomfret Center, CT 06259

    $196,000 Sold Sep 03, 2025

    • Land
    • 43.78 Acres
    • $4,477 per Acre
    • 7 Days On Market

    571 Mashamoquet Rd, Pomfret Center, CT 06259

    This undeveloped parcel has a history of agricultural use and is currently designated as open space. Access is provided by a shared driveway, with a right-of-way (ROW) granted to one neighboring home. The driveway itself is owned by this property. Electricity would need to be extended from the nearby home that shares the driveway. The land is mostly high and dry, with a steep slope leading down

    Katie Spenard Kazantzis Real Estate, LLC

    571 Mashamoquet Rd, Pomfret Center, CT 06259
  • 12 Waterman St, Danielson, CT 06239
    12 Waterman St, Danielson, CT 06239
    12 Waterman St, Danielson, CT 06239
    /35

    $469,900 Pending

    • 4 Beds
    • 3 Baths
    • 3,299 Sq Ft

    12 Waterman St, Danielson, CT 06239

    Offered for the first time by its original owner, this 4-bedroom, 3-bathroom raised ranch is ready for its next chapter. Set on a half-acre lot, the home offers a solid foundation, thoughtful design, and plenty of room to make it your own. The main level features a bright living room, kitchen, and a dining room with access to the deck and backyard. Four bedrooms, including a primary suite, and

    Matt Patty Real Broker MA, LLC

    12 Waterman St, Danielson, CT 06239
  • 40 Deerfield Dr, Ashford, CT 06278

    $357,500 Sold Sep 03, 2025

    • 1,152 Sq Ft
    • $310/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    40 Deerfield Dr, Ashford, CT 06278

    Lake life at its finest-fully updated and turn-key in the desirable Lake Chaffee community! Welcome to 40 Deerfield Drive, where every detail has been thoughtfully renovated for effortless living. This 3-bedroom, 2-bath ranch boasts a stunning kitchen with quartz countertops, all-new appliances, and modern lighting. Enjoy the warmth of the wood-burning fireplace in the vaulted living room that

    Michael Hvizdo Coldwell Banker Realty

    40 Deerfield Dr, Ashford, CT 06278
  • 309 E Putnam Rd, Putnam, CT 06260
    309 E Putnam Rd, Putnam, CT 06260
    309 E Putnam Rd, Putnam, CT 06260
    /40

    $819,000

    • 3 Beds
    • 3 Baths
    • 2,338 Sq Ft

    309 E Putnam Rd, Putnam, CT 06260

    Equestrian property in beautiful east Putnam, CT. This 2338 sf cape sits on 53 acres! Trails for horseback riding, ATV/dirt bikes, & hunting. There's a private shooting range & start of a hunting cabin that could potentially be used as an Airbnb when finished. The timber framed horse barn has 4 stalls w/materials for a 5th, plus plenty of room for hay/tack, & has heat, water and electricity.

    Valerie MacNeil Kazantzis Real Estate, LLC

    309 E Putnam Rd, Putnam, CT 06260
  • 15 Hyde Rd, Brooklyn, CT 06234

    $813,000 Sold Sep 03, 2025

    • 2,640 Sq Ft
    • $308/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    15 Hyde Rd, Brooklyn, CT 06234

    Welcome to 15 Hyde Rd. Luxury Living awaits in this stunning new construction home in the Brooklyn Village District. Custom 4 bedroom, 2-1/2 bath home with a 2-car garage. Smart Home Technologies, stylish Cafe appliance package, central air conditioning, tankless water heater, propane heating system, impressive hardwood floors and custom staircase. This home features an inviting open-concept

    Randy Duquette The Neighborhood Realty Group

    15 Hyde Rd, Brooklyn, CT 06234
  • 53 Carol Ave, Danielson, CT 06239
    53 Carol Ave, Danielson, CT 06239
    53 Carol Ave, Danielson, CT 06239
    /36

    $359,000 Open Fri 5:30PM - 7PM

    • 4 Beds
    • 2 Baths
    • 1,428 Sq Ft

    53 Carol Ave, Danielson, CT 06239

    Welcome Home! This charming 4-bedroom, 2-bath Cape is tucked away in a desirable neighborhood just off the main road. With a spacious yard, there's plenty of room for entertaining, projects, or pets to play. The low-maintenance vinyl siding and brand NEW roof make exterior upkeep a breeze. Inside, the thoughtful layout offers two bedrooms and a full bath on the first floor, plus two oversized

    Daniele Killen Remax Host of Homes

    53 Carol Ave, Danielson, CT 06239
  • 701 Squaw Rock Rd, Moosup, CT 06354

    $200,000 Sold Sep 02, 2025

    • 1,902 Sq Ft
    • $105/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1790

    701 Squaw Rock Rd, Moosup, CT 06354

    1790 home is possible tear down on 6.86 acres sold as is/ where is CASH ONLY! A couple of outbuildings sold as is/where is. What ever is left will convey inside and outside. Do your diligence at TOWN HALL for possible use. Abutting 36.7 acres goes with home. SOLD TOGETHER ONLY. CAMERAS on property DO NOT GO ON PROPERTY-APPOINTMENT ONLY. Bring a flashlight. 1/2 pond may be on this property.

    Christine Johnson RE/MAX One

    701 Squaw Rock Rd, Moosup, CT 06354
  • 513 Lhomme Street Extension, Danielson, CT 06239
    513 Lhomme Street Extension, Danielson, CT 06239
    513 Lhomme Street Extension, Danielson, CT 06239
    /32

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    513 Lhomme Street Extension, Danielson, CT 06239

    This one-of-a-kind ranch home sits on nearly an acre of beautifully cleared land on a quiet private road. Thoughtfully updated throughout, it offers a warm and inviting atmosphere with plenty of space inside and out. The newly remodeled kitchen features hickory cabinetry with custom pull-outs and flows seamlessly into the spacious dining area. The living room is bright and open, with a

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    513 Lhomme Street Extension, Danielson, CT 06239
  • 118 Ashford Rd Unit 6, Eastford, CT 06242

    $295,000 Sold Sep 02, 2025

    • 1,220 Sq Ft
    • $242/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2015

    118 Ashford Rd Unit 6, Eastford, CT 06242

    Welcome to easy, one-level living in this beautifully maintained and freshly painted home! Nestled in a serene community surrounded by nature. Step into a bright, open layout with cathedral ceilings, a spacious living room, and a granite kitchen featuring stainless steel appliances, ample cabinetry, and a breakfast bar. The primary suite includes a full bath with granite vanity and tub, while an

    Brittany Kimlingen First Choice Realty

    118 Ashford Rd Unit 6, Eastford, CT 06242

Showing Results 201 - 240, Page 6 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