45,937

Windham County, CT Homes

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  • /5

    $675,000

    • Land
    • 81.49 Acres
    • $8,283 per Acre

    338 Brooklyn Rd, Pomfret Center, CT 06259

    Discover the perfect escape in this stunning 81-acre parcel located in the serene and sought-after area of Pomfret. This pristine property offers a unique blend of open space and lightly wooded areas, providing endless possibilities for your dream home or family compound. Enjoy the peaceful surroundings and escape, making it an ideal spot for relaxation and recreation. The property borders

    Cathy Duprey Duprey Real Estate, LLC

    338 Brooklyn Rd, Pomfret Center, CT 06259
  • 244,278,286R Indian Hollow Rd, Windham, CT 06280

    $366,000 Sold Aug 28, 2025

    • Land
    • 65.27 Acres
    • $5,607 per Acre
    • 29 Days On Market

    244,278,286R Indian Hollow Rd, Windham, CT 06280

    65 Acres of Prime Land - A Rare Opportunity! Three expansive land lots totaling 65 acres are now available as one combined offering. Nestled in a peaceful and private setting, this remarkable parcels of land offers endless potential.Currently used for hunting, the property features a mix of wooded terrain and open space-ideal for outdoor recreation, wildlife enthusiasts, or those seeking a

    Amber Alcazar Coldwell Banker Realty

    244,278,286R Indian Hollow Rd, Windham, CT 06280
  • /40

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,535 Sq Ft

    410 Porter Pond Rd, Moosup, CT 06354

    Step inside this beautifully updated Cape featuring 3-4 bedrooms and 2 full bathrooms, with an open-concept floor plan perfect for modern living. Enjoy the versatility of two spacious additions-each with its own entrance. One offers a roughed-in bathroom, while the other is equipped with a mini-split and pellet stove. Whether you envision an in-law suite, private guest retreat, home office, or

    Sandy Deignan SD Realty Associates, LLC

    410 Porter Pond Rd, Moosup, CT 06354
  • 27 Longmeadow Dr, Pomfret Center, CT 06259

    $825,000 Sold Aug 27, 2025

    • 2,556 Sq Ft
    • $323/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2022

    27 Longmeadow Dr, Pomfret Center, CT 06259

    Stunning Custom Colonial in sought-after Longmeadow Estates. Built with quality and attention to detail, this newer home offers upscale finishes throughout. Set on a private 3.51-acre lot in a vibrant development with the professionally landscaped grounds. Step inside to 9-ft ceilings, gleaming hardwood floors, crown molding, and sun-filled spaces. The designer kitchen features quartz counters, a

    Mary Collins Berkshire Hathaway NE Prop.

    27 Longmeadow Dr, Pomfret Center, CT 06259
  • /10

    $89,900

    • 3 Beds
    • 1 Bath
    • 1,305 Sq Ft

    22 Shepard Hill Rd, Plainfield, CT 06374

    Come see this colonial-style home which was constructed in 1880! Featuring three bedrooms, one full bathroom, and 1305 square feet of living area, this home is ripe for opportunity! The property is situated on a flat lot surrounded by trees providing privacy and spans an impressive 1.40 acres. The full basement offers generous storage space. Off-street parking is available. In close proximity you

    John Oliveri Property Works New England

    22 Shepard Hill Rd, Plainfield, CT 06374
  • 64 Moon Rd, Ashford, CT 06278

    $304,000 Sold Aug 27, 2025

    • 960 Sq Ft
    • $317/SF
    • 30 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1990

    64 Moon Rd, Ashford, CT 06278

    Welcome to 64 Moon Road, Ashford, CT - A Charming country retreat nestled on a generous 3.80-acre lot, this 3-bedroom, 1-bath prefab home offers the perfect blend of privacy, comfort, and outdoor enjoyment. Whether you're starting out or looking for a peaceful getaway, this cozy home delivers affordable country living at its finest. Step inside to a bright and sunny living room, where natural

    Jessica Boswell LPT Realty

    64 Moon Rd, Ashford, CT 06278
  • /28

    $309,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    120 Ashford Rd Unit 2, Eastford, CT 06242

    Welcome to this charming, 2 bedroom, 2 bathroom ranch style condo tucked away on a quiet country road in Eastford, CT! Featuring an inviting open floor plan, this home offers a bright and spacious living area with vaulted ceilings & flows seamlessly into the kitchen and dining spaces - perfect for both every day living and entertaining. There's plenty of room in the kitchen for multiple chefs &

    Valerie MacNeil Kazantzis Real Estate, LLC

    120 Ashford Rd Unit 2, Eastford, CT 06242
  • 4 Linnell St, Moosup, CT 06354

    $250,000 Sold Aug 27, 2025

    • 1,557 Sq Ft
    • $161/SF
    • 37 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1876

    4 Linnell St, Moosup, CT 06354

    Charming 3-Bedroom Home with Great Potential in the Heart of Moosup! This 3-bedroom, 1.5-bath home is full of character and ready for your personal touch. Perfect for first-time buyers or savvy investors, the home is being sold as-is and includes some remaining belongings that can be transferred with the sale adding unique value and opportunity. Nestled on a manageable 0.23-acre lot, you'll enjoy

    Beth Fournier Compass Connecticut, LLC

    4 Linnell St, Moosup, CT 06354
  • /31

    $349,000

    • 2 Beds
    • 3.5 Baths
    • 2,145 Sq Ft

    87 Perry St Unit 238, Putnam, CT 06260

    Discover unparalleled elegance in this meticulously maintained, custom-built townhouse, one of the largest in this community. With 2100+ square feet across 3 thoughtfully designed floors, this home blends sophisticated style w/functional living. The main level welcomes you w/gleaming hardwood floors & an open layout, perfect for entertaining. The kitchen is a chef's dream, featuring an island

    Michael Hvizdo Coldwell Banker Realty

    87 Perry St Unit 238, Putnam, CT 06260
  • 18 Isabellas Place, Danielson, CT 06239

    $370,000 Sold Aug 27, 2025

    • 1,586 Sq Ft
    • $233/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    18 Isabellas Place, Danielson, CT 06239

    This "Quiet Corner" over 55 condominium is a peaceful end unit with views of mature manicured landscaping trees and flowers out every window. Convenient location to shopping, amenities, and major routes to Boston, Hartford and Providence. This spacious condo has 2 bedrooms (one ensuite), vaulted ceiling living room with sliders to the private deck. The 2 car garage enters into an eat-in kitchen

    Christa Haveles Spaulding Realty Group, LLC

    18 Isabellas Place, Danielson, CT 06239
  • /6

    $899,000

    • Land
    • 130.75 Acres
    • $6,876 per Acre

    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

    GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

    Margaret Memoli Memoli&Memoli Real Estate,LLC

    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
  • 141 Old Town Rd, Ashford, CT 06278

    $450,000 Sold Aug 27, 2025

    • 2,591 Sq Ft
    • $174/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    141 Old Town Rd, Ashford, CT 06278

    GORGEOUS AND READY FOR SUMMER FUN! The sparkling water of the 16x32 inground pool is calling you! This fabulous Cape features an updated kitchen with grey cabinets, gas stove, stainless steel appliances, QUARTZ counters and tile backsplash! The dining area is open to the living room with vaulted ceiling, fireplace and refinished hardwood floors. With a 1st floor bedroom and full bath, this home

    Tracy Wagner Rockoff Realty

    141 Old Town Rd, Ashford, CT 06278
  • /16

    $83,000

    • Land
    • 3.2 Acres
    • $25,938 per Acre

    0 Bennett Pond Rd, Canterbury, CT 06331

    Beautiful wooded lot off a paved country back road in Canterbury. Get ready to build your dream home! A2 survey already done. Engineered plan for the septic system already done. Proposed driveway approved to be put in passing over the wetlands. There is a seasonal snowmelt stream that runs through that could be an amazing landscape opportunity. If you want to build a house in the backwoods,

    Matthew Noren RE/MAX Bell Park Realty

    0 Bennett Pond Rd, Canterbury, CT 06331
  • 29 Cheney Rd, Pomfret Center, CT 06259

    $265,000 Sold Aug 27, 2025

    • 1,316 Sq Ft
    • $201/SF
    • 18 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    29 Cheney Rd, Pomfret Center, CT 06259

    Tucked away in the desirable town of Pomfret, CT, this charming single-family home offers the perfect blend of privacy, space, and convenience. Set on a generously sized yard, the property is surrounded by natural beauty, offering a peaceful, secluded atmosphere while still being close to local amenities. A spacious back deck provides an ideal spot for outdoor relaxation or entertaining. The home

    Kyle Seyboth Century 21 Limitless

    29 Cheney Rd, Pomfret Center, CT 06259
  • /36

    $329,900

    • 3 Beds
    • 1 Bath
    • 1,288 Sq Ft

    144 Phoenixville Rd, Chaplin, CT 06235

    Welcome to Paradise! This beautifully updated home is move-in ready and filled with charm. Freshly painted throughout, newer heating/AC and well and featuring newly refinished hardwood floors, it offers a warm and inviting atmosphere. Abundant natural light pours in through large windows, many of which provide peaceful views of the pond. The main floor supports two spacious bedrooms, with the

    Glenn Stavens Aspen Realty Group

    144 Phoenixville Rd, Chaplin, CT 06235
  • 40 Airport Rd, Danielson, CT 06239

    $479,900 Sold Aug 27, 2025

    • 1,691 Sq Ft
    • $284/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    40 Airport Rd, Danielson, CT 06239

    A spectacular raised ranch loaded with custom features! Upon arrival you'll be thrilled with vinyl stone veneer and cedar shake impression siding boasting curb appeal. The front covered porch and rear deck are both covered with composite decking and railings making them low maintenance for years. Greeted by a large light filled foyer makes this house feel like home. Open living room and kitchen

    Mark Tetreault, II RE/MAX Bell Park Realty

    40 Airport Rd, Danielson, CT 06239
  • /25

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    280 Cook Hill Rd, Danielson, CT 06239

    Country living at its best. Come and enjoy this beautiful Cape Style Log Cabin. This has a home just waiting for you to add your personal touches. Features three bedrooms, one and half bathroom, laundry room, fireplace, and much more potentials. Walkout basement, with a lot of possibilities. Minutes from the RI Line, and highways, shopping and all amenities.

    Glenn Stavens Aspen Realty Group

    280 Cook Hill Rd, Danielson, CT 06239
  • 304 Bailey Hill Rd, Killingly, CT 06239

    $157,500 Sold Aug 27, 2025

    • 1,076 Sq Ft
    • $146/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    304 Bailey Hill Rd, Killingly, CT 06239

    Welcome home to this beautifully maintained 2 bedroom, 2 bath mobile home offering comfort, style, and space to breathe. The bright, vaulted-ceiling living area features a spacious Living Room with inviting electric fireplace, perfect for cozy evenings. An Updated Kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space and Dining Room with view of backyard. Enjoy

    Pamela Therrien The Neighborhood Realty Group

    304 Bailey Hill Rd, Killingly, CT 06239
  • /40

    $674,900 Open Sat 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    101 Center Rd, Woodstock, CT 06281

    This beautiful sprawling custom colonial is set on 9 acres of land at the end of a winding long driveway and surrounded by open area. Grand living spaces with cathedral ceilings and a floor to ceiling fireplace, tons of natural light, 4 bedrooms & 3.5 bathrooms, a 1500 sqft in-law suite with additional bedroom, new appliances, spacious 2 car garage, and an out building with electricity and

    Jeff Valentine William Pitt Sotheby's Int'l

    101 Center Rd, Woodstock, CT 06281
  • 47 Edmond St, Putnam, CT 06260

    $360,000 Sold Aug 27, 2025

    • 1,704 Sq Ft
    • $211/SF
    • 9 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1951

    47 Edmond St, Putnam, CT 06260

    Tucked at the end of a quiet dead-end street, this 5-bed, 2-bath home offers comfort, versatility, and room to grow. The main level features a bright living area and a well-maintained kitchen with classic wood cabinetry and ample prep space. Upstairs you'll find four bedrooms and a full bath, with an additional bedroom and second bath on the main floor. The finished basement adds flexible space

    Kendra Bonette Coldwell Banker Realty

    47 Edmond St, Putnam, CT 06260
  • /39

    $975,000

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

    564 Hubbard Rd, Danielson, CT 06239

    The escape begins the moment you turn onto the perfectly etched country drive ,where a winding dirt road leads through the meadow revealing a distinctive 3 BR 2 Bath 2800 sqft + contemporary home remodeled to blend rustic charm & comfort. Steps away you will find a perfectly situated 4 bay car garage with office loft. The setting feels like a private retreat, with multiple decks, each season

    C. Tina Pappalardo Coldwell Banker Realty

    564 Hubbard Rd, Danielson, CT 06239
  • /31

    $329,000 Sold Aug 27, 2025

    • 1,092 Sq Ft
    • $301/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1945

    58 Proulx St, Brooklyn, CT 06234

    Move-in ready 3 bed, 1 bath home on quiet dead-end Street! This charming home features a brand-new heating system (May 2025) brand-new stainless steel appliances plus many more kitchen updates. Enjoy an open floor plan with main floor laundry for added convenience. The detached, oversized 2-car garage includes pull-down stairs for extra storage. Sitting on a large lot with vegetable/flower

    Lucy Reid United Properties/Davida Ltd.

    58 Proulx St, Brooklyn, CT 06234
  • /30

    $349,900

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    132 Grove St, Putnam, CT 06260

    Welcome to 132 Grove Street in Putnam! This beautifully remodeled 3-bedroom home combines modern updates with classic charm. The property boasts a bright and inviting floor plan with stylish finishes throughout, featuring a fully updated kitchen equipped with new cabinetry, countertops, and appliances. The full bathroom has been tastefully renovated with sleek fixtures and contemporary design.

    Mateusz Chojnicki CR Premier Properties

    132 Grove St, Putnam, CT 06260
  • 64 Tatnic Rd, Brooklyn, CT 06234

    $485,000 Sold Aug 27, 2025

    • 1,722 Sq Ft
    • $282/SF
    • 237 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1950

    64 Tatnic Rd, Brooklyn, CT 06234

    Nestled on over 2 acres, this charming 4-bedroom, 2-bath Cape-style home is a perfect blend of comfort, functionality, and rural charm. The heart of the home features a spacious, open-concept kitchen and dining area with wood cabinetry, granite countertops, tile flooring, and skylight allowing the natural light in and creating an inviting atmosphere for everyday living and entertaining. Step

    Tina Lajoie William Raveis Real Estate

    64 Tatnic Rd, Brooklyn, CT 06234
  • /32

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft

    109 Battey St, Putnam, CT 06260

    This 3 bedroom, 1 bath home sits on a beautiful fenced in yard and has been well maintained with key updates already complete. Enjoy peace of mind with a newer roof (4 years old), updated plumbing (within 5 years), and durable siding in great shape. A bright sunroom addition brings extra living space filled with natural light, while the cozy layout is ready for your personal touch. Offering solid

    Jim Murray HERE Realty

    109 Battey St, Putnam, CT 06260
  • 209 Whetstone Mills Unit 209, Dayville, CT 06241

    $122,000 Sold Aug 26, 2025

    • 624 Sq Ft
    • $196/SF
    • 16 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    209 Whetstone Mills Unit 209, Dayville, CT 06241

    Charming 1-Bedroom Condo in Serene Setting - Priced to Sell! Don't miss this cozy and inviting 1-bedroom, 1-bath condo offering 656 SF of easy, comfortable living. Located in a well-maintained complex tucked away in a peaceful, private setting, this unit features large windows that fill the space with natural light, creating a warm and welcoming atmosphere. Enjoy the tranquility of the

    Tina Lajoie William Raveis Real Estate

    209 Whetstone Mills Unit 209, Dayville, CT 06241
  • /33

    $379,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft

    170 Lake St, Moosup, CT 06354

    Completely remodeled 3 bedroom Ranch! Step inside to a gorgeous white kitchen featuring brand new appliances, perfect for today's lifestyle. The fireplaced living room adds warmth and charm, while the convenient mudroom entry makes daily living easy. A full basement includes a new washer and dryer, offering plenty of storage and functionality. Set on a beautiful, level 1 acre lot with light

    Cary Marcoux RE/MAX Bell Park Realty

    170 Lake St, Moosup, CT 06354

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