67

Windham County CT Homes under $400,000

Section Image Section Image
  • /40

    $335,000

    • 6 Beds
    • 3 Baths
    • 3,274 Sq Ft

    384 Prospect St, Willimantic, CT 06226

    Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 321-1528

    384 Prospect St, Willimantic, CT 06226
  • /8

    $350,000

    • Land
    • 4.57 Acres
    • $76,586 per Acre

    9 Kennedy Dr, Putnam, CT 06260

    A great location in a convenient, highly visible and well-traveled spot right off of Route I-395. This listing includes two separate adjoining parcels, a 2.57-acre piece fronts Kennedy Drive and 2-acre rear piece on back side of Park Street. Property is across from access to the Tech Park and YMCA. Putnam is a great place for your business! Bring your ideas / proposals and let us assist you with

    Agent Photo

    Tina Lajoie

    William Raveis Real Estate

    (860) 754-3940

    9 Kennedy Dr, Putnam, CT 06260
  • /40

    $350,000

    • 5 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    14 Buckley Hill Rd, North Grosvenordale, CT 06255

    Beautifully updated two-family home in Thompson! This property was significantly upgraded with a brand-new roof, new boiler, rebuilt front and rear porches, and electrical upgrades. Inside, you'll find modern touches like recessed lighting, new ceiling fans, updated stainless appliances, refreshed bathrooms with new vanities, and upgraded plumbing with PEX. Safety and efficiency were improved

    Agent Photo

    Peter Vitale

    Century 21 Limitless

    (888) 443-1850

    14 Buckley Hill Rd, North Grosvenordale, CT 06255
  • /37

    $369,900

    • 5 Beds
    • 2 Baths
    • 2,224 Sq Ft

    20 Carefree Ln, Chaplin, CT 06235

    Meticulously Maintained Ranch Surrounded by Nature! Tucked away at the end of a quiet dead-end road, this beautifully cared for Ranch offers both comfort and versatility. The main level features an inviting open concept layout with a center island kitchen with all new stainless appliances, spacious dining area, and living room, all accented by gleaming hardwood floors. Off the kitchen, enjoy

    Rich Marouski Weichert,REALTORS-Four Corners

    20 Carefree Ln, Chaplin, CT 06235
  • /14

    $399,999

    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft

    361 South St, Brooklyn, CT 06234

    NEW construction available! Bright and modern-this raised ranch on South Street offers 3 bedrooms, 2 baths, and an inviting open layout. Natural light fills the living and dining spaces. The kitchen features granite countertops. Hardwood stair details bring in warmth and character. A spacious back deck and 1-car garage add comfort inside and out. Large unfinished area downstairs awaiting own

    Andrew Kausch Kazantzis Real Estate, LLC

    361 South St, Brooklyn, CT 06234
  • /40

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    6 Oak St, Plainfield, CT 06374

    Tastefully updated 3-bedroom, 2.5-bath ranch in an established neighborhood offers comfort and convenience with an attached 1-car garage. The heart of the home features a beautifully renovated kitchen with updated cabinetry, large island, granite countertops, tiled backsplash, and stainless steel appliances. An open floor plan seamlessly connects the kitchen, dining area, and living room,

    Heather Sawyer William Pitt Sotheby's Int'l

    6 Oak St, Plainfield, CT 06374
  • /39

    $358,000

    • 4 Beds
    • 1 Bath
    • 1,936 Sq Ft

    10 Charles St, Willimantic, CT 06226

    Discover your own backyard oasis with this 4-bedroom home on a quiet non thru street. The property boasts a beautifully maintained inground pool, complete with pool house with a bathroom and storage, plus a spacious deck and yard perfect for entertaining and everyday enjoyment. Inside, the updated kitchen shines with granite counter, tile floor, stainless steel appliances, and breakfast island,

    Jeanne Crum Home Selling Team

    10 Charles St, Willimantic, CT 06226
  • /22

    $359,900

    • 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
  • /38

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    16 Porter Plain Rd, Thompson, CT 06277

    Welcome to this inviting raised ranch set on a beautiful fenced-in corner lot with a paved driveway and privacy fencing in Thompson, CT. The upper level offers 3 comfortable bedrooms and a full bath, along with a spacious kitchen featuring a breakfast bar that flows into the dining area and all recent appliances! From here, an updated slider opens to the rear deck partially covered, perfect for

    Jared Meehan RE/MAX Bell Park Realty

    16 Porter Plain Rd, Thompson, CT 06277
  • /28

    $400,000

    • 4 Beds
    • 3 Baths
    • 3,870 Sq Ft

    27 Hawkins St, Danielson, CT 06239

    Charming Ranch with In-Law Suite & Prime Location Welcome to this spacious and inviting ranch-style home offering 4+ bedrooms the perfect blend of comfort, function, and convenience. Step inside to find beautiful hardwood floors flowing throughout the main living areas, a large family room with a cozy fireplace-ideal for relaxing evenings-and an enclosed porch perfect for year-round enjoyment.

    Kristen Tarryk Duprey Real Estate, LLC

    27 Hawkins St, Danielson, CT 06239
  • /14

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    30 Brunswick Ave, Plainfield, CT 06354

    Welcome to this adorable Brand New Ranch. One level that offers a spacious living room and beautiful kitchen with quartz countertops & Stainless- steel appliances. Two bedrooms and one full bathroom with laundry. Backyard offers a beautiful view of the Moosup River. Don't wait - A MUST SEE!!! Minutes away from the RI Line. Space for a detached garage. Not included in the sale- extra cost.

    Paige Collelo Taber Realty, LLC

    30 Brunswick Ave, Plainfield, CT 06354
  • /30

    $379,900

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    50 Marie St, Plainfield, CT 06374

    Charming cape home in neighborhood setting. Stunning, bright living room and entryway with cathedral ceilings and pellet stove. Kitchen with wood accents. Dining room with much character. Two first floor bedrooms. Full bathroom on first floor. Spacious bedrooms on second floor. Full bath on second floor. Partially finished basement newly renovated. Storage and utility area in basement. Large,

    Amy Brunet Brunet and Company Real Estate

    50 Marie St, Plainfield, CT 06374
  • /37

    $359,990

    • 4 Beds
    • 1.5 Baths
    • 2,408 Sq Ft

    16 North Rd, Ashford, CT 06278

    **Charming Home with Timeless Beauty and Modern Comforts** Discover this fantastic 2,408 sq. ft. home featuring 4 bedrooms and 2 bathrooms, which beautifully blends classic charm with modern updates and stunning landscaping. This residence exudes a warm and welcoming atmosphere you'll love. With a new roof (only two years old), a newly installed bulkhead, and fresh exterior paint, it's ready for

    Kerri Mullen CR Premier Properties

    16 North Rd, Ashford, CT 06278
  • /20

    $369,999

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft

    80 Ventura Dr, Brooklyn, CT 06234

    Welcome to this nicely maintained 2-bedroom, 2-full-bath raised ranch offering comfort, space, and convenience! Located in a desirable neighborhood with city water and sewer, this home features an open main level with a spacious living room, an eat-in kitchen, and two generously sized bedrooms. The finished walk-out lower level provides a perfect extra space-ideal for a family room, home office,

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    80 Ventura Dr, Brooklyn, CT 06234
  • /6

    $369,900 Coming Soon

    • 2 Beds
    • 1 Bath
    • 440 Sq Ft

    17 Green Island, Thompson, CT 06277

    Discover the rustic charm of island living at Quaddick Lake! Seize a rare opportunity to own a lakeside retreat on a private island dotted with just 12 seasonal cottages. This enchanting getaway offers the best of both worlds--unforgettable sunrise and sunset views over the water, and 200 feet of direct lakefront. The fully furnished cottage provides three-season comfort with cooling, heat and

    Lynne Ferrigno Coldwell Banker Realty

    17 Green Island, Thompson, CT 06277
  • /12

    $324,900

    • 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
  • /3

    $349,900

    • 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 $3,499 back in closing costs credits OR $2,042 per month at an exceptional financing rate of 5.75% 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
  • /39

    $350,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 1,268 Sq Ft

    9 Isabellas Place, Danielson, CT 06239

    Meticulously maintained, this rarely available end-unit condo offers two bedrooms, two and a half bathrooms, and a spacious, flexible layout in this 55+ community. Step inside to a light-filled living room with gleaming hardwood floors, vaulted ceilings, and a sliding glass door that opens to your private deck. The open dining and kitchen area features stainless steel appliances, abundant

    Kara Mazzola First Choice Realty

    9 Isabellas Place, Danielson, CT 06239
  • /40

    $349,900

    • 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
  • /35

    $329,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    4 Major Dr, Plainfield, CT 06374

    Wonderfully maintained 3-bedroom ranch style home. Updated galley style kitchen & appliances. Dining area with slider to the rear deck. Fireplaced living room. Replacement windows, 2 year old roof. Perfect starter home or retirement home, all 3 bedrooms on the main level. Looking to entertain or just relax the yard is level and a great place to do either.

    Robin Smith RE/MAX Bell Park Realty

    4 Major Dr, Plainfield, CT 06374
  • /13

    $349,999

    • 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
  • /15

    $349,000

    • Land
    • 5 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
  • /37

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    78 Peake Brook Rd, Woodstock, CT 06281

    Discover this move in ready 1,340 sq ft ranch in the charming South Woodstock area. This home offers a warm and inviting atmosphere with three bedrooms and two full bathrooms. The dining room provides perfect space for family gatherings and entertaining guests. Built in 1959, the property boasts a very large workshop attached to the house-ideal for hobbies, projects, or additional storage.

    Charolotte Cook CR Premier Properties

    78 Peake Brook Rd, Woodstock, CT 06281
  • /38

    $349,900

    • 4 Beds
    • 2 Baths
    • 2,166 Sq Ft

    101 Mansfield Ave, Willimantic, CT 06226

    Prime Location! Colonial Across from Hospital & Minutes to ECSU - Beautifully updated 4-bedroom, 2-bath Colonial with finished walk-out basement, remodeled quartz kitchen, and hardwood floors. Spacious layout features large eat-in kitchen, formal dining room, and comfort-ceiling living spaces. First-floor bedroom plus three upstairs. Basement offers two extra rooms (potentially more bedrooms),

    Alicia Zawila KW Legacy Partners

    101 Mansfield Ave, Willimantic, CT 06226
  • /21

    $399,900

    • 6 Beds
    • 2 Baths
    • 3,004 Sq Ft

    392 Moosup Pond Rd Unit 394, Moosup, CT 06354

    RARE FIND! 3,000+ square foot two family in an area of single family homes. Owned by the same family since 1986. Absolutely perfect for a family that wants to be near their in-laws but have separate dwellings. The 4 bedroom upstairs/owners unit is a whopping 1,900 square feet. This property was originally zoned as a four family but converted to two. There are also two unfinished areas used as

    Keri Roy Kazantzis Real Estate, LLC

    392 Moosup Pond Rd Unit 394, Moosup, CT 06354
  • /28

    $379,900

    • 8 Beds
    • 3 Baths
    • 3,073 Sq Ft

    176 Windham Rd, Willimantic, CT 06226

    Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

    Gregory Leone Coldwell Banker Realty

    176 Windham Rd, Willimantic, CT 06226
  • /12

    $400,000

    • Land
    • 48 Acres
    • $8,380 per Acre

    241 Killingly Ave, Putnam, CT 06260

    Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community

    Jennifer Lehto Kazantzis Real Estate, LLC

    241 Killingly Ave, Putnam, CT 06260
  • /24

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,760 Sq Ft

    26 Perkins St, Plainfield, CT 06374

    Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

    Victoria Lindsey Coldwell Banker Realty

    26 Perkins St, Plainfield, CT 06374
  • /8

    $300,000

    • Land
    • 38 Acres
    • $8,000 per Acre

    35 River Rd, Sterling, CT 06377

    Expansive 37.5-acre parcel offering excellent potential for development or subdivision, per town zoning regulations. With a mix of open space and woodlands, this versatile property lends itself to a variety of uses-from building a private estate or homestead to exploring subdivision options for future development. Enjoy the peace and privacy of a rural setting with convenient access to nearby

    Bradley Kazarian Executive Real Estate Inc.

    35 River Rd, Sterling, CT 06377
  • /27

    $370,000

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    13 Oriole Dr Unit 13, Danielson, CT 06239

    Welcome to carefree living in this beautifully maintained 2-bedroom, 2-bath condo located in one of the area's most desirable 55+ communities. This home offers the perfect blend of comfort, convenience, and style. Step inside to a bright, open floor plan designed for easy living and entertaining. The spacious living area flows seamlessly to a partially finished walk-out basement, complete with a

    Ashley Walker Brunet and Company Real Estate

    13 Oriole Dr Unit 13, Danielson, CT 06239
  • /22

    $319,900

    • 3 Beds
    • 1.5 Baths
    • 2,236 Sq Ft

    360 N Society Rd, Canterbury, CT 06331

    New Price on this opportunity to renovate your own dream home to YOUR liking! A great opportunity to build equity and be located in beautiful Canterbury, with choices of school, options for animals and gardens! This large house is currently mostly gutted and waiting for you to complete. 2 car garage attached to the house, and oversized 2 car garage workshop great for home business or car

    Michelle Pivin Kazantzis Real Estate, LLC

    360 N Society Rd, Canterbury, CT 06331
  • /40

    $365,000

    • 2 Beds
    • 1.5 Baths
    • 1,886 Sq Ft

    297 Sabin St Unit 12, Putnam, CT 06260

    Beautifully maintained end-unit townhouse offering nearly 1,900 sq ft of finished living space across three levels. The main floor features hardwood flooring, a bright open-concept layout, and a cozy living room with a stone fireplace and gas insert. The kitchen includes granite countertops, stainless steel appliances, and a breakfast bar that flows into the dining area-ideal for everyday living

    Tara Sepe HERE Realty

    297 Sabin St Unit 12, Putnam, CT 06260
  • /26

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,528 Sq Ft

    68 Allen Hill Rd, Brooklyn, CT 06234

    This beautifully renovated home offers the perfect blend of modern upgrades and timeless charm. Step inside to find a brand-new kitchen featuring sleek granite countertops, stainless steel appliances, and custom cabinetry that provides both style and functionality. The warm glow of refinished hardwood floors flows throughout the main living areas, anchored by a stunning stone fireplace that adds

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    68 Allen Hill Rd, Brooklyn, CT 06234
  • /33

    $309,000

    • 9 Beds
    • 4 Baths
    • 2,640 Sq Ft

    21 Union St Unit 27, Moosup, CT 06354

    INVESTORS & OWNER OCCUPANTS, TAKE NOTICE!!! Welcome to 21-27 Union St located in Moosup. This 3-family home offers 9-bed, 4-baths, full basement & a great attic for additional storage as well as 0.1 acres on a corner lot. Tenants will convey. Seller is motivated, bring ALL offers!!!

    Patrick Precourt Dorrance Realty

    21 Union St Unit 27, Moosup, CT 06354
  • /9

    $349,000

    • 8 Beds
    • 8 Baths
    • 4,160 Sq Ft

    8 High St, Putnam, CT 06260

    "Exceptional Investment Opportunity in Putnam CT, 8-unit property featuring two separate buildings on a generously sized lot, offering both immediate income potential and exciting development prospects. Building 1 stands ready for immediate occupancy, featuring 4 Unite 1 bed each, meticulously maintained and prepared for new tenants. while you explore options for the second building. Building 2,

    Karim Douich William Raveis Real Estate

    8 High St, Putnam, CT 06260
  • /40

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,858 Sq Ft

    9 Main St, Hampton, CT 06247

    GORGEOUS field with a view with 6.7 ACRES to bring the horses and cows! OVERSIZED detached 2 car garage built in 2008 w/ LARGE LOFT above would make a great office. Gambrel awaits your finishing touches with trim, Moulding and paint. BEAUTIFUL eat in kitchen w/ GRANITE COUNTERS and breakfast bar w/ FRENCH doors leading to back yard and formal dining w/ FIREPLACE and wide plank flooring. LARGE

    Christine Johnson RE/MAX One

    9 Main St, Hampton, CT 06247
  • /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
  • /36

    $335,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    122 Lovers Ln, Windham, CT 06280

    Nestled on a just over 2 acre lot in Windham, this refreshed home offers a tranquil retreat surrounded by nature. Step inside to discover a welcoming interior, spanning 1,736 square feet, with 4 bedrooms and 2 full bathrooms. The property boasts modern comforts while retaining its charming character. Beyond the thoughtfully placed living spaces, the true highlight of this property is its

    Michael Hernandez Signature Realty LLC

    122 Lovers Ln, Windham, CT 06280
  • /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
  • /22

    $340,000

    • 5 Beds
    • 2 Baths
    • 1,591 Sq Ft

    546 N Main St, Moosup, CT 06354

    Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering a perfect blend of comfort and modern style. With 8 spacious rooms, this property features a thoughtfully renovated kitchen and bathrooms, making it move-in ready for its next owner. Situated on a private and secluded 0.14-acre lot, the home provides rare peace and privacy while still being conveniently located. Enjoy the

    Kevin Brignole Spaulding Realty Group, LLC

    546 N Main St, Moosup, CT 06354

Showing Results 1 - 40, Page 1 of 2

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