16

North Windham, CT Homes for Sale

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  • /38

    $789,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    287 S Bear Hill Rd, Chaplin, CT 06235

    Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses,

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    (860) 374-6602

    287 S Bear Hill Rd, Chaplin, CT 06235
  • /26

    $289,900

    • 3 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    43 Hilltop Dr Unit 43, North Windham, CT 06256

    This charming 3bedroom home blends fresh updates with future possibilities. The remodeled kitchen and new flooring (main level) create a bright, modern feel from the moment you walk in. Enjoy morning coffee on the deck, easy parking with the attached garage, and the freedom to design the lower level into whatever space you've been dreaming of. A home that fits your life today-and tomorrow. There

    Agent Photo

    Joan Casey

    RE/MAX Legends

    (860) 879-3551

    43 Hilltop Dr Unit 43, North Windham, CT 06256
  • /40

    $365,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,438 Sq Ft

    60 Chaplin St, Chaplin, CT 06235

    Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe it's the hardwood plank floors that have held two centuries of footsteps. Maybe it's the way the morning light hits the windows on every home on Chaplin Street, a village so notable it's listed on the National Register of Historic Places.

    Agent Photo

    Stephen Daly

    KW Legacy Partners

    (860) 813-2932

    60 Chaplin St, Chaplin, CT 06235
  • /33

    $64,900

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    26 Long Dr, North Windham, CT 06256

    Welcome to Country Club Estates! This beautifully maintained 2-bedroom, 1-bath mobile home is truly move-in ready and showcases pride of ownership throughout. The home offers a bright and inviting interior, comfortable living spaces, and has been meticulously cared for inside and out. Enjoy the well-manicured yard featuring attractive landscaping, established gardens, and a covered deck-perfect

    Agent Photo

    Alexis John

    RE/MAX One

    (860) 362-8258

    26 Long Dr, North Windham, CT 06256
  • /36

    $449,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • /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
  • /39

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    254 Beaver Hill Rd, North Windham, CT 06256

    Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

    Lori Vogel William Raveis Real Estate

    254 Beaver Hill Rd, North Windham, CT 06256
  • /18

    $165,500

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    28 Circle Dr, Windham, CT 06256

    Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this

    Arielle Ruffin Choice Realty

    28 Circle Dr, Windham, CT 06256
  • /15

    $149,999

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    137 Boulevard Rd, North Windham, CT 06256

    Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

    Antonio Incontro Countryside Realty

    137 Boulevard Rd, North Windham, CT 06256
  • /40

    $434,000

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,522 Sq Ft

    7 Bates Rd, Chaplin, CT 06235

    Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

    Emily Turker Berkshire Hathaway NE Prop.

    7 Bates Rd, Chaplin, CT 06235
  • /39

    $495,000

    $100K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,504 Sq Ft

    203 Willimantic Rd, Chaplin, CT 06235

    Well-maintained 3-bedroom, 1.5-bath Cape that offers unique flexibility. For more than 75 years, this property was home to a family-run monument business, seamlessly blending residential living with a working space-an ideal setup for today's live/work lifestyle or those simply seeking extra room to fit their needs. Inside, you'll find a functional and inviting layout filled with character. The

    Sherry Borgeson Berkshire Hathaway NE Prop.

    203 Willimantic Rd, Chaplin, CT 06235
  • /30

    $344,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    73 Bolduc Ln, Chaplin, CT 06235

    Calling all nature enthusiasts and outdoorsmen! A true "Quiet Corner" awaits on this peaceful 6.2 acre paradise. Surrounded by nature at the end of a country road. This property is adjacent to over 200 acres of preserved land. Natchaug State Forest ,"Two Sisters Preserve", "Airline Trails" all provide miles of beautiful hiking trails amongst acres of forest and streams. While very private and

    Christine Morrissette William Raveis Real Estate

    73 Bolduc Ln, Chaplin, CT 06235
  • /20

    $59,999

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    2 Circle Dr, North Windham, CT 06256

    Located in the desirable Stonegate Manor community, this 1987 Coventry single-wide offers 928 sq ft with 2 bedrooms and 1 full bath-priced to sell and ready for its next owner. Part of an estate, this home has been exceptionally well cared for. The interior is extremely clean and feels barely lived in. Recent updates include replacement windows, carpeting (approx. 5 years), and a water heater

    Wes Jenks Jenks Realty

    2 Circle Dr, North Windham, CT 06256
  • /23

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    222 Tower Hill Rd, Chaplin, CT 06235

    Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a

    Lisa Therecka Therecka & Associates LLC

    222 Tower Hill Rd, Chaplin, CT 06235
  • /23

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    156 Brick Top Rd, Windham, CT 06280

    Welcome home to this charming 3-bedroom, 2 full bath colonial set on a picturesque 1.68-acre lot offering privacy, space, and tranquility. The bright and inviting kitchen feature a new dishwasher and beautiful french doors that open to an expansive private deck - Perfect for outdoor entertaining or relaxing while enjoying the wooded views. A sun filled dining room with a bay window flows

    Patricia Scarpa Marino Realty LLC

    156 Brick Top Rd, Windham, CT 06280
  • /29

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,596 Sq Ft

    36 Mount Hope Rd, Mansfield Center, CT 06250

    Beautifully remodeled ranch offering desirable one-floor living on a scenic road in Mansfield. This impressive home features an open floor plan, a gourmet kitchen with high-end upgrades, hardwood floors, modern lighting, stunning trim work, and large windows that bring in abundant natural light. Offering 3 bedrooms plus an office/guest room, this home combines comfort and functionality

    Blanca Vasallo eXp Realty

    36 Mount Hope Rd, Mansfield Center, CT 06250

Frequently Asked Questions

What are the most popular zip codes in North Windham, CT?
The most popular zip codes in North Windham, CT include 06235, 06256, 06247, 06250 and 06268.
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