3,138

Windham, CT Homes

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  • 610 Route 197, Woodstock, CT 06281

    $385,000 Sold Dec 27, 2024

    • 1,368 Sq Ft
    • $281/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    610 Route 197, Woodstock, CT 06281

    Step inside this beautifully updated 3-bedroom, 1.5-bath ranch and feel right at home. Every corner of this property has been thoughtfully renovated, offering a fresh and modern feel while retaining its cozy charm. The main level features an inviting living room filled with natural light and refinished flooring that complements the updated design. The kitchen shines with contemporary finishes,

    Sheena Ruggirello Real Broker CT, LLC

    610 Route 197, Woodstock, CT 06281
  • 243 Pulpit Rock Rd, Woodstock, CT 06281

    $575,000 Sold Dec 27, 2024

    • 1,872 Sq Ft
    • $307/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    243 Pulpit Rock Rd, Woodstock, CT 06281

    Driving through the open gate, down the long private driveway you find this beautiful, charming Antique replica built in 1985. This unique property is full of architectural details such as hardwood pine floors, exposed beams, antique lighting, period-like windows, and two fireplaces, creating a perfect blend of functionality and rustic charm. Imagine hosting your holiday dinner in the spacious

    Belinda Culp Berkshire Hathaway NE Prop.

    243 Pulpit Rock Rd, Woodstock, CT 06281
  • 456 English Neighborhood Rd, Woodstock, CT 06281

    $165,000 Sold Dec 20, 2024

    • Land
    • 7 Acres
    • $23,239 per Acre
    • 64 Days On Market

    456 English Neighborhood Rd, Woodstock, CT 06281

    Beautiful, scenic lot, located in the countryside of Woodstock! This lot could easily be subdivided into multiple lots. There is a driveway to pull in already and this land will be very easy to clear, since it used to be a field. Tons of opportunity await!

    Matthew Huberdault Real Broker CT, LLC

    456 English Neighborhood Rd, Woodstock, CT 06281
  • 49 Old Hall Rd, Woodstock, CT 06281

    $860,000 Sold Dec 16, 2024

    • 3,283 Sq Ft
    • $262/SF
    • 173 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1994

    49 Old Hall Rd, Woodstock, CT 06281

    One of the most admired homes on prestigious Woodstock Hill. A perfect combination of historical importance and colonial authenticity, combined with the best of modern construction. This stunning property was featured in A Primitive Place Magazine. A portion of the home belonged to the prestigious Dow family of Sterling, CT (related to the renowned Dow Jones name), but the majority was created

    John Downs Berkshire Hathaway NE Prop.

    49 Old Hall Rd, Woodstock, CT 06281
  • 0 Andrews Rd, Woodstock, CT 06281

    $121,000 Sold Dec 12, 2024

    • Land
    • 8 Acres
    • $14,578 per Acre
    • 64 Days On Market

    0 Andrews Rd, Woodstock, CT 06281

    The perfect time of year to view this beautiful, lightly wooded, level lot with tons of room to spread out and located on the quintessential New England drive. Woodstock in the fall is idyllic! Currently zoned farmland, but would be an easy building site for your dream home. Currently zoned farmland with $114 in annual taxes. Check this one out before it's gone!

    Jeff Valentine William Pitt Sotheby's Int'l

    0 Andrews Rd, Woodstock, CT 06281
  • 20 Herindeen Landing, Woodstock, CT 06281

    $850,000 Sold Dec 04, 2024

    • 3,217 Sq Ft
    • $264/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    20 Herindeen Landing, Woodstock, CT 06281

    Majestic four-bedroom home located in the beautiful countryside, close to I-84 and the Massachusetts Turnpike. Nestled in a highly desirable cul-de-sac neighborhood of Woodstock, CT, this stunning home offers both beauty and comfort. Recently painted and featuring a new roof, this home is move-in ready. The spacious primary bedroom includes a newly updated en-suite bath with a luxurious soaking

    Tracie Gagnon Berkshire Hathaway NE Prop.

    20 Herindeen Landing, Woodstock, CT 06281
  • 1215 Route 197, Woodstock, CT 06281

    $760,000 Sold Nov 25, 2024

    • 3,667 Sq Ft
    • $207/SF
    • 59 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1969

    1215 Route 197, Woodstock, CT 06281

    This 1969 home has been completely renovated by a renowned Nantucket builder. Remodeled in the coastal design style, this home embodies the charming Cape Cod Style. It features stunning handmade coffered ceilings, shiplap walls, elegant wainscoting, and custom built-ins. The new kitchen has a gorgeous white marble island, brick fireplace with bee-hive oven, wood storage, honed black granite

    Brenda Chubbuck CR Premier Properties

    1215 Route 197, Woodstock, CT 06281
  • 33 Lyon Hill Rd, Woodstock, CT 06281

    $425,000 Sold Nov 22, 2024

    • 2,201 Sq Ft
    • $193/SF
    • 33 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1959

    33 Lyon Hill Rd, Woodstock, CT 06281

    Welcome home to this 2,200 sqft Cape Cod-style house! This property provides the perfect blend of modern comfort and sustainable living. It boasts extensive vegetable gardens, a small orchard, and a variety of berry bushes. Varieties include Asian pear trees, peaches, apples, goji berries, jostaberries, currants, elderberries, gooseberries, and both red and black cap raspberries. There is even a

    Elizabeth Scranton Kazantzis Real Estate, LLC

    33 Lyon Hill Rd, Woodstock, CT 06281
  • 150 Old Hall Rd, Woodstock, CT 06281

    $425,000 Sold Nov 22, 2024

    • 2,672 Sq Ft
    • $159/SF
    • 23 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1960

    150 Old Hall Rd, Woodstock, CT 06281

    Charming Home in a Serene Setting. For the first time since its construction in 1959, this unique Sears and Roebuck Planetarium-style home is now available. Nestled on two picturesque acres surrounded by the tranquil Windham Land Trust, this property offers both privacy and natural beauty. The original single-story home features four spacious bedrooms and 1.5 bathrooms, all showcasing lovely wood

    Heather Meehan Meehan & Daughters Real Estate

    150 Old Hall Rd, Woodstock, CT 06281
  • 696 Old Turnpike Rd, Woodstock, CT 06281

    $643,000 Sold Nov 18, 2024

    • 2,132 Sq Ft
    • $302/SF
    • 182 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    696 Old Turnpike Rd, Woodstock, CT 06281

    Discover the allure of country living with this picturesque, over 19 acre, horse property nestled in scenic Woodstock. This custom-built Cape Cod style home is a unique and beautiful retreat. As you enter, you'll be greeted by a sense of warmth and charm. The main level features a chef's delight kitchen, complete with country cabinets, two sinks, and larger working island making it ideal for

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    696 Old Turnpike Rd, Woodstock, CT 06281
  • 119 Brockway Rd, Woodstock Valley, CT 06282

    $395,000 Sold Nov 15, 2024

    • 2,007 Sq Ft
    • $197/SF
    • 13 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1988

    119 Brockway Rd, Woodstock Valley, CT 06282

    Discover your private sanctuary on 3.43 tranquil acres in this charming Cape Cod-style home, built in 1988 with approximately 2,007 square feet of living space. The thoughtful layout includes 3-4 spacious bedrooms, 1.5 baths, and a kitchen featuring granite countertops, new s/s dishwasher and new over the range microwave. Enjoy the large family room and a living room with a cozy wood-burning

    Diane White CR Premier Properties

    119 Brockway Rd, Woodstock Valley, CT 06282
  • 57 Cady Ln, Woodstock, CT 06281

    $875,000 Sold Nov 15, 2024

    • 3,956 Sq Ft
    • $221/SF
    • 194 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    57 Cady Ln, Woodstock, CT 06281

    Welcome to this elegant Woodstock, CT home built with superior craftsmanship by one of the area's finest builders. Exceptionally maintained (better than new condition!). The residence, located on 3.76 private hilltop acres in a premier cul-de-sac, offers over 4,000 sq feet of quality living space on 3 levels. Gleaming hardwood and tile floors throughout the house. Dramatic great room features a

    John Downs Berkshire Hathaway NE Prop.

    57 Cady Ln, Woodstock, CT 06281
  • 4 Oak Hill Estates, Woodstock, CT 06281

    $250,000 Sold Nov 05, 2024

    • 1,290 Sq Ft
    • $194/SF
    • 103 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    4 Oak Hill Estates, Woodstock, CT 06281

    *Buyers got cold feet days before closing** Welcome to 4 Oak Hill Estates, a beautifully maintained 2-bedroom, 1.5-bathroom townhouse offering a perfect blend of modern comfort and rustic charm. The living room features gleaming hardwood floors, oversized windows, and a serene view of the secluded front yard. The main level continues with a tastefully updated half bathroom followed by the eat-in

    Michael Sakey Real Broker CT, LLC

    4 Oak Hill Estates, Woodstock, CT 06281
  • 64 Hawkins Rd, Woodstock Valley, CT 06282

    $350,000 Sold Nov 04, 2024

    • 1,050 Sq Ft
    • $333/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    64 Hawkins Rd, Woodstock Valley, CT 06282

    OPEN HOUSE HAS BEEN CANCELLED!!!Tucked away on 2.1 wooded acres, this charming 1,320 sq ft ranch offers privacy and tranquility in a picturesque setting. Built in 1970, this cozy home features 2 bedrooms and 1 full bath, making it an ideal retreat for those seeking a peaceful lifestyle. The galley kitchen with a breakfast bar opens to a dining area, perfect for casual meals, while the spacious

    Diane White CR Premier Properties

    64 Hawkins Rd, Woodstock Valley, CT 06282
  • 248 Woodstock Rd, Woodstock, CT 06281

    $225,000 Sold Oct 31, 2024

    • 3,102 Sq Ft
    • $73/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1800

    248 Woodstock Rd, Woodstock, CT 06281

    Discover a hidden gem in the serene Woodstock countryside, near the Massachusetts border. This rustic treasure, originally built in the 1800s, was updated enough to be considered an "effective year" of 1986. The property features 3 bedrooms, 2 full baths, and is part of an estate sale being offered "AS IS" for a cash only. While work was done in 1994, the project remains unfinished, presenting a

    Mary Collins Berkshire Hathaway NE Prop.

    248 Woodstock Rd, Woodstock, CT 06281
  • 11 Red Cedar Rd, Woodstock Valley, CT 06282

    $380,000 Sold Oct 28, 2024

    • 1,955 Sq Ft
    • $194/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1978

    11 Red Cedar Rd, Woodstock Valley, CT 06282

    Nestled on a spacious, level lot, this charming 1,955 sq ft ranch-style home, built in 1978, offers a perfect blend of comfort and convenience. With 3-4 bedrooms and 1 1/2 baths, this residence provides ample space for your family's needs. The home boasts a newer pellet stove for cozy winter nights and recently installed solar panels for energy efficiency. The oversized 2-car garage provides

    Diane White CR Premier Properties

    11 Red Cedar Rd, Woodstock Valley, CT 06282
  • 249 Barlow Cemetery Rd, Woodstock, CT 06281

    $730,000 Sold Oct 25, 2024

    • 2,922 Sq Ft
    • $250/SF
    • 30 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    249 Barlow Cemetery Rd, Woodstock, CT 06281

    This stunning Woodstock property represents a superb combination of indoor-outdoor living. It features 2,922 sq ft of elegant living space. You will love the open, eat-in kitchen with high ceilings, granite counters/breakfast bar, fireplace, pantry, glassed slider, and tall architectural windows. The large living and formal dining rooms with oak floors and stunning crown molding provide

    John Downs Berkshire Hathaway NE Prop.

    249 Barlow Cemetery Rd, Woodstock, CT 06281
  • 1 Tayler Rd, Woodstock Valley, CT 06282

    $300,000 Sold Oct 18, 2024

    • 2,013 Sq Ft
    • $149/SF
    • 12 Days On Market
    • 6 Beds
    • 1.5 Baths
    • Built 1770

    1 Tayler Rd, Woodstock Valley, CT 06282

    Once the belle of the ball, this Greek Revival home has held the interest of many over the years, as it sits prominently on Tayler Road with its regal 2nd floor balcony. This property is being offered on a total of 6.51 acres made up of 3 separate lots! The house dates to 1770 and has 2013 SF. Recent updates include 200 amp electric service and a new roof in 2013. The house has a Buderus boiler

    Stephanie Gosselin CR Premier Properties

    1 Tayler Rd, Woodstock Valley, CT 06282
  • 000 Pole Bridge Rd, Woodstock, CT 06281

    $180,000 Sold Oct 17, 2024

    • Land
    • 28 Acres
    • $6,429 per Acre
    • 39 Days On Market

    000 Pole Bridge Rd, Woodstock, CT 06281

    Camp Wayautheyah, secluded & scenic 28 acres off the grid, stream with woods not logged anytime in many decades, some 100+ year old trees. One can hear a pin drop here. You won't hear the sound of a car, another human or a dog barking in the far-off distance. 16x24 cabin has indoor and outdoor lights/cameras DC powered solar panel into a car battery for storage, wood stove heat & propane cooking.

    Dennis Duga Northeast Realty

    000 Pole Bridge Rd, Woodstock, CT 06281
  • 33 Woodstock Meadows Unit 33, Woodstock, CT 06281

    $265,000 Sold Oct 17, 2024

    • 1,368 Sq Ft
    • $194/SF
    • 23 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    33 Woodstock Meadows Unit 33, Woodstock, CT 06281

    Discover the charm of Woodstock countryside with this picturesque property overlooking a serene meadow. Enjoy the privacy of this setting, featuring newly installed hardwood floors on the first floor. The spacious living room, complete with a cozy wood-burning fireplace and a new slate hearth, also has a built-in AC unit. The room flows seamlessly into the dining area, which is adjacent to the

    Mary Collins Berkshire Hathaway NE Prop.

    33 Woodstock Meadows Unit 33, Woodstock, CT 06281

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