15

Woodstock, CT Houses for Sale

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  • /40

    $999,900

    • 3 Beds
    • 5 Baths
    • 3,600 Sq Ft

    72 Indian Spring Rd, Woodstock, CT 06281

    This four-story custom-built home blends timeless craftsmanship with luxurious modern touches. Designed to showcase breathtaking lake views and sunsets, this home features exposed beams, cathedral ceilings, and oversized windows throughout. Highlights include mahogany front stairs and porches, a stucco and stone exterior, and an on-demand heated driveway. Inside, enjoy radiant heat powered by

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 264-0216

    72 Indian Spring Rd, Woodstock, CT 06281
  • /40

    $789,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,918 Sq Ft

    43 Hiawatha Heights, Woodstock Valley, CT 06282

    Welcome to the home where sunsets paint the sky, the water whispers just steps from your door, and every day feels like a getaway. Tucked into a peaceful bay with gentle boat-speed restrictions, this contemporary waterfront retreat isn't just a place to live- it's where memories are made and moments linger. Expansive windows flood the space with natural light and showcase unobstructed views that

    Jennie Kesselman Berkshire Hathaway NE Prop.

    43 Hiawatha Heights, Woodstock Valley, CT 06282
  • /40

    $730,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,952 Sq Ft

    26 Center Rd, Woodstock, CT 06281

    View this home on April 27th- 12pm-2pm-This oversized colonial home with central air and gleaming hardwoods is move in ready. Are you wanting space and storage?, well this home will check both of those boxes. The massive 3 car garage offers an additional walk-up storage space, as well as an additional bay in the rear. If that wasn't enough you will find a 2 bay storage shed/garage on the side of

    Conrad Allen RE/MAX Professional Associates

    26 Center Rd, Woodstock, CT 06281
  • /40

    $1,600,000

    • 6 Beds
    • 6 Baths
    • 4,517 Sq Ft

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281

    The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

    John Downs Berkshire Hathaway NE Prop.

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281
  • /38

    $729,000

    • 6 Beds
    • 5 Baths
    • 4,896 Sq Ft

    45 Roseland Park Rd, Woodstock, CT 06281

    Seller is willing to cosmetically customize for the buyer within reason. On the water and waterfall estate! This exceptional estate, nestled on serene waterfront land offers the perfect blend of timeless craftsmanship and modern luxury. From its historic charm to its state-of-the-art mechanics, this home offers a unique opportunity for those seeking both beauty and functionality. The main house

    Anthony Chabot Chabot & Associates Real Estate

    45 Roseland Park Rd, Woodstock, CT 06281
  • /37

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,682 Sq Ft

    37 Pulpit Rock Rd, Woodstock, CT 06281

    Welcome to this classic New England Colonial set on a serene 1.6-acre lot on a designated scenic road, steps from historic Woodstock Hill and the Woodstock Academy. Spanning 2,682 sq. ft., this charming property boasts four bedrooms and timeless elegance with thoughtful details throughout. The kitchen features wide-plank oak floors, a cozy dining area, and an open-concept layout, making it ideal

    Kristen Kaskela Berkshire Hathaway NE Prop.

    37 Pulpit Rock Rd, Woodstock, CT 06281
  • /40

    $679,000

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    402 Perrin Rd, Woodstock, CT 06281

    Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

    Kelly Ryan William Raveis Real Estate

    402 Perrin Rd, Woodstock, CT 06281
  • /16

    $895,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,356 Sq Ft

    36 Olde Meadow Rd, Woodstock, CT 06281

    Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates, a prestigious enclave of just eight finer homes nestled in one of Woodstock's most desirable settings. This 3,356 sq ft Colonial TO BE BUILT is thoughtfully designed for those seeking timeless sophistication, quality craftsmanship, and a connection to nature. With 18

    Tina Lajoie William Raveis Real Estate

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /32

    $399,000

    • 4 Beds
    • 3 Baths
    • 1,452 Sq Ft

    53 Andrews Rd, Woodstock, CT 06281

    Set on nearly 3 peaceful acres in Woodstock, this 4-bedroom Cape offers a flexible layout with three bedrooms on the main level, including the primary, plus a spacious loft-style 4th bedroom upstairs. The home features many recent updates: Pergo flooring in the kitchen and full bath (2022), new dishwasher (2025), water heater (2022), furnace (2019), and a repointed chimney (2021) with liner

    Kristen Kaskela Berkshire Hathaway NE Prop.

    53 Andrews Rd, Woodstock, CT 06281
  • /32

    $69,900

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    25 Connecticut 197, Woodstock, CT 06281

    First time on the market in years! Located in the sought-after Meadowside community, this spacious lot offers the perfect seasonal escape. The property features a newer 12x27 loft-style structure with ample room to accommodate multiple beds, same sized spacious living room area, plus a covered 12x28 area ideal for relaxing or entertaining. Also included is a well-maintained 10x26 1981 camper

    Melanie Taylor Berkshire Hathaway NE Prop.

    25 Connecticut 197, Woodstock, CT 06281
  • /31

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    27 Meehan Rd, Woodstock, CT 06281

    Situated on 3 scenic acres, this classic ranch-style home offers timeless charm and abundant potential. Being sold as-is, this property presents an excellent opportunity for buyers looking to invest in a solid home with room for customization.The residence features original hardwood floors throughout, while a cozy fireplace creates a welcoming gathering space during cooler months. A spacious

    Jamie Meadows William Raveis Real Estate

    27 Meehan Rd, Woodstock, CT 06281
  • /40

    $565,000

    • 4 Beds
    • 2.5 Baths
    • 2,266 Sq Ft

    519 Route 169, Woodstock, CT 06281

    Prominently located on prestigious Woodstock Hill, this 1850 Greek Revival Farmhouse sits on the easterly side of the road, enjoying morning sun rises from its two porches! A short walk to The Woodstock Academy, the Woodstock Hill Congregational Church, and The Inn at Woodstock Hill, and just 45 minutes to Harford, 30 minutes to Worcester and 1.15 to Boston you simply cannot ask for a better

    Stephanie Gosselin CR Premier Properties

    519 Route 169, Woodstock, CT 06281
  • /24

    $479,900

    • 3 Beds
    • 1.5 Baths
    • 1,708 Sq Ft

    1015 Route 198, Woodstock, CT 06281

    Spring is coming and this charming cape is ready to be your new home. Meticulously done with so many new features. Large living room with fireplace, or woodstove and gleaming hardwood floors through out! Screened in porch just waiting for you to enjoy your morning coffee. Updated bathrooms, kitchen, newer appliances...every inch has been painted and made ready for its new owner. New Septic,

    Amy Vinal Pine Knoll Real Estate

    1015 Route 198, Woodstock, CT 06281
  • /37

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,285 Sq Ft

    1425 Route 169, Woodstock, CT 06281

    Going Active on March 14th Nestled in the scenic countryside of North Woodstock, this stunning 4-bedroom, 2.5-bath Colonial offers the perfect blend of classic charm and modern comfort. Situated on a spacious 1.33 acre lot, this home boasts picturesque views, mature landscaping, and a peaceful setting. Step inside to discover a gracious foyer leading to an inviting living space filled with

    Joel Espada Coldwell Banker Realty

    1425 Route 169, Woodstock, CT 06281
  • /39

    $2,500,000

    • 3 Beds
    • 4.5 Baths
    • 4,655 Sq Ft

    80 Bungay Hill Rd, Woodstock, CT 06281

    Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

    Cary Marcoux RE/MAX Bell Park Realty

    80 Bungay Hill Rd, Woodstock, CT 06281
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