4,414

Woodstock, CT Homes

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  • 50 Perrin Rd, Woodstock, CT 06281

    $587,000 Sold Jul 21, 2025

    • 3,456 Sq Ft
    • $170/SF
    • 200 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1740

    50 Perrin Rd, Woodstock, CT 06281

    Set on a beautiful and quiet New England roadway, this 1740 antique home is a game changer for those looking for a property that can accommodate small animals! Currently the home for incredibly happy alpacas, sheep, and chickens! The 9 acres are mostly open and include a back pasture and a fenced area, run in and hay barn. There is an inground pool and detached 2-car garage, plus a small building

    Stephanie Gosselin CR Premier Properties

    50 Perrin Rd, Woodstock, CT 06281
  • 222 Route 197, Woodstock, CT 06281

    $565,000 Sold Jul 18, 2025

    • 1,952 Sq Ft
    • $289/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    222 Route 197, Woodstock, CT 06281

    Tucked away on nearly five acres of natural beauty, this Cape Cod charmer invites you to slow down, breathe deeply, and savor the life you've dreamed about. With 3 bedrooms, 2 full baths, and over 1,950 square feet that live far larger, this home offers the perfect blend of comfort and space to stretch out-both inside and out. Wake up with coffee on the oversized deck as morning light filters

    Brooke Gelhaus Compass Connecticut, LLC

    222 Route 197, Woodstock, CT 06281
  • 28 Crooked Trail, Woodstock, CT 06281

    $420,000 Sold Jul 18, 2025

    • 1,612 Sq Ft
    • $261/SF
    • 80 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    28 Crooked Trail, Woodstock, CT 06281

    Welcome to 28 Crooked Trail! Nestled in a tranquil setting near Witches Woods Lake, this beautifully updated contemporary cape is sure to check all your boxes. Step inside & admire a remodeled eat-in kitchen (2022) w/ subway tiles, butcher block countertops and ample cabinet space, opening into a bright and inviting living area perfect for entertaining or unwinding after a day on the water.

    Rich Jenkins Real Broker CT, LLC

    28 Crooked Trail, Woodstock, CT 06281
  • 1340B Connecticut 169, Woodstock, CT 06281
    1340B Connecticut 169, Woodstock, CT 06281
    1340B Connecticut 169, Woodstock, CT 06281
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    $49,900 Sold Jul 13, 2025

    • Land
    • 3.6 Acres
    • $13,861 per Acre
    • 58 Days On Market

    1340B Connecticut 169, Woodstock, CT 06281

    Approved oversized 3.6 acre subdivision lot features privacy & room to roam! For space & protection, this land boasts 396' of road frontage (36' longer than the length of a football field including both end zones)! Horses & ATVs OK. Road frontage boundaries are flagged with ribbons, bordering homes 1310 RT 169, the neighbor to the south, at the corner of stonewall, which further runs west as this

    Dennis Duga Dr. LAND

    1340B Connecticut 169, Woodstock, CT 06281
  • 18 Perrin Rd, Woodstock, CT 06281

    $476,500 Sold Jul 11, 2025

    • 2,125 Sq Ft
    • $224/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1832

    18 Perrin Rd, Woodstock, CT 06281

    OPEN HOUSE CHANGED TO SUNDAY JUNE 1 11-1 Charming Antique Home on 2.7 manicured acres in Woodstock. Step into timeless elegance with this beautifully maintained home. Bursting with character and modern comforts, this 3 bedroom, 2 full bath residence offers an inviting blend of old world charm and thoughtful updates. Inside, you'll find a graceful flow of living spaces, including a formal living

    Amy Archambault CR Premier Properties

    18 Perrin Rd, Woodstock, CT 06281
  • 519 Route 169, Woodstock, CT 06281

    $500,000 Sold Jul 07, 2025

    • 2,266 Sq Ft
    • $221/SF
    • 92 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1850

    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
  • 133 Calkins Rd, Woodstock, CT 06281

    $670,000 Sold Jun 30, 2025

    • 2,722 Sq Ft
    • $246/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    133 Calkins Rd, Woodstock, CT 06281

    133 Calkins Road, Woodstock, offers a unique blend of classic charm and modern updates. This 3-bedroom, 2.5-bathroom home sits on a picturesque 2.14-acre lot, providing ample space for outdoor enjoyment. The exterior presents a traditional colonial style, while the interior reveals a custom design that sets it apart from typical homes in the area. The property's meticulous landscaping is

    Jennifer Jackson Berkshire Hathaway NE Prop.

    133 Calkins Rd, Woodstock, CT 06281
  • 55 Indian Spring Rd, Woodstock, CT 06281

    $500,000 Sold Jun 27, 2025

    • 1,697 Sq Ft
    • $295/SF
    • 35 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    55 Indian Spring Rd, Woodstock, CT 06281

    Don't miss this opportunity to secure your own lake property for the summer of 2025! Long ago 3 lots were combined to create this oversized 0.90 acre property across from Witches Woods Lake located in Woodstock Valley of northeast CT. A spectacular property for someone looking to have both lake access and enough outdoor space for gardening, pets, entertaining & backyard games. The other unique

    Lindsey L. Niarhakos RE/MAX One

    55 Indian Spring Rd, Woodstock, CT 06281
  • 53 Andrews Rd, Woodstock, CT 06281

    $400,000 Sold Jun 20, 2025

    • 1,452 Sq Ft
    • $275/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1981

    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
  • 25 Connecticut 197, Woodstock, CT 06281

    $28,500 Sold Jun 17, 2025

    • 920 Sq Ft
    • $31/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1990

    25 Connecticut 197, Woodstock, CT 06281

    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 offering a king-size sleeping area,

    Melanie Taylor Berkshire Hathaway NE Prop.

    25 Connecticut 197, Woodstock, CT 06281
  • 577 Route 197, Woodstock, CT 06281

    $530,000 Sold Jun 13, 2025

    • 1,826 Sq Ft
    • $290/SF
    • 33 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1840

    577 Route 197, Woodstock, CT 06281

    Welcome to this lovingly maintained 1840s farmhouse. Enjoy the large living room with skylights and plenty of windows to bring in the natural light, as well as a wood burning stove to keep you cozy on cold winter nights. Master bedroom and large ensuite can be found on the first floor, along with a cozy bright kitchen, dining room and office/den. Make your way upstairs to an updated bathroom and

    Jacqueline Kapusta Navick Properties LLC

    577 Route 197, Woodstock, CT 06281
  • 27 Meehan Rd, Woodstock, CT 06281

    $330,000 Sold Jun 12, 2025

    • 1,300 Sq Ft
    • $254/SF
    • 39 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    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
  • XOXO Connecticut 169, Woodstock, CT 06281

    $49,900 Sold Jun 12, 2025

    • Land
    • 3.6 Acres
    • $13,861 per Acre
    • 305 Days On Market

    XOXO Connecticut 169, Woodstock, CT 06281

    Approved oversized 3.6 acre subdivision lot features privacy & room to roam! For space & protection, this land boasts 396' of road frontage (36' longer than the length of a football field including both end zones)! Horses & ATVs OK. Road frontage boundaries are flagged with ribbons, bordering homes 1310 RT 169, the neighbor to the south, at the corner of stonewall, which further runs west as this

    Dennis Duga Northeast Realty

    XOXO Connecticut 169, Woodstock, CT 06281
  • 1015 Route 198, Woodstock, CT 06281

    $445,000 Sold Jun 10, 2025

    • 1,708 Sq Ft
    • $261/SF
    • 92 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    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
  • 26 Woodstock Meadows, Woodstock, CT 06281

    $280,000 Sold Jun 09, 2025

    • 1,098 Sq Ft
    • $255/SF
    • 48 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    26 Woodstock Meadows, Woodstock, CT 06281

    Welcome home. This Woodstock condo is ready to go. New kitchen, updated bathrooms all new interior doors....fresh and clean. Fireplace in the living room, hardwood floors on the first floor. 2 bedrooms and 1.5 bathrooms. Full basement. Private back deck and a 1 car detached garage. Come relax and enjoy.

    Mark Benard Brunet and Company Real Estate

    26 Woodstock Meadows, Woodstock, CT 06281
  • 1796 Route 197 Unit A, Woodstock, CT 06281

    $305,000 Sold Jun 04, 2025

    • 2,086 Sq Ft
    • $146/SF
    • 153 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    1796 Route 197 Unit A, Woodstock, CT 06281

    Back on market & price reduced below appraised value! Most affordable living in Woodstock, CT! The unit is in fantastic condition and at less than $150 a sf, offers more value than an any detached home. Discover the perfect blend of comfort and nature in this 3 bed/2.5 bath half duplex home. Featuring gleaming hardwood floors throughout the first floor, a cozy wood burning fireplace, & large

    Valerie MacNeil Kazantzis Real Estate, LLC

    1796 Route 197 Unit A, Woodstock, CT 06281
  • 41 Senexet Village Rd, Woodstock, CT 06281

    $615,000 Sold Jun 02, 2025

    • 2,092 Sq Ft
    • $294/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2006

    41 Senexet Village Rd, Woodstock, CT 06281

    Meticulously maintained and move-in ready, this charming ranch-style home is nestled in a highly desirable neighborhood offering both comfort and convenience. The property features an attached garage for everyday ease, as well as a spacious detached garage complete with a separate workshop-perfect for hobbies, storage, or additional workspace. Inside, you'll find a warm and inviting layout ideal

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    41 Senexet Village Rd, Woodstock, CT 06281
  • 234 Route 197, Woodstock, CT 06281

    $670,000 Sold May 30, 2025

    • 2,970 Sq Ft
    • $226/SF
    • 33 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1990

    234 Route 197, Woodstock, CT 06281

    Set on a peaceful and private nearly 3-acre lot, this custom-built home is absolutely stunning-with a truly remarkable story. Thoughtfully designed and built by Richard "Butch" Johnson-five-time Olympian and member of the U.S. archery teams that brought home gold-this property is a testament to high-end craftsmanship and care. Beautiful hardwood floors and cathedral ceilings flow throughout,

    Trisha White Rosehaven Real Estate, LLC

    234 Route 197, Woodstock, CT 06281
  • 00 Child Rd, Woodstock, CT 06281

    $88,000 Sold May 29, 2025

    • Land
    • 2.37 Acres
    • $37,131 per Acre
    • 56 Days On Market

    00 Child Rd, Woodstock, CT 06281

    Build your dream house on this beautiful, treed lot, sloped to Chamberlin Pond. Direct, waterfront access to pond, which is a non-motorized body of water. Some light grading work required to create a level building lot overlooking a natural and remote lake.

    Gary Pruitt Century 21 Classic Homes

    00 Child Rd, Woodstock, CT 06281
  • 6 Fairways Cir Unit 6, Woodstock, CT 06281

    $333,333 Sold May 23, 2025

    • 1,530 Sq Ft
    • $218/SF
    • 7 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1993

    6 Fairways Cir Unit 6, Woodstock, CT 06281

    Welcome to this beautiful 2 Bedroom/2.5 Bathrooms Townhouse with Central Air & Attached Garage located in the highly sought-after "Fairways at Woodstock" perfectly situated overlooking the picturesque Harrisville Golf Course. This serene & scenic setting offers a true New England feel, ideal for peaceful living. You will enjoy entertaining your friends & family in this spacious Living Room

    Anna Laurie Coldwell Banker Realty

    6 Fairways Cir Unit 6, Woodstock, CT 06281

Showing Results 161 - 200, Page 5 of 18

Connecticut Windham County Woodstock

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