4,420

Woodstock, CT Homes

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  • /39

    $450,000

    • 4 Beds
    • 1.5 Baths
    • 1,412 Sq Ft

    47 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    Back on the market, buyer unable to obtain financing! Welcome home to this charming 1,412 sq ft ranch just a stone's throw from sparkling Lake Bunggee! Inside, an airy open floor plan unites a sun-splashed living room with a stylish kitchen and dining area-granite counters, generous cabinetry, and sight-lines that make entertaining a breeze. Three comfortable bedrooms plus a flexible fourth

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 980-4978

    47 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • 1534 Route 171, Woodstock Valley, CT 06282

    $325,000 Sold Jul 25, 2025

    • 1,296 Sq Ft
    • $251/SF
    • 8 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1982

    1534 Route 171, Woodstock Valley, CT 06282

    LOCATION, LOCATION! Right on Mass line and. Close to RI sits this PRIVATE COUNTRY CAPE on 5 ACRES! OVERSIZED 1 car garage (18 x 24) w/ attached breezeway w/ laundry room next to BRIGHT open appliance kitchen w/ BRAND NEW GRANITE counters, skylight for natural light in dining area leads to large 12 x 18 deck for entertaining. HARDWOOD floors in spacious living room w/ wood stove for second source

    Christine Johnson RE/MAX One

    1534 Route 171, Woodstock Valley, CT 06282
  • /40

    $649,900

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

    37 Pulpit Rock Rd, Woodstock, CT 06281

    Location, location, location! Tucked away on a quiet scenic road just steps from historic Woodstock Hill and Woodstock Academy, this classic Colonial offers 2,682 sq. ft. of timeless charm on 1.6 acres-one of the most desirable and private settings in Woodstock. Inside, wide-plank oak floors, exposed beams, and two fireplaces create a warm and inviting atmosphere. The open kitchen and dining

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 854-3110

    37 Pulpit Rock Rd, Woodstock, CT 06281
  • 696 Route 197, Woodstock, CT 06281

    $677,000 Sold Jul 25, 2025

    • 2,132 Sq Ft
    • $318/SF
    • 7 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1978

    696 Route 197, Woodstock, CT 06281

    Scenic Retreat Property with Stunning Landscaping - Discover this beautifully maintained horse property set on 19.9 acres of lush, landscaped grounds. Enjoy mature trees, colorful gardens, and peaceful outdoor spaces, perfect for relaxing or entertaining. The charming 2-bedroom, 2.5-bathroom home offers modern comforts, stunning craftsmanship, open living spaces with oversized windows and

    The Schlesman Realty Group ERA Key Realty Services

    696 Route 197, Woodstock, CT 06281
  • /12

    $250,000

    • Land
    • 5 Acres
    • $48,924 per Acre

    00 Joy Rd, Woodstock, CT 06281

    "Life is a Joy on Joy Road" Nestled in the heart of Woodstock, CT, this stunning 5.11-acre building lot offers the perfect balance of peaceful seclusion and easy access to modern conveniences. Surrounded by lush woodlands and gently rolling terrain, this property provides an idyllic setting for your dream home, offering privacy, natural beauty, and a connection to nature. Despite its serene

    Agent Photo

    Elizabeth Scranton

    Kazantzis Real Estate, LLC

    (860) 846-4563

    00 Joy Rd, Woodstock, CT 06281
  • 52 Crooked Trail, Woodstock, CT 06281

    $456,000 Sold Jul 24, 2025

    • 1,789 Sq Ft
    • $255/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    52 Crooked Trail, Woodstock, CT 06281

    Contemporary Charm Across from Witches Woods Lake! Step into this inviting 3-bedroom, 2.5-bath contemporary home offering a bright open floor plan, soaring vaulted ceilings, and gleaming hardwood floors throughout. Fireplaced living room, applianced kitchen and breakfast bar area, first floor laundry and large deck. Very private lot across from the Witched Woods lake!!. Central air keeps the home

    Cary Marcoux RE/MAX Bell Park Realty

    52 Crooked Trail, Woodstock, CT 06281
  • /40

    $683,500 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft

    115 Center Rd, Woodstock, CT 06281

    Nestled on a picturesque 3.7-acre corner parcel, this well-maintained 2000-built ranch provides 2,140 sq ft of single-level living. A cathedral-ceiling great room unites the floor plan with continuous hardwood flooring and a striking floor-to-ceiling brick fireplace. The kitchen showcases quartz counters and stainless-steel appliances and opens to a generous dining area that blends seamlessly

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 809-5700

    115 Center Rd, Woodstock, CT 06281
  • 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
  • /31

    $1,090,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,480 Sq Ft

    19 Hiawatha Heights, Woodstock Valley, CT 06282

    ACCEPTING BACK-UP OFFERS, RARE PRIVATE LAKEFRONT GEM: PICTURE WINDOWS FRAME PANORAMIC VIEWS & A COVETED SECLUDED FLAT LOT! Welcome to your sanctuary on Lake Bunggee in Woodstock, CT. This 3,480 sq ft fully renovated 4BR/3BA home offers unparalleled private living. Boasting 113 ft of direct, private lake frontage and a coveted flat lot for effortless water access. Expansive picture windows frame

    Agent Photo

    Kimberly Amundarain

    Executive Real Estate Inc.

    (860) 891-3346

    19 Hiawatha Heights, Woodstock Valley, CT 06282
  • 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
  • /39

    $625,000 Pending

    • 6 Beds
    • 5 Baths
    • 4,138 Sq Ft

    45 Roseland Park Rd, Woodstock, CT 06281

    Waterfront & Waterfall views!! This unique and one-of-a-kind 1.65-acre estate features an incredible 4-bdrm and 4 full bath main house with a 2-bdrm and 1 full bath guest house!! The main house is a beautifully restored antique property offering a rare blend of historic charm, modern comforts, and unique features like built-in brick oven, slate floors, two multi-person jacuzzi tubs and more!!!

    Agent Photo

    Tina Lajoie

    William Raveis Real Estate

    (860) 590-4268

    45 Roseland Park 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
  • /40

    $899,000 Pending

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

    72 Indian Spring Rd, Woodstock, CT 06281

    Motivated Sellers! Check out 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,

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 264-0216

    72 Indian Spring Rd, 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
  • /37

    $420,000

    • 4 Beds
    • 1.5 Baths
    • 1,412 Sq Ft

    47 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    Welcome home to this charming 1,412 sq ft ranch just a stone's throw from sparkling Lake Bunggee! Inside, an airy open floor plan unites a sun-splashed living room with a stylish kitchen and dining area-granite counters, generous cabinetry, and sight-lines that make entertaining a breeze. Three comfortable bedrooms plus a flexible fourth (ideal for an office, playroom, or guest room) share 1 1/2

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 979-6255

    47 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • 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
  • /11

    $925,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    0 Joy Rd, Woodstock, CT 06281

    Luxury Ranch-Style Home To Be Built by DHS Copeland Builders - Woodstock, Ct Offered on a Private 5-Acre Parcel - Bring Your Plans or Use Ours! Discover the perfect blend of elegance and tranquility with this to-be-built luxury ranch-style home by the renowned DHS Copeland Builders. Centrally located in the heart of Woodstock, CT, this rare 5-acre parcel offers the ideal canvas for your dream

    Agent Photo

    Elizabeth Scranton

    Kazantzis Real Estate, LLC

    (860) 813-2921

    0 Joy Rd, 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
  • /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

    Agent Photo

    Tina Lajoie

    William Raveis Real Estate

    (860) 374-2832

    36 Olde Meadow 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
  • /8

    $597,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    0 Rr 197 Rd, Woodstock, CT 06281

    Brand New Construction at an amazingly affordable price! This 4 bedroom 2.5 Colonial will be set on a knoll in the meadows in the picturesque Town of Woodstock. It is private and secluded, yet minutes away from the interstate with easy access to Boston, Worcester and Hartford. The home will have gleaming hardwood oak floors throughout the first floor with an open concept plan. The kitchen will

    Agent Photo

    Morris Lewis

    Northeast Realty

    (860) 943-4776

    0 Rr 197 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
  • /40

    $715,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    101 Center Rd, Woodstock, CT 06281

    This beautiful sprawling custom colonial is set on 9 acres of land at the end of a winding long driveway and surrounded by open area. Grand living spaces with cathedral ceilings and a floor to ceiling fireplace, tons of natural light, 4 bedrooms & 3.5 bathrooms, a 1500 sqft in-law suite with additional bedroom, new appliances, spacious 2 car garage, and an out building with electricity and

    Jeff Valentine William Pitt Sotheby's Int'l

    101 Center 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
  • /40

    $599,900

    • 5 Beds
    • 3.5 Baths
    • 4,172 Sq Ft

    4 Perrin Rd, Woodstock, CT 06281

    Welcome to the exquisite Ebenezer Stoddard house built in 1800 once an inn for travelers on an early state route. This 4100 sq ft home is filled with character, history and updates for modern convenience, while saving the historic charm! The home resides on an 1.2 acre lot, mostly cleared with plenty of room for family gatherings of any size! Entering the home into an official mudroom - leave

    Kerri Mullen CR Premier Properties

    4 Perrin Rd, 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
  • /40

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

    Alan Berman Signature Properties of NewEng

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

Showing Results 1 - 40, Page 1 of 18

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