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Woodstock, CT Homes for Sale

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  • /35

    $625,000

    • 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
  • /39

    $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
  • /40

    $899,000

    • 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
  • /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
  • /30

    $1,090,000

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

    19 Hiawatha Heights, Woodstock Valley, CT 06282

    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 116 ft of direct, private lake frontage and a coveted flat lot for effortless water access. Expansive picture windows frame panoramic views, perfect

    Agent Photo

    Kimberly Amundarain

    Executive Real Estate Inc.

    (860) 891-3346

    19 Hiawatha Heights, Woodstock Valley, CT 06282
  • /7

    $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
  • /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
  • /40

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,855 Sq Ft

    60 Indian Spring Rd, Woodstock, CT 06281

    This lakefront year-round property is available on the desirable Witches Woods Lake, a 70-acre private lake in the quiet corner of northeast Connecticut. This quiet lake allows boating, swimming, kayaking, and offers an approximate 2.5-mile walking loop around the lake. The summer enjoyment of this home is endless, with stunning views of sunrises and sunsets from the wall of windows overlooking

    Lindsey L. Niarhakos RE/MAX One

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

    $799,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    123 Laurel Hill Dr, Woodstock Valley, CT 06282

    Welcome to this one-of-a-kind lakefront retreat on beautiful Lake Bungee! Set on a double lot, this 3,372 sq ft home offers a rare combination of space, charm, and breathtaking views. With 3 bedrooms, 2 full bathrooms, and a layout designed for both relaxation and flexibility, this property is perfect as a year-round residence or a luxurious getaway. The original portion of the home features 2

    Chris Farrell Carbutti & Co., Realtors

    123 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /37

    $750,000 Open Fri 6PM - 7:30PM

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    72 Lake View Dr, Woodstock, CT 06281

    Welcome to your summer getaway or year-round oasis. This 2-bedroom 2- bathroom updated lake front retreat will have you feeling right at home no matter what season. Enjoy sunset cruises on your pontoon boat, the stunning views and colors in the fall and let's not forget ice fishing in the winter. This home has been completely renovated inside and out. Entering on the main level you have open

    Alexcia Merritt RE/MAX Bell Park Realty

    72 Lake View Dr, Woodstock, CT 06281
  • /40

    $1,098,600

    • 3 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    40 Shields Rd, Woodstock, CT 06281

    Welcome to 40 Shields Road, an exquisite reproduction nestled in the heart of desirable Woodstock, Connecticut. This stunning property seamlessly blends timeless craftsmanship with modern efficiency, offering perfect one-floor living. The home features wide pine floors throughout, custom hand-crafted built-ins, and a beautiful cherry and soapstone Brunarhans kitchen with high-end appliances.

    John Downs Berkshire Hathaway NE Prop.

    40 Shields Rd, Woodstock, CT 06281
  • /38

    $675,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    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
  • /27

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft

    28 Oak Dr, Woodstock Valley, CT 06282

    LAKE LIFE IN WOODSTOCK. This charming year-round home in Woodstock, CT, offers a unique opportunity to embrace a peaceful lake lifestyle. Built in 1955, the residence sits on a generous 1.1-acre multi-tiered lot, providing ample privacy and seasonal lake views. KEY FEATURES: Deeded Beach Rights: Enjoy direct access to Bungee Lake with deeded beach rights, including access to association beaches

    Donna Copeland William Raveis Real Estate

    28 Oak Dr, Woodstock Valley, CT 06282
  • /39

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    101 Child Hill Rd, Woodstock, CT 06281

    Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

    Skyla Gagnon RE/MAX Bell Park Realty

    101 Child Hill Rd, Woodstock, CT 06281
  • /35

    $598,000

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This 4 Bedroom 2.5 bath meticulously maintained Colonial style home offers a seamless blend of classic charm and modern comfort creating an inviting and functional living environment. High ceilings and abundant natural light illuminate the rich engineered wood floors and detailed crown molding throughout. Enjoy this beautiful kitchen featuring custom Brunarhans cabinetry and granite countertops,

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock Rd, Woodstock, CT 06281
  • /39

    $1,986,000

    • 4 Beds
    • 3.5 Baths
    • 5,104 Sq Ft

    175 Pulpit Rock Rd, Woodstock, CT 06281

    A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the

    John Downs Berkshire Hathaway NE Prop.

    175 Pulpit Rock Rd, Woodstock, CT 06281
  • /33

    $670,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    Just in time for the warm weather! This charming 3-bedroom home is waiting for you to add your personal touches! Nestled in a quiet corner of Northeast CT on beautiful Lake Bunggee, this double lot property offers comfort, space and the perks of lake life. The home features 3 bedrooms, a finished walk-out basement, a 2-car garage and an attached sunroom--perfect for relaxing or entertaining with

    Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /33

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    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
  • /17

    $225,000

    • Land
    • 26 Acres
    • $8,491 per Acre

    0 Center Rd, Woodstock, CT 06281

    Wow!! Build your dream home or possibly subdivide this 26.5-acre parcel of farmland on a quiet country road in Woodstock. The boundary survey and a possible subdivision plan has been designed and ready for you to take to Town Hall for approval! The possibilities are endless for this property!

    Donna DiGiulio Williams and Stuart Real Estate

    0 Center Rd, Woodstock, CT 06281
  • /29

    $650,000

    • 6 Beds
    • 4 Baths
    • 3,240 Sq Ft

    223 Route 169, Woodstock, CT 06281

    A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

    Amy Brunet Brunet and Company Real Estate

    223 Route 169, 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
  • /24

    $215,000

    • Land
    • 19 Acres
    • $11,316 per Acre

    000 Green Rd, Woodstock, CT 06281

    Appealing 19 acres on the corner of Green Rd & RT 169 has 1,510 feet of road frontage, the vast majority is dry and is subdividable. Road frontage points are flagged with surveyor's ribbon. Frontage on Green Rd goes around & has frontage on both sides of house #27. The westerly portion of the land goes up to a high, private, mostly level plateau. For minor subdivisions up to 3 lots, lot size must

    Dennis Duga Northeast Realty

    000 Green Rd, Woodstock, CT 06281
  • /24

    $215,000

    • Land
    • 19 Acres
    • $11,316 per Acre

    XO Green Rd, Woodstock, CT 06281

    Appealing 19 acres on the corner of Green Rd & RT 169 has 1,510 feet of road frontage, the vast majority is dry and is subdividable. Road frontage points are flagged with surveyor's ribbon. Frontage on Green Rd goes around & has frontage on both sides of house #27. The westerly portion of the land goes up to a high, private, mostly level plateau. Minor subdivisions up to 3 lots, lot size must be

    Dennis Duga Dr. LAND

    XO Green Rd, Woodstock, CT 06281
  • /14

    $85,000

    • Land
    • 0.88 Acre
    • $96,591 per Acre

    Lot 4 Aplin Hill Ln, Woodstock, CT 06282

    Discover the perfect canvas for the home you have been dreaming of on this .88-acre lot, nestled in an approved subdivision in Woodstock Valley. Lot 4 is set back from the road and is bordered by conservation land on the northern and eastern sides providing a private setting in a cul-de-sac community. This subdivision maintains architectural guidelines to preserve the aesthetic and value of the

    Kristen Kaskela Berkshire Hathaway NE Prop.

    Lot 4 Aplin Hill Ln, Woodstock, CT 06282
  • /39

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 4,100 Sq Ft

    584 Prospect St, Woodstock, CT 06281

    Bear Hill Estate: An Exemplar of Luxury and Equestrian Splendor in Woodstock, CT. Discover the pinnacle of luxury estate living at Bear Hill Estate, a bespoke 100.2-acre private retreat in the serene Quiet Corner of Woodstock, CT. Secluded behind a private gated driveway, this sophisticated sanctuary offers a harmonious blend of elegance and tranquility. Central to this unparalleled property is

    Melissa Guerrero William Pitt Sotheby's Int'l

    584 Prospect St, 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
  • /2

    $99,000

    • Land
    • 10 Acres
    • $10,270 per Acre

    0 Rt 198, Woodstock, CT 06281

    This beautiful laurel-rich hard and soft wood land has wide frontage on CT 198 and on town road Pole Bridge Road, making this an easily accessible home sites. Property is sold AS-IS, contingent on clear title. There is a special permit for a commercial Building. Septic plan and building design are at the Town Hall. Please note: there is not yet driveway access to this property.

    Nicole Gleason CR Premier Properties

    0 Rt 198, Woodstock, CT 06281
  • /2

    $144,000

    • Land
    • 9 Acres
    • $16,590 per Acre

    0 English Neighborhood Rd, Woodstock, CT 06281

    WOODSTOCK LAND - Discover your dream property on 8.68 acres of picturesque countryside in Woodstock. This land features endless possibilities, whether you're looking to build your custom home or create your private retreat. Nestled in a rural area with minimal traffic, this serene setting provides the perfect escape from the hustle and bustle of city life. Surrounded by natural beauty, the

    Doug Taber Taber Realty, LLC

    0 English Neighborhood Rd, Woodstock, CT 06281
  • /2

    $250,000

    • Land
    • 10 Acres
    • $26,316 per Acre

    0 Roxbury Rd, Woodstock, CT 06281

    Beautiful hard to find- residential lot, country road in the town of Woodstock with amazing views. Great spot for gentlemen's farm. Check with town zoning for your inquiries of possibilities for this acreage. 9.5 ac flat open hay field...it's quite beautiful. Local farmer rents property currently for hay. Cute little pond abuts this property. This land is in PA 490 which is reflected in the taxes

    Cynthia Sherman CR Premier Properties

    0 Roxbury Rd, Woodstock, CT 06281
  • /18

    $450,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,789 Sq Ft

    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

Frequently Asked Questions

Is Woodstock, CT a safe city?
In general, the safest neighborhood in Woodstock, CT with lower crime scores is Outlying Woodstock.
What are the most popular zip codes in Woodstock, CT?
The most popular zip codes in Woodstock, CT include 01507, 01604, 01569, 01501 and 01570.
What are the most popular neighborhoods near Woodstock, CT?
The most popular neighborhoods near Woodstock, CT are Outlying Woodstock and Wales.
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