23

Houses for Sale in 06281

Section Image Section Image
  • /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
  • /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
  • /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
  • /8

    $597,000 New Construction

    • 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
  • /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
  • /40

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 5,079 Sq Ft

    76 Mill Brook Ln, Woodstock, CT 06281

    Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

    Katie Totten William Raveis Real Estate

    76 Mill Brook Ln, Woodstock, CT 06281
  • /40

    $659,999

    • 3 Beds
    • 3.5 Baths
    • 3,078 Sq Ft

    39 Grey Fox Landing, Woodstock, CT 06281

    This meticulously cared-for Colonial is nestled in a desirable neighborhood and offers the perfect blend of comfort and versatility. The spacious room above the garage has been beautifully finished, making it ideal for an in-law suite, guest space, or bonus room. The kitchen features granite countertops, stainless steel appliances(all approximately 5 years old), and flows seamlessly into the main

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    39 Grey Fox Landing, Woodstock, CT 06281
  • /40

    $799,000

    • 3 Beds
    • 4 Baths
    • 2,323 Sq Ft

    223 Barlow Cemetery Rd, Woodstock, CT 06281

    Discover modern luxury living in this stunning 2011-built Colonial. Perfectly situated on a picturesque waterfront lot with privately owned pond frontage, this thoughtfully designed home offers a lifestyle of elegance and comfort. The home offers 3 bedrooms, two full baths, and two half baths. You will love the classic oak flooring, crown molding, and light-filled living spaces. The finished

    John Downs Berkshire Hathaway NE Prop.

    223 Barlow Cemetery 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
  • /37

    $674,000

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

    72 Lake View Dr, Woodstock, CT 06281

    ***MOTIVATED SELLER***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

    Alexcia Merritt RE/MAX Bell Park Realty

    72 Lake View Dr, 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
  • /15

    $299,999

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    566 Route 197, Woodstock, CT 06281

    Welcome to this charming home! This recently renovated home is move in ready! Sitting on a small, but usable, 0.2 acre fenced-in lot, this 3 bedroom, 1.5 bathroom home is ready for immediate occupancy. The home is approximately 1,400 sq. ft. with spacious rooms & bedrooms. On the first floor, you'll find kitchen has been tastefully updated with updated cabinets, countertops, backsplash &

    Skyla Gagnon RE/MAX Bell Park Realty

    566 Route 197, Woodstock, CT 06281
  • /40

    $449,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    31 Pond Factory Rd, Woodstock, CT 06281

    Nestled in the beautiful and desirable town of Woodstock, CT-just minutes from the Massachusetts border-this charming 1,600+ sq ft home offers the perfect blend of comfort, convenience, and location. Set on a private 2-acre lot on a non-through road within walking distance to the town beach, this 3-bedroom, 1.1-bath home is filled with thoughtful features. The main level boasts an open and

    Jared Meehan RE/MAX Bell Park Realty

    31 Pond Factory Rd, Woodstock, CT 06281
  • /33

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    359 Barlow Cemetery Rd, Woodstock, CT 06281

    Welcome to 359 Barlow Cemetery Rd - a truly one-of-a-kind property set on 3.2 scenic acres that lead to the peaceful waters of Bungee Brook. This spacious home offers a versatile layout, featuring a large primary bedroom suite, two additional bedrooms, and a generous supplemental room on the upper level-perfect for a home office, gym, or guest space. The fully finished basement is an

    Adam Gumula Kazantzis Real Estate, LLC

    359 Barlow Cemetery Rd, Woodstock, CT 06281
  • /38

    $200,000

    • 3,008 Sq Ft

    326 Route 169, Wood Stock, CT 06281

    INVESTORS TAKE NOTICE! All the work on the outside of this building has been done! New roof, new windows, front deck has been shored up, siding has been redone and painted, porch has been redone and a handicap ramp has been put in. Inside needs complete work. No plumbing or furnace, no bathrooms, empty canvas for you to come in and make this building a home. Think of this bldg as a condo, since

    Diane White CR Premier Properties

    326 Route 169, Wood Stock, 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
  • /31

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,983 Sq Ft

    584 Prospect St, Woodstock, CT 06281

    For those who belong to the land. Over 100 acres of private, usable terrain at the CT/MA line, Bear Hill Estate is a fully realized lifestyle retreat for the discerning equestrian or outdoor enthusiast, with effortless access to I-395, I-84, and the Mass Pike. At its heart sits a 3 bed, 2.5 bath custom log home-crafted from white pine logs hand-felled in Nova Scotia, where the bespoke cabinetry

    Jennie Kesselman Berkshire Hathaway NE Prop.

    584 Prospect St, Woodstock, CT 06281
  • /39

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1669 Route 169, Woodstock, CT 06281

    Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

    Ryan De Lello William Pitt Sotheby's Int'l

    1669 Route 169, Woodstock, CT 06281
  • /39

    $449,999 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1026 Route 171, Woodstock, CT 06281

    Stunning 3-bedroom, 2-bath Colonial in picturesque Woodstock, CT, situated on 2 serene acres. This home has undergone a complete renovation with approximately $150,000 in high-end upgrades, blending modern luxury with classic New England charm. Step inside to discover a brand-new kitchen featuring top-of-the-line appliances, sleek cabinetry, and elegant countertops. Gleaming new floors flow

    Daniel Deojay RE/MAX Bell Park Realty

    1026 Route 171, Woodstock, CT 06281
  • /37

    $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
  • /36

    $575,000

    • 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
  • /3

    $579,900 Open House 8/02

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    1 Laurel Hill Dr, Woodstock Valley, CT 06282

    Pride of ownership shines in this wonderful year-round ranch nestled in a peaceful cove on fully recreational Lake Bungee!Whether you're looking to fish,swim,kayak,ski,or ice fish this home offers four seasons of fun right from your backyard-complete with your own private dock and stunning view of the nearby waterfall! Thoughtfully updated in 2025 the entire house was given a fresh new look!

    Pat Malek First Choice Realty

    1 Laurel Hill Dr, Woodstock Valley, CT 06282
How to Buy a Home How to Finance a Home How to Sell a Home