This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine floors, exposed beams, and walls of windows showcase breathtaking views. The primary suite features a private balcony overlooking the lake, two walk-in closets, and a spa-like bath. Generously sized rooms and oversized step-in closets throughout the home provide exceptional comfort and storage. A private entrance way will lead you to the lake to enjoy fishing, kayaking, canoeing, swimming and peaceful lake living await. Gather around the fire pits, enjoy the outdoor shower after a day on the water, or simply relax on the covered deck among professionally landscaped grounds. This exceptional property combines privacy, craftsmanship, recreation, and timeless New England beauty in one truly unforgettable offering.
This well cared for historic Colonial is sitting on nearly an acre of wooded land top utilize & explore. Home feature wide plank flooring, charming exposed beams, and a cozy woodstove will keep you warm all winter long! You would be surprised to know this tastefully updated home was built in 1806. Move right in with confidence as all the major items have been done recently: roof, septic, well, electrical. The remodeled custom kitchen features a Bertazzoni electric oven/range, a Smeg refrigerator, new dishwasher, hickory counters, and Schrock cabinets. Both bathrooms have had recent upgrades with tasteful modern charm. A great screened in and cover back deck adds a whole extra living area for 3+ seasons of the year. Newly built shed for added tool & equipment storage. Located just minutes from the MA line but also convenient to I-84 for commuting. Come see all that Northeastern CT has to offer!
Step back in time and discover the charm of this beautifully preserved 2,300 sq. ft. farmhouse, originally built in 1805. Rich in character and timeless appeal, this property offers the perfect blend of country living and modern convenience. Whether you dream of cultivating extensive gardens, raising animals, creating a self-sustaining homestead, or simply enjoying wide-open spaces, this property provides endless opportunities to embrace a rural lifestyle. Mature landscaping, open grounds, and ample space for farming, hobby agriculture, or outdoor recreation make it a rare find for those seeking a connection to the land. Inside, you'll find the warmth and craftsmanship of a bygone era, with spacious living areas designed for comfortable everyday living and entertaining. Enjoy peaceful mornings overlooking your gardens and relaxing evenings surrounded by the tranquility of the countryside. Whether you're seeking a gentleman's farm, a luxury homestead, or a historic country estate to call home, this remarkable property presents a unique opportunity to live a lifestyle defined by beauty, self-sufficiency, and enduring New England character.
TO BE CONSTRUCTED Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to BUILD a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living.
Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the spacious walk-out lower level. Stepping through the front door, be captivated by soaring ceilings, arched doorways, and quality craftsmanship throughout. Generously sized living areas provide the perfect setting for entertaining family and friends, while thoughtfully designed spaces offer comfort and privacy for everyday living. The home features spacious bedrooms, abundant storage, and countless custom details that reflect pride of ownership and meticulous attention to quality. Come see this property to see all that it offers.
Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.
Enjoy the beautiful landscaping of this custom oversized ranch. Located on 6 acres, Recently cleared, private back yard perfect for entertaining, recreation and maybe a chicken or two. Double deck off the kitchen, that leads to above ground pool. This is your perfect summer spot! Kitchen with breakfast nook updated cabinets and stainless appliances, tile... Dining room follows kitchen to a one step down living room. perfect for unwinding after long day a and a view of your peaceful back woods! one step back up to the large den with fireplace for a cozy cool night, beautiful hard wood floors complete these rooms. Spacious primary bedroom with large closets and attached bathroom. Two generous bedrooms. and bath all on the main floor. Basement is the full floor plan of the house allowing for tons or storage, two car garage, woodworking area and recently renovated, wreck room (12x24) for crafts, games, and hanging out. Smaller room, with security entrance, for your delicate hobbies. Come and see this beautiful home. Well cared for and ready for its new owner!
Set in the charming town of Woodstock and minutes from the Massachusetts line, this 3-bedroom, 2.5-bath home offers space, flexibility, and a layout ideal for both everyday living .The home includes two primary suites- rare find! Inside, you'll find a spacious living room with vaulted ceilings and a propane fireplace, creating a warm and inviting focal point. The large kitchen features abundant cabinet space, a center island, and a tray ceiling offering both functionality & style. Designated dining area. 2-car under-house garage New roof (2019), new well pump in 2022, and a new hot water heater in 2024. Basement is pre - plumbed for an additional bathroom & extra space! This home combines quiet country living with convenient access to MA-perfect for commuters or anyone looking to enjoy the charm of Northeast CT! Leased solar panels.
Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural light throughout. The spacious living room centers around a gorgeous gas fireplace and flows seamlessly into the dining area and designer kitchen complete with white shaker cabinetry, granite countertops, stainless steel appliances, oversized center island, and sliders leading to the patio and backyard. Upstairs you'll find generously sized bedrooms, including a spacious primary suite, along with convenient second-floor laundry. Additional highlights include central air, forced hot air heat, attached 2-car garage, and over 2,600 sq ft of living space. Enjoy the privacy of a wooded lot while still being conveniently located near local amenities, schools, and commuter routes. Thoughtfully designed and move-in ready, this home offers modern comfort in a peaceful setting.
Better than ever is what could be said about this pristine 1760 antique colonial home! With Muddy Brook winding through the property and conserved land located next door, what you see is what you get here: peace and serenity on 2.54 acres in desirable Woodstock, CT! With a new cedar roof, a rebuilt and sealed chimney and all new sills put in place years ago this classic will continue sitting proudly for years to come. Featuring 4 bedrooms and 3070 sf the possibilities here are endless.... but have I neglected to tell you, there is no central heat.... yup! And there never has been! Also, the only bath is located on the first floor. This home has only been used as a summer home for family to gather and create memories, now it is your turn to take this antique gem to the next level, are you game?
First time offered under the community District (Woodstock Zoning Regulations Aricle II, section B.2) in North Woodstock. This unique property offers an opportunity to design your living space with an office on the side, or maybe even an in-law! Lots of possibilities to make this just what you need. Vinyl siding, windows and roof in good shape. Easy access to major highway. 200 amp electric. Septic updated in 2020.
Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa. Open-concept kitchen with gas range, built-in microwave, and ceiling fan. Paver patio with fire pit and outdoor seating. Grey water direct to sewer with complimentary weekly pump outs. Located in the heart of the campground - steps from the inground pool, newly remodeled rec hall, bathrooms, showers, and pavilion with live entertainment every weekend. Additional amenities include on-site laundromat, playground, soccer field, ball field, community garden, mini golf, and a fully stocked fishing pond. Lot assessment of $1,650/season ($1,350 early-bird before Jan 31) covers water, sewer, trash, grounds maintenance, and all amenities. Owner pays electric (~$80/mo summer) and propane only. Season runs mid-April through October. Co-op ownership with 1/100th share. Seasonal rental allowed - one lease per season. No tents, no overnight visitors. Showings scheduled via ShowingTime
Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location about 40 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3-bedroom, 2.5 bath home w/ a bonus room (used as an office) welcomes you w/a stunning open foyer and cathedral ceilings. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new carpeting and abundant natural light. The oversized kitchen is a true centerpiece, complete w/an enormous island, updated granite counters & tile flooring. The family room opens to the deck and patio and features a pellet stove, creating a warm and cozy space. A walk-in pantry, mud room, and half bath w/ laundry add even more practicality to the 1st floor. Upstairs, the primary suite features a walk-in closet and private full bath w/ double vanities, while 2 additional spacious bedrooms and an oversized full bath complete the 2nd floor. Central air, extra insulation, sealed ducts, a 50-year shingle roof installed in 2023, & owned solar panels (loan to be assumed - the low, fixed payment will never increase & substitutes the energy bill - never worry about the rising utility costs). Eversource even pays you quarterly based on your energy production. Home features a flat yard, patio, deck, and sheds. Powered workman's shed with lights can be turned into a clubhouse. Offering to leave ride-on lawn mower and snow blower. No water bill with a private well!
TO BE CONSTRUCTED Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living. Eastwood Estates is governed by covenants that preserve the integrity and value of the neighborhood, including a minimum home size of 2,900 square feet (which may include finished lower-level space). Enjoy the peaceful charm of Woodstock with nearby access to local farms, walking trails, and scenic roads, while still being within reach of everyday conveniences and commuting routes. A unique opportunity to build a home that is both refined and personal, guided every step of the way.
Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for your tools and equipment. As you step inside, the exterior mudroom/laundry area offers a practical entry point and as well as storage. The main level has a kitchen that has country charm and ample cabinets as well as a full bath with a tub. The living room and dining area are adorned with a traditional fireplace and woodstove, creating a warm and inviting atmosphere. The primary bedroom and a dedicated craft room complete this floor. Upstairs, two more bedrooms await, each offering its own unique charm. One of the bedrooms features an ensuite half bathroom and a walk-in closet and skylight, providing privacy and convenience. Don't miss the opportunity to make this house your home!
Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake below. Extensively renovated with remarkable attention to detail, the home features a beautifully updated granite kitchen with stainless appliances, whole-house mini-split heating and cooling, a new full septic system, refreshed baths, and numerous thoughtful improvements throughout. The main level offers an easy flow between the kitchen and living room, along with two bedrooms and a full bath. A sun-filled enclosed porch opens directly to the decks, creating a seamless connection between indoors and out. The professionally waterproofed and finished walk-out lower level provides valuable additional living space with a spacious recreation room, full bath with laundry, and direct access to the exterior. A one-car garage, breezeway, and multiple storage areas add everyday convenience. Known for its peaceful atmosphere, natural beauty, and walkable lake community, Witches Woods Lake offers kayaking, swimming, fishing, sailing, and regulated power boating, while restrictions on jet skis and personal watercraft help preserve the quiet character that makes the lake so special.
Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases its original door with full exterior shutters, a hallmark of Greek Revival style. The living room centers on a classic fireplace, and along the upstairs landing a wall of built-in bookshelves creates a welcoming library space. Three bedrooms are located on the second floor, with an additional first-floor room currently serving as a fourth bedroom. The primary includes a walk-in closet and bath with a clawfoot tub. The walk-up attic offers potential for an office, playroom, or studio. The kitchen features a custom layout paired with quality appliances (Sub-Zero fridge & Thor cooktop) and the warmth of a wood stove. Updates include new Trex decking and a newly finished three-season room off the dining room. Historic touches, such as unique wallcoverings and original details, remain intact, blending history, artistry, and the timeless charm of living in Woodstock, CT. Property to be sold in as-is condition.
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 room for vehicle storage. The hangar is self-sufficient with its own septic, well, electrical, and heating systems, providing convenience and flexibility as well as a finished lounge area to gather and relax. This property is a rare find, offering a blend of luxury, functionality, and the ultimate in private aviation convenience! Whether you're an avid pilot, car enthusiast, or simply seeking a tranquil retreat, this home promises an unparalleled lifestyle. This residence boasts privacy and scenic New England beauty with stunning views. The contemporary design, built in 1987, features 3 bedrooms and 4 bathrooms, open living space with soaring ceilings, two story fireplace, and a beautiful open center oak staircase. The home's large windows and open layout invite the natural surroundings inside, creating a harmonious living environment. The finished walkout lower level offers beautiful views of the pond and the plush grounds. So many exciting possibilities!


Woodstock is located in Connecticut. Woodstock, Connecticut 06281has a population of 8,187. Woodstock 06281 is more family-centric than the surrounding county with 28.54% of the households containing married families with children. The county average for households married with children is 25.48%.
The median household income in Woodstock, Connecticut 06281 is $94,451. The median household income for the surrounding county is $71,418 compared to the national median of $69,021. The median age of people living in Woodstock 06281 is 44 years.
The average high temperature in July is 80.9 degrees, with an average low temperature in January of 14.3 degrees. The average rainfall is approximately 50.4 inches per year, with 47.4 inches of snow per year.