Woodstock CT Real Estate & Homes for Sale

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 there is really no yard. There is parking. Cash and conventional "as is" financing only. Currently zoned as "mix use" but town is favorable for a single family residence.

LOCATION, LOCATION, LOCATION!!!! This cozy 2-3 bedroom ranch is nestled on .40 of an acre lot with views of Lake Bunggee. Lake Bunggee is a private lake association for residents only. Access to the beach and boat launch is across the street. The roof is only 10 years old, electrical was updated and new wood decks on each side of the home. One floor living including a woodburning fireplace for those cooler nights and wood paneling adds some charm and warmth. The home does need some cosmetics but well worth it to enjoy all that this home and the location have to offer!! No interior photo's for Tenant privacy.

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 your coats and shoes behind and let your feet discover the natural flooring! Coming home from one of the local town beaches? No problem! You'll find the large laundry room just inside on your right in its very spacious room! Continuing on you come to another entrance, one of the two stairways to the second floor and a half bath. Step through the next archway and you find yourself in the great room - An open concept with amazing feeling - combining a kitchen with a fireplace, dining area, living room and more - Open for your preferences of layout - There's room for everything! Throughout this home you will find many exposed beams from original construction - hinting at that history of this home! Off of the kitchen you will find the formal dining room, with fireplace and plenty of bright light! Also off the kitchen you will find the door to the basement, the hallway to the second staircase as well as a spacious study with another fireplace.

Nestled in the Fawn Ridge community, this tastefully updated 2-bedroom, 1.5-bath condo offers low-maintenance living in a prime location just minutes from the Woodstock Fairgrounds. Inside, you'll find beautiful hardwood floors and an inviting layout. The kitchen opens to the dining and living areas, seamlessly connecting the spaces. The full bathroom has been upgraded with a tiled shower stall, while both bedrooms provide ample space and are filled natural light. The hallway even features built-in shelving-perfect for displaying books or decor while adding extra function to your home. Whether you're looking to downsize, seeking a great alternative to renting, this condo puts you close to seasonal events, admission to Woodstock Academy, and nestled in a peaceful, private space-making it an ideal place to start your next chapter!

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 was also built. Inside: tumbled marble flooring, soaring ceilings, curated copper accents (soaking tub, farm sink), and a wood-burning furnace as a secondary heat source to the radiant heating. Step onto the oversized deck for sweeping views of your own private domain-rolling meadows, wooded trails, tranquil pond stocked with bass, and three charming bridges. The home connects directly to radiant-heated stables with five stalls, plus tack, feed, and washroom. A detached garage includes a heated workshop/studio above, while a third matching structure-with the signature bear motif woven throughout-offers hay or storage space. Paddocks, a dressage ring with viewing deck, and miles of trails extend the equestrian lifestyle. A full foundation with engineered plans is in place for a future estate residence. Private showings by appointment- come claim your land, your rhythm, your legacy. Proof of funds or mortgage pre-approval required for all showings.

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 caught in the rain thanks to a spacious breezeway that connects to the house. Inside, beautiful Southern yellow pine floors and 6 skylights welcome you into an open floor plan. 3 large sliding glass doors offers views of surrounding perennial flower beds, raised vegetable garden beds, restored stone walls and wooded trails. Additions in 2019 and 2023 nearly tripled the finished living space of the original 1960 cottage. Clad in new Tando shingles with a 50 year warranty. Local craftsmen built the kitchen and a 10' bookcase with locally sourced wood. Off the kitchen is a 40 sq ft pantry. The dining area is framed by an original fieldstone fireplace equipped with a newly installed Hearthstone Clydsdale II woodstove insert (2025) as a second source of heat to the propane furnace. 12+ cords of split and stacked firewood will ensure you're toasty for several years. 4 new Mitsubishi mini-split units offer yet another heat source, and can also cool the entire house in summer.

Get ready to fall in love with this fully renovated colonial, just one minute from the beach and offering stunning water views! What was once a charming 1,200 sq ft Cape has been recently completely reimagined into a spacious 1,600 sq ft Colonial. This like-new home now boasts 3 bedrooms, 2.5 bathrooms, and a fresh, modern layout perfect for everyday living and entertaining. The heart of the home is the beautifully remodeled kitchen, featuring brand-new stainless steel appliances and a seamless flow into the living room. All 3 bedrooms are a great-size and a dedicated laundry space is upstairs. Everything has been thoughtfully updated, from the newer septic system to the completely rebuilt second story and all nestled on 0.76 acres of land. Located in the desirable Woodstock Academy school district, this home is not just move-in ready-it's a total transformation!

**HIGHEST AND BEST OFFERS accepted until Wednesday 7/16 at 12 PM** Step inside this charming single-level ranch set on 2.6 acres and packed with features you'll love! Offering 3 bedrooms and 2 full baths, this home leaves nothing left for you to do except move in. The kitchen flaunts subway tile backsplash, updated flooring, and a pantry accented by a stylish barn door. The showstopper? A luxurious primary bathroom featuring a tiled walk-in shower, shiplap walls, a barn door, and gorgeous tile work. Hardwood floors run through the living, dining, and bedroom areas, and a cozy brick fireplace makes for the perfect spot to unwind during colder months. Additional highlights include a 2-car attached garage and a spacious basement with a finished heated room. Whether you're dreaming of a garden, entertaining guests, patio, or building an outdoor oasis, the yard has the room to bring it to life. Welcome home!

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 charm with modern comforts-radiant heat, new flooring, stylish fixtures, and a center chimney ready for cozy wood stoves. A full stone basement, modern well, and 5-bedroom septic system ensure lasting functionality. The 2,800 sq ft heated barn includes four workshop spaces, a garage, and pellet/forced air heat-ideal for artists, woodworkers, or hobbyists. Additional original outbuildings include a large utility shed (convertible to horse stables) and a garden shed, offering endless lifestyle potential. 40 acres of manicured hay fields are stewarded by Fairvue Farm, offering stunning views and reduced taxes. Trails weave through two glacier boulders-natural monuments at the meadow's core-perfect for quiet reflection or immersive walks. Whether you're an equestrian, artisan, gardener, or nature lover, Hilltop Meadows offers timeless beauty, tranquility, and limitless opportunity.

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, and flows seamlessly into the main living area. An office on the main floor provides a quiet space to work from home, while the separate dining room is perfect for entertaining. The primary bedroom boasts a full bath and a walk-in closet, offering a private retreat. With central air and a cozy fireplace, this home has everything you need for year-round comfort.

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 lower level with bath offering flexible space for a recreation room, gym, or guest quarters. Step outside to experience perfect inside-outside living. The resort-like backyard features a heated, freshwater gunite pool and hot tub with a PebbleSheen finish, and depths to 7 ft. Entertain effortlessly at the built-in outdoor grilling station or relax on the expansive paver patio. The heart of the home is a spectacular dining room open to the Chef's Kitchen, beautifully appointed with premium Wolf and Sub-Zero appliances, and custom cabinetry - ideal for entertaining and everyday living. The luxurious primary bedroom suite provides a peaceful retreat with a huge walk-in closet, private dressing room/office, and spa-inspired bath featuring double sinks, heated floors, and rich Carrara marble. Additional features include a fenced-in area for pets, central air, automatic generator, artistic concrete walkways, and an elegant front porch. This is an extraordinary opportunity to own a meticulously cared for property where nature, privacy, and modern amenities come together in perfect harmony.

Welcome to the coveted living of Cornfield point. Few condos are available in this lovely complex located close to Roseland Park and the golf course. This spacious unit has large living room with vaulted ceilings and sliders that open to a patio and lovely back yard. Small Kitchen and dining area. One big bedroom and full bath. Dry basement could easily be finished for a family area. Needs new flooring and paint and appliances. The hard work has been done.

Welcome to Beautiful Meadowside of Woodstock Campground, your home away from home! This is a rare opportunity to own your very own campsite along with the 1991 Mallard 38' x 140" x 12' Model with a Custom built sunroom attached located in the back of the campground. Enjoy the peace and serenity of nature. The camper is made up of 2 full/queen beds, the full bathroom is spacious with a tub, toilet and full vanity. The kitchen has a full size refrigerator, propane stove/oven, microwave and full size kitchen sink. There is another sitting area located near the kitchen. This site has a beautiful custom patio, a large carport, multiple raised garden beds for your fresh herbs, greens and spices. The campground has a pool, a pond with fish for catch and release and so much more! There is a golf cart, 2 sheds for storage and a nice canopy for the carport. Don't miss out on your chance to own your very own campsite!

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 and boat ramps. This allows for swimming, fishing, and boating, just a short walk from your front door. Open Concept Living: Step inside to discover a rare open-concept layout for a home of its era, featuring a kitchen with electric appliances and a breakfast counter bar flowing into the dining room. The dining area seamlessly connects to the living room and a separate sitting area, ready for your own wood or pellet stove. Flexible Space: The main floor includes two bedrooms and a full bath. A 225 sq ft unfinished attic, currently accessible from the outside only, presents unlimited potential for an additional room, home office, or additional living space. Perhaps even adding dormers and a deck to maximize the seasonal lake view. Outdoor Amenities & Potential: The oversized lot boasts stone walls and mature trees, creating a serene retreat with plenty of room for activities. A covered deck at the side entrance adds to the home's appeal and outdoor living area.

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 the beauty of the lake. This walkout ranch has been completely renovated in recent years and ready for the new owner to simply move in. The main level offers an open concept floor plan, with additional bonus spaces on both sides. The garage side has a heated breezeway/sitting room and on the other side is a convenient mudroom for extra storage. The custom designed kitchen has white cabinets, contrasting grey/silver granite countertops with a peninsula, brand new SS appliances, luxury vinyl flooring, and all modern lighting. The dining area and spacious living room with a charming fireplace with the original wood accent wall above is an extension of the kitchen for entertaining your friends for a day at the lake. The original wide board wood floors were beautifully restored in these rooms. Beyond the dining room through glass French doors is the heated sun porch with picturesque lake views and has access to the sizable deck. There are 2 bedrooms with hardwood floors and a renovated full bath as well on the main floor.

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 home-whether you bring your own custom plans or choose from our thoughtfully designed architectural options. This stunning property combines privacy, natural beauty, and proximity to town amenities, shops, and world-class outdoor recreation. Nestled amid mature trees and open space, your future home can be tailored to fit your lifestyle-offering modern luxury, open-concept living, and high-end finishes throughout. Whether you envision a sleek contemporary retreat or a warm, craftsman-inspired ranch, this is your opportunity to create something truly special in one of the The Last Green Valley's most desirable towns. Walk the land or explore design options, and start planning your custom Woodstock sanctuary today!

***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 level you have open concept of living room, dining room, kitchen, a full bathroom and the secondary bedroom. Continue up the stairs to your primary bedroom oasis. Sip your coffee in bed and enjoy the view from your large window overlooking the lake. Every detail of this home has been meticulously thought of for great functionality. Saving the best for last, the outdoor living space and landscape to this home is beyond exquisite. With the home sitting southwest you will never be short of sunlight. Making this home perfect for sunshine lovers no matter what time of year it is. Whether you're fishing, boating, or simply admiring panoramic views of Lake Bungee, this captivating retreat offers a truly extraordinary lifestyle on the water. If you're ready to bring tranquility into your life, then book your showing today. **Private Lake Association**

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 throughout, complemented by all-new windows that bathe the home in natural light. The spacious layout includes an office, as well as a versatile family room or playroom, perfect for relaxation or entertainment. The exterior is equally impressive, boasting a $30,000 stone paver patio with a custom fireplace, ideal for cozy evenings or hosting gatherings. A new roof and septic system provide peace of mind, while the full walkout basement offers endless potential for additional living space or storage. Every detail of this home has been meticulously updated, making it a rare find in a tranquil, private setting. Don't miss the opportunity to own this move-in-ready masterpiece in the heart of Woodstock! Schedule your showing today

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 end appliances, corian counter top, custom cabinets and wide plank floors throughout the house. Featuring a woodstove in the kitchen to add to the extra coziness. Formal dining room with dentil molding on the ceiling. A full bath and bedroom on this level. The living room is spacious and features a wood burning fireplace and an original 1830's front door to add to the charm. From the living room we travel upstairs to a library with many built in shelves. On either side of this area are bedrooms, all with wide plank flooring, closets and some beautiful views. The primary b/r has a walk in closet and a primary bath. There is also a guest area where there is room for a desk and sleeping area with windows all around and another full bath. Heading to the lower level (basement) we have the 1 car garage, newer 275 gal oil tank, Weil-McLain Gold furnace, workroom, new 200 Amp electric and a generator hookup. 3/4 BEDROOMS , 3 full bathrooms & full walkup attic!

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, which is seamlessly integrated with a spacious family room. A large living room and formal dining area boasts a cozy fireplace and built-in shelving, adding to its inviting ambiance. Upstairs, the home features four bedrooms, including a spacious primary suite. The primary suite includes a custom dual sink stand and luxurious shower providing a spa-like retreat. Enjoy being outside, on the first floor, the beautiful Indoor living spaces flows effortlessly to the outdoors via a screened-in porch and a perma wood deck complete with a pergola. This expansive outdoor area offers ample space for relaxation and entertainment, overlooking perennial beds and beautifully landscaped grounds. This beautiful home is located on a protected Scenic Road providing a serene and private setting. Located within walking distance to the Woodstock Academy. This home is a truly exceptional find.

Back on market-buyer's home-sale contingency fell through, so this terrific property is available again through no fault of its own. 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 area are perfect for daily living, while the formal dining room-with its elegant wainscoting and crown molding-sets the stage for memorable gatherings. A private home office with a separate entrance adds flexibility for remote work or client visits. Upstairs, the generous primary suite includes a beautifully updated bathroom with double sinks and an adjacent room that offers flexibility as a nursery, home office, or dressing area. Hardwood floors extend across the upper level, adding warmth and continuity throughout the three additional bedrooms. Step outside to your own backyard retreat: a 20' x 40' gunite inground pool, freshly repainted exterior, a two-year-old roof, and a newly paved driveway. The detached two-car carriage-style garage and small barn offer additional space for storage, hobbies, or workshop use. This is more than just a house-it's a private escape where charm, comfort, and location come together in perfect harmony.

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 family and friends. Included in the sale is a separate .3 acre waterfront lot, giving you direct access to the lake just steps away from your door. Enjoy swimming, kayaking, fishing or simply soaking up the views. Lake living is right at your fintertips. Don't miss this unique opportunity to own a slice of the Bungee Lake Community! Property is being Sold As-Is.

Price Improvement! Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is an addition which adds additional living space, perfect for an office, family room or additional sleeping space. Everything you will need to start camping right away will be included! The camper is conveniently located on a corner lot right across from the pool, clubhouse and laundry facilities and has two sheds for all of your exterior storage needs. There is a 2-year young patio and stone retaining wall. There is a fishing pond, mini golf, playground, and a rec hall for residents to enjoy along with all of the campground events throughout the season. The campground is open mid April through October. Schedule your showing today and enjoy the rest of the camping season! Property sold as-is, where-is.

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 acres of conservation land just beyond your backyard, this is truly a nature lover's paradise. Home Features Include: 4 spacious bedrooms & 3 baths. Gourmet kitchen with stainless steel appliances, quartz or granite countertops, large pantry & breakfast nook. Formal living & dining rooms. Show-stopping family room with vaulted ceilings, gas fireplace, and custom hearth/mantel. Loft/flex space overlooking family room - ideal for home office, media, or playroom. Primary suite with spa-like bath: tiled walk-in shower, glass enclosure, soaking tub. Separate main-level laundry area. Engineered hardwood flooring throughout, 9' ceilings & crown molding in formal rooms. Custom tile work in all bathrooms. Bonus Potential: A full walk-out lower level offers over 900 sq ft of space for future in-law accommodations, home gym, or additional living area. Prime Location: Enjoy the serenity of a country lifestyle with access to top-rated schools and easy commuting routes to Massachusetts and Rhode Island. Let's build your dream home together- tailored to your taste and lifestyle.

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 formal dining room with built-in cabinetry, and a convenient first-floor primary bedroom and bath. The stunning eat-in kitchen is sure to captivate, with a breakfast nook that overlooks the paddocks, making every meal a serene experience. With abundant storage-rare for a home of its age-and numerous thoughtful updates, this property provides both charm and modern convenience. (Please see attachments for full details.) Equestrian enthusiasts will feel right at home with a spacious 60' x 120' indoor arena, a winter essential for New England's colder months. Alternatively, enjoy the outdoors in the 100' x 200' lighted outdoor arena, ideal for riding year-round. The main barn is well-equipped with 10 matted stalls, a bright and wide aisle, personal tack boxes, a wash rack, hay storage, and an additional tack and feed room. Behind the barn, there's ample pasture space for grazing, plus two extra in-and-out stalls with paddocks for added flexibility.