Woodstock Valley CT Real Estate & Homes for Sale

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, enjoy radiant heat powered by two Buderus boilers, hardwood floors, granite countertops, and travertine in the primary bath. The chef's kitchen boasts solid cherry cabinets, a 6-burner Wolf gas range, double wall ovens, and a professional-size fridge and freezer. Open-concept living flows easily across the main floor, with a wired opening for future elevator installation. Step out to your private beach and dock, professionally landscaped yard, or relax by the water's edge. The home also includes a 5-6 car attached garage, generator, new roof, and fresh exterior paint. Offering 2-3 bedrooms, 3 full baths, and 2 half baths, this home is ideal as a summer escape or year-round retreat.

Charming 3-bedroom Home with finished basement, 2-car garage and waterfront lot! Nestled in a quiet corner of Northeast CT, this double lot property offers comfort, space and the perks of lake life. The main 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 moments away. 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.

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!

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.

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

Spring is coming and this charming cape is ready to be your new home. Meticulously done with so many new features. Large living room with fireplace, or woodstove and gleaming hardwood floors through out! Screened in porch just waiting for you to enjoy your morning coffee. Updated bathrooms, kitchen, newer appliances...every inch has been painted and made ready for its new owner. New Septic, New Shingles, New well, Newer vinyl siding and replacement windows, generator hook up. Attached garage and easy access to main road and commute to 184. Nothing to do but move in!

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. Enjoy serene views of open pasture from your private stone patio. The property includes a second approved building lot, ideal for horses, agriculture, or future expansion. Two advanced solar systems (Rooftop Tesla solar and ground-mounted solar) alongside a geothermal heating and cooling system deliver exceptional green-energy efficiency and a lifetime of savings. Above the garage, a generous 800+ sq. ft. bonus space is ready for finishing, offering endless possibilities for additional living area. The current owners have invested in many recent substantial updates. Mechanicals include a whole-house 24kw generator, ensuring peace of mind year-round, a spacious 3-car heated garage, level-two electric car charger, Gladiator workshop, and a huge, dry basement for storage. You will love the Country Carpenter's outbuilding/potting shed. Fruit trees, vegetable gardens, and professionally landscaped grounds complete this quintessential Woodstock retreat. This truly unique property combines New England charm with thoughtful, modern improvements - a rare opportunity you won't want to miss!

WELCOME to Eastford where there are BEAUTIFUL 2025 STAND-ALONE Condos on a dead end cul de sac this one is ***TO BE BUILT- Can VIEW MODEL***. ONE YEAR WARRANTY and ONE LEVEL LIVING w/NO Maintenance! STAINLESS appliances, WHITE shaker cabinets, ISLAND w/ GRANITE counters and VAULTED ceiling with OPEN FLOOR PLAN to BRIGHT living room w/ SLIDER to patio. LARGE Primary bedroom w/HUGE closet and Primary bathroom with shower and GRANITE VANITY. OFFICE/ DEN and another 1/2-bathroom w/ laundry hook ups. FORCED hot AIR/CENTRAL air propane heat, PAVED DRIVEWAY and a deck in back to enjoy your evenings and a CONCRETE porch in front for your rocking chairs. EACH unit has its OWN septic. ***FINISHED photos are of MODEL*** NO AGE restrictions and some pets allowed. OVERSIZED Garage.

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 immediately apparent, with park-like grounds ideal for relaxation or recreation. Inside, the home's distinctive character is evident from the moment you enter. The kitchen features abundant cabinetry and counter space, flowing seamlessly into a dining area and a spacious family room, perfect for both casual gatherings and comfortable evenings of television viewing. A den with a fireplace adds to the lower level's appeal, offering a cozy retreat. A dedicated office space provides a quiet area for work or study. The convenience of first-floor laundry enhances the home's practicality. Upstairs, the primary suite boasts an updated shower stall and an oversized walk-in closet, Two additional good size bedrooms finish. The attached three-car garage features a newly installed epoxy floor, ensuring durability and easy maintenance. The home's overall condition reflects the pride of ownership, with numerous upgrades and a thoughtful layout. HIGHEST AND BEST BY 6PM SATURDAY MAY 17th.

Step inside this meticulously remodeled, oversized Colonial that blends timeless charm with modern elegance. This expansive home offers generous living spaces, perfect for both entertaining and comfortable everyday living. Every detail has been carefully updated, featuring gleaming brand-new hardwood floors, designer tile showers, and luxurious stone countertops throughout. The flowing layout offers a perfect balance of open-concept living and quiet retreats, while the upscale finishes create a sophisticated yet inviting atmosphere. Ideally located with easy access to major highways and just a short drive to downtown Providence and Worcester this stunning property offers the perfect combination of style, comfort, and convenience for today's lifestyle

Situated on 3 scenic acres, this classic ranch-style home offers timeless charm and abundant potential. Being sold as-is, this property presents an excellent opportunity for buyers looking to invest in a solid home with room for customization.The residence features original hardwood floors throughout, while a cozy fireplace creates a welcoming gathering space during cooler months. A spacious two-car garage with a second story provides ample storage or space for future expansion. Outdoors, enjoy the tranquility of active streams that flow through multiple areas of the property, offering a peaceful country setting just a short drive from local amenities. This property is ideal for those seeking space, serenity, and the chance to create something truly their own. Schedule your private tour today.

This 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. This combination provides a versatile area ideal for both casual dining and family gatherings. 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. This home is a truly exceptional find.

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!

Welcome to 23-25 Waterfall Road! This oversized ranch, nestled on a 3.7 acre lot, boasts three bedrooms, three full baths, two wood burning fireplaces, a sun room, in-law suite, and a spacious attached garage. Additionally, this home comes equipped with a second two bay shop that includes ample storage and a vehicle lift. Other features of this home include a skylight overlooking the large eat-in kitchen, a walk-in pantry, and a central vacuum system. This home is conveniently located close to Route 44 and I-84 giving way for easy travel. Come take a look at your next home in the quiet neighborhood of Ashford, CT!

Imagine returning to your private hilltop hideaway everyday after a long days work and relaxing on the spacious back deck enjoying the majestic views from this impressive home. Entering the double front doors into the two-story foyer your eye is immediately drawn to the commanding views from the living room/dining room immediately to your right. With 2 sets of sliding glass doors and windows above, the wall of glass provides maximum enjoyment of the hilltop setting. Also featured in the LR/DR is the brick fireplace, bay window, hardwood floor and vaulted ceiling. Across the foyer is the extremely spacious eat-in kitchen with loads of cabinet space, new countertops and plenty of space for a good size table in the breakfast nook area. Beyond the kitchen is the laundry room and 2-car garage. Also on the first floor is the family room with it's stunning wall of built-in's perfect for books or a music library with plenty of storage below. The family room is adjacent to the first floor office (or 4th bedroom) and the first floor 1/2 bath. Upstairs you'll find the master suite with very open design including a huge walk-in closet area and spacious master bath. You will want to relax every day soaking away your troubles in the jetted tub admiring the view from the best vantage point in the house. With a new deck, standby generator, fruit trees and chicken coop, this property is ready for you!

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 but with beyond builder's grade modern mechanicals and many cost-prohibitive features like built in brick oven, slate floors, exposed beams, two multi-person jacuzzi tubs and more!!! Many modern comforts, and also very strong investment potential and history!! Nestled in a peaceful setting with mature landscaping, scenic gardens, and a private brook and waterfall, the estate includes a main house, in-law suite, and separate guest cottage-perfect for multi-generational living, vacation rentals, or private retreats. Has recently operated as a successful Airbnb and long-term rental, this property has generated $128,000 in gross annual income with $85,000 net. The main residence exudes timeless elegance with hardwood floors, exposed beams, period fireplaces, and a fully updated kitchen featuring slate flooring, brick accents and built-in appliances. Recent upgrades ensure long-term durability and low maintenance. Outdoor living shines with multiple patios, seating areas, and scenic pathways leading to the tranquil brook and waterfall. Set in a desirable area near private schools and recreational amenities, this quintessential New England property offers both a serene lifestyle and a smart investment.

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.

*Motivated to sell! - Offering $4000 in seller concessions* Located in a lake community! Welcome to 6 Lakeview Drive in Ashford, CT. Lake access is a two minute walk away. This home features new siding, a new water pump and filtration system, new septic tank, new heating system, newly redone back roof, new luxury vinyl plank flooring, remodeled kitchen, upgraded bathroom, and a newly built porch. Located in front of Lake Chaffee, this move-in ready property offers modern upgrades and serene lakeside living, with convenient access to commuting routes. HOA info listed is technically for a municipal tax, not an HOA, which is voted for and approved by the residents.

Rustic Luxury in Connecticut's Quiet Corner Nestled in the hills of Connecticut's "Quiet Corner," this stunning custom log home blends rustic charm with modern comforts. Impeccably maintained, recent updates include a new roof, fresh exterior stain, and new garage doors (2023). Inside, the grand great room features soaring ceilings, exposed beams, and a floor-to-ceiling stone fireplace. The open-concept kitchen boasts custom cabinetry, stainless steel appliances, and a spacious island. The primary suite offers a private balcony with serene views of Natchaug Forest, where hiking, biking, and fishing await. Two additional bedrooms, a second bath, and a loft with a built-in hot spa provide space to unwind. A partially finished basement with a full bath adds flexibility, plus a two-car garage and extra storage. Outside, enjoy a private pond and an entertainer's paradise with a timber-frame gazebo, outdoor kitchen, granite bar, and fire pit. A bonus cottage offers rental potential, a guest house, or an office. Experience unmatched privacy and charm-schedule your tour today!

Charming Cape Cod on a peaceful 1-acre lot-welcome to 776 Buckley Highway in the quiet town of Union, CT. This 3-bedroom, 2-bath home offers 2,000 sq ft of thoughtfully designed living space, blending classic character with modern comfort. Inside, you'll find a spacious kitchen, formal dining room, and a cozy living area filled with natural light. The upstairs loft serves as a private primary suite with its own full bath, while two additional bedrooms and another full bath on the main level offer flexibility for guests, family, or a home office. Step outside to enjoy the expansive yard-perfect for entertaining, gardening, or relaxing in the fresh country air. A fully fenced-in chicken coop adds charm and practicality for hobby farmers. Conveniently located just minutes from I-84 and only 90 minutes to Boston, with shopping, dining, and amenities nearby in Sturbridge or Stafford. This home offers the ideal blend of rural charm and accessibility-don't miss it!

Welcome to 94 Mansfield Road in Ashford, CT! This charming property boasts a rare blend of natural beauty and ample space, making it the perfect retreat! Nestled on 8 picturesque acres with river access and a scenic walkway, this home invites you to enjoy peaceful country living. The property includes a large barn, shed, and spacious garage, which provides plenty of storage and room for hobbies. The house spans over 2,000 sq.ft and features a first-floor primary suite, 3 bedrooms on the upper level as well as an additional bathroom. While the home has been well-maintained, it is ready for modern updates to truly make it shine. Whether you're looking for a serene getaway or a place to create your dream home, this home boasts endless potential. Do not miss out on this unique opportunity to own a piece of Ashford's beauty with riverfront access and sprawling land!

This character-filled home sits on a private and generous 1.39-acre lot-offering room to breathe, space to grow, and plenty of possibilities. With 1,922 square feet, this 3-bedroom, 1.5 bath residence is move-in ready and full of potential for the right buyer with vision and energy. Durable HardiePlank fiber cement siding wraps the home in timeless style and long-term protection-resisting weather, fire, and pests for decades of low-maintenance peace of mind. At the heart of the home, a dramatic living room features a soaring cathedral ceiling, exposed beams, and a charming loft-perfect for a cozy retreat, home office, or creative hideaway. While some areas could benefit from a little TLC, the home offers a solid, inviting foundation without rushing updates. Outdoors, enjoy wide-open space for gardening or recreation, a classic barn for storage or workshop use, and a pergola ideal for shaded lounging or al fresco dining. An above-ground pool awaits some love to become your favorite summer hangout. All this is peaceful, just minutes from Putnam's shops, dining, and commuter routes. This home deserves your attention if you're seeking privacy, potential, and personality.

Discover endless possibilities at this unique 24-acre property, formerly known as the Mt. Caritas Monastery. This expansive retreat has a blend of residential and commercial spaces, with an additional 10 acres available for purchase, making it a prime opportunity for visionary buyers looking to create something truly special. The property includes several structures, such as a 1,556 sq. ft. Raised Ranch with a fully finished 1,456 sq. ft. basement, and a 1,450 sq. ft. residence featuring a large addition with a commercial-grade kitchen, prep area, and storage. A nearly completed 2,400 sq. ft. worship building has versatile potential, easily convertible into a stunning home or community space. Additionally, a barn, stable, and two sheds add to the charm and functionality of the estate. The pristine land has significant frontage, with development opportunities including the possibility of establishing a cemetery or creating your own private compound. With 7,443 sq. ft. of developed, income-producing property already in place, the potential for future growth is extraordinary. Priced competitively, this property has tremendous value and is ready for your imagination to take the lead.

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 be ready to start camping at the beginning of the season! Property sold as-is, where-is.

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, full-size sleeping space, full bath, A/C, working mini refrigerator (not built-in), radio, and kitchen sink. Additional highlights, spacious driveway, larger sized detached outbuilding with lawnmower, firepit area, stone retaining wall, access to community amenities including swimming pool, indoor recreational center, mini golf, playground, fishing pond, trails, coin-operated laundry, nice clean public restrooms with showers, indoor and outdoor community rooms and more, all close to lot 42. Planned activities for everyone throughout the entire season. Perk of the 2025 season, dues have already been paid! Time to start making memories with your new summer camp.