Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!
Nestled within an established enclave of Woodbury-a quintessential New England town-this 2001 four-bedroom Colonial offers a refined blend of understated, classic architecture, and modern comfort. Ideally located just five minutes from Main Street, the home is privately sited at the end of a quiet cul-de-sac, bordered by tranquil woodlands. The interior showcases richly layered trim details, including deep crown moldings, wainscoting, and substantial baseboards in the formal spaces, creating an elegant and tailored aesthetic. The home thoughtfully balances formal entertaining areas with an open-concept layout. The gracious foyer, flanked by a formal Dining Room and a Living Room featuring custom woodworking, leads into the expansive, sun-filled Kitchen and Family Room. Designed for entertaining, the formal Dining Room features a beautiful custom built-in and a charming bay window and connects to the Kitchen via a functional hallway ideal for use as a butler's pantry or bar. This hallway provides access to a combined mudroom/Laundry Room and Half Bath. The Kitchen and Family Room form the heart of the home, featuring a cozy gas fireplace, a six-burner Wolf range, and direct access to a private Deck and stone terrace-perfect for outdoor dining and summer gatherings.
This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA fee's Include Heat, Hot Water and Cable. Unit comes with a 6x7 storage located in the lower breezeway along with a share laundry just a few steps up from the unit. Experience the magic of New England sunsets from the comfort of your living room or second-level balcony. Embrace the rich heritage of Woodbury from this idyllic hillside retreat in Heritage Hills. Immerse yourself in the towns antique charm, with its quaint restaurants & shops! Come take a look! Unit will be sold "as is"
Move-in ready and impeccably maintained, this desirable townhome is located in the Woodlake Condominium Complex in Woodbury. The open-concept living and dining area features gleaming hardwood floors, a board-and-batten accent wall, fireplace, abundant natural light, and newer 8' slider leading to a private deck overlooking wooded views. The spacious eat-in kitchen offers ample counter space, Corian countertops, stainless steel appliances, a separate dining area, and main-level laundry. The main floor also includes a sought-after primary suite with walk-in closet and full bath, powder room with custom tile flooring, and a versatile office or den. Upstairs are two generously sized bedrooms with vaulted ceilings, wall-to-wall carpeting, and a full bath with tub/shower and additional storage. The fully finished lower level adds approximately 1,222 sq ft of living space, featuring a large family room with fireplace, sliders to the back patio, a second office or den, and plenty of storage. Additional highlights include a one-car garage, a flat walk from parking to the front entrance, a charming courtyard, and ample guest parking. Heather Court offers a strong sense of community with surrounding wooded trails and open space. Conveniently located just minutes from Woodbury's historic town center, I-84, and all that Litchfield County has to offer.
Welcome to 5 Upper Commons, a well-maintained 2-bedroom farmhouse-style townhouse set in a quiet, wooded community with walking trails. This home offers three finished levels and a comfortable, functional layout. The main level features an open living and dining area and a practical kitchen with good cabinet space. Central air provides year-round comfort. Upstairs, both bedrooms include walk-in closets, and the primary bedroom offers an ensuite bath. In-unit laundry is conveniently located on the bedroom level. The finished basement adds flexible space for a home office, gym, or additional living area, along with extra storage. A detached garage is included. The community is peaceful and well kept, offering privacy while remaining close to shopping, dining, and commuter routes. A solid option for anyone looking for space, comfort, and a quiet setting.
Welcome to Sweet River Cottage, a charming riverside retreat offering the perfect blend of comfort, character, and natural beauty. This inviting 2-3 bedroom, 2 full bath home sits just steps from the water's edge, providing peaceful views and the soothing sound of the river year-round. Inside, you'll find a warm and welcoming eat-in kitchen, ideal for casual meals or gathering with friends. Enjoy the newly painted deck just off of the kitchen and overlooking these lovely views. The cozy living room features a wood stove, creating the perfect ambiance for cooler evenings and adding to the home's classic charm. Flexible bedroom spaces allow for a guest room, home office, or additional living area-whatever suits your lifestyle. Whether you're seeking a weekend getaway or a full-time haven, Sweet River Cottage offers tranquility, character, and an unbeatable riverside setting. Come experience the magic of cottage living. Perfect for first time home buyers or those wanting to scale down. This home is pristine and convenient to town.
Discover this meticulously maintained Cape-style home set on 3.4 private acres in Woodbury. The property offers exceptional curb appeal, featuring a paved circular driveway and a classic stone wall that sets a welcoming tone. Inside, a beautiful slate tile foyer opens to hardwood floors and a comfortable, well-designed layout that creates an inviting atmosphere. The main level includes a generously sized living room, a dining room with a pellet stove and an elegant bow window, and an eat-in kitchen. This level also offers two bedrooms with ample closet space and a full bathroom. Adjacent to the kitchen and dining area is a spacious, heated sunroom filled with natural light-an ideal spot for relaxation.The upper level features two additional bedrooms with hardwood floors, another full bathroom, and a versatile mixed-use room which works nicely for crafts, storage, or additional closet space. Outdoors, a nicely appointed deck offers the perfect place to unwind and enjoy the serene surroundings. The property also includes a detached two-car garage with overhead storage, ideal for tools, hobbies, or additional equipment. If you're seeking a comfortable home that offers space, privacy, and a peaceful setting, this property is certainly worth your consideration.
Welcome to this beautifully refreshed townhome in the highly desirable Woodlake Condominium Complex in Woodbury. Freshly painted throughout and filled with natural light, the main level features hardwood floors, a spacious living and dining area with a cozy fireplace, and a sliding door that opens to a private deck overlooking peaceful wooded surroundings. The updated kitchen includes granite countertops, stainless steel appliances, and a breakfast bar, while a versatile main-level nook offers the perfect space for a home office, mudroom, or reading corner. Upstairs, you'll find two generously sized bedrooms and two full, tastefully updated bathrooms, offering comfort and privacy. The partially finished lower level provides approximately 300 square feet of flexible space, ideal for a home gym, office, or family room, along with a separate laundry area featuring a newer washer and dryer and plenty of storage. Recent improvements include a new sliding door and front storm door (2021). Additional highlights include a 1-car garage, level entry from parking, and ample guest parking. Residents of Woodlake enjoy scenic walking trails and a tranquil natural setting, just minutes from historic downtown Woodbury, I-84, and all that Litchfield County has to offer. Move-in ready, thoughtfully updated, and privately situated - this home is ready for its next chapter. Note: Fireplace is sealed. Woodlake allows pellet or wood-burning stove inserts with proper permits.
Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the home, you'll find yourself in a stunning living area featuring unique skylights, sliding glass doors that open to the rear deck, and a wall of windows that fills the space with natural light. On the right corner a cozy wood stove adds the perfect touch of warm ambiance. The living area opens seamlessly into a spacious eat-in kitchen boasting stainless steel appliances, a center island, and a skylight, lending additional natural lighting. Past the kitchen is a hallway leading into a bedroom with beautiful built in shelving and a closet. Just past this room is the primary bedroom featuring sliding glass doors that open to the deck on the left, large windows overlooking the expansive backyard, and two skylights set into its vaulted ceiling. The home includes two newly remodeled full bathrooms-one on the main level and one on the lower level. The partially finished full basement offers extra living or storage space and includes a dedicated laundry room. The home is heated with an oil-fueled boiler. Make your appointment today to see this beautiful home in the desirable Woodbury area.
Charming Dutch Colonial located in the desirable South Brook community in Woodbury, walking distance from the bustling shops and restaurants. This home is part of a small enclave of 21 single, detached residences. Features include a new wood roof, hardwood floors throughout, and a private backyard with patio. The first floor offers a formal dining room, an eat-in kitchen with ample cabinet and storage space, and a step-down family room with vaulted ceiling, built-in bookcases, and a fireplace. The primary bedroom suite includes walk-in closets, a jetted tub, and a stall shower. An office completes the first floor. The second floor includes a second primary suite with full bath, an additional room ideal for an office, guest space, or playroom, and a den/second family room. The partially finished basement features a game room with the pool table included, plus additional storage areas. South Brook is pet-friendly and not age-restricted. HOA services include garbage, lawn and tree care, snow removal, fertilizing, and leaf blowing. Two pets with no size restriction are allowed as well! The property is equipped with an electric fence around the yard perimeter. So much to love, space, convenience, and low-maintenance living in a sought-after location.
Welcome to Eastfield Farms Etates. This Colonial features an open floor plan for comfortable everyday living an entertaining alike. The large foyer flows to both the formal living room with french doors and formal dining room. Both with crown molding and accent lighting. Just down the hall step into the spacious kitchen with center island, granite counter tops stainless appliances. The dining area flows to the family room with stone wood burning fireplace and french doors leading the the back deck. The laundry room is conveniently located on the main level through the mud room. Round out the first floor with a half bath. Hardwood floors throughout the first floor. The upper level offers primary bedroom with four closets and a large bathroom with jetted tub and double sink vanity. The second bedroom is large enough to have its own seating area. There are two other bedrooms and a large bathroom. The attic has pull-down stairs. The basement is unfinished with plenty of storage. You will enjoy this lovely level landscaped spacious yard, two car attached garage and full shed. Convenielty located to Watertown and Middlebury, 90 minutes to NY City.
Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back patio, new heating system, a powerful 20KW whole house generator and four energy efficient mini-splits ensuring year-round comfort. Enjoy the beautifully landscaped gardens, several tranquil ponds, a babbling brook and perennial flower beds. This spacious home boasts three bedrooms and three full baths, a well-appointed kitchen, office space, a full basement and both attached and detached garages. Relax on the screened porch overlooking the ponds and bring your four-legged friends-this property is ready for you to move right in.
Welcome Home to your new 2026 dream home! This beautiful, peaceful, calm upscale residence, offers 3 Levels of quiet elegance. Move in & enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. The kitchen spacious "open" concept, with Corian countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is oversized and updated. Upstairs, the primary bedroom bath is thoughtfully renovated: notice the addition of the "closet system" storage. You will also note the convenient feature of the laundry - in close proximity to the primary bedroom. The Lower Level is finished and provides ample storage. The garage is partitioned from the other garage units. You will love exploring Woodbury and all it has to offer. Recently voted CT's Best Small Town by The Boston Globe and Reader's Digest. There are Restaurants galore, many featuring farm to table cuisine. Woodbury is home to two Main Street Greens & lovely period homes. Woodbury is part of CT's Antique and wine trail. Shop Boutiques & Garden Ctrs. Hollow Park, Flanders Nature Ctr., Learning & Performing Art Centers, The Glebe House Museum & hiking trails, are just a few suggestions that make Woodbury Special. Close to private schools. The Commute east or west on I-84 is easy! Its time to plan your 2026 move! 2025 New Heat Pump and Attic "Blown-in" insulation, keeps this residence toasty warm!
Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower level offers 1008 sq ft-above grade on three sides, with a full bath, large family room, office, and two additional bedrooms. Plenty of room to entertain family and friends. Both levels of the home are walkouts allowing for easy access to the outdoors and parking available at each level. Equipped with new high efficiency propane furnace and electric hot water heater, this home ensures reasonable energy costs and long-term reliability. Enjoy clean, safe drinking water with a reverse osmosis 5 filter water system at the kitchen sink. Custom built, 12' x 24' shed/garage with an overhead door that provides extra storage, workspace, or vehicle storage. This property is perfect for those seeking a peaceful lifestyle without the constraints of condo living. Whether you're looking to downsize or simply want a quiet retreat, this home offers the best of both worlds.
Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and tranquility, providing ample room for turnout, training, and leisure. The main residence is a warm and inviting three-bedroom, two-bath ranch showcasing country charm with modern updates. Enjoy vaulted ceilings, two fireplaces, and woodstoves that create a cozy ambiance throughout. An attached one-bedroom in-law or apartment offers an open-concept living area-perfect for guests, extended family, or rental income potential. Outdoors, relax in your private backyard with space for entertaining, plus a thriving vegetable garden to complete the rural lifestyle. A rare opportunity to own a true horse lover's retreat where comfort meets countryside elegance.
Welcome home to 31 McVeigh Rd! Privately set on 1.70 acres in the Quassapaug neighborhood, this home blends comfort, efficiency, and convenience. The living room offers a wood-burning fireplace, while a 2019 high-efficiency wood stove in the family room adds warmth and helps lower heating costs. The main level features connected yet distinct spaces-living room, family room, dining area, and a kitchen with backyard views that offers lots of cabinet space, granite countertops and an island perfect for meal prep. Sliding doors off the family room open to a deck and screened gazebo with electricity and ceiling fan, ideal for relaxing or entertaining. Upstairs are four bedrooms with ample closets, including a primary suite with new carpet, walk-in closet, and full bath. The finished lower level provides flex space and direct access to the oversized two-car garage with new doors and storage. Minutes from Lake Quassapaug, Woodbury's downtown, shopping, and I-84
Unique opportunity! This spacious end-unit condo offers 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated kitchen shines, complimented by gleaming hardwood floors that extend throughout. The end-unit location provides a serene view of the trees, giving the home a tranquil backdrop. Enjoy the outdoors from your deck ( with a new rollout awning) off the living room or the patio below-perfect for relaxing in the sunshine or soaking in nature. A pellet stove in the living room gives extra warmth and coziness. The sellers would love to include all the furnishings with the sale price (most just 1-3 years old),the oven and elev. microwave are only 1 month old but that can be negotiated. Located in desirable Woodbury, this home is part of the Woodlake community, where you can enjoy fishing, canoeing, and hiking. Enjoy the charm of Woodbury, their top rated schools, many restaurants and parks! You will love living here.
Welcome to a piece of New England history-an 1835 Farmhouse lovingly updated for today's living while preserving all its timeless charm. Set on 4.7 acres with a sun-kissed field framed by quiet woodlands, this property offers the perfect balance of country serenity and in-town convenience. From here, you can stroll into the heart of Woodbury, known for its storybook charm, delightful restaurants, and vibrant small-town spirit. The home offers four inviting bedrooms, warm and welcoming living spaces, and a charming front porch that invites you to slow down and savor the seasons. Outside, a three-bay barn/garage awaits-ideal for hobbies, workshops, or even your dream hobby farm. The land is perfectly suited for gardening, keeping animals, or simply enjoying peaceful moments surrounded by nature. Even more, the property is equipped with owned solar panels, keeping electricity costs at an astonishing $20 a month-a modern convenience wrapped in historic charm. This is more than a home; it's a lifestyle-a chance to live where history, nature, and community come together in perfect harmony.
If you are looking for peace and tranquility, you will find it here in this expansive cape. Located on a quiet country road, it provides the privacy and tranquility as well as great spaces for a variety of lifestyles. For preparing great meals, this oversized kitchen is just the place. Enjoy friends and family as you prepare & dine. Spill over into the 25' x 22' family room with custom woodworking & a lovely fireplace. If you like to entertain in a more formal setting, use the spacious living & dining rooms. There is also a den/office on the main level. Upstairs, a primary bedroom suite as well as 2 additional bedrooms & an additional full bath. On the exterior, a spacious deck, patio a lovely yard as well as a spectacular 24' X 35' barn, great for entertaining, using as a workshop or as storage for special vehicles. The options are endless.
Woodbury is nicknamed "The Antiques Capital of Connecticut" Prime investor opportunity in affluent Woodbury. Located in the desirable Mount Woodbury area, this property offers strong valueadd potential. Surrounded by highervalue homes, it's ideal for contractors, flippers, or buyandhold investors. Once renovated, this home can command a premium in a highdemand market. Bring your vision-excellent upside and longterm ROI in a soughtafter community.
NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the garage barn provides ample space for four cars, a workshop, and a studio space above. You can also create a path down to the Nonnewaug River for more outdoor fun. House needs some TLC so bring your ideas! Come and enjoy all that Litchfield County has to offer, just 90 minutes from NYC.
Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10 people. Foyer leads to the 2 story family room. Tons of light from the large palladium windows, built in shelving, propane fireplace, gleaming hardwood floors. Opens to the exquisite chef's kitchen. This space comes with an eat in area, an island with microwave, plenty of cabinetry, marble counter tops, propane cook top, double wall ovens and pantry. There is a slider that leads to the a relaxing covered deck. Enjoy the wildlife, birds and landscaped yard. There is a large office on the other end of the house as well as a 1/2 bath. The second floor consists of 3 generous bedrooms a hall bath, wonderful laundry room and a primary suite. This space is equipped with a primary bath , shower, jac style tub, double sinks and linen closet. There is also a massive walk in closet and make up area. Really a delight for those clothe hounds! The 3 car attached gar. offers plenty of space for cars and lawn equipment. Easy access to the kitchen The basement is unfinished and awaits your desired finishes. Take some time to admire the landscaping and perennial gardens. Lasting beauty, easy care.
A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace is 8 ft wide with oven and crane. Beautiful kitchen with SS, granite, copper apron sink, pantry and raised panels. Walk up attic is finished and is a spacious bedroom with exposed beams. Attached gar is used as playroom. There is a potting shed/workshop, shed and a 1 Br Guest house. Stone patio is accented with an outdoor fireplace and lovely perennail gardens. Once had a successful antique shop here and is perfect for an in-home business or retail space. Guest House is perfect for an in home artist studio or professional use. Once owned by famous people, Oliver Wolcott is one of them. Just a Classic, stunning home. Pride of Ownership here throughout the years. One of the last homes built in the 1600's here in Woodbury. You will fall in love with this one for sure!
Investors and Contractors take notice! This versatile office space located on close to 10 acres of rural Woodbury land is ripe with opportunity. The 1,920 sqft office can potentially be converted into a single family residential ranch overlooking the babbling Sprain Brook below. Across the brook, with road frontage and access off of Hoop Pole Hill Rd, lies the majority of the acreage with a dry, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many!
This unique allergy free home is made for entertaining. 4000 ft. home with 3 bedroom suites each containing its own full bath. Total of 5 Bathrooms. 3 Fireplaces. Chef's kitchen with granite counters, double ovens, center island, bow window w/bench seat & walk out to solid mahogany wood deck. Formal dining room has tray ceiling. Living room with fireplace and full bar. Bright piano room/sunroom/office also walks out to deck. Den/library has fireplace and professional wine cellar. Oversized Master bedroom suite accompanied by luxurious bath and private dressing room with a dual closet and Walk In closet. All 3 Fireplaces have fans for heat! Allergy free home has a comfort electronic system air cleaner built into furnace. Whole house has hardwood floors. All rooms CAT wired & wired for music. Professional wine cellar. Family room with fireplace and a half bath. French doors onto patio. Beautiful stone wall in back yard has 7 columns with granite tops, light fixtures, 3 Walpole woodworker gates. Heated 3 car garage with Epoxy covered flooring. Home in Superior condition! Surrounded by rolling views & privacy with free space behind your home and on both sides! Enjoy the hawks as you view nature from you're a beautiful solid mahogany wood deck. Surrounded by acres of free space for extra privacy without having extra taxes! New roof just installed in May! . Subject to homeowner finding suitable housing.
Woodbury is located in Connecticut. Woodbury, Connecticut has a population of 9,762. Woodbury is less family-centric than the surrounding county with 23.2% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Woodbury, Connecticut is $104,081. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Woodbury is 54.7 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 15.8 degrees. The average rainfall is approximately 49.3 inches per year, with 40.2 inches of snow per year.
