Welcome HOME! This unique, ranch-style home is set beautifully on nearly 2 acres of mostly level, private land in Woodbury. The open floor plan of this home offers abundant natural light with a spacious eat-in kitchen, granite countertops, ample cabinetry, breakfast bar, and dining area perfect for gatherings throughout the year; especially with the large deck directly off the kitchen! There is also a large open living room that provides a comfortable space for relaxing and conveniently leads to the primary suite featuring a walk-in closet, soaking tub, separate shower, and double sinks. Two additional bedrooms and a full bath are located on the opposite side of the home. A spacious and open foyer leads to an enormous unfinished walk-up attic with great potential for future expansion. You will love this space and all the possibilities! The partially finished walkout basement is not included in the square footage and offers additional flexible living space ideal for a home office, gym, or whatever your needs are. Downstairs also includes a laundry area and plenty of storage with convenient access to the 2-car garage. Outside, enjoy a large yard to run and play in, an oversized deck great for cookouts and entertaining, plenty of space for gardens, gorgeous trees for privacy, perennials and a charming little pond! With a little TLC and some personal cosmetic touches, this special home has so much to offer!!!
Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private deck/patio overlooking a serene, wooded backdrop-perfect for morning coffee or unwinding at the end of the day. The kitchen offers ample cabinet space and a practical layout designed for efficiency and ease. The family room features a fireplace, creating a warm and cozy atmosphere during the colder months. The lower-level provides flexibility for a home office, gym, music room, or extra storage. Upstairs, both bedrooms are generously sized and include walk-in closets. The primary bedroom offers the added convenience of an en-suite bath, while a second full bath serves the additional bedroom. Additional highlights include central air conditioning for year-round comfort and a detached garage for parking and storage. The Woodlake Condominium community offers privacy while remaining just minutes from shopping, dining, and major commuter routes. This is a wonderful opportunity for those seeking space, comfort, and a quiet setting-schedule your private showing today!
Opportunity awaits in this end unit tucked away in the Woodlake Complex. While in need of some work & new paint colors, there are some nice improvements already in place such as newer windows, wood & tile flooring, & kitchen cabinets. This unit has both a deck & patio overlooking the treed rear yard. Both are accessible from rear sliders. The lower level is finished & has a half bath within the laundry room. Expansive bright area for a guest room, man cave, or teen. Bring your ideas & a paint brush! This is the lowest priced unit in the complex. Woodlake has a quarterly district tax of $1,050 ($4,200 annually). Woodbury, also known as the antiques capital of the state, is also home to several 5 star restaurants & in close proximity to Lake Quassapaug Amusement Park!
Owner occupied and thoughtfully maintained since August of 2000. A perfect 1st or 2nd. home. Included: one car garage, plus one assigned parking space, a deck and patio for grilling. Notice the wooded privacy in the back. Inside a convenient kitchen, a breakfast nook (Or computer area etc.) There is a large living/dining room combo. The Fireplace is sealed shut for safety. However, w/permits, you can easily install a pellet or wood-burning stove insert. Upstairs are two bedrooms and bathrooms w/updated vanities and flooring. The Lower Level is clean, dry and spacious. It contains the laundry and can easily be finished to suit your needs. The Monthly HOA of $359.13 = Roofing, decking carpentry services, landcare, snow shoveling, onsite staff, maintenance & management, insurance, pest control, etc. The Woodlake Municipal Tax service fee: (WTD) $925.66 paid each Qtr. For sewer, water, roads, trash & snow removal, common lighting, fire hydrants, storm drains, Snow removal, staff & vehicles, pond maintenance, etc. WTD was set up to allow the owner tax deductions for this service tax. Ck with your accountant for your deductions. The Town of Woodbury Tax: $3193.00 Are you traveling East or West on I84? You will reach the interstate in minutes! Visit this value packed condo and award winning Woodbury soon. Woodbury was recently rated the CT's best small Town by the Readers Digest and the Boston Globe. Great restaurants, boutiques, parks, hiking, Ct. wine trail...The list goes on!
Opportunity knocks! Your chance to reside in an exclusive cul-de-sac area of north Woodbury! Homes on this street rarely come on the market. Situated on almost 4.5 acres and within a short drive of Woodbury and Watertown centers, including prestigious, private Taft School, this three bedroom, 1.5 bath colonial awaits its new owners! Exterior features include a chicken coop, above ground pool, jacuzzi, mature plantings and an extended process driveway making a portion of the back acreage accessible. Upon entering the home, you are greeted by a classic center hall foyer. Spacious dining and family rooms surround the foyer, along with a cozy sitting room, and a sun-filled bonus room with walk out to the side patio. A remodeled half bath and a country-kitchen, with newer appliances, complete the first floor. On the second level, find three spacious bedrooms, an additional room for home office or crafting space, and a remodeled full bath with walk-in shower and soaking tub. The lower level offers partially finished space, a laundry area, and plenty of room for storage. The two car attached garage has floored loft space for your additional storage needs. Some minor finishing touches are needed in the home. Get ready to enjoy the quiet life, where the only sounds you will hear are the ones that nature provides!
Country Living Abounds with this unique custom built one of a kind Cape nestled on 5 secluded acres. This home features an open floor plan with post and beam construction, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a spacious Dining Room area & slider leading to large deck with access to side yard. Enjoy some quiet time in the cozy Library with fireplace and built-ins. First floor also has an Office as well as a full Bathroom. As you ascend the stairs to the second floor you will marvel at the unique lighted brick archway. Second floor boasts of a lovely Primary Bedroom Suite with brick fireplace & raised hearth, walk-in closets, Full Bath with tub, shower & vanities, and slider leading to balcony, and Two other large Bedrooms with skylights, Full hallway Bathroom, & Laundry Room with utility sink. With In-law/apartment the total living space is 3882 sqft. This home is convenient to Woodbury's town center, shops, top restaurants, antiquing, and recreation with hiking trails & nearby lake. This property has so much to offer!
Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A must-see!
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!
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 Includes 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.
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.
Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.
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.
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!

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.