The median home value in Woodbury, CT is $440,000.
This is
higher than
the county median home value of $345,200.
The national median home value is $338,100.
The average price of homes sold in Woodbury, CT is $440,000.
Approximately 71.07% of Woodbury homes are owned,
compared to 20.04% rented, while
8.89% are vacant.
Woodbury real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Woodbury real estate agent to arrange a tour today!
Woodlake in Woodbury! This lovely two-bedroom end unit has just been remodeled. It features new kitchen cabinets, countertops, and appliances. The open floor plan includes a dining area and a spacious living room that leads to a large deck. On the second floor, you'll find two bedrooms, each with its own full bathroom. The unit offers easy access to the garage and boasts new flooring throughout. The full basement is ready for finishing. Residents can enjoy canoeing on the private lake, and this unit includes a reserved canoe space. Experience everything Woodbury has to offer, including fine dining, walking trails, antique shops, and bridle paths. Discover why Woodbury is often called the best small town in Connecticut!
Charming 2-Bedroom Condo in the Heart of Woodbury, CT. This bright and spacious 2-bedroom, 1-bath condo is nestled in the peaceful Town in Country Condominiums, offering a perfect balance of comfort, convenience, and low-maintenance living. Located right off of Route 6, this unit provides a serene atmosphere while still being close to local amenities. The open floor plan features a large living area with plenty of natural light and new vinyl flooring, creating a perfect space for relaxing or entertaining. Enjoy the your private patio through the sliding glass door, ideal for outdoor dining or unwinding. The kitchen is well-appointed with generous counter space and ample cabinetry. A tiled hallway leads to the two spacious bedrooms, both with abundant closet space. The bathroom features a new sliding barn door and marble countertop. Additional amenities include central air and electric heating for year-round comfort. The condo has access to a in-ground pool during the summer months, and the HOA takes care of lawn maintenance, snow removal, and common laundry facilities. You'll also have a designated parking spot (#107 and #108) and a personal storage unit. Easy access to nearby nature preserves, restaurants, and shopping is always a plus as well as quick access to Route 6 and I-84. This condo is ideal for those seeking a quiet home with the convenience of modern amenities and close proximity to everything Litchfield County has!
The first floor of this home is in the process of being painted a light cream color. Welcome to South Brook, a small enclave of 21 single, detached homes in sought-after Woodbury, CT. This home is a charming Dutch colonial with a new wood roof, hardwood floors throughout, and a lovely patio and private back yard space. The first floor offers a formal dining room, eat-in kitchen with plenty of cabinets and storage space, and a step down to the family room with vaulted ceiling, built-in bookcases, and an inviting fireplace. The primary bedroom suite has walk-in closets and a full bath, including a jetted tub and stall shower. An office library completes the first floor. Second floor offers a second primary suite with full bath and exercise room. A wonderful den or secondary family room makes this the perfect space for guests. Partially finished basement with game room that includes the pool table! Plenty of additional space for storage. This association is pet-friendly and NOT age-restricted. HOA provides garbage, lawn and tree care, snow removal, fertilizing, and leaf blowing! This home is all set up with an electric fence around the perimeter of the yard. So much to love about this property.
Heritage Hill-Spacious bright unit freshly painted, offers a living and dining combo, kitchen, two bedrooms and one full bath. Open LR/DR area will brick wood burning fireplace, sliders to patio overlooking 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. Close to quaint restaurants & shops and historic landmarks.
Welcome to our charming 2-bedroom, 1-bathroom apartment located in the picturesque town of Woodbury, CT. This lower unit in the Town and Country Complex features a cozy decorative fireplace, perfect for creating a warm and inviting atmosphere. Step outside onto your private patio and enjoy the fresh air. The apartment boasts new living room flooring, adding a touch of modern elegance to the space. Each unit includes 2 off-street parking spots for your convenience. Take a dip in the community pool on hot summer days or utilize the on-site laundry area for added convenience. Don't miss out on this wonderful opportunity to make this apartment home!
Much of the work on this home has been done by the currant owner and it's gorgeous! Has completed much of downstairs including kitchen and living area but still a work in progress. Downstairs is all open with a loft upstairs. Great value and beautiful surroundings sits on half an acre. Worth a look ! There are no disclosures
First Floor Interior is being painted a light cream color. Welcome to South Brook, a small enclave of 21 single, detached homes in sought-after Woodbury, CT. This home is a charming Dutch colonial with a new wood roof, hardwood floors throughout, and a lovely patio and private back yard space. The first floor offers a formal dining room, eat-in kitchen with plenty of cabinets and storage space, and a step down to the family room with vaulted ceiling, built-in bookcases, and an inviting fireplace. The primary bedroom suite has walk-in closets and a full bath, including a jetted tub and stall shower. An office library completes the first floor. Second floor offers a second primary suite with full bath and exercise room. A wonderful den or secondary family room makes this the perfect space for guests. Partially finished basement with game room that includes the pool table! Plenty of additional space for storage. This association is pet-friendly and NOT age-restricted. HOA provides garbage, lawn and tree care, snow removal, fertilizing, and leaf blowing! This home is all set up with an electric fence around the perimeter of the yard. So much to love about this property.
Tucked away on a sought-after cul-de-sac, this open-layout home is crafted for exceptional entertaining. The light-filled, two-story foyer is framed by two sets of French doors: one opening to an office & the other leading to a living room that flows seamlessly into the dining room-an ideal setup for holiday gatherings. The custom kitchen, equipped with granite countertops, a center island, gas cooktop, walk-in pantry & dining area, overlooks the pool & patio. Adjacent to the kitchen is a sitting room & spacious family room featuring a fireplace & built-in bookcase. A generous 20x35 recreation room further enhances the home's entertainment options with a custom bar, vaulted ceiling, full bath & two sets of sliding doors that open to the pool, spa & patio area, creating a perfect indoor-outdoor experience. The upper level boasts a primary suite with a spacious bath & walk-in closet along with two additional bedrooms connected by a Jack & Jill bath. This floor also includes a craft/yoga room & laundry room. On the 3rd floor, a private fourth bedroom with a full bath provides an ideal space for nanny quarters or guests. The lower level offers 715 square feet of flexible finished space, perfect for a workout area with room for a golf simulator & includes ample storage & access to the 3-car garage. Outside, the grounds are complete with a gunite pool, spa, fire pit, stone wall & a fenced area, creating a tranquil oasis for relaxation & entertainment-all just minutes from town!
Do not miss this beautiful home set back on a private 4.15-acre lot. Main level features a total open floor plan with vaulted ceilings and half bath. Kitchen features Kucht stainless steel appliances, Quartz countertops, with an oversized walk-in pantry. Extra Large dining, kitchen, family room area with built in sound system perfect for entertaining. Upper level adds 2 large bedrooms along with a laundry room and two full bathrooms. Additional to the 2 bedrooms is the Massive Primary suite with fireplace and sitting area, 2 large walk-in closets and a gorgeous full bath with extra-large shower with dual heads. On top of all that a gigantic 1940 square foot 4 bay garage dual deep that can hold up to 7 cars easily with 3/ 9' garage doors and 1/12' door that has a car lift for that person who likes their toys!! Back patio with hot tub. Tesla solar panels with battery backup that are owned outright not a lease that acts as a generator if power goes out! This is a custom built home just waiting for a new owner.
Your home is your castle! If you've ever dreamed of calling a castle your home, this remarkable 5,000-square-foot stone house is the answer. Known fondly by locals as "The Castle," this property has a fascinating history, with roots tracing back to the 1800s but the all updates including new mechanicals, plumbing, electric, floors, well, septic, roof and more will give you comfort and peace of mind. Originally a stagecoach stop, it stands near a brook that was once a favored path of the legendary Leatherman. In the 1970s, a visionary known as "Cadillac Joe" began expanding the home into a grand stone castle, meticulously crafting every stone by hand. Though his work was left incomplete due to his advancing age, the foundation he laid became the start of a stunning transformation. Enter Mario, whose dedication and years of hard work brought the vision to life, completing this architectural masterpiece with exceptional attention to detail. Today, "The Castle" stands as a beacon of history and craftsmanship, featuring a grand dining room, a massive living room, and a chef's kitchen-perfect for entertaining guests or simply enjoying the beauty of the space. The wraparound balconies offer breathtaking views over the river ravine and treetops, while the stone walkways and tranquil surroundings provide a peaceful retreat from the world. Whether you're captivated by the historic intrigue, the timeless craftsmanship, or the unparalleled setting, this home offers a truly unique living
Discover the charm of this beautifully soon to be restored antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this soon to be renovated vintage gem 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. The exterior is equally impressive, offering room an in-ground gunite pool, 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!
Quassuk Heights Garden one bedroom w hardwood floors , 2nd floor condo, ready for updating. HOA includes heat and hot water. No pets, no smoking. Storage unit in basement. Laundry room in first building on right w coin operated machines. Condo fees will increase $135/month as of Jan 1. Also special assessment of $50/month for electric through Dec 2025
Highest And Best due by1/13/2025 11:59:00 PM MST. Great Colonial in a nice neighborhood, needs updating. Proof of funds or Pre- Approval with all offers. No changes to P&S / addendum to be signed within 48hrs of acceptance..Buyer and/or agent to verify property information.
Experience the epitome of architectural artistry with this contemporary home, a serene sanctuary that celebrates the fusion of nature and modern design. Perched on 3.4 acres and hidden amongst the trees, this property presents framed views of nature and mossy stone outcroppings. High-end appliances including Gaggenau and JennAir in the kitchen and hi-tech amenities throughout cater to a lifestyle of modern convenience. The primary suite exemplifies contemporary luxury with a pair of wall hung sinks, stall shower, separate w/c and a full swath of built-in closets. The upper bedroom provides an ensuite full bath and private entrance, while the lower bedroom shares its full bath with the great room. Audiophiles will appreciate the integrated surround sound in the great room with easy access to the bar for a chilled beverage or glass of wine. The artist loft/den with its own lookout creates a creative space for inspiration or work from home convenience. Step outside to the expansive stone patios with built in grill and pizza oven, a private deck, all designed for seamless indoor-outdoor living. The wine cellar invites connoisseurs to indulge in their collection, while the whole house generator ensures uninterrupted comfort. This stunning award winning home is more than a residence; it's a statement of living art, offering a tranquil escape and the perfect blend of form, function, and efficiency. 90 from NYC and minutes from the shops and restaurants of historic Woodbury.
Country Cape with expansion possibilities. This stylish home features four bedrooms including the main level primary suite, formal living and dining rooms, family room and a huge unfinished basement with a walkout. The upper level has three bedrooms, one bath and semi finished room above the garage. The 300 sqft screened porch can be converted to living space if needed. Located about 5 miles outside the town center, this home gives you the peace and quiet of country living.
Discover your serene retreat in this well-cared-for End unit, featuring numerous upgrades throughout and has a coveted garage plus an assigned parking space and plentiful guest parking. As you enter the community, be greeted by the tranquil lake, enhancing the peaceful ambiance of your new home. Many updates have been done including a modern kitchen with stainless steel appliances, updated bathrooms including a brand new shower enclosure in the guest bath and brand new hot water heater. Two bedrooms and two full bathrooms make this a great space for those that work from home and those with an active lifestyle. Step onto your private deck, where you can begin the day with your morning coffee or enjoy evening relaxation. This End-Unit condo is full of natural light and surrounded by scenic trails that wind through the complex, allowing for leisurely walks and a connection to nature. Don't miss this opportunity to enjoy a harmonious blend of comfort and natural beauty in the heart of Woodbury! Schedule a viewing today!
This building lot in the pastoral setting of Woodbury, CT, spans 2+/- acres and is approved for a 4 or 5 bedroom house. Preliminary engineering, including surveys, perc tests, and septic plan, is already in place. Situated in a well-established neighborhood, the lot comes with minimal deed restrictions, offering an ideal opportunity to construct either a weekend retreat or a lifelong residence.
Excellent opportunity to own a multi-family in Woodbury! 1800s Greek Revival colonial with two residential units and an additional storefront shop. Currently the shop storefront is vacant (previously used as an upholstery shop) and one residential unit is occupied by a solid tenant who has occupied for several years, has no pets and is in month-to-month lease. The second floor unit is vacant (previous long-term tenants moved out in August 24'). The main door opens to a common foyer with a second door to the retail shop. The first floor unit is in good condition with wideboard flooring throughout, exposed beams, galley kitchen, first floor bedroom and full bath with 2nd floor loft bedroom and an additional full bath. The living room opens up to a large back deck shared by both units. The second floor unit can be accessed through a staircase off the main foyer. Up the stairs you will find wide-board flooring throughout, a full bath, kitchen with washer/dryer and two good size bedrooms. Additional space (used as a family room previously) exists in the walkup, finished attic that has wall to wall carpet, cable hookup and heat. The shop has separate electricity from the residences, but it does not have separate heating zone or water/toilet access. This space can be used by an occupant of the two family as an accessory use per town guidelines. Purchase as an investment or owner-occupy and offset your mortgage! Property is one mile away from Woodbury's town center!
Own a piece of history! Enjoy life in historic Hotchkissville of Woodbury in this 1836 Greek Revival home. Just one mile from Woodbury's town center, step back in time while being in close proximity to all major conveniences. Currently functioning as a two family property, this unique home can be easily converted to a four bedroom, three bath, 2500sf single family. Experience the old world charms of exposed beams and wide-board flooring, in this 19th Century structure that was once home to one of Woodbury's most prominent textile families! The main level of the home features one bedroom, galley kitchen, a full bath, and living and dining room options. There is also a loft bedroom with its own private bath. The shop, also on the main level, can be utilized for business purposes again by an occupant or convert this space to a fabulous great room as it connects in two ways to the rest of the main level, open floor plan. On the second level, find two more bedrooms with full bath, finished walk up attic as rec room, or office space as well as a bonus room, currently used as a small kitchenette and laundry room, that can be converted to fit your needs. Property is located within a 1 hour and 30 minute drive from New York City. Lots to see and appreciate at this unique property in Connecticut's Most Charming town according to Reader's Digest Magazine.
Nestled at the intersection of Route 72 and Route 167 in Woodbury, this exceptional home is the perfect blend of modern amenities and unparalleled convenience. Located in close proximity to both the Center of Woodbury and the Southbury Green you'll be moments away from a diverse selection of shops and restaurants. Enjoy the close by natural beauty of Wood Lake, local parks, walking trails, and make the most of the nearby Southbury Dog Park. With easy access to exits 13, 14, and 15 off of I-84, as well as route 8, commuting will never be easier. This property is directly next to the entrance of Janie Pierce Park and backs up to over 30 acres of serene land conservation, guaranteeing exceptional privacy and tranquility for years to come. Upon entering, you'll be greeted by an open floor plan that seamlessly combines elegance and functionality. The inviting kitchen features granite countertops, a breakfast bar, and a new deck just off the kitchen-ideal for entertaining. The main level is adorned with rich hardwood floors, while the upper bedrooms are enhanced with stylish vinyl plank flooring. The grand living room boasts cathedral ceilings and expansive windows extending to the second floor, creating a dramatic and airy atmosphere. Two staircases provide stylish access to the upper level, where you can overlook the main living area below.
Welcome to this beautifully appointed Greek Revival home, nestled in the heart of Woodbury, the antique capital of Connecticut. This stunning property features 4 spacious bedrooms, including a convenient first floor bedroom and full bath which can be used as office space! The open concept design seamlessly connects the living and dining areas, highlighted by a cozy fireplace that sets the perfect ambiance for gatherings. Upstairs, you'll find three additional bedrooms, two of which boast en-suite baths for added privacy and convenience. Set on a sweet little lot, this home offers the ideal blend of tranquillity and accessibility. Enjoy the downtown scene with shops, restaurants, and antique treasures just a short stroll away. This is a rare opportunity to own a piece of history in a charming country community-don't miss out on making this enchanting property your own!
Incredible opportunity at an affordable price! Discover the perfect blend of residential comfort and professional-grade amenities in this exceptional property located in the charming town of Woodbury, nestled in the scenic Litchfield County. This unique offering is ideal for car enthusiasts, hobbyists, or entrepreneurs seeking a versatile space that can serve as both a tranquil home and an innovative workshop. The property features a spacious garage and workshop area, each with impressive 17-foot ceilings and overhead garage doors. The workshop is equipped with a radiant heating system, ensuring a cozy and productive environment during the colder months. With zoning that supports owner-occupied businesses, this space is designed to adapt to your needs, whether for personal passion projects or professional endeavors. The single-family residence, provides a serene and private living area with stunning views of Three Rivers Park. The home includes a large, partially finished basement, offering potential for further expansion or customization. Please note that buyers interested in using the property for an owner-occupied business will need to secure approval from the Zoning Commission. This property is more than just a home; it's a haven for those who seek a harmonious blend of comfort and functionality. Contact us today to explore the endless possibilities this unique space offers. Agent is related to the owner.
Welcome to the Owl Ridge neighborhood of Woodbury, this newly renovated 4-bed, 5-bath home is in pristine condition and features a harmonious blend of comfort and space. The heart of the home is the newly renovated kitchen, with natural quartzite countertops, refinished hardwood floors and new stainless steel appliances. The open concept design seamlessly connects the eat-in kitchen to the expansive family room, where a cozy fireplace and cathedral ceilings invites you to relax and unwind. Entertain in the formal living and dining room plus a roomy great room as a separate play room, music or media room. Work from home in the dedicated office with its own half bath. The sunroom works as a play room or art studio complete with sink to wash out your brushes. Upstairs the primary bedroom suite is a private retreat, complete with a sitting room, where you can escape for moments of tranquility. Three additional bedrooms, one ensuite and two more bathrooms complete the second floor. Outside, the property's vast deck is perfect for outdoor living and entertaining.
Come home to a unique 3082 sqft, one of a kind custom built Barn home all set on 5 secluded acres. Featuring an open floor plan, 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. At the end of the day enjoy 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 lovely Primary Bedroom Suite with brick fireplace & raised hearth, walk-in closets, Full Bath with tub, shower & vanities, and slider leading to balcony. Two other large Bedrooms with skylights, Full hallway Bathroom, and Laundry Room with utility sink. Lower level features an in-law/apartment, Storage Room & Mud Room with storage. This home has easy access to Woodbury's town center, shops, top restaurants, antiquing, and recreation with hiking trails & nearby lake. Enjoy all this property has to offer as well as the area!
Inspiration Model at Woodlake beautifully renovated from top to bottom. Three bedrooms, 2 renovated full baths, one half bath, fireplace, 5' white oak wood floors, Bosch 800 series appliances, new heat pump system, new ductwork, two bonus rooms in lower level, charging device, garage, pond view, two patios and a deck. Complex offers walking trails, tennis courts and playground. Community pool going under renovation. Short distance to main street Woodbury with great restaurants, coffee and retail shops. Only 90 minutes to NYC.