Woodbury CT Real Estate & Homes for Sale

Perfect opportunity to own an in-town, three-family investment property with many recent upgrades! Two units with long term tenants looking to stay, as well as one completely updated unit that comes unoccupied -perfect for an owner occupant! Tastefully updated main floor unit features light-filled living room with sliders to private deck, one bedroom, new galley kitchen, new full bathroom, updated lighting, paint, flooring and more! Upstairs unit is a spacious studio apartment filled with natural light and vaulted ceilings! Multi-level unit provides light and bright primary suite with updated full bath, an extra room perfect for home office space/sitting area, galley kitchen with newer appliances and dining area, living room, and half bath. All units have their own laundry hook ups and central air. Parking lot comes with multiple spaces for tenant vehicles, a spacious backyard for all to enjoy, and so much more! Live in one while the other two units are rented, and put directly towards your mortgage! Unbeatable downtown location with access to sidewalks, minutes to fabulous restaurants and all that Woodbury has to offer!

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 16-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.

Nestled on a professionally landscaped ~2-acre lot in the serene Owl Ridge neighborhood of Woodbury, this exquisite 4-bed, 5-bath Colonial home features a harmonious blend of comfort, space and sophistication. As you step inside, the grand staircase sets a tone of elegance that resonates throughout the home. The heart of the home is the newly renovated kitchen, a culinary dream with refinished hardwood floors, natural quartzite countertops and new state-of-the-art appliances that will inspire your inner chef. The open concept design seamlessly connects the kitchen to the expansive family room, where a cozy fireplace and cathedral ceilings invites you to relax and unwind. Entertain in style in the formal living and dining room featuring tray ceilings and chandeliers with decorative ceiling medallions or make music and memories in the music/game room. Work from home in the dedicated office with its own half bath and saunter to the solarium to take advantage of the light filled afternoons complete with wet bar. 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 and two more bathrooms complete the second floor. Outside, the property's vast deck presents a private oasis, perfect for outdoor living and entertaining. The three-car garage provides ample space for vehicles and storage. 90 from NYC and minutes from the shops and restaurants of historical Woodbury.

Beautifully updated and move in ready 3 Bed ranch style home with one-level living on a private country setting nestled on a picturesque lot. A Living room w/ working fireplace and woodstove. Modern and spacious E-I-Kitchen with stainless steel appliances. Laminate floors throughout. Laundry area with washer & dryer. Additional 450 sq.ft. basement for storage. A must see property at this price!!! There is nothing to do but move in, unpack and relax!

**Discover Your Dream Home!** Nestled in the tranquil, highly sought-after neighborhood of Woodbury, this spacious 3-bedroom home sits on over an acre of beautifully maintained land. The updated eat-in kitchen features stainless steel appliances, making it a chef's delight. The extra-large living room, complete with a cozy fireplace, is perfect for snuggling with loved ones on chilly winter nights. This fireplace is shared with the spacious dining room, ideal for entertaining large groups. Each of the three bedrooms boasts a private balcony, offering stunning views of the lush, manicured lawns. The expansive backyard patio wraps around the back of the house, providing ample space for family barbecues or simply watching the little ones play. This beauty won't last long-schedule your visit today!

Beautifully renovated and remodeled split-level in convenient location . All new interior and exterior, mechanicals, insulation, gutters - from soup to nuts! The Great room is the heart of the home and encompasses the living room, gorgeous kitchen and dining area. The living space has a fireplace, wood floors and picture window with view of large level front yard. The brand new modern kitchen has stainless steel appliances, granite countertops, island with breakfast bar and sliders to rear deck. A few steps up brings you to the primary bedroom with remodeled full bath, wood floor, two closets and ceiling fan. There are two bedrooms with wood floors, ceiling fans and double closets that share the second full remodeled bath in the hall. A few steps down from the main level is the spacious family room and office with sliders that lead to the two bay carport and detached one bay garage. Also on this level is a half bath and laundry room. Efficient Hydro air heating system and central air conditioning. The house sits back off the road. Woodbury is designated as Connecticut's "Most charming small town," by Reader's Digest and boasts tree-lined Main St, parks, playgrounds, hiking trails and streams. Known as the "Antiques capital of CT," there's no shortage of shops, boutiques and antique homes lining historic Main St.

Come home to a unique 3032 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!

Newly refreshed ranch style condo - nothing left to do but move in! Freshly painted, all new appliances and new carpet in the bedrooms. Plenty of storage in this tranquil home. This unit is in the very back building making it even more peaceful. A short walk out the slider across the lawn brings you to the inground pool. Common Laundry is conveniently located just a short walk away and includes a storage locker.

Inspiration Model at Woodlake beautifully renovated from top to bottom. Three bedrooms, 2 and one half baths, fireplace, wood floors, Bosch appliances, new heat pump system, charging device, garage, pond view, two patios, deck and more. More info to come.

Nestled at the top of the complex, this property offers ultimate privacy, backed by serene woods, ensuring a quiet and peaceful environment. Only residents venture up this far, adding to the exclusivity. This unit includes one outdoor parking spot and a garage bay with an automatic door and keypad entry-an uncommon feature in the community. The convenience extends with a short, flat walk from your parking spot to the front door. Inside, you'll find a cozy pellet stove with a real brick surround, installed in 2023, alongside brand-new Anderson replacement windows that add modern efficiency. The state-of-the-art Lennox heat pump, furnace, and central air system, installed in May 2024, are complemented by an upgraded electric panel for enhanced energy efficiency. Step out onto the back deck and enjoy the mature landscaping, thoughtfully designed by the owner. The private backyard, surrounded by rock outcroppings and woods, offers direct access to well-marked walking trails in Woodlake Woods, connecting to the Southbury Audubon and Janie Pierce Pond. The basement is partially finished and air-conditioned, with the other half dedicated to utilities, storage, and a washer and dryer. The home's main level features vinyl wood floors, while the staircases, bedrooms, and basement are carpeted. Both bedrooms and bathrooms, along with the kitchen and front entry, were repainted in June 2024, giving the home a fresh, updated look. There is also a pool set to open in 2025!

This is for owner occupants to purchase in the first 30 days of listing. This is under the FIRST LOOK program. Offers must be from owner occupants. While is needs updating it is a unique opportunity to get into this great complex. This is an end unit townhouse with a 1 car garage. This has 5 rooms. 1st floor has living room, dining room, kitchen and deck. Upstairs the primary bedroom has its own full bath and the is a hallway full bath. There are 2 total bedrooms. This also has a full basement unfinished. This is priced to sell and complex does qualify for FHA financing. The town of Woodbury was recently voted "The Best Small Town in Connecticut" by the Boston Globe and Readers Digest. Great lifestyle in this town that has good restaurants, parks. And close to Interstate 84. There is a quarterly tax fee of $950.33 there is no special assessment

Welcome to this charming Colonial home, originally built in the 1930s, offering a perfect blend of vintage character and modern upgrades. This unique property features a primary bedroom on the main floor, with glass French doors that flood the space with natural light. The upgraded kitchen is a chef's delight, boasting 2 gas ovens and a subzero refrigerator. With two full baths and two separate laundry areas on the main floor, convenience is key. The home includes a private apartment, ideal for guests or rental income, featuring its own kitchen, private deck, and two separate entrances for added privacy. Upper level with sprawling bath with soaking tub joins two bedrooms. A new garage, built in 2001, connects to a separate room via a breezeway with copper screens. There's an additional 17ft of storage over garage that was used for woodworking projects. The property is rich in history, with various vegetation and the charming nuances of an older estate. Oak floors throughout the first floor and apartment, along with new storm windows and doors for the original windows installed in 2012, New roof 2024. Two garage/storage spaces under main garage. This property is truly a unique opportunity to take in all seasons of country living with all the comforts of home. Endless possibilities for variety of buyers. Whether your looking to bring your extended family, run home based business or generate rental income this property is a rare find.

Gorgeous furnished townhome, this comfortable unit in Woodlake community have a luxury living. Great opportunity of investment. This home has an inviting Kitchen with breakfast bar, plentiful closets, an office space at first floor, a combined dining and living area featuring Hardwood floors and a cozy fireplace. A large slider goes out to the spacious deck. Upstairs come with two generously sized bedrooms and two full bathrooms providing comfort and convenience. The Lower level has a semi finished basement with tons storage space as well a full laundry room. Welcome home to Woodlake where comfort, convenience and community converge.

14 Wintergreen Ct, Woodbury will soon welcome you with a Blaze of Autumn Color! You will note the attractive Courtyard entrance. This lovely residence is a rare to market 2 Bedroom, 2 bath ranch styled condominium. Hardwood floors, kitchen tile backsplash details, newer appliances, heating-heat-pump system and hot water heater. The primary bedroom - ensuite is oh-so spacious with an abundance of closet space and walkout to the deck. The laundry is conveniently located in the hallway on the main level (There is a small hatch to access the attic above the laundry) Stroll downstairs and you will be amazed the size of the finished areas, with newer wood-like vinyl flooring, plus a large storage room and a work room too. The spaces lends great flexibility to your lifestyle needs, a home office, media and or game room, den etc, etc! Visit soon, The condo is priced to sell and sits within the quintessential Town of Woodbury. Recently voted "The Best Small Town in CT " by The Boston Globe and Readers Digest. Woodbury is Host is a myriad of excellent restaurants, many featuring Farm to Table Cuisine, visit Boutiques, Antiques, The Glebe House, Hollow Park, Flanders Nature Center, Garden shops, A Vineyard, Learning and Performing Art Centers. Goods and services are convenient as well as the commute East or West on I 84. Come enjoy the "Woodlake Vacation at Home" Lifestyle.

This elegant Colonial is located in desirable Carriage Hills. You won't lack for space and storage with approximately 5700 sqft including the full walk out lower level suitable for an in-law. Beautiful wood floors greet you as your enter into the two story foyer. Formal living and dining rooms, eat-in kitchen, bedroom, full bath and a great big family room with a fireplace, all on the main level, plus a room off the family room with doors to the oversized deck. The upper level features three spacious bedrooms, full bath and a huge primary suite with a spa like bath and loft space. The lower level has three finished rooms and a full bath. The property is surrounded by trees and dotted with perennial gardens. Come make this your forever home in one of Connecticut's best small towns.

residential or business use. live in large apartment operate your business, large barn 42x100 many possibilities. health and wellness has been the use since built in 1970.

A long winding drive leads you to Four winds Farm. Perched on the hill, this remarkable equestrian property is on 33.98 acres and offers a two-story 8 stall stable, 14 paddocks with aisle ways, 120' x 200' riding ring with Atwood Equestrian Surface (re-surfaced 3 years ago), 7 run-in sheds, 20' x 20' tractor barn and trail. The contemporary house is 4,057 sq ft, 11 room with 4 bedrooms and 4.1 baths. Updates throughout, cathedral ceilings, tall windows, multiple sliders, spacious deck. There is central air, a security system, central vac, generator, and 4-bay heated garage. The spectacular grounds include the inground gunite saltwater pool, spacious composite deck, mature professional landscaping, and amazing views of distant hills. Also available with additional parcel - 233 Old Sherman Hill Rd. 1930's Colonial with 3 bedrooms, 2.5 baths on 1.84 acres. See MLS #24039927.

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.

Current owner 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

Ca 1760, the Hezekiah Thompson house is a warm and welcoming Dutch Colonial located on picturesque Main St in Woodbury. Perfect fusion of period details and recent updates create a graceful, elegant and livable historic home. The house offers 10 nicely sized rooms and is 2,800 sq ft with 4 bedrooms and 2.5 baths. Throughout the home you will find wide board wood floors, built-ins, paneled walls and oodles of charm and sophistication. On over an acre of land, the private grounds are flawless with a lush level lawn, perennial gardens, boxwood garden, shade trees, garden shed, two story barn perfect for workshop and two sitting areas to enjoy. A few steps outside your front door is access to the sidewalk that spans miles along this delightful tree-lined street to boutiques, cafes, antique shops and restaurants.

This exquisite, unique and spacious country cape offers over 6,300 sq ft. of living space. Lovely features throughout the house bring warmth, charm and sophistication. There are coffered ceilings, crown molding, horizontal and recessed paneling, wide board wood floors, window sets, French doors, exposed beams and built ins. The 13 rooms include 5 bedrooms, 5 full and 2 half baths, living room, dining room, custom kitchen with Wolf appliances, 2 offices, rec/media room, exercise room and 2 laundry rooms. Fireplaces are found in the formal living room, kitchen, primary suite and lower-level rec/media room. The two bay garage is heated and has second floor storage. Built in 2019, "The Barn Yard" barn is the perfect workshop and storage space and houses the properties' irrigation system. Additional details include Hydro Air system with 9 zones, central air, radiant heated bathroom floors, driveway alarm, security system and audio system. The property is park-like with mature trees and gardens, slate patios, bluestone walkways, multiple covered porches, cutting garden, vegetable garden, stone walls and its own apple orchard. A must see to appreciate the quality renovations and gorgeous setting. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main St, parks, playgrounds, hiking trails and streams. Known as the "Antiques capital of CT," there's no shortage of shops, boutiques and antique homes lining historic Main St.

This converted barn, circa 1900, has been transformed into a unique home that can easily house multiple generations. The grounds are abundant with perennials such as lilacs, violets, & rose of sharon just to name a few. There are mature trees yielding apples & chestnuts. Stroll the backyard & pick your own rasberries. The living room boasts a fireplace, vaulted ceiling, & a picture window to overlook the expansive backyard. Treat your family to the holidays - this room can hold the tallest tree you can buy! In the summer you will have your own inground pool to enjoy. This is truly a house for all seasons. The main house has FIVE bedrooms, two full bathrooms, & is plumbed for a 3rd bathroom in the primary bedroom. There are dual walk-in closets in the primary bedroom which also has a split system for comfort in all seasons. The upgraded kitchen has a stove w/ a glass cook top & a separate JennAir stove top w/ grill. Additionally there is a newer dishwasher & a newer Maytag washer & dryer. Newly appointed in-law apartment or in home office w/ separate entrance & it's own driveway. Apartment has wrap around windows plus it's own private porch & separate terrace overlooking the serene backyard as does the main house. This is a very unique property that can suit a variety of buyers. Bring your extended family, run your home based business, or rent out the apartment. Rent is $1800/mo based on the most recent occupancy.

Opportunity to invest / own this spacious Condo nestled in the beautiful natural grounds of Woodlake. Bring your update / renovation plans to make this home sparkle and shine. The kitchen features stainless steel appliances with Granite counters and hardwood floor and opens up to the large Living Room / Dining Room with fireplace and slider to sunny deck. Primary bedroom with en suite full bathroom and second large bedroom with access to another full bathroom both on main level. Lower level includes extensive additional living and storage space. Condo is being sold "AS IS" Please see addendums for required documents to be included with all submitted offers.

Town in Country Condominium. Two bedroom lower unit with sliders to private patio. Complex has in-ground pool Laundry and storage in the building next door. There are two assigned parking spaces. Convenient to town and all the great restaurants and coffee shops! If you are a commuter, I84 is just 10 minutes away. NYC is only a 90 minutes drive! Come live in the most charming small town in Connecticut.

Settle into this wonderful home on the outskirts of Woodbury. Great rm with French doors leading to the screened porch and deck over looking private backyard, great for entertaining, cozy up to the fireplace in the chilly winter months. Den would make for a perfect guest room on main floor, has a wonderful Murphy Bed. Formal living room/office. Partially finished basement for game room/hobbies. Listen to the Nonnewaug River across the street, or throw a fishing line in. Take walks on Minortown Preserve, Enjoy what Woodbury has to offer- Bakeries, Restaurants, LaBonnes, a neighborhood grocery store, Canfield Corner Pharmacy, that has everything, gifts and all, Flanders Nature Center, Walking Trails, Parks, Garden centers for all your outdoor needs, and New Morning Health Food Store Market. For a small town, what you need is here, even a Hardware Store. Enjoy!!