Woodbury Condos for Sale

Woodbury Condos for Sale

Welcome to Woodbury, Connecticut—a picturesque town nestled in the heart of Litchfield County, where charm meets convenience. Known for its stunning landscapes, historic architecture, and vibrant community, Woodbury offers a unique blend of rural tranquility and suburban amenities. With its lush parks, scenic walking trails, and an array of local shops and restaurants, residents enjoy a peaceful lifestyle while still being just a short drive away from larger cities like Waterbury and Hartford.

The real estate market in Woodbury is thriving, particularly when it comes to condos for sale. Whether you’re a first-time homebuyer, a seasoned investor, or looking to downsize, Woodbury’s condos present an ideal opportunity. These homes often feature modern amenities, open floor plans, and beautiful outdoor spaces, allowing you to enjoy both comfort and style. Many condos are located in well-maintained communities that offer additional perks such as swimming pools, fitness centers, and social gathering areas—perfect for fostering connections with neighbors.

Living in a Woodbury condo means you can savor the best of both worlds: the serenity of small-town living and the accessibility of urban conveniences. Imagine waking up to the gentle sounds of nature, enjoying your morning coffee on a sunlit balcony, and exploring the rich history and culture of this charming town. With a variety of options available, now is the perfect time to discover your dream condo in Woodbury. Embrace a lifestyle filled with beauty, community, and endless possibilities!

Newest Woodbury Condos for Sale

$349,500
3 Beds ⋅ 3 Baths ⋅ 24191489 MLS ⋅ Woodlake BLDG.
Welcome to Woodlake! Move right in and enjoy the space, comfort, and lifestyle this beautifully maintained 3-bedroom, 2.5-bath townhouse has to offer. The light-filled and flexible floor plan includes spacious main-level living, 2 generous upstairs bedrooms, and a huge finished walkout lower level with an additional room perfect for a home office, gym, or hobby space. Updates and improvements are too numerous to mention. Highlights include an electric fireplace insert, a cozy wood stove, and a beautifully renovated upstairs bath with a jetted tub. (Ask your Realtor for a full list.) A large unfinished basement area provides abundant storage. Outside, enjoy a meal or coffee on your private deck, and you'll even enjoy the short scenic walk from your car (1 carport and 1 assigned parking spot!) to your front door. Life at Woodlake is about more than the home. Enjoy walking trails, a tranquil pond for canoeing, picnic areas, a playground, and a peaceful setting surrounded by nature. Just minutes away, historic Woodbury offers exceptional restaurants, charming shops, antique stores, New Morning Market, Flanders Nature Center, Earth Tones Native Plant Nursery, and easy access to I-84, giving you the perfect blend of country charm and everyday convenience. As an added bonus, Woodlake is FHA-approved and pet-friendly. Schedule your private showing today and experience everything Woodlake has to offer.

4 Alder Court, Unit 4, Woodbury
$179,900
2 Beds ⋅ 1 Baths ⋅ 24190522 MLS ⋅ Town In Country BLDG.
Welcome to Town In Country, a sought-after condominium community conveniently located just minutes from the heart of Woodbury. This 2-bedroom, 1-bath lower-level ranch-style unit offers comfortable one-level living with an open layout and abundant natural light. Laminate flooring runs throughout the living areas and bedrooms, while the kitchen and bathroom feature durable tile flooring. The bathroom includes an attractive vanity and additional storage. Enjoy the convenience of walkout access and a private patio area overlooking the beautifully maintained grounds, along with assigned parking and low-maintenance living. Residents enjoy access to an in-ground pool, picnic areas, and professionally maintained common grounds, all while being close to Woodbury's charming Main Street, local shops, restaurants, parks, and everyday amenities. With easy access to Routes 6 and 64, this is an excellent opportunity for a first-time buyer, downsizer, or anyone seeking affordable homeownership in one of Litchfield County's most desirable towns.

229 Bacon Pond Rd Unit 452, Woodbury
$258,000
2 Beds ⋅ 2 Baths ⋅ 24190618 MLS ⋅ Woodlake BLDG.
Welcome home to this sun-filled end unit nestled in the highly desirable Woodlake condo community. Offering a perfect blend of comfort, style, and privacy, this beautiful property features nearly 1,200 square feet of thoughtfully designed living space. Step inside to find an inviting, spacious layout seamlessly connecting the main living areas, featuring 2 generously sized bedrooms and 2 full bathrooms. The heart of the home boasts a pristine kitchen complete with beautifully updated cabinetry, providing ample storage, modern flair, and plenty of counter space for the home chef. Peace of mind comes easy with a brand-new Central AC system installed, ensuring maximum energy efficiency and crisp, cool comfort all summer long. The bright interior flows effortlessly out to your own expansive private back deck, an ideal outdoor oasis for morning coffee, weekend barbecues, or simply unwinding in the evening while enjoying the extra quiet and serene, park-like views that come with a premium end-unit location. Adding to the long list of features is the incredible convenience of a detached garage, keeping your vehicle protected from the elements and offering excellent additional storage space. Combining a spacious floor plan, mechanical upgrades, and a tranquil wooded setting, this turnkey home delivers low-maintenance Connecticut condo living at its absolute finest.

10 Summit Court Unit 10, Woodbury
$185,000
2 Beds ⋅ 1 Baths ⋅ 24189883 MLS ⋅ Town In Country BLDG.
Welcome to this highly sought after and rarely available upper end unit in Woodbury's charming and serene Town in Country condominium complex. This updated unit boasts a renovated kitchen and newer floors throughout the well-designed layout. The open concept kitchen, dining, and living room is perfect for everyday living and entertaining guests. Step through the slider doors onto a large balcony deck with views of the surrounding greenery and woods. Two generously sized bedrooms and a full bathroom wrap up this light-filled and spacious end unit. Enjoy the in-ground pool and picnic area just a short walk away. This is one of Woodbury's most affordable communities to own in. Don't hesitate to take this opportunity and make this unit yours!

229 Bacon Pond Rd Unit 354, Woodbury
$220,000
2 Beds ⋅ 1 Baths ⋅ 24190026 MLS ⋅ Town In Country BLDG.
Welcome to 229 Bacon Pond Rd Unit 312 - located in the Town In Country complex, this 2 bed/1 bath unit has been remodeled from top to bottom featuring a brand new kitchen, new flooring, and central air. Inside you'll find an open floor plan perfect for entertaining - the kitchen has been completely redesigned featuring new cabinets, quartz countertops, and stainless steel appliances. The modern flooring flows from the kitchen to the fireplace, offering a perfect place for family gatherings. Around the corner you'll find two bedrooms and 1 full bath - the bathroom has been updated and modernized featuring a brand new vanity and tiled shower. The slider door leads to a private patio which is just a short walk down to the in ground pool. Enjoy everything Woodbury has to offer - Rt. 6 is minutes away offering plenty of restaurants and shopping, with I84 just a short drive away. Whether you enjoy laying by the pool or hiking through a number of trails this is the perfect location for the discerning consumer.

229 Bacon Pond Rd Unit 312, Woodbury
$229,000
2 Beds ⋅ 2 Baths ⋅ 24188657 MLS ⋅ Woodlake BLDG.
Escape to the feel of a Vermont ski chalet-without leaving Connecticut! This spacious townhome features an open, airy floor plan that's full of potential and just waiting for your personal touch. The flexible main level adapts to your lifestyle, with a sunny breakfast/dining area off the kitchen that also works beautifully as a home office, playroom, or could even be converted into a convenient first-floor bath with laundry. The oversized living room opens to a private deck overlooking a peaceful green lawn and distant woods- the perfect spot for morning coffee or unwinding at the end of the day. The fireplace is currently capped, but with permits can be brought back to life and fitted with a pellet or wood-burning stove insert. Upstairs, you'll find two generously sized bedrooms, including a private primary suite, both with double closets, plus a second full bath. The heated lower level offers endless possibilities-create a family room, home gym, hobby space, or guest retreat. Life at Woodlake feels like a year-round vacation with a scenic pond for paddle boating, tennis courts, hiking trails, a playground, picnic area, and the community's iconic gazebo. Just minutes away, charming Woodbury offers acclaimed restaurants, one-of-a-kind boutiques, and is proudly known as Connecticut's Antique Capital. Enjoy peaceful country living while remaining close to I-84 and everyday shopping conveniences!

16 Fox Run, Unit 16, Woodbury
$310,000
2 Beds ⋅ 3 Baths ⋅ 24188916 MLS ⋅ Woodlake BLDG.
Nestled in a serene setting backing up to peaceful woods, this beautifully updated tri-level townhouse offers the perfect blend of comfort, style, and privacy. Freshly painted throughout, this spacious home features 2 bedrooms, 2.5 bathrooms, and a finished basement, providing plenty of room for living, working, and entertaining. The open-concept layout is filled with natural light and includes a cozy fireplace that creates a warm and inviting atmosphere. Step outside to your private patio, where you can relax and enjoy the tranquil wooded backdrop. With modern updates, generous living spaces, and a desirable natural setting, this move-in-ready townhouse is a wonderful place to call home.

11 Lower Commons, Unit 11, Woodbury
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 24185479 MLS ⋅ Woodlake BLDG.
Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

112 W Lake Rd Unit 112, Woodbury
$545,000
2 Beds ⋅ 3 Baths ⋅ 24179262 MLS ⋅ Woodbury Hill BLDG.
The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint inside. This end unit also offers an expanded deck with retractable awning and lovely backyard. Full, unfinished basement, convenient one car attached garage and abundant guest parking too. All this near Woodbury's downtown shops and restaurants!

17 Woodbury Hill, Unit 17, Woodbury
$279,500
2 Beds ⋅ 2 Baths ⋅ 24176500 MLS ⋅ Woodlake BLDG.
A Lovely Renovated End Unit with year round Rhododendron - greenery privacy at the deck. The summer blooms are spectacular! This condo is close to the Woodlake Community Garden, for those wishing to grow your own veggies! Inside you will notice a light-filled renovated kitchen with granite countertops, tiled flooring, ceiling fan and stainless steel appliances. The living room and dining room with the enhanced ambiance of hardwood floors. Each spacious Bedroom has hardwood flooring and the Primary is ensuite w/updated vanities and tile. The laundry area (Hookups) are located within the lower level. As an owner, you may finish the lower level with permits as you wish. The fire place is sealed for safety. Woodlake will approve Pellet or Wood burning fireplace stove inserts with permits. The Woodlake Office can help guide you through the easy permit process. Folks love residing in the quintessential Town of Woodbury. Recently voted best small Town in CT., by Readers Digest and The Boston Globe. Main Street has picturesque period homes, 3 Village "Green" areas: One with Gazebo, the 2nd is a Tribute to our Veterans, the 3rd is a planted area with benches at the corner of Route 6 and Rte 64. Enjoy restaurants galore, boutiques, gift & antique browsing! The commute East or West on 84 is Easy! Fees stated are for F/y 2026-2027! Live the Woodlake "Vacation at Home" life-style. Watch for updates on the Clubhouse Community Room re-opening. Plan your visit soon!

48 Woods Way, Woodbury
$286,000
3 Beds ⋅ 3 Baths ⋅ 24176300 MLS ⋅ Woodlake BLDG.
At Woodlake, you're not just buying a home, you're buying a lifestyle. From being FHA Approved condos, to water views at every balcony, trail walks to boat rides to fountains and everything in between, Woodlake truly offers the peaceful, serene setting that we all dream of. This 3 bedroom, 2.5 bath freshly painted end unit has endless possibilities. Need a main level bedroom or office? One can be accommodated. Need a lower level with a separate entry or a workshop? No problem. Want a parking spot right next to your unit? This home has it. Whatever your needs are, 19 Clubhouse drive delivers. Make an appointment to see this diverse unit today! 2 pets allowed per unit.

19 Clubhouse Dr Unit 19, Woodbury
$299,000
2 Beds ⋅ 2 Baths ⋅ 24171653 MLS ⋅ Condos At Woodlake BLDG.
** Multiple offer situation, offers deadline extended to May 9, 5pm**. Privately situated within the complex, this beautifully updated home offers a rare blend of comfort and nature. It abuts hundreds of acres of protected forest, providing exceptional privacy along with the soothing sounds of songbirds, visits from hummingbirds, and abundant wildlife. Located in highly sought-after Woodbury, you'll enjoy access to renowned restaurants, Connecticut's scenic wine trails, and charming local parks. The stunning 5,000-square-foot waterfront clubhouse is currently undergoing renovations and is set to reopen this summer. Experience resort-style living every day-right from the comfort of your own home. Sale contingent on sellers finding suitable housing.

6 Highpoint Ct Unit 6, Woodbury
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