Browse All Woodbury CT 2 Bedroom Properties for Sale

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

$259,900

2 Beds ⋅ 2 Baths ⋅ 24176500 MLS ⋅ Woodlake BLDG.

Don't miss this beauty! 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

$260,000

2 Beds ⋅ 2 Baths ⋅ 24178857 MLS ⋅ Woodlake BLDG.

Nestled in the desirable Woodlake community, this townhouse at 4 Woods Way offers the perfect blend of comfort, convenience, and cozy living. The inviting layout features a bright and spacious living area with hardwood floors, a brick wood burning fireplace, open-concept dining, and easy access to a private deck-perfect for relaxing or entertaining. The kitchen offers generous cabinet storage and a functional design. Just off kitchen is a nook great for reading, coffee or an office. Upstairs, the primary bedroom includes carpet, ample closet space and a private bath, including a main bath with tub, while the second bedroom provides comfort and privacy for guests. An unfinished lower level with tall ceiling offers endless possibilities for future expansion, storage, or recreation space. Laundry hook-up is located in this area. Enjoy all that Woodlake has to offer, including scenic walking trails, lake, tennis court, clubhouse (currently under construction) and beautifully maintained grounds. This year-round living delivers the ideal Woodbury lifestyle. Minutes from Southbury and Main Street shops. Commutable having I-84 a few miles away.

4 Woods Way Unit 4, 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

$267,500

2 Beds ⋅ 3 Baths ⋅ 24160938 MLS ⋅ Woodlake BLDG.

Note New Price-point! REFURBISHED, fresh paint, move in ready W/tile entry. The Kitchen has new S.S. appliances, loads of cabinet storage, spacious workspace for the chef! The first floor includes the convenience of laundry and a 1/2 Bath. Hardwood floors in the living room adds to the inviting ambiance. There is a fireplace: it can easily become working with the insert of a Pellet or Wood-burning stove insert. The Woodlake Office will guide you w/the easy permit process. New carpet upstairs. The Primary Bedroom is ensuite and offers plenty of closet space. The lower level is a spacious "clean" canvas; finish to suit your needs... perhaps a media room, home office, work out room, storage etc. Please see Prop. Disclosures RE: Fee structure. With HOA, WTD & Town of Woodbury. Note with new budgets pending: the stated fees may change July 1st, 2026. Woodbury is a quintessential Town: Recently voted the Best Small Town In CT: by the Boston Globe and Readers Digest. Main Street is picturesque with period homes and two village greens. Activities at Hollow Park, Flanders Nature Center, Antique and boutique browsing, The CT wine trail, The Glebe House Museum, learning and performing arts centers, not to be missed; fabulous restaurants to suit everyones palate. You will enjoy living the vacation at home, "Woodlake Life Style". A gem of a community with on-site management to ensure needs are promptly addressed. Watch for the summer of 2026 reopening of the Clubhouse Community Center

23 Lower Commons, Unit 23, Woodbury

$289,000

2 Beds ⋅ 3 Baths ⋅ 24162115 MLS ⋅ Condos At Woodlake BLDG.

Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major routes, this home offers a perfect blend of comfort, convenience, and low-maintenance living.

3 Tamarack Ln Unit 3, Woodbury

$288,990

2 Beds ⋅ 3 Baths ⋅ 24161699 MLS ⋅ Woodlake BLDG.

Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding doors lead to a private deck with peaceful wooded surroundings and seasonal lake views. The kitchen is appointed with granite countertops, stainless steel appliances, and direct access to a patio finished with stone pavers - ideal for outdoor dining and entertainment. Upstairs, the primary suite offers ample closet space, a full bath, and a Romeo balcony with seasonal lake views. A second bedroom and additional full bath provide flexibility for guests or a home office. A convenient laundry closet with brand new, never-used washer and dryer adds to the ease of everyday living. Additional insulation (2021) enhances energy efficiency, and generous storage is found throughout. The finished, walk-out lower level adds approximately 600 square feet of versatile living space, ideal for a family room, gym, or office. Additional highlights include two assigned outside parking spaces. Residents of Woodlake enjoy scenic walking trails and a tranquil natural setting, just minutes from historic downtown Woodbury and I-84.

54 Clubhouse Dr Unit 54, Woodbury

$289,000

2 Beds ⋅ 2 Baths ⋅ 24078648 MLS

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!

439 Washington Rd, Woodbury

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