Browse All Woodbury CT Condo Listings for Sale

2 Beds ⋅ 1 Baths ⋅ 24206004 MLS ⋅ Town In Country BLDG.

Move right into this beautifully renovated upper end unit in Woodbury's desirable in-town Town & Country condominium complex. Tastefully updated throughout, this light-filled unit features an open floor plan with a completely renovated kitchen flowing into the living room with fireplace and built-ins. Updates include new windows, luxury vinyl plank flooring, interior doors, lighting, switches, outlets, and electrical finishes throughout. Ideally located toward the rear of the complex, the unit overlooks the pool and landscaped grounds, offering a peaceful setting with added privacy. One of the standout units in the complex, this turnkey property combines quality updates, an excellent location, and the convenience of being within walking distance to shops, restaurants, and everything historic Woodbury has to offer.

229 Bacon Pond Rd Unit 313, Woodbury

$289,900

3 Beds ⋅ 3 Baths ⋅ 24205036 MLS ⋅ Woodlake BLDG.

Welcome to sought-after Woodlake Estates! A peaceful, resort-like community surrounded by nature and recreational amenities. This spacious Townhouse-style end unit offers 9 rooms, 3+ bedrooms, 2.5 baths, a finished basement, and a detached 1-car garage. The main level features a generous sized living room with sliders leading to your private deck, kitchen with separate dining area, convenient home office nook, and half bath. Upstairs, the primary bedroom offers its own full bath, along with two additional bedrooms and another full bath. The finished lower level provides valuable additional living space with two rooms that can easily adapt to your needs- ideal for a family room, home office, gym, or potential additional bedrooms-plus a dedicated laundry area. Newer central A/C adds peace of mind. This townhouse offers an exciting opportunity for the buyer with vision to add personal touches and updates, bringing out its full potential and building instant equity. Enjoy the tranquil setting of Woodlake Estates with scenic walking and hiking trails, a pond for canoeing and fishing, tennis courts, grove area for picnics and plenty of opportunities to simply relax and unwind on your private deck. Perfectly situated for both convenience and lifestyle with an array of fine dining and shopping options just minutes away. Enjoy easy access to major highways for commuting, only 30 mins from Danbury and less than 2 hours from NYC! Come see it before it's gone!

6 Upper Commons Unit 6, Woodbury

$549,900

2 Beds ⋅ 3 Baths ⋅ 24201487 MLS ⋅ Woodbury Hill BLDG.

Beautifully renovated and move-in ready, this stand-alone unit in the charming Woodbury Hill condominium community offers a bright, open floor plan and the convenience of first-floor living. Hardwood floors run throughout, while the expanded living room features a cathedral ceiling and dramatic floor-to-ceiling brick fireplace. The completely renovated kitchen opens to the dining room, creating an easy flow for everyday living and entertaining. Sliders lead to a private deck and small patio overlooking the backyard. The first-floor primary suite includes a walk-in closet and full bath. Upstairs, the sought-after loft provides flexible space for an office, den, or TV room, along with a second spacious bedroom and full bath. A finished lower-level room offers additional living space, while the attached two-car garage and full basement provide excellent storage. A beautifully updated home in one of Woodbury's most desirable condominium communities.

25 Woodbury Hill, Unit 25, Woodbury

$309,000

3 Beds ⋅ 3 Baths ⋅ 24200604 MLS ⋅ Condos At Woodlake BLDG.

PRETTY AND SO PRIVATE!! Enjoy nature right from your back door in this spacious, freshly painted 3-bedroom home! Imagine relaxing with a cup of coffee on your private deck. Kitchen is nicely updated with large pantry, stainless appliances, dining area and ceiling fan. The living room features a warming fireplace with Pellet Stove for an economical heat source. and the dining room boasts sliders that open to the rear deck. Upstairs, you'll find three comfortable bedrooms and two full baths, plus there's an extra room in the finished lower level, perfect for office, media room or workout room. You'll love all the amenities Woodlake has to offer, like walking trails, a pond for canoeing, picnic areas, and a playground. The town of Woodbury itself is fantastic, with a wine trail, excellent restaurants, and charming antique shops to explore. Plus, it's super convenient to the highway, shops, and schools. Woodlake is such a wonderful community.

8 Woods Way Unit 8, Woodbury

$194,900

2 Beds ⋅ 1 Baths ⋅ 24199792 MLS ⋅ Town In Country BLDG.

Welcome home to Woodbury's Town & Country community! This two bedroom, one bath unit is ideally situated overlooking the inground pool and is in the most private building of the complex. This unit offers new laminate flooring, lighting, paint, trim, new carpeting in the bedrooms and new flooring in the kitchen. The bathroom has newer vanity, tub and tile work. There is a newer condenser on the roof. Well cared for unit with tasteful improvements. There is nothing to do but move right in!

229 Bacon Pond Rd Unit 351, Woodbury

$294,500

2 Beds ⋅ 3 Baths ⋅ 24197624 MLS ⋅ Woodlake BLDG.

Welcome home to Woodlake! The Woodlake community provides non-motorized boating on the lake, hiking trails, basketball, tennis courts, and a playground area for the kids to name a few. The indoor pool, located in the Clubhouse, is also under renovations for future use. This end unit is within a short walking distance of the lake, clubhouse and other complex amenities! Spacious and bright, this Congeniality II model offers an open floor plan, and two spacious bedrooms with 2.5 baths. The kitchen features ample cabinet space, granite countertops and hardwood floors. The spacious combination living and dining room can easily host the upcoming holidays! Off the living room, step out onto the back deck that offers plenty of room for grilling and seasonal views of the lake. The main level is finished off with a half bath. The upper level offers two generous sized bedrooms, including two full bathrooms. The primary-suite features plenty of closet space and stall shower. The partially finished basement provides another option for livable space or additional room for play or work! All carpets have been recently cleaned and all bathrooms have been recently painted. This well-maintained community provides a responsive, on-site property management company. Live in Woodbury for under 300k with no exterior maintenance demands! Woodlake is in close proximity of Woodbury and Southbury town centers!

2 Shagbark Ln Unit 2, Woodbury

$299,900

2 Beds ⋅ 2 Baths ⋅ 24198307 MLS ⋅ Woodlake BLDG.

Welcome to 47 Woods Way! This beautifully renovated Woodlake townhouse is truly move-in ready, offering stylish updates and the convenience of a garage just steps from your front door. Step inside to discover a gorgeous new kitchen featuring crisp white Shaker cabinetry, gleaming quartz countertops, and stainless steel appliances. New RevWood by Mohawk flooring flows throughout the first floor, complemented by a charming shiplap-accented fireplace that creates a warm and inviting focal point in the living room. Upstairs, the spacious primary suite offers a beautifully renovated ensuite bathroom, creating a private retreat at the end of the day. Enjoy a brand-new tiled shower with niche, modern vanity and tasteful finishes. The guest bathroom has also been thoughtfully updated with new porcelain tile flooring, oak vanity, new lighting, and mirror. Plush new wall-to-wall carpeting throughout the second floor lends a cozy, fresh feel to the bedrooms. A brand new hot water heater, and a two year old HVAC system add comfort and peace of mind. The amenities continue with a garage featuring a new door opener, plus a full unfinished basement offering excellent storage and flexibility. A newer washer and dryer and a private sun deck off the living room round out the package. With its fresh renovations, thoughtful updates, and convenient location, 47 Woods Way offers the perfect blend of style, comfort, and easy living. Just unpack and enjoy!

47 Woods Way Unit 47, Woodbury

$620,000

2 Beds ⋅ 3 Baths ⋅ 24198134 MLS ⋅ South Brook BLDG.

Classic New England style village with 21 free standing homes in a luxurious condominium setting on 37 acres. Lighted walkways, open spaces and hiking trails. Upscale homes with all the charm of yesteryear with todays appointments. Master bedroom on the first floor with full bath and large walk in closet, dining room, living room and huge country kitchen with sitting area and fireplace. Hardwood floors throughout plus a large basement. Private patio area is a welcome site. Rarely is a South Brook home available and its location is perfect with quick access to coffee shops, library, senior center, shopping, hiking trails to the town tower and so much more.

13 Hillview Ln, Woodbury

$199,900

2 Beds ⋅ 1 Baths ⋅ 24197977 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

$510,000

2 Beds ⋅ 3 Baths ⋅ 24188214 MLS ⋅ Woodbury Hill BLDG.

Welcome to beautiful Woodbury, CT! Beautiful 2 BR, 2 1/2 bath condo in sought after Woodbury Hill Condos. Park like grounds with only 78 condos, featuring a saltwater pool and a tennis/pickleball court. Well maintained condo features the main level with a Living room with vaulted ceiling and a wood-burning fireplace, dining room w/bow window, a half bath with granite vanity, an updated kitchen w/granite counters and an eating area. Sliders lead out to an oversized private deck with awning and a fantastic view! Primary BR on main level w/full updated bath w/marble vanity, walk-in closet, and an additional slider that leads out to the deck, complete with stairs down to back yard. Upper level features an interior balcony that overlooks the living room below, has a loft and a generous sized 2nd bedroom w/walk-in closet. Lots of closets space and walk in attic eve storage as well. This level also has a full bathroom with granite vanity. Lower level features a large family room with built-ins and walk out slider to the back yard, a separate play room and a large laundry room w/slop sink. Recent updates include, new LG French Door refrigerator (3/26), new hot water heater (2025), new water pump (2025). Exterior home and deck freshly painted June/July 2026. Don't miss seeing this one!

35 Woodbury Hill, Unit 35, Woodbury

$329,900

3 Beds ⋅ 2 Baths ⋅ 24195376 MLS ⋅ Woodbury Place BLDG.

Move right into this beautifully updated 3-bedroom, 2-bath townhouse offering style, comfort, and low-maintenance living. Gleaming hardwood floors flow throughout the home, complemented by vaulted ceilings, a skylight providing abundant natural light. The updated galley kitchen features tasteful tile backsplash and efficient design, opening to a spacious living and dining area highlighted by a cozy electric fireplace and ceiling fan. Sliding glass doors lead to a private patio with peaceful ideal setting for morning coffee, birdwatching, entertaining or simply relaxing. A convenient outdoor storage shed adds extra functionality. The main level offers two generously sized bedrooms with ample closet space, a full bath a including washer and dryer closet. Upstairs, a dramatic open loft overlooks the living area and leads to a spacious primary suite featuring a unique barn-door closet, walk-in closet, and an updated full custom tiled shower with double vanity, skylight and elegant cabinetry. Wake up to seasonal lake views from the primary bedroom suite. Central Air & updated blown in insulation are just some additional perks. A detached two-car garage provides additional storage and convenience along with an additional dedicated parking space. Ideally located with easy access to I-84, charming shops, a plethora of dining and so much that Southbury and Woodbury have to offer. This exceptional home combines comfort, convenience, and scenic surroundings in desirable Woodbury Place.

22 Woodbury Pl Unit 22, Woodbury

$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

$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

$529,900

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

$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

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