Woodbury Homes under $250,000

Welcome to Woodbury, Connecticut, a charming town nestled in the heart of Litchfield County, where scenic beauty meets small-town allure. Known for its picturesque landscapes and rich history, Woodbury offers a serene lifestyle that appeals to families, retirees, and everyone in between. With its quaint downtown, filled with unique shops, delightful eateries, and a strong sense of community, it’s no wonder that many are drawn to this enchanting locale.

One of the most appealing aspects of Woodbury is its diverse real estate market, particularly for those seeking homes under $250,000. Here, you can discover a variety of options, from cozy starter homes to charming older properties that exude character. With the median home price well below the state average, Woodbury presents an excellent opportunity for first-time buyers or those looking to downsize without compromising on quality of life.

Surrounded by lush greenery and breathtaking natural beauty, residents enjoy an abundance of outdoor activities, including hiking, biking, and exploring local parks. The town is also home to top-rated schools and a warm, welcoming community that hosts various events throughout the year, fostering connections among neighbors.

If you’re seeking a place that offers both tranquility and convenience, Woodbury is an ideal choice. With its affordable housing options and vibrant community spirit, you’ll find that this charming Connecticut town is the perfect place to call home. Come explore the possibilities that await you in Woodbury!

Newest Woodbury Homes under $250,000

$124,900

1 Beds ⋅ 1 Baths ⋅ 24212678 MLS ⋅ Quassuk Heights Gardens BLDG.

Welcome to this delightful and exceptionally well cared for condo in the charming town of Woodbury! Just minutes from Main Street, this desirable first floor end unit offers plenty of light, a spacious bedroom, an open concept living/dining area, with wood floors throughout. There are great views of Litchfield County's rolling hills outside the front window and a tranquil shared patio in the back, abutting greenery and woodland. Why rent when you can own? HOA includes heat, hot water, trash, grounds maintenance, snow removal. No pets or smoking allowed.

22 Pilgrim Trl Unit G1, Woodbury

$199,900

2 Beds ⋅ 1 Baths ⋅ 24209657 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

$199,900

2 Beds ⋅ 2 Baths ⋅ 24207339 MLS ⋅ Heritage Hills BLDG.

Nestled in the scenic hills of Woodbury, Connecticut, this open and airy upper level 2-bedroom condo offers the perfect blend of comfort, charm, and convenience. Soaring ceilings create a spacious feel throughout, while a cozy fireplace serves as the focal point of the inviting living area. The well-appointed kitchen provides ample space for cooking and entertaining, complemented by a dedicated dining area for gatherings with family and friends. An updated main bath with double vanity and neutral tile adds modern appeal, and the private balcony offers the perfect spot to relax and enjoy the peaceful surroundings after a long day at work...Lots of fresh paint, newer luxury vinyl plank flooring and carpeting, enjoy the added bonus of a half-bath in the primary bedroom, great storage and HEAT and HOT WATER are included in the common charges! Despite its tranquil setting, this desirable home is conveniently located near shopping, restaurants, schools, and major commuting routes, making it an ideal retreat for today's lifestyle...make this special home yours today!!

126 Sherman Hill Rd Unit C15, Woodbury

$209,900

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

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