Woodstock Homes under $400,000

Welcome to the charming town of Woodstock, Connecticut, nestled in the picturesque Windham County. Known for its rich history and stunning landscapes, Woodstock offers a perfect blend of rural serenity and vibrant community life. With its beautiful rolling hills, lush forests, and serene lakes, this town is a haven for nature enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

Woodstock is steeped in history, featuring well-preserved colonial architecture and a close-knit community that prides itself on its local events and traditions. The town's commitment to preserving its natural beauty is evident in its numerous parks and recreational areas, making it an ideal place for families, outdoor lovers, and anyone looking to enjoy a slower pace of life.

For those seeking an affordable entry into this idyllic lifestyle, Woodstock offers a variety of homes under $400,000. Whether you’re a first-time homebuyer, a growing family, or someone looking to downsize, you’ll find charming properties that fit your budget without compromising on comfort and style. From quaint single-family homes to cozy cottages, there’s something for everyone in this welcoming community.

With its excellent schools, vibrant local shops, and a variety of dining options, Woodstock is not just a place to live; it’s a place to thrive. Discover the magic of Woodstock, CT, and explore the wonderful homes waiting for you in this enchanting town. Your dream home is just around the corner!

Newest Woodstock Homes under $400,000

$339,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212685 MLS

What started as just a summer cottage has been transformed over the 50 years of ownership into a great lake view & access home. This home features over 1,700 sq. ft. on two floors, 4 total bedrooms along with 2 full bathrooms. The first floor has a large living room with pellet stove heating that satisfies the major of the heating needs. There is a good working space kitchen along with a rear sunroom/plant room/dining area. There are two bedrooms, a full bathroom with tub/shower along with the laundry on the main level. The second floor was a full addition years ago. There are two very good-sized bedrooms, a sitting area/den, along with an additional full bathroom. You will even find a second story open deck for enjoying nature. Home features a full walk-up attic with good access & storage. The basement, once just a small crawl space, was excavated out and a block foundation was installed. A propane warm air heating system, propane water heater, along with an additional chimney flue for woodstove can be found. Home has deeded access & lake rights to Lake Bungee and is just walking distance from private beaches and boat launches.

101 Beaver Dam Rd, Woodstock

$369,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210680 MLS

Welcome to easy one-floor living at 1310 Route 169 in desirable Woodstock! Set on 0.6 acre, this thoughtfully updated home offers comfort, convenience and a peaceful outdoor setting. Step onto the large deck and enjoy a beautiful open backyard, where gardens and woodland views create a private retreat for morning coffee, summer gatherings or simply unwinding. Inside, updated flooring and granite countertops in the kitchen and bathroom add style, while the dining room window welcomes natural light. First-floor laundry makes everyday living easier. The open walk-out basement offers room for hobbies, storage and potential future expansion, with a pellet stove for added warmth. Numerous improvements include updated doors, a new water heater in 2023, and a freshly updated bathroom vanity. A new 20x20 two-car carport, added in 2026, complements the asphalt driveway. The 1,500-gallon septic tank was replaced in 2021 and the roof in 2011. A washer, dryer and generator with a whole-house plug-in connection are included. Enjoy the charm of Northeast Connecticut with convenient access to Massachusetts and I-395 in Putnam - a welcoming place to settle in and make your own.

1310 Rte 169, Woodstock

$379,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211726 MLS

If you're looking for a place to be surrounded in all that nature has to offer, you'll want to call this home! This 3 bedroom, 2 bath, saltbox colonial is sited on a double lot, bordering Wyndham Land Trust. You'll love watching the deer and other wildlife from the 10'x20' deck. As a part of the private community of Lake Bunggee, you may also take a short stroll to the beaches to enjoy water rights and access. The lake is about 112 acres to enjoy boating, fishing, swimming and hiking areas. The light filled, open floor plan is perfect for entertaining; vaulted ceiling living room/dining area has hardwood flooring, an expansive wall of windows, and slider open to deck. Tiled kitchen has cozy breakfast bar and spacious walk-in pantry. 1st floor bedroom has ensuite bath with shower. 2nd floor primary also has ensuite bath with tub/shower unit and walk-in closet. Additional bedroom on second floor. Walk-out lower level has wood stove. Updates include newer hot water tank, septic system, and oil tank. Roof shingles 2015. Welcome Home!

35 Old Sawmill Rd, Woodstock

$379,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209276 MLS

Move in ready ranch offering updated one level living, a finished walkout basement, and a private, level yard, all in the desirable town of Woodstock! The open concept main floor features hardwood floors, abundant natural light, and an updated kitchen with upgraded cabinetry, countertops, center island, and eat-in area. The kitchen opens to the living room, creating an inviting space for everyday living and entertaining. Three spacious bedrooms and an updated full bath complete the first floor. The finished lower level adds flexible living space with an open layout, pellet stove, walkout access, half bath, and laundry room. This space is ideal for a family room, home office, recreation space, or guest area. Outside, enjoy the spacious deck overlooking the private yard, plus a storage shed. Set in a quiet Woodstock location with easy access to 395 and 84, this home is convenient to major routes and surrounding communities. An affordable opportunity to enjoy the charm of Woodstock with updates already in place. Nothing to do but move in!

1619 Rte 171, Woodstock

$74,999

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193441 MLS

Welcome to your summer "Home away from Home" Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond. While also enjoying the tranquility of the home away from home feeling. This unit comes almost completely furnished.

25 Rte 197th Rte, Woodstock

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