Woodbury Real Estate

Woodbury, CT Homes for Sale

Woodbury, CT homes for sale generally range from $325,000 for smaller capes to well over $900,000 for restored antique colonials, with the median sitting near $450,000. Dave Jones Realty has tracked this Litchfield County market for years, guiding buyers through a housing stock that mixes 18th-century farmhouses along Main Street South with newer construction off Route 6. Located about 35 minutes from Waterbury and roughly 90 minutes from New York City, Woodbury draws buyers who want historic New England character, larger wooded lots, and access to the town's well-known antique district.

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Home Styles and Price Context

Woodbury's housing stock centers on antique colonials and center-chimney capes, many built between 1740 and 1830, that typically list between $500,000 and $950,000 depending on restoration. Mid-20th-century ranches and raised ranches in Woodbury range from $325,000 to $475,000. Lot sizes are generous, with many properties on one to three acres due to residential zoning requirements. Newer colonials built after 1990 near Route 6 generally list between $550,000 and $800,000.

Neighborhoods

Main Street South Historic District

The Main Street South corridor holds Woodbury's oldest homes, many dating to the 1700s and interspersed with the antique shops that give the town its reputation as the antiques capital of Connecticut. Homes here command premiums for period detail and walkability to the town center.

Middle Quarter and Route 6 Area

The Middle Quarter section along Route 6 combines commercial convenience with residential streets holding capes and colonials priced from $400,000 to $650,000. Buyers choose this area for quick access to shopping and shorter commutes toward Southbury and Interstate 84.

Daily Life

Woodbury students attend Region 14 schools, including Nonnewaug High School, which serves both Woodbury and Bethlehem. Hollow Park on Hollow Road offers ballfields, tennis courts, and a swimming pond used through the summer. Commuters reach Interstate 84 in Southbury in about 15 minutes, connecting to Waterbury and Danbury employment centers. The Flanders Nature Center provides trails and preserved farmland on the town's west side.

Working With a Local Agent

Dave Jones Realty has handled transactions across Woodbury's historic district and its newer Route 6 developments, giving buyers direct comparison points between antique properties and modern construction.

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Newest Homes for Sale in Woodbury, CT

$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
$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
$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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