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Woodbury, CT Condos for Sale

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  • 229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
    /16

    $174,900

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

    Prime location for affordable living in Woodbury CT! Charming, updated 2-bedroom, 1-bath condo with an open-concept layout. The dining area features sliding doors to a patio, flooding the space with natural light. The living room boasts built-in bookcases flanking a cozy fireplace. Relax on the patio with views of the community's in-ground pool. The Town and Country complex is just 2 minute ride

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 335-8422

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
  • 48 Clubhouse Dr, Woodbury, CT 06798
    48 Clubhouse Dr, Woodbury, CT 06798
    48 Clubhouse Dr, Woodbury, CT 06798
    /30

    $280,000

    • 2 Beds
    • 2.5 Baths
    • 1,316 Sq Ft

    48 Clubhouse Dr, Woodbury, CT 06798

    Nestled in a serene, nature-filled setting and just a short walk to the pond, this beautifully maintained townhome offers comfort, space, and convenience in the sought-after Woodlake community. The main level features a bright kitchen with breakfast bar, a dining area lined with windows, and a cozy office nook. Step out onto your private, wooded deck-ideal for relaxing or entertaining. The living

    Taylor O'Keefe Drakeley Real Estate, Inc.

    48 Clubhouse Dr, Woodbury, CT 06798
  • 14 Arrowhead Way Unit 6, Woodbury, CT 06798
    14 Arrowhead Way Unit 6, Woodbury, CT 06798
    14 Arrowhead Way Unit 6, Woodbury, CT 06798
    /13

    $124,900

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    14 Arrowhead Way Unit 6, Woodbury, CT 06798

    Excellent 2nd floor unit. One of only 4 units in the complex that has direct interior access to the Laundry facility. Close to parking and mail. This bright unit has been well maintained and is move in ready. Updates to kitchen and bath with stall shower installed. Don't miss out on this great opportunity. Close to town for shopping, restaurants and recreation.

    Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 6, Woodbury, CT 06798
  • 31 Woodbury Hill, Woodbury, CT 06798
    31 Woodbury Hill, Woodbury, CT 06798
    31 Woodbury Hill, Woodbury, CT 06798
    /28

    $435,000

    • 2 Beds
    • 1.5 Baths
    • 1,502 Sq Ft

    31 Woodbury Hill, Woodbury, CT 06798

    SELLERS HAVE REMOVED ALL CARPETS, INSTALLED LAMINATE HARD WOOD THROUGHOUT BOTH LEVELS. NEW STAINLESS STEEL REFRIGERATOR, PAINTED KITCHEN CABINETS W NEW HARDWARE, NEW KITCHEN FLOORING AND COUNTER TOPS. TWO BATHS COMPLETELY GUTTED AND REMODELED. Light, bright, clean! Is now ready to move right in. Natural light floods this home. Crown moldings in living and dining rooms, custom window

    Mary Ann Bennett Drakeley Real Estate, Inc.

    31 Woodbury Hill, Woodbury, CT 06798
  • 112 Periwinkle Dr Unit 112, Middlebury, CT 06762
    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
    /40

    $534,900

    • 2 Beds
    • 2.5 Baths
    • 2,593 Sq Ft

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    Welcome to Benson Woods - an exclusive community of 78 single-family homes designed for active adults. This beautifully maintained home boasts an open floor plan, featuring a great room with a cozy fireplace and soaring cathedral ceilings. The eat-in kitchen is a chef's delight, complete with a spacious island, dining area, white shaker-style cabinets, granite countertops, and a stylish tile

    Mary Ann Hebert BHGRE Gaetano Marra Homes

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
Connecticut Litchfield County Woodbury

Condos for Sale in Woodbury, CT

Why Live in Woodbury

Woodbury, CT, established in 1673, is renowned as the "Antiques Capital of Connecticut," with over 50 antiques dealers offering a range of items from trinkets to 18th-century furniture. The town's historic charm is complemented by modern amenities, including a variety of dining options such as the 1754 House and Woodbury Brewing Co., which also serves as a nightlife hub with live music and events. Outdoor enthusiasts can explore Orenaug Park, featuring a fire tower with panoramic views of the Pomperaug River Valley, and Hollow Park, which hosts community events like the annual Fire Department Carnival. The Flanders Nature Center & Land Trust provides educational programs and extensive trails across 2,100 acres. Woodbury's residential areas showcase a mix of historic saltbox-style Colonials and Cape Cods alongside contemporary homes, often situated on multi-acre lots. The town is served by Regional School District 14, with schools earning solid ratings, and the highly-rated Kent School nearby. Community events are frequent, with holiday gatherings at Hollow Park and literary events at the Woodbury Library. The town's proximity to Route 6 ensures convenient commuting, while maintaining a somewhat rural atmosphere.

Learn more about living in Woodbury

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 93 days on the market compared to the national average of 70 days. The median sale price for homes in Woodbury, CT over the last 12 months is $735,000, up 194% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$735,000
Median Single Family Sale Price
$839,000
Median Townhouse Sale Price
$265,000
Median 2 Bedroom Sale Price
$254,500
Median 1 Bedroom Sale Price
$128,500
Average Price Per Sq Ft
$248
Number of Homes for Sale
2
Last 12 months Home Sales
56
Months of Supply
0.40
Median List Price
$819,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
194%
How to Buy a Home How to Finance a Home How to Sell a Home

In Woodbury, there are currently 5 condos for sale, providing a variety of options for potential buyers. With condos priced between $124,900 to $534,900, there's a range to accomodate every budget. As of August, 2025 the median home price in Woodbury is $819,450, while the average sale price is $642,792, offering insights into the local housing market. On average, condos spend 93 days listed before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Woodbury, CT, and discover your ideal residence.

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