$824,900
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
181 Railtree Hill Rd, Woodbury, CT 06798

Tim Drakeley
Drakeley Real Estate, Inc.
(475) 473-8503
$824,900
181 Railtree Hill Rd, Woodbury, CT 06798
Tim Drakeley
Drakeley Real Estate, Inc.
(475) 473-8503
$625,000
31 McVeigh Rd, Woodbury, CT 06798
Jennifer Bundock
Coldwell Banker Realty
(203) 457-6837
$699,900
27 Middle Quarter Rd, Woodbury, CT 06798
Tim Drakeley
Drakeley Real Estate, Inc.
(475) 291-4564
$414,900 Coming Soon
27 Scratchville Rd, Woodbury, CT 06798
Tim Drakeley
Drakeley Real Estate, Inc.
(203) 941-4457
$899,900
337 Main St S, Woodbury, CT 06798
Marian Van Egas
Berkshire Hathaway NE Prop.
(475) 255-3184
$990,000 New Construction
523 Main St N, Woodbury, CT 06798
Tim Drakeley
Drakeley Real Estate, Inc.
(475) 284-8768
$974,000 Open Sun 1PM - 3PM
364 Hoop Pole Hill Rd, Woodbury, CT 06798
Kary Apanovitch Coldwell Banker Realty
$839,000 Open Sun 10AM - 12PM
6 Strong Field Rd, Woodbury, CT 06798
Mary Ann Bennett Drakeley Real Estate, Inc.
$1,125,000
35 Coach Light Dr, Woodbury, CT 06798
Stacey Matthews W. Raveis Lifestyles Realty
$949,900
557 Upper Grassy Hill Rd, Woodbury, CT 06798
Susan Corleto William Pitt Sotheby's Int'l
$765,000
34 Hollow Rd, Woodbury, CT 06798
Lorraine Consiglio Coldwell Banker Realty
$1,100,000
45 N Gate Rd, Woodbury, CT 06798
Jeff Colt Showcase Realty, Inc.
$1,275,000
373 Transylvania Rd, Woodbury, CT 06798
Beatriz Conroy William Raveis Real Estate
$659,000 Open Sun 1PM - 3PM
32 Plumb Brook Rd, Woodbury, CT 06798
Mary Ann Bennett Drakeley Real Estate, Inc.
$520,000
173 Railtree Hill Rd, Woodbury, CT 06798
Lawrence Madow Calcagni Real Estate
$429,000
60 Pomperaug Rd, Woodbury, CT 06798
Terry Lee Adams Adams & Adams Real Estate
$650,000
105 Minortown Rd, Woodbury, CT 06798
Sindy Butkus Klemm Real Estate Inc
$2,495,000
562 Upper Grassy Hill Rd, Woodbury, CT 06798
John Donato Jr Showcase Realty, Inc.
$649,900
130 Grassy Hill Rd, Woodbury, CT 06798
Wendy Brazauskas Coldwell Banker Realty
$559,900
467 Weekeepeemee Rd, Woodbury, CT 06798
Tammy Powling Coldwell Banker Realty
$585,000
212 Main St N, Woodbury, CT 06798
Heather Crabtree Coldwell Banker Realty
$729,900
38 Barnhill Rd, Woodbury, CT 06798
Donna Bannon BHGRE Gaetano Marra Homes
$649,000
329 Weekeepeemee Rd, Woodbury, CT 06798
Tom Slekis Berkshire Hathaway NE Prop.
$1,950,000
39 Quanopaug Trail, Woodbury, CT 06798
Maria Taylor Klemm Real Estate Inc
$314,900
439 Washington Rd, Woodbury, CT 06798
Matthew Amatruda Drakeley Real Estate, Inc.
$2,100,000
225 Old Sherman Hill Rd, Woodbury, CT 06798
Maria Taylor Klemm Real Estate Inc
$899,900
148 Flanders Rd, Woodbury, CT 06798
Ron Nettleton William Raveis Real Estate
$1,075,000
16 Gate Post Ln, Woodbury, CT 06798
Sindy Butkus Klemm Real Estate Inc
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.
On average, homes in Woodbury, CT sell after 104 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.
In Woodbury, there are currently 28 houses for sale, offering an array of options for potential buyers. With houses priced between $314,900 to $2,495,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Woodbury is $799,900, while the average sale price is $642,792, offering insights into the local housing market. On average, houses spend 104 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Woodbury, CT and find the perfect place to call home.