Woodbury, CT Homes for Sale

• 

  

  

  /33

  $494,000

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  38 Mountain Rd, Woodbury, CT 06798

  Welcome to 38 Mountain Road, a perfect blend of functional living space and privacy while still offering a close proximity to town. Upon entering you are greeted with a warm and welcoming living room. This space flows into the dining room which is right next to the remodeled kitchen making dinner hosting a breeze! The kitchen offers a view of your private back yard from the window and beautiful

  

  Tami Hoxhallari

  Lotus Realty Group, LLC.

  (475) 270-1437

  38 Mountain Rd, Woodbury, CT 06798
• Explore Woodbury

• 

  

  

  /39

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  339 Main St S, Woodbury, CT 06798

  One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 405-2250

  339 Main St S, Woodbury, CT 06798
• 

  

  

  /40

  $774,900

  $25K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  17 Carriage Ln, Woodbury, CT 06798

  Center Hall Colonial with Full In-Law! This majestic brick facing home flaunts its location atop a private lot overlooking sprawling scenic views. Main level features a two-story foyer, formal dining room w/hardwoods & pocket doors leading to a high-end kitchen w/stainless steel appliances including a gas stove. The kitchen delivers with granite tops, upscale cabinetry, breakfast bar, & eat-in

  

  Shane Kropo

  RE/MAX RISE

  (203) 717-5671

  17 Carriage Ln, Woodbury, CT 06798
• 

  

  /2

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  20 Stagecoach Rd, Woodbury, CT 06798

  Sale of the Summer! Opportunities like this don't come along often. This spacious 4-bedroom Colonial is full of character, comfort, and potential, offering tremendous value in a highly desirable neighborhood. From the hardwood floors and soaring family room with fireplace to the finished walkout lower level and backyard oasis with an inground pool, there's plenty to love here. While a little TLC

  

  Robert Leonard

  William Raveis Real Estate

  (475) 264-5125

  20 Stagecoach Rd, Woodbury, CT 06798
• 

  

  

  /24

  $288,990

  Open Sat 1PM - 3PM $21K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798

  Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

  Henrik K Kjaer Keller Williams Realty

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798
• 

  

  /34

  $1,675,000

  $250K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,992 Sq Ft

  819 Main St N, Woodbury, CT 06798

  Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

  Sindy Butkus Klemm Real Estate Inc

  819 Main St N, Woodbury, CT 06798
• 

  

  /39

  $1,599,000

  $300K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,216 Sq Ft

  48 Coach Light Dr, Woodbury, CT 06798

  Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New 48' Sub-Zero refrigerator & a

  Becky Hood William Pitt Sotheby's Int'l

  48 Coach Light Dr, Woodbury, CT 06798
• 

  

  /24

  $289,000

  $30K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,059 Sq Ft

  3 Tamarack Ln Unit 3, Woodbury, CT 06798

  Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

  Stephen Mele Houlihan Lawrence

  3 Tamarack Ln Unit 3, Woodbury, CT 06798
• 

  

  /40

  $347,500

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  2 South Meadows Unit 2, Woodbury, CT 06798

  New Price-Point on this lovely upscale residence! Don't miss the opportunity for a vacation at home "Woodlake Life Style" Each room is thoughtfully purposed and decorated with classy features.A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is oversized &

  Terry Lee Adams Adams & Adams Real Estate

  2 South Meadows Unit 2, Woodbury, CT 06798
• 

  

  /27

  $545,000

  • 2 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  17 Woodbury Hill Unit 17, Woodbury, CT 06798

  The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint

  Justin Bette Century 21 Bette Real Estate

  17 Woodbury Hill Unit 17, Woodbury, CT 06798
• 

  

  /39

  $286,000

  $13K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft

  19 Clubhouse Dr, Woodbury, CT 06798

  At Woodlake, you're not just buying a home, you're buying a lifestyle. From being FHA Approved condos, to water views at every balcony, trail walks to boat rides to fountains and everything in between, Woodlake truly offers the peaceful, serene setting that we all dream of. This 3 bedroom, 2.5 bath freshly painted end unit has endless possibilities. Need a main level bedroom or office? One can be

  Macey Mazzella RE/MAX RISE

  19 Clubhouse Dr, Woodbury, CT 06798
• 

  

  /17

  $545,000

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  437 Middle Road Turnpike, Woodbury, CT 06798

  Everything has already been done for you. Just move in, unpack, and enjoy the ease of single-floor living in this beautifully renovated ranch with endless potential below. Completely renovated and truly move-in ready, this home offers effortless living with every major updated already completed. From the brand-new HVAC system and newly installed septic to new windows, lighting, interior and

  Erin Loucks BHGRE Gaetano Marra Homes

  437 Middle Road Turnpike, Woodbury, CT 06798
• 

  

  /35

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  253 Bacon Pond Rd, Woodbury, CT 06798

  Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

  Christian Jensen William Pitt Sotheby's Int'l

  253 Bacon Pond Rd, Woodbury, CT 06798
• 

  

  /26

  $279,500

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  48 Woods Way, Woodbury, CT 06798

  A Lovely Renovated End Unit with year round Rhododendron - greenery privacy at the deck. The summer blooms are spectacular! This condo is close to the Woodlake Community Garden, for those wishing to grow your own veggies! Inside you will notice a renovated kitchen with granite countertops, tiled flooring, ceiling fan and stainless steel appliances. The living room and dining room with the

  Terry Lee Adams Adams & Adams Real Estate

  48 Woods Way, Woodbury, CT 06798
• 

  

  /40

  $1,900,000

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  40 Ruffin Rd, Woodbury, CT 06798

  It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade

  Mary Ann Bennett Drakeley Real Estate, Inc.

  40 Ruffin Rd, Woodbury, CT 06798
• 

  

  /34

  $540,000

  $9K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,292 Sq Ft

  49 Scuppo Rd, Woodbury, CT 06798

  Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land. Offering 2292 square feet of comfortable one-level living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside you'll find a bright and expansive living room with cathedral ceilings,

  Joseph Conforti West View Properties, LLC

  49 Scuppo Rd, Woodbury, CT 06798
• 

  

  /40

  $569,900

  • 4 Beds
  • 2 Baths
  • 1,875 Sq Ft

  338 Good Hill Rd, Woodbury, CT 06798

  Nestled on 1.53 acres and set back from the road, this charming Cape Cod style home offers the perfect blend of comfort, character and New England charm. The interior features 2 bedrooms and a full bath on the main and upper level. An inviting Living Room showcases a fireplace with an energy efficient woodburning insert, creating a warm and cozy gathering space. The dining area provides access to

  Roberta Allen William Raveis Real Estate

  338 Good Hill Rd, Woodbury, CT 06798
• 

  

  /39

  $865,000

  • 4 Beds
  • 2 Baths
  • 4,819 Sq Ft

  1917 Main St N, Woodbury, CT 06798

  Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45'

  Amy Lapierre Coldwell Banker Realty

  1917 Main St N, Woodbury, CT 06798
• 

  

  /37

  $260,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  4 Woods Way, Woodbury, CT 06798

  Nestled in the desirable Woodlake community, this townhouse at 4 Woods Way offers the perfect blend of comfort, convenience, and cozy living. The inviting layout features a bright and spacious living area with hardwood floors, a brick wood burning fireplace, open-concept dining, and easy access to a private deck-perfect for relaxing or entertaining. The kitchen offers generous cabinet storage and

  Jenn Lailer BHGRE Gaetano Marra Homes

  4 Woods Way, Woodbury, CT 06798
• 

  

  /24

  $745,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  86 Quail Run Rd, Woodbury, CT 06798

  QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #86 is a 3

  Scott Volpe Coldwell Banker Realty

  86 Quail Run Rd, Woodbury, CT 06798
• 

  /2

  $1,495,000

  • 5 Beds
  • 4.5 Baths
  • 4,884 Sq Ft

  30 Hollow Rd, Woodbury, CT 06798

  Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

  Lisa Titcomb William Pitt Sotheby's Int'l

  30 Hollow Rd, Woodbury, CT 06798
• 

  

  /40

  $2,995,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 6 Baths
  • 5,316 Sq Ft

  920 Main St S, Woodbury, CT 06798

  Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a

  Maria Taylor Klemm Real Estate Inc

  920 Main St S, Woodbury, CT 06798
• 

  

  /20

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 2,708 Sq Ft

  28 School St, Woodbury, CT 06798

  The Orton-Martin Homestead. One of Woodbury's oldest homes has been updated for today's lifestyle. History surrounds you with wide board flooring, library built-ins, two fireplaces and 1850 barn. This four -bedroom home offers spacious rooms, three finished levels and hidden delights. Enjoy picnics under the mature trees on your own fenced-in level yard. Sidewalks take you everywhere on Main St

  Sindy Butkus Klemm Real Estate Inc

  28 School St, Woodbury, CT 06798
• 

  

  /24

  $325,000

  $53K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,118 Sq Ft

  8 Tamarack Ln Unit 8, Woodbury, CT 06798

  3 bedrooms on 2 levels in this spacious end-unit condo offering 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated

  Jennifer Mayo William Raveis Real Estate

  8 Tamarack Ln Unit 8, Woodbury, CT 06798
• 

  

  /40

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,784 Sq Ft

  557 Upper Grassy Hill Rd, Woodbury, CT 06798

  Welcome to Upper Grassy Hill Living!

  Susan Corleto William Pitt Sotheby's Int'l

  557 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  

  /26

  $999,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,042 Sq Ft

  27 Middle Quarter Rd, Woodbury, CT 06798

  Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

  Tim Drakeley Drakeley Real Estate, Inc.

  27 Middle Quarter Rd, Woodbury, CT 06798
• 

  /2

  $1,150,000

  • Land
  • 42.6 Acres
  • $26,995 per Acre

  0 Flanders Rd, Woodbury, CT 06798

  East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter

  Tim Drakeley Drakeley Real Estate, Inc.

  0 Flanders Rd, Woodbury, CT 06798
• 

  

  /40

  $829,900

  • 4 Beds
  • 5.5 Baths
  • 4,790 Sq Ft

  77 Hesseky Meadow Rd, Woodbury, CT 06798

  Escape to your own private retreat in the heart of Woodbury. Nestled on over 6 picturesque acres, this charming property offers the perfect blend of privacy, natural beauty, and country living. Surrounded by mature trees and serene landscapes, the home provides a peaceful getaway while remaining conveniently close to local amenities. The residence itself is full of character and has been well

  Nicholas Burrus Roundtree Realty LLC

  77 Hesseky Meadow Rd, Woodbury, CT 06798
• 

  

  /39

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  16 Cross Brook Rd, Woodbury, CT 06798

  Fantastic Potential in this home. Three bedroom Cape Cod sitting on 5.50 acre lot with a giant barn that has great potential living space to convert into an in-laws set up, office, studio space or music studio to fit your lifestyle. Home freshly painted interior and exterior. Renovated kitchen with all new countertops and Italian farmhouse sink, floors, Pantry, refreshed cabinets. All newer

  Beatriz Conroy William Raveis Real Estate

  16 Cross Brook Rd, Woodbury, CT 06798
• 

  

  /40

  $565,000

  Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 4,130 Sq Ft

  33 Hurds Hill Rd, Woodbury, CT 06798

  Nestled in the well-established Sherman Hill neighborhood, this five-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a fluid layout designed for effortless living: a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with a fireplace, a private home office, and a

  Christian Jensen William Pitt Sotheby's Int'l

  33 Hurds Hill Rd, Woodbury, CT 06798
• 

  

  /40

  $519,000

  • 2 Beds
  • 2.5 Baths
  • 1,796 Sq Ft

  63 Woodbury Hill Unit 63, Woodbury, CT 06798

  Exceptionally private, Putnam Loft model in the sought after Woodbury Hill! This unit is located in a secluded part of the community with woods behind and only sounds of the nearby babbling brook. This well-cared for unit features hardwood floors throughout, vaulted ceilings, floor to ceiling gas fireplace, a large dining room and remodeled kitchen. The primary bedroom suite is on the main level

  Katherine Parlato Drakeley Real Estate, Inc.

  63 Woodbury Hill Unit 63, Woodbury, CT 06798
• 

  

  /33

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,448 Sq Ft

  92 Minortown Rd, Woodbury, CT 06798

  Live Stress-Free in This Income-Producing Equestrian Retreat! Enjoy the best of country living while generating income from your property. Rental revenue from a separate 1 BR apartment and 4 of the 10 horse stalls offers a rare opportunity to offset ownership costs! Situated on 5.76 level acres of open pasture and riding space, this equestrian property is ideal for horse enthusiasts, trainers, or

  Jill Sloane Brown Harris Stevens

  92 Minortown Rd, Woodbury, CT 06798
• 

  

  /40

  $699,900

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,017 Sq Ft

  15 Saxony Ln, Woodbury, CT 06798

  Welcome home to this beautifully maintained 4-bedroom, 2.5-bath center hall colonial with quintessential wrap-around front porch, ideally situated on a desirable cul-de-sac just minutes from the charming town centers of Woodbury and Roxbury. Step inside to a gracious foyer flanked by a formal dining room and a versatile living room/den, ideal for a home office, library, or sitting room. The heart

  Stephanie Chapman BHGRE Gaetano Marra Homes

  15 Saxony Ln, Woodbury, CT 06798
• 

  

  /27

  $645,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,081 Sq Ft

  94 Quail Run Rd, Woodbury, CT 06798

  QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR,

  Scott Volpe Coldwell Banker Realty

  94 Quail Run Rd, Woodbury, CT 06798
• 

  

  /7

  $650,000

  Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,479 Sq Ft

  30 Park Rd, Woodbury, CT 06798

  Charming in-town Gambrel Colonial with views of Orenaug Pond, located just up the road from the South Green. Surrounded by historic landmarks such as King Solomon's Lodge, the Hurd House, the Glebe House, and other notable properties, this home offers three bedrooms, three full baths, and one half bath. It also features a remodeled kitchen with stainless appliances that opens to a family room

  Sindy Butkus Klemm Real Estate Inc

  30 Park Rd, Woodbury, CT 06798
• 

  /2

  $400,000

  • Land
  • 22,215 Sq Ft
  • $784,314 per Acre

  1545 Main St N, Woodbury, CT 06798

  Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their

  Mario Longobucco Coldwell Banker Commercial NRT

  1545 Main St N, Woodbury, CT 06798
• 

  

  /32

  $289,000

  $61K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,920 Sq Ft

  439 Washington Rd, Woodbury, CT 06798

  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,

  Matthew Amatruda Drakeley Real Estate, Inc.

  439 Washington Rd, Woodbury, CT 06798
• 

  

  /15

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  110 Brushy Hill Rd, Woodbury, CT 06798

  Experience the charm of this classic Cape Cod style property, featuring 3 bedrooms and 2 cozy fireplaces that invite warm gatherings on 1 acre of land perfect for outdoor enjoyment. This country eclectic home blends timeless architecture with modern comfort, offering a serene retreat that captures the essence of country living. Whether you're relaxing by the fire or exploring the great outdoors,

  Jacqueline Voegeli Manzi Real Estate

  110 Brushy Hill Rd, Woodbury, CT 06798
• 

  

  /40

  $899,000

  $51K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,865 Sq Ft

  8 Curtiss Meadows, Woodbury, CT 06798

  Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a

  Joyce Drakeley Drakeley Real Estate, Inc.

  8 Curtiss Meadows, Woodbury, CT 06798
• 

  

  /40

  $1,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,324 Sq Ft

  55 Good Hill Rd, Woodbury, CT 06798

  Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

  Stacey Matthews W. Raveis Lifestyles Realty

  55 Good Hill Rd, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 2

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

Frequently Asked Questions

What is the average home price in Woodbury, CT?

Homes for sale in Woodbury, CT have an average home price of $625,986.

How many homes have sold over the last 12 months in Woodbury, CT?

124 homes have sold in Woodbury, CT over the last 12 months.

What is the average household income in Woodbury, CT?

The average household income in Woodbury, CT is $124K.

What are the most popular zip codes in Woodbury, CT?

The most popular zip codes in Woodbury, CT include 06798, 06762, 06795, 06783 and 06751.

How much do you need to make to afford a house in Woodbury?

The median home price in Woodbury is $549,450. If you put a 20% down payment of $109,900 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $2,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $119K a year to afford the median home price in Woodbury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Woodbury is $124K.

How are the schools in Woodbury, CT?

Woodbury, CT has highly rated public and private schools. Some of the best schools in Woodbury based on Niche Grades are The Taft School, Westover School and The Woodhall School. Browse all the schools in Woodbury, CT to learn more.

Home Prices in Woodbury, CT

The median home sale price in Woodbury, CT is $490,000, up 10% year-over-year. Homes in Woodbury sell in 71 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $490,000	Median Single Family Sale Price $645,000
Median Townhouse Sale Price $343,750	Median 2 Bedroom Sale Price $288,500
Median 1 Bedroom Sale Price $129,250	Average Price Per Sq Ft $279
Number of Homes for Sale 38	Last 12 months Home Sales 124
Months of Supply 3.70	Median List Price $549,450
Median Change From 1st List Price 4%	Median Home Sale Price YoY Change 10%