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Recently Sold Woodbury, CT Homes

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  • 16 Fairgrounds Rd, Woodbury, CT 06798

    $700,000 Sold Jul 02, 2025

    • 2,614 Sq Ft
    • $268/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    16 Fairgrounds Rd, Woodbury, CT 06798

    Nestled in a sought-after neighborhood, this charming Colonial home welcomes you w/ its classic wrap-around porch, mature plantings, & timeless curb appeal. Inside, you'll find a formal living room w/wood-burning fireplace, formal dining room, powder room & laundry area, & bright kitchen w/ granite countertops, stainless steel appliances, breakfast bar w/ backyard views, & cozy dining nook.

    Taylor O'Keefe Drakeley Real Estate, Inc.

    16 Fairgrounds Rd, Woodbury, CT 06798
  • 59 Arrowhead Way, Woodbury, CT 06798

    $385,000 Sold Jul 02, 2025

    • 1,693 Sq Ft
    • $227/SF
    • 26 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1964

    59 Arrowhead Way, Woodbury, CT 06798

    Discover the potential in this generously sized split level 5-bedroom, 2-full-bath home nestled in charming Woodbury, CT. Situated on just over an acre, this property offers ample space inside and out, perfect for growing families and those who love to entertain. While the home is in need of updating, it offers a lifetime roof under warranty on both the home and pool house. A major investment

    Shawna Mucherino Coldwell Banker Realty

    59 Arrowhead Way, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

    $165,000 Sold Jul 01, 2025

    • 913 Sq Ft
    • $181/SF
    • 18 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

    Welcome to 229 Bacon Pond Road, Unit 144, a spacious 2-bedroom, 1-bath condo nestled in the highly desirable Woodberry neighborhood. This unit offers great potential for buyers eager to add their personal touch and create a truly special home. Though it may benefit from some updating, it provides a solid foundation with a comfortable layout and ample natural light. The open living space is

    Reza Abbassi New Door Realty

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798
  • 7 Orenaug Ave, Woodbury, CT 06798

    $515,000 Sold Jun 30, 2025

    • 1,918 Sq Ft
    • $269/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1820

    7 Orenaug Ave, Woodbury, CT 06798

    New to market.....Lovely, classic antique colonial just off Main Street in center of town Woodbury. Home has been updated, expanded and well maintained over the years. Spacious family room off kitchen and primary bedroom/bath reflect today's lifestyle. Beautiful and private backyard. Easy walk to everything Woodbury offers.

    Lisa Titcomb William Pitt Sotheby's Int'l

    7 Orenaug Ave, Woodbury, CT 06798
  • 332 Good Hill Rd, Woodbury, CT 06798

    $897,000 Sold Jun 27, 2025

    • 2,894 Sq Ft
    • $310/SF
    • 27 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    332 Good Hill Rd, Woodbury, CT 06798

    Stunning reproduction of a mid-1700s New England Center-Chimney Cape, masterfully built in 2015 and set on 3.3+/- acres. This 3-bed, 3-bath home blends timeless craftsmanship-12-over-12 windows, wide plank circle-sawn floors, custom trim and paneling-with modern luxuries including smart home tech, soapstone counters, and a showpiece kitchen hearth. Enjoy nearly 2,900 sq ft of living space,

    Rebecca Doh W. Raveis Lifestyles Realty

    332 Good Hill Rd, Woodbury, CT 06798
  • 98 Old Town Farm Rd, Woodbury, CT 06798

    $499,000 Sold Jun 16, 2025

    • 1,648 Sq Ft
    • $303/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    98 Old Town Farm Rd, Woodbury, CT 06798

    Discover this inviting ranch style, one level living home featuring three bedrooms and two and a half baths, beautifully situated on a scenic lot. A separate front entrance leads into a convenient mudroom that also serves as the laundry area and access to the garage.The spacious living and dining room boasts a charming brick fireplace with a wood stove, perfect for cozy gatherings. The remodeled

    Jeff Boucher Drakeley Real Estate, Inc.

    98 Old Town Farm Rd, Woodbury, CT 06798
  • 1 Woods Way Unit 118E, Woodbury, CT 06798

    $290,000 Sold Jun 13, 2025

    • 1,773 Sq Ft
    • $164/SF
    • 16 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1980

    1 Woods Way Unit 118E, Woodbury, CT 06798

    Country Living at its finest in award winning Woodbury CT. Recently voted The Best Small Town in CT by The Boston Globe and Readers Digest! This home has been remodeled and is in immaculate Move-in-Ready condition. The Fireplace has a pellet stove for cozy winter warmth. The Living room/dining area offer inviting wood toned floors. The deck is accessed via the LR slider. There is a lovely stretch

    Terry Lee Adams Adams & Adams Real Estate

    1 Woods Way Unit 118E, Woodbury, CT 06798
  • 17 Transylvania Rd, Woodbury, CT 06798

    $1,050,000 Sold Jun 06, 2025

    • 3,928 Sq Ft
    • $267/SF
    • 34 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2008

    17 Transylvania Rd, Woodbury, CT 06798

    A stunning 4-bedroom, 2.5-bathroom colonial nestled on a private 2-acre lot, set back along a winding newly decorative stone driveway in an estate-like setting. This beautifully designed home boasts an open floor plan with high ceilings-9+ feet in most rooms and soaring to 10.5 feet in the living room-refined finishes, and luxurious upgrades throughout. The gourmet kitchen features granite

    Michael Hvizdo Coldwell Banker Realty

    17 Transylvania Rd, Woodbury, CT 06798
  • 23 Woodbury Hill, Woodbury, CT 06798

    $415,000 Sold Jun 04, 2025

    • 1,796 Sq Ft
    • $231/SF
    • 55 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    23 Woodbury Hill, Woodbury, CT 06798

    Perhaps the most desirable condominium complex in Woodbury, Woodbury Hill offers a quiet, beautiful, rural location, yet is close to shopping and accessible to major routes. This Putnam's Loft offers a spacious, open entertaining area with living room open to dining room with oak flooring, fireplace and lots of light. The updated kitchen provides access to the deck overlooking rear property. With

    Donna Bannon BHGRE Bannon & Hebert

    23 Woodbury Hill, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

    $184,000 Sold May 28, 2025

    • 913 Sq Ft
    • $202/SF
    • 56 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

    Ready for immediate occupancy in Woodbury's Town in Country community is this freshly painted two bedroom, one bath condominium with new laminate floors throughout, a new oven/range, microwave and dishwasher. Sliders in the living room lead to a patio with a sun-lit, open view. A great opportunity to live in one of Connecticut's favorite towns.

    Tom Greto William Raveis Real Estate

    229 Bacon Pond Rd Unit 132, Woodbury, CT 06798
  • 22 Woods Way Unit 22, Woodbury, CT 06798

    $280,000 Sold May 28, 2025

    • 1,482 Sq Ft
    • $189/SF
    • 69 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1980

    22 Woods Way Unit 22, Woodbury, CT 06798

    Beautiful townhouses in the wonderful Woodlake complex. This unit is wonderfully updated and impeccably maintained. The well appointed kitchen is light & bright with corian countertops & stainless appliances. The living room is warm & inviting featuring cozy pellet stove, accent beams and slider to a private deck. Laundry & a lovely half bath on the main floor as well. Upstairs there are two good

    Joan Junga CB Country to Coast Realty

    22 Woods Way Unit 22, Woodbury, CT 06798
  • 447 Transylvania Rd, Woodbury, CT 06798

    $875,000 Sold May 22, 2025

    • 3,978 Sq Ft
    • $220/SF
    • 149 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2004

    447 Transylvania Rd, Woodbury, CT 06798

    Nestled at the intersection of Route 72 and Route 167 in Woodbury, this exceptional home is the perfect blend of modern amenities and unparalleled convenience. Located in close proximity to both the Center of Woodbury and the Southbury Green you'll be moments away from a diverse selection of shops and restaurants. Enjoy the close by natural beauty of Wood Lake, local parks, walking trails, and

    Casey French Litchfield County Real Estate

    447 Transylvania Rd, Woodbury, CT 06798
  • 59 Hillside Rd, Woodbury, CT 06798

    $1,720,000 Sold May 21, 2025

    • 9,296 Sq Ft
    • $185/SF
    • 31 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2006

    59 Hillside Rd, Woodbury, CT 06798

    Auction Opportunity. Please review FAQ and Property Information Package included in the additional documents on MLS (you may have to request these directly from your agent or the auction company). Asking Price is Opening Bid only. Final price will be determined by competitive bidding. All bidding online, opening April 23 at 4pm and ending April 30 at 4pm. Bidding website available upon request. ~

    Samantha Kelley Tranzon Auction Properties

    59 Hillside Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

    $160,000 Sold May 20, 2025

    • 913 Sq Ft
    • $175/SF
    • 36 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

    Town In Country lower end unit in a great location within the complex. This unit features new mechanicals and appliances with 2 bedrooms, full bath and fireplace. Bright and sunny living space with a private patio out back overlooking the woods and rear yard. Convenient location to the pool and laundry, minutes from town, shopping and restaurants. Don't miss out.

    Jeff Boucher Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 411, Woodbury, CT 06798
  • 16 Pilgrim Trail Unit 3, Woodbury, CT 06798

    $120,000 Sold May 19, 2025

    • 546 Sq Ft
    • $220/SF
    • 18 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    16 Pilgrim Trail Unit 3, Woodbury, CT 06798

    First floor 1 bedroom unit in very good condition. Newer cabinets with granite countertops and hardwood floors. Heat, hot water, trash, snow removal, and grounds maintenance included. Occupied by long term tenant on month to month lease.

    Carlo Bettini Weichert REALTORS Briotti Group

    16 Pilgrim Trail Unit 3, Woodbury, CT 06798
  • 3 Woodbury Place Unit 3, Woodbury, CT 06798

    $295,000 Sold May 15, 2025

    • 1,025 Sq Ft
    • $288/SF
    • 29 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1979

    3 Woodbury Place Unit 3, Woodbury, CT 06798

    Rare opportunity to own a Woodbury Place condo! Quaint community just minutes from all major conveniences, local restaurants, area schools, and major highway I-84. This end unit features wood burning stove to offset heating costs, and higher efficiency heat pump. The first floor includes dining area with slider to stone patio and galley kitchen offering quartz countertops, built-in pantry, and

    Katherine Parlato Drakeley Real Estate, Inc.

    3 Woodbury Place Unit 3, Woodbury, CT 06798
  • 50 Washington Rd, Woodbury, CT 06798

    $456,000 Sold May 15, 2025

    • 1,550 Sq Ft
    • $294/SF
    • 62 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1895

    50 Washington Rd, Woodbury, CT 06798

    Step back in time with this beautiful Colonial-style home, full of character and charm, nestled in the heart of Woodbury. Built in 1895, this 3-bedroom, 1.5 bathroom property boasts classic colonial architecture with modern updates that make it both timeless and functional. The home features original hardwood floors and large windows that invite plenty of natural light. This spacious living room

    Rhya Szymansky Drakeley Real Estate, Inc.

    50 Washington Rd, Woodbury, CT 06798
  • 514 Main St N, Woodbury, CT 06798

    $629,000 Sold May 13, 2025

    • 4,800 Sq Ft
    • $131/SF
    • 166 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1870

    514 Main St N, Woodbury, CT 06798

    Your home is your castle! If you've ever dreamed of calling a castle your home, this remarkable 5,000-square-foot stone house is the answer. Known fondly by locals as "The Castle," this property has a fascinating history, with roots tracing back to the 1800s but the all updates including new mechanicals, plumbing, electric, floors, well, septic, roof and more will give you comfort and peace of

    Pam Famiglietti William Raveis Real Estate

    514 Main St N, Woodbury, CT 06798
  • 44 Woods Way Unit 44, Woodbury, CT 06798

    $290,000 Sold May 09, 2025

    • 1,456 Sq Ft
    • $199/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    44 Woods Way Unit 44, Woodbury, CT 06798

    This spacious and sunny end-unit townhouse offers the perfect blend of comfort, convenience, and lifestyle-ideal for first-time buyers in sought after Woodlake community. With 2 bedrooms and 2 Full baths, this home features 1,456 sq ft of living space, plus an additional 855 sq ft of unfinished basement-perfect for hobbyists, a home gym, or extra storage. The updated kitchen includes stainless

    Kristie Perry William Pitt Sotheby's Int'l

    44 Woods Way Unit 44, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 214, Woodbury, CT 06798

    $175,000 Sold May 02, 2025

    • 913 Sq Ft
    • $192/SF
    • 43 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 214, Woodbury, CT 06798

    Town In Country is a lovely complex situated in the picturesque town of Woodbury, set back from the road yet close to the center of town, restaurants and shopping. This spacious condo offers 2 bedrooms, 1 full bath with a walk-in tub and a large open living/dining room area. Snuggle up in front of the fireplace during those cold winter months. Enjoy your morning coffee while lounging on your

    Cindy Sevell Coldwell Banker Realty

    229 Bacon Pond Rd Unit 214, Woodbury, CT 06798
  • 11 Saxony Ln, Woodbury, CT 06798

    $840,000 Sold May 02, 2025

    • 3,124 Sq Ft
    • $269/SF
    • 84 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2019

    11 Saxony Ln, Woodbury, CT 06798

    Do not miss this beautiful home set back on a private 4.15-acre lot. Main level features a total open floor plan with vaulted ceilings and half bath. Kitchen features Kucht stainless steel appliances, Quartz countertops, with an oversized walk-in pantry. Extra Large dining, kitchen, family room area with built in sound system perfect for entertaining. Upper level adds 2 large bedrooms along with

    Chris Carey Carey & Guarrera Real Estate

    11 Saxony Ln, Woodbury, CT 06798
  • 258 Washington Rd, Woodbury, CT 06798

    $850,000 Sold May 01, 2025

    • 1,628 Sq Ft
    • $522/SF
    • 260 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1850

    258 Washington Rd, Woodbury, CT 06798

    This recently fully renovated Antique has a combination of historic charm & modern amenities, which creates a truly exceptional living space. The potential for a pool adds an extra touch of luxury, while the delightful & well-maintained two-story barn in ready condition, presents exciting opportunities for conversion, whether for a guest house, pool house, or a private office on the 2nd floor

    Pat Lahoud William Pitt Sotheby's Int'l

    258 Washington Rd, Woodbury, CT 06798
  • 51 Joshua Hill Rd, Woodbury, CT 06798

    $297,500 Sold Apr 30, 2025

    • 1,508 Sq Ft
    • $197/SF
    • 10 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    51 Joshua Hill Rd, Woodbury, CT 06798

    Endless Potential in Woodbury! Discover the opportunity to own a single-family home in the charming town of Woodbury at an exceptional value. This three-bedroom, one-and-a-half-bathroom ranch is conveniently located near I-84 and Route 6, offering easy access to shopping, dining, and local amenities. While the home could benefit from some updates and TLC, it's a fantastic chance to bring your

    Sarah Perrotti Regency Real Estate, LLC

    51 Joshua Hill Rd, Woodbury, CT 06798
  • 35 Fawn Meadow Ln, Woodbury, CT 06798

    $895,000 Sold Apr 29, 2025

    • 2,600 Sq Ft
    • $344/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    35 Fawn Meadow Ln, Woodbury, CT 06798

    Located in the heart of Woodbury, the antiques capital of Connecticut, with convenient access to the charming towns of Litchfield, Washington, and Roxbury, this newly built modern farmhouse offers a perfect balance of comfort and elegance. Thoughtfully designed with quality craftsmanship and energy-efficient features, this inviting retreat boasts 3 spacious bedrooms, 3.5 bathrooms, and a

    GREGORY COHEN William Pitt Sotheby's Int'l

    35 Fawn Meadow Ln, Woodbury, CT 06798
  • 49 Jacks Bridge Rd, Woodbury, CT 06798

    $628,500 Sold Apr 28, 2025

    • 1,008 Sq Ft
    • $624/SF
    • 228 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    49 Jacks Bridge Rd, Woodbury, CT 06798

    Incredible opportunity at an affordable price! Discover the perfect blend of residential comfort and professional-grade amenities in this exceptional property located in the charming town of Woodbury, nestled in the scenic Litchfield County. This unique offering is ideal for car enthusiasts, hobbyists, or entrepreneurs seeking a versatile space that can serve as both a tranquil home and an

    Christine Green Ardor Real Estate

    49 Jacks Bridge Rd, Woodbury, CT 06798
  • 42 Woods Way Unit 126F, Woodbury, CT 06798

    $330,000 Sold Apr 23, 2025

    • 1,640 Sq Ft
    • $201/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    42 Woods Way Unit 126F, Woodbury, CT 06798

    Woodlake in Woodbury an easy place to live in a great community. This three bedroom two full and one-half bath was built in 1980 and is ready for a new homeowner. End unit with plenty of light and a beautiful deck. The flooring is a combination of tile and carpet, and the floor plan is open and airy. The kitchen is a great size for a little coffee table, stainless appliances, white cabinets and

    Bonnie Wilson Berkshire Hathaway NE Prop.

    42 Woods Way Unit 126F, Woodbury, CT 06798
  • 5 Bear Run, Woodbury, CT 06798

    $952,000 Sold Apr 15, 2025

    • 5,915 Sq Ft
    • $161/SF
    • 132 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1997

    5 Bear Run, Woodbury, CT 06798

    Tucked away on a sought-after cul-de-sac, this open-layout home is crafted for exceptional entertaining. The light-filled, two-story foyer is framed by two sets of French doors: one opening to an office & the other leading to a living room that flows seamlessly into the dining room-an ideal setup for holiday gatherings. The custom kitchen, equipped with granite countertops, a center island, gas

    Shelley Drakeley Drakeley Real Estate, Inc.

    5 Bear Run, Woodbury, CT 06798
  • 29 Fawn Meadow Ln, Woodbury, CT 06798

    $735,000 Sold Apr 14, 2025

    • 2,042 Sq Ft
    • $360/SF
    • 45 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    29 Fawn Meadow Ln, Woodbury, CT 06798

    Nestled in the heart of Woodbury, with easy access to the picturesque towns of Litchfield, Washington, and Roxbury, this newly constructed modern farmhouse-style home offers the perfect blend of comfort, privacy, and New England charm. Built with quality craftsmanship and energy-efficient features, this serene retreat boasts 3 spacious bedrooms, 2.5 bathrooms, plus a versatile 300+/- sq. ft.

    GREGORY COHEN William Pitt Sotheby's Int'l

    29 Fawn Meadow Ln, Woodbury, CT 06798
  • 17 Tamarack Ln Unit 17, Woodbury, CT 06798

    $291,000 Sold Apr 11, 2025

    • 1,300 Sq Ft
    • $224/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    17 Tamarack Ln Unit 17, Woodbury, CT 06798

    Beautifully updated and cared for Ranch style end unit condo located at the end of Tamarack Lane overlooking a peaceful wooded landscape. Open floor plan with dining area and a vaulted family room that features a newer wood stove fireplace insert with gorgeous custom mantle with sliders to an updated Trex deck. Ceramic tile and hardwood floors grace the main level of this freshly painted home.

    Sharisse Steiner William Raveis Real Estate

    17 Tamarack Ln Unit 17, Woodbury, CT 06798
  • 102 Quanopaug Trail, Woodbury, CT 06798

    $925,000 Sold Apr 11, 2025

    • 3,786 Sq Ft
    • $244/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2008

    102 Quanopaug Trail, Woodbury, CT 06798

    Stunning! Dramatically open, spacious, modern colonial offers a perfect balance of comfort and elegance. Thoughtfully designed with quality craftsmanship and energy-efficient features, this inviting retreat boasts 4 spacious bedrooms, 3.5 bathrooms, and a generously sized finished "Wow" room with its own additional bedroom providing endless possibilities for a guest suite, home office, media room

    Nan Jane Keough William Pitt Sotheby's Int'l

    102 Quanopaug Trail, Woodbury, CT 06798
  • 301 Transylvania Rd, Woodbury, CT 06798

    $590,000 Sold Apr 07, 2025

    • 2,628 Sq Ft
    • $225/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1930

    301 Transylvania Rd, Woodbury, CT 06798

    This unique 1930s Colonial home blends vintage charm with modern upgrades, offering endless possibilities. The main floor features a bright primary bedroom with French doors, a chef's kitchen with dual gas ovens and a Subzero refrigerator, two full baths, and two separate laundry areas for added convenience. The private apartment, with its own kitchen, deck, and entrances, is perfect for guests

    Jane Spino Showcase Realty, Inc.

    301 Transylvania Rd, Woodbury, CT 06798
  • 6 Hickory Ln Unit 6, Woodbury, CT 06798

    $290,000 Sold Apr 07, 2025

    • 1,895 Sq Ft
    • $153/SF
    • 45 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    6 Hickory Ln Unit 6, Woodbury, CT 06798

    Perfect location in the beautiful Woodlake Complex. Enjoy all the benefits of nature and home ownership without the maintenance headaches. Enjoy every season in this 2 bedroom 2.5 bath sun filled end unit townhouse. Large living room with fireplace - dining room - kitchen And sliders to an oversized deck. Full partially finished basement with sliders to deck and a large storage area. This is a

    Joan Oricchio Berkshire Hathaway NE Prop.

    6 Hickory Ln Unit 6, Woodbury, CT 06798
  • 163 Washington Rd, Woodbury, CT 06798

    $430,000 Sold Apr 04, 2025

    • 2,521 Sq Ft
    • $171/SF
    • 162 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1836

    163 Washington Rd, Woodbury, CT 06798

    Own a piece of history! Enjoy life in historic Hotchkissville of Woodbury in this 1836 Greek Revival home. Just one mile from Woodbury's town center, step back in time while being in close proximity to all major conveniences. Currently functioning as a two family property, this unique home can be easily converted to a four bedroom, three bath, 2500sf single family. Experience the old world charms

    Katherine Parlato Drakeley Real Estate, Inc.

    163 Washington Rd, Woodbury, CT 06798
  • 163 Washington Rd, Woodbury, CT 06798

    $430,000 Sold Apr 04, 2025

    • 2,521 Sq Ft
    • $171/SF
    • 162 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1836

    163 Washington Rd, Woodbury, CT 06798

    Excellent opportunity to own a multi-family in Woodbury! 1800s Greek Revival colonial with two residential units and an additional storefront shop. Currently the shop storefront is vacant (previously used as an upholstery shop) and both residential units are vacant! The main door opens to a common foyer with a second door to the retail shop. The first floor unit is in good condition with

    Katherine Parlato Drakeley Real Estate, Inc.

    163 Washington Rd, Woodbury, CT 06798
  • 896 Main St S, Woodbury, CT 06798

    $776,400 Sold Apr 02, 2025

    • 3,367 Sq Ft
    • $231/SF
    • 33 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1958

    896 Main St S, Woodbury, CT 06798

    Set on 3.5 acres with 150 feet of Pomperaug River frontage, this expanded Cape blends classic charm with thoughtful updates. Featuring 3 bedrooms, 4.5 baths, and multiple living areas, this home is designed for comfort and entertaining. The kitchen has been beautifully updated, featuring leathered granite countertops, stainless steel appliances, and custom cabinetry, making it both stylish and

    Heather Crabtree Coldwell Banker Realty

    896 Main St S, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 233, Woodbury, CT 06798

    $182,500 Sold Apr 02, 2025

    • 913 Sq Ft
    • $200/SF
    • 142 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 233, Woodbury, CT 06798

    Welcome to this cozy second floor end unit 2 bedroom condo! This unit is directly next to washer & dryer and additional storage unit which is included the price. Enjoy open concept layout, with fresh paint touch up, new closet doors, floors and appliances purchased and installed in 2022, hot water heater in 2020.

    Joe Dimyan Tower Realty Corp

    229 Bacon Pond Rd Unit 233, Woodbury, CT 06798
  • 31 Woods Way Unit 31, Woodbury, CT 06798

    $260,000 Sold Apr 01, 2025

    • 1,582 Sq Ft
    • $164/SF
    • 213 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    31 Woods Way Unit 31, Woodbury, CT 06798

    Gorgeous furnished townhome, this comfortable unit in Woodlake community have a luxury living. Great opportunity of investment. This home has an inviting Kitchen with breakfast bar, plentiful closets, an office space at first floor, a combined dining and living area featuring Hardwood floors and a cozy fireplace. A large slider goes out to the spacious deck. Upstairs come with two generously

    Eli Carneiro William Raveis Real Estate

    31 Woods Way Unit 31, Woodbury, CT 06798
  • 24 Roxbury Rd, Woodbury, CT 06798

    $769,000 Sold Apr 01, 2025

    • 4,012 Sq Ft
    • $192/SF
    • 313 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    24 Roxbury Rd, Woodbury, CT 06798

    Located in The Beautiful Hills of Litchfield County on the Woodbury / Roxbury Line! Lots of Privacy Awaits You in this Beautiful Colonial/Contemporary on 9.97 Acres of Serenity w/ Mature Trees, Plantings, Lush Greenery & the Peaceful Sounds of Transylvania Brook that Flows Behind the Home. Inground Heated Gunite Swimming Pool w/ Beautiful Stonework, Fenced in Yard & 3 Good Size Sheds. Very Unique

    Debbie Kranidis Preston Gray Real Estate

    24 Roxbury Rd, Woodbury, CT 06798
  • 126 Sherman Hill Rd Unit A6, Woodbury, CT 06798

    $190,000 Sold Mar 28, 2025

    • 1,150 Sq Ft
    • $165/SF
    • 58 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1965

    126 Sherman Hill Rd Unit A6, Woodbury, CT 06798

    Discover the ease of main-level living in this desirable Non-age reserved community in Woodbury. This two bedroom unit features a spacious and inviting layout. Living room and dining area provide a cozy atmosphere with a floor-to-floor ceiling brick wood-burning fireplace and an oversized slider leading to a charming bluestone patio overlooking the inground pool and beautifully maintained

    Jane Spino Showcase Realty, Inc.

    126 Sherman Hill Rd Unit A6, Woodbury, CT 06798
  • 17 Birchwood Ln, Woodbury, CT 06798

    $905,000 Sold Mar 28, 2025

    • 3,283 Sq Ft
    • $276/SF
    • 80 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2008

    17 Birchwood Ln, Woodbury, CT 06798

    Experience the epitome of architectural artistry with this contemporary home, a serene sanctuary that celebrates the fusion of nature and modern design. Perched on 3.4 acres and hidden amongst the trees, this property presents framed views of nature and mossy stone outcroppings. High-end appliances including Gaggenau and JennAir in the kitchen and hi-tech amenities throughout cater to a lifestyle

    Christian Jensen William Pitt Sotheby's Int'l

    17 Birchwood Ln, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 4

Connecticut Woodbury

Recently Sold Real Estate & Homes in Woodbury, CT

Frequently Asked Questions

What is the average home price in Woodbury, CT?
Homes for sale in Woodbury, CT have an average home price of $604,083.
What is the average time to sell a house in Woodbury, CT?
The houses for sale in Woodbury, CT spend an average of 78 days on the market.
What is the number of active homes for sale in Woodbury, CT?
There are 38 active homes for sale in Woodbury, CT.
How many homes have sold over the last 12 months in Woodbury, CT?
144 homes have sold in Woodbury, CT over the last 12 months.

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 78 days on the market compared to the national average of 50 days. The median sale price for homes in Woodbury, CT over the last 12 months is $443,750, up 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$443,750
Median Single Family Sale Price
$675,000
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$187,500
Median 1 Bedroom Sale Price
$120,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
38
Last 12 months Home Sales
144
Months of Supply
3.20
Median List Price
$495,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
12%
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