154

Recently Sold Woodbury, CT Homes

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  • 5 Blueberry Ln, Woodbury, CT 06798

    $1,075,000 Sold Aug 21, 2025

    • 3,874 Sq Ft
    • $277/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    5 Blueberry Ln, Woodbury, CT 06798

    3184sqft Colonial set on 1.42 acre cul-de-sac rd. lot with Barn with loft, Main level Master Bedroom Suite, Soaring ceilings in Open Floorplan, and outdoor patio paradise. Absolutely Tranquil setting! This home is setup for Main Level living with additional bedrooms upstairs. Eat-in Kitchen with Soaring Ceilings is open to Family Room and boasts Granite and Quartz countertops, large Island with

    John Donato Jr Showcase Realty, Inc.

    5 Blueberry Ln, Woodbury, CT 06798
  • 133 Hoop Pole Hill Rd, Woodbury, CT 06798

    $760,000 Sold Aug 15, 2025

    • 2,994 Sq Ft
    • $254/SF
    • 43 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    133 Hoop Pole Hill Rd, Woodbury, CT 06798

    A short 2.5 hour drive to New York City! 133 Hoop Pole Hill Rd. offers refined country living in this exceptional 4-bedroom, 3.5-bath home set on a peaceful 3.32-acre wooded lot. Surrounded by nature, this well built home blends timeless charm with modern convenience. Step inside to find a bright and inviting foyer, beautiful hardwood floors throughout, and a layout made for everyday living. The

    William Glanville Glanville Real Estate

    133 Hoop Pole Hill Rd, Woodbury, CT 06798
  • 50 Elephant Rock Rd, Woodbury, CT 06798

    $670,000 Sold Aug 13, 2025

    • 1,248 Sq Ft
    • $537/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    50 Elephant Rock Rd, Woodbury, CT 06798

    Please submit all highest and best offers by 3:30pm today 6/28. Welcome to 50 Elephant Rock Road - a hidden, otherworldly retreat tucked away in one of Litchfield County's most desirable historic towns. Towering rock formations, the setting's namesake, and lush park-like gardens provide an idyllic, "nestled in" feeling of serenity and seclusion the moment you arrive. Stone walls and brick

    WENDY WESTCOTT William Raveis Real Estate

    50 Elephant Rock Rd, Woodbury, CT 06798
  • 67 Flanders Rd, Woodbury, CT 06798

    $449,900 Sold Aug 08, 2025

    • 2,764 Sq Ft
    • $163/SF
    • 25 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1972

    67 Flanders Rd, Woodbury, CT 06798

    Recently updated Colonial offering 7 rooms, 4 bedrooms, 2 full bathrooms, and 2 half bathrooms with pond views and frontage. The living room includes a fireplace, and the finished walk-out lower level provides added living space with new luxury vinyl plank flooring. Updates include a repointed chimney, refinished hardwood floors, new roof, two new lower-level patio doors, and two new overhead

    Michael Calabro Coldwell Banker Calabro

    67 Flanders Rd, Woodbury, CT 06798
  • 306 Upper Grassy Hill Rd, Woodbury, CT 06798

    $350,000 Sold Aug 08, 2025

    • 1,936 Sq Ft
    • $181/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    306 Upper Grassy Hill Rd, Woodbury, CT 06798

    Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3-bedroom, 2 full bath home packed with potential and ready for its next chapter. Situated on a generous 1.5-acre lot, this property offers plenty of space, privacy, and the chance to build some serious sweat equity. Inside, you'll find hardwood floors, a spacious sunroom

    Shawna Mucherino Coldwell Banker Realty

    306 Upper Grassy Hill Rd, Woodbury, CT 06798
  • 59 Davids Hill Rd, Woodbury, CT 06798

    $805,000 Sold Aug 07, 2025

    • 2,475 Sq Ft
    • $325/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1979

    59 Davids Hill Rd, Woodbury, CT 06798

    This pristine and much-loved shingle-style residence is located at the end of a quiet cul-de-sac in the charming town of Woodbury, known as the "Antiques Capital of CT." With four bedrooms and two and a half baths, the home is nicely sized and has room for expansion. Current owners have invested over 100k in upgrades and remodeling giving it the feel of a new build. Charming details throughout

    Maria Taylor Klemm Real Estate Inc

    59 Davids Hill Rd, Woodbury, CT 06798
  • 3 Lynns Corner Rd, Woodbury, CT 06798

    $483,000 Sold Aug 06, 2025

    • 2,400 Sq Ft
    • $201/SF
    • 67 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    3 Lynns Corner Rd, Woodbury, CT 06798

    Welcome to this beautifully remodeled colonial, nestled in the charming town of Woodbury, CT! Offering 2,400 square feet of thoughtfully updated living space, this home features large front-facing picture windows that flood the interior with natural light. Sleek vinyl flooring runs throughout, providing a durable, low-maintenance finish that complements the home's modern appeal. Step into the

    Rhya Szymansky Drakeley Real Estate, Inc.

    3 Lynns Corner Rd, Woodbury, CT 06798
  • 101 Railtree Hill Rd, Woodbury, CT 06798

    $740,000 Sold Aug 01, 2025

    • 3,341 Sq Ft
    • $221/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    101 Railtree Hill Rd, Woodbury, CT 06798

    This beautiful, well maintained, light and bright Colonial sits on a lot of just over 2 acres, complete with perennial gardens, stone walls stairs and pathways and bucolic views. Freshly painted inside and out, this home features a stunningly updated kitchen with walk in pantry and stainless steel appliances. The family room boasts vaulted ceilings, lots of space and a fireplace. The Primary

    Ellen Vincent William Raveis Real Estate

    101 Railtree Hill Rd, Woodbury, CT 06798
  • 3 Inwood Ln, Woodbury, CT 06798

    $765,000 Sold Jul 29, 2025

    • 3,330 Sq Ft
    • $230/SF
    • 58 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1986

    3 Inwood Ln, Woodbury, CT 06798

    Set on a quiet cul-de-sac and bordering open space, this beautifully maintained 4BR, 4BTH colonial blends charm w/modern comfort & functionality. Step into the grand foyer flanked by a sunken living room with fireplace and private home office. At the heart of the home is the updated eat-in kitchen, featuring abundant white cabinetry, marble countertops, a butcher block center island, and

    Elizabeth Newnham William Pitt Sotheby's Int'l

    3 Inwood Ln, Woodbury, CT 06798
  • 16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    $128,500 Sold Jul 23, 2025

    • 546 Sq Ft
    • $235/SF
    • 19 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    Litchfield County Condo - 1st floor unit, set in park like setting. Enjoy all Woodbury has to offer - outstanding restaurants, antiquing, hiking trails, garden shops and more. Close to several nationally recognized private schools. Easy access to highways for commuters. If complex loses power, there is a propane generator to run water systems to units. Highest & Best by Sunday, 5/18/25, 3 pm

    Karen Rigopulos BHGRE Gaetano Marra Homes

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798
  • 258 Good Hill Rd, Woodbury, CT 06798

    $521,000 Sold Jul 23, 2025

    • 2,715 Sq Ft
    • $192/SF
    • 59 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    258 Good Hill Rd, Woodbury, CT 06798

    Nestled on over four private acres just minutes from downtown Woodbury, this expansive Cape Cod-style home offers a blend of classic charm and exceptional amenities. This four-bedroom residence features a first-floor primary suite, striking beamed ceilings, and three fireplaces, creating an inviting and warm atmosphere. The thoughtfully designed eat-in kitchen opens to an enclosed porch,

    Chip Parrish Keller Williams Realty

    258 Good Hill Rd, Woodbury, CT 06798
  • 2 Edgehill Ct, Woodbury, CT 06798

    $290,000 Sold Jul 22, 2025

    • 1,532 Sq Ft
    • $189/SF
    • 47 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2 Edgehill Ct, Woodbury, CT 06798

    Recently Remodeled Move-in Ready in this quiet Woodlake community. 2 Bedroom, 2 Bathroom Condo w/ beautiful landscaped grounds in front yard, New luxury vinyl plank flooring on first floor, new interior paint throughout, updated appliances including WiFi equipped Range, new cabinetry hardware and countertops in Kitchen w/ smart led under cabinet lighting , new light fixtures, both bathrooms

    Christina Moulthrop Showcase Realty, Inc.

    2 Edgehill Ct, Woodbury, CT 06798
  • 6 Deer Hill Ct, Woodbury, CT 06798

    $214,000 Sold Jul 18, 2025

    • 1,182 Sq Ft
    • $181/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    6 Deer Hill Ct, Woodbury, CT 06798

    Nestled in with only woods in your back yard and hidden on the back side of a bank of garages, this end unit offers privacy you don't find in many condos. Short walk from garage by a pretty perennial garden. This is the least expensive two-bedroom unit in Woodlake at the moment. Country house style with the exposed natural beams and columns, nook off kitchen (many have closed in for a half bath

    Mary Ann Bennett Drakeley Real Estate, Inc.

    6 Deer Hill Ct, Woodbury, CT 06798
  • 54 Barnhill Rd, Woodbury, CT 06798

    $539,000 Sold Jul 18, 2025

    • 1,675 Sq Ft
    • $322/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    54 Barnhill Rd, Woodbury, CT 06798

    This Extraordinary Custom Design and Engineered One - Level Modern/ Contemporary 3 Bedroom, 2.5 Bath is a Masterpiece of Tranquility. A Prominent Design Feature is the Vaulted Ceilings exposing the Natural Wood Beams and Steel with 9 Skylights Illuminating Bright Natural Light in every room. The Beautiful Open Floor allows for a Stunning Great Room encompassing a new Kitchen with Quartz

    Joseph Racanelli William Raveis Real Estate

    54 Barnhill Rd, Woodbury, CT 06798
  • 39 Painter Hill Rd, Woodbury, CT 06798

    $1,400,000 Sold Jul 17, 2025

    • 2,418 Sq Ft
    • $579/SF
    • 62 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1810

    39 Painter Hill Rd, Woodbury, CT 06798

    Stunning Renovated Antique Home w/ Scenic Views & Luxurious Amenities. 4 beds, 3 full baths w/ exquisite craftsmanship throughout. As you enter the WOW factor takes hold as you look through floor to ceiling windows over a spectacular rushing brook. Inside, find wide plank floors, recessed lighting, skylights, & a wood-burning fireplace which create a warm and inviting ambiance. The high-end

    Stacey Matthews W. Raveis Lifestyles Realty

    39 Painter Hill Rd, Woodbury, CT 06798
  • 14 Arrowhead Way Unit 1, Woodbury, CT 06798

    $130,000 Sold Jul 16, 2025

    • 546 Sq Ft
    • $238/SF
    • 43 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    14 Arrowhead Way Unit 1, Woodbury, CT 06798

    Excellent location in Quassuk Heights. This 1st floor, light and bright end unit is one of only 4 in the entire complex with direct interior access to the Laundry facility. A well maintained unit that is move in ready. Updates to kitchen and bath with stall shower. Close proximity to parking and mail. Updated A/C. Walk to town for shopping, restaurants and parks. Don't miss out on this great

    Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 1, Woodbury, CT 06798
  • 8 Highpoint Ct, Woodbury, CT 06798

    $302,500 Sold Jul 09, 2025

    • 1,456 Sq Ft
    • $208/SF
    • 33 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    8 Highpoint Ct, Woodbury, CT 06798

    This extensively renovated (2022) Cornerhouse model condominium offers immediate occupancy and a desirable private setting with a level approach. The updated open-concept floor plan features a redesigned kitchen that seamlessly integrates with the family room, providing an ideal layout for both daily living and entertaining. The kitchen is appointed with quartz countertops, stainless steel

    Tom Greto William Raveis Real Estate

    8 Highpoint Ct, Woodbury, CT 06798
  • 259 Old Town Farm Rd, Woodbury, CT 06798

    $545,000 Sold Jul 07, 2025

    • 3,149 Sq Ft
    • $173/SF
    • 30 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1977

    259 Old Town Farm Rd, Woodbury, CT 06798

    Enjoy small town living in Woodbury, CT! Come home to this 3 Bedroom, 3 Bath Cape which features an open floor plan with Hardwood Floors throughout (less Kitchen). This well maintained home offers: a spacious Living Room with hardwood floors & ceiling fan, a fully applianced (Sub-Zero, Miele) granite Kitchen with "Bird Watching" Bay Window, built-ins and slider to the back Deck, a Dining Room

    Ron Nettleton William Raveis Real Estate

    259 Old Town Farm Rd, Woodbury, CT 06798
  • 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 Gaetano Marra Homes

    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

Showing Results 1 - 40, Page 1 of 4

Connecticut Litchfield County 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 $588,296.
What is the average time to sell a house in Woodbury, CT?
The houses for sale in Woodbury, CT spend an average of 74 days on the market.
What is the number of active homes for sale in Woodbury, CT?
There are 30 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 74 days on the market compared to the national average of 52 days. The median sale price for homes in Woodbury, CT over the last 12 months is $443,750, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$443,750
Median Single Family Sale Price
$647,450
Median Townhouse Sale Price
$375,000
Median 2 Bedroom Sale Price
$190,000
Median 1 Bedroom Sale Price
$112,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
30
Last 12 months Home Sales
144
Months of Supply
2.50
Median List Price
$494,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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