Woodbury, CT Homes

• 

  Est $904,248 Not Listed For Sale

  18 River View Ln, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 3,447 Sq Ft
  • Built 1995

  18 River View Ln, Woodbury, CT 06798

  Last Sold Summary

  • 22% Above List Price
  • $216/SF
  • 59 Days On Market

  Last Sold Price $743,400

  Last Listing Agent Wendy Brazauskas Coldwell Banker Realty
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  /32

  $559,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  31 McVeigh Rd, Woodbury, CT 06798

  Welcome home to 31 McVeigh Rd! Privately set on 1.70 acres in the Quassapaug neighborhood, this home blends comfort, efficiency, and convenience. The living room offers a wood-burning fireplace, while a 2019 high-efficiency wood stove in the family room adds warmth and helps lower heating costs. The main level features connected yet distinct spaces-living room, family room, dining area, and a

  Jennifer Bundock Coldwell Banker Realty

  31 McVeigh Rd, Woodbury, CT 06798
• 

  $220,000 Sold Nov 03, 2025

  229 Bacon Pond Rd Unit 332, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft
  • Built 1971

  Last Sold Summary

  • 16% Above List Price
  • $241/SF
  • 33 Days On Market

  Current Estimated Value $213,241

  Last Listing Agent Donna Doyle Keller Williams Realty

  229 Bacon Pond Rd Unit 332, Woodbury, CT 06798
• 

  Est $944,767 Not Listed For Sale

  41 Curtiss Meadows, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 3,468 Sq Ft
  • Built 2007

  41 Curtiss Meadows, Woodbury, CT 06798

  Last Sold Summary

  • 3% Above List Price
  • $264/SF
  • 38 Days On Market

  Last Sold Price $916,000

  Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.
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  /40

  $377,750

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

  2 South Meadows Unit 2, Woodbury, CT 06798

  Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. 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

  Terry Lee Adams Adams & Adams Real Estate

  2 South Meadows Unit 2, Woodbury, CT 06798
• 

  $290,000 Sold Aug 29, 2025

  9 Lower Commons Unit 9, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Below List Price
  • $199/SF
  • 98 Days On Market

  Last Listing Agent Michelle Lorenzetti Premier Re Group LLC

  9 Lower Commons Unit 9, Woodbury, CT 06798
• 

  Est $1,083,612 Not Listed For Sale

  105 Old Grassy Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 5 Baths
  • 6,978 Sq Ft
  • Built 1999

  105 Old Grassy Hill Rd, Woodbury, CT 06798

  Last Sold Summary

  • 27% Above List Price
  • $123/SF
  • 142 Days On Market

  Last Sold Price $855,900

  Last Listing Agent Brian Hunter Hunter Realty Group
• 

  

  /7

  $305,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,760 Sq Ft

  2 Linden Rd, Woodbury, CT 06798

  Calling all investors. This duplex, located on a spacious corner lot in a desirable Woodbury, offers a compelling opportunity for those looking to renovate and add value. One unit features two bedrooms and the other three bedrooms, with each unit offering its own living room, dining room, and kitchen. Both units also include in-unit laundry located in a bonus room, as well as walk-up attic access

  Danielle Rownin Keller Williams Realty

  2 Linden Rd, Woodbury, CT 06798
• 

  $290,000 Sold Jul 22, 2025

  2 Edgehill Ct, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $189/SF
  • 47 Days On Market

  Current Estimated Value $291,963

  Last Listing Agent Christina Moulthrop Showcase Realty, Inc.

  2 Edgehill Ct, Woodbury, CT 06798
• 

  Est $192,329 Not Listed For Sale

  229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft
  • Built 1971

  229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 66 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Barbara Podlisny William Raveis Real Estate
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  /38

  $259,900

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

  1 Upper Commons Unit 1, Woodbury, CT 06798

  Welcome to 1 Upper Commons, Woodbury - a beautifully sized 2-bedroom, 2-bath townhome offering approximately 1,182 square feet of comfortable, low-maintenance living in one of Litchfield County's charming communities. An elegant townhome offering comfort, flexibility, and exceptional value in a sought-after, beautiful community, with a woodsy, welcoming country setting and Pond access for this

  Odaine Jones GLR ESTATES LLC

  1 Upper Commons Unit 1, Woodbury, CT 06798
• 

  $540,000 Sold Jan 08, 2026

  18 Woodbury Hill, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,796 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $301/SF
  • 70 Days On Market

  Current Estimated Value $496,560

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  18 Woodbury Hill, Woodbury, CT 06798
• 

  Est $785,197 Not Listed For Sale

  434 Quassapaug Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 3,334 Sq Ft
  • Built 2006

  434 Quassapaug Rd, Woodbury, CT 06798

  Last Sold Summary

  • 15% Above List Price
  • $204/SF
  • 118 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes
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  /13

  $675,000 Under Contract

  • Land
  • 23 Acres
  • $29,348 per Acre

  0 Cowles Rd, Woodbury, CT 06798

  Presenting a rare opportunity to acquire a 23-acre parcel that has been held within a family for generations. This expansive property, fronting on a tranquil county road, offers a serene and private setting for your future endeavors. The property is a picturesque combination of woodlands, offering an idyllic setting for those seeking privacy and connection to nature. With approximately 800 feet

  John Sniffen William Pitt Sotheby's Int'l

  0 Cowles Rd, Woodbury, CT 06798
• 

  $545,000 Sold Jul 07, 2025

  259 Old Town Farm Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 3,149 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Below List Price
  • $173/SF
  • 30 Days On Market

  Current Estimated Value $565,905

  Last Listing Agent Ron Nettleton William Raveis Real Estate

  259 Old Town Farm Rd, Woodbury, CT 06798
• 

  Est $196,993 Not Listed For Sale

  229 Bacon Pond Rd Unit 342, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft
  • Built 1971

  229 Bacon Pond Rd Unit 342, Woodbury, CT 06798

  Last Sold Summary

  • 4% Above List Price
  • $208/SF
  • 16 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Lemon DeLucia Coldwell Banker Realty
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  /40

  $375,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,695 Sq Ft

  90 Rowley Rd, Woodbury, CT 06798

  Set on a scenic lot in Woodbury, this property offers a rare combination of space, versatility, and untapped potential. The main single-family home includes a legal in-law apartment in the walk-out basement. On the grounds you'll find two additional outbuildings - a two-story studio and a workshop. While the home has seen important updates over the years - including new furnace parts, a basement

  Mikaila Riedel eXp Realty

  90 Rowley Rd, Woodbury, CT 06798
• 

  $196,000 Sold Sep 05, 2025

  126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $170/SF
  • 32 Days On Market

  Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

  126 Sherman Hill Rd Unit C7, Woodbury, CT 06798
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  Est $586,297 Not Listed For Sale

  8 MacKay Farm Rd, Woodbury, CT 06798

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 1976

  8 MacKay Farm Rd, Woodbury, CT 06798

  Last Sold Summary

  • 17% Above List Price
  • $240/SF
  • 2 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.
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  /27

  $260,000 Under Contract

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

  5 Upper Commons, Woodbury, CT 06798

  Welcome to 5 Upper Commons, a well-maintained 2-bedroom farmhouse-style townhouse set in a quiet, wooded community with walking trails. This home offers three finished levels and a comfortable, functional layout. The main level features an open living and dining area and a practical kitchen with good cabinet space. Central air provides year-round comfort. Upstairs, both bedrooms include walk-in

  Rafael Monegro Coldwell Banker Realty

  5 Upper Commons, Woodbury, CT 06798
• 

  $366,500 Sold Dec 19, 2025

  10 Lake Rd, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Above List Price
  • $244/SF
  • 46 Days On Market

  Current Estimated Value $366,333

  Last Listing Agent Holly Mullins Coldwell Banker Realty

  10 Lake Rd, Woodbury, CT 06798
• 

  Est $597,303 Not Listed For Sale

  233 Old Sherman Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,946 Sq Ft
  • Built 1930

  233 Old Sherman Hill Rd, Woodbury, CT 06798

  Last Sold Summary

  • $308/SF
  • 39 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Maria Taylor Klemm Real Estate Inc
• 

  

  /19

  $449,000

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  360 Old Sherman Hill Rd, Woodbury, CT 06798

  Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the

  Levi Judqin Brass Moon Realty

  360 Old Sherman Hill Rd, Woodbury, CT 06798
• 

  $500,000 Sold Mar 09, 2026

  9 Hill View Ln, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 3,362 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $149/SF
  • 75 Days On Market

  Current Estimated Value $535,223

  Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  9 Hill View Ln, Woodbury, CT 06798
• 

  Est $847,711 Not Listed For Sale

  92 Tuttle Rd, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 4,104 Sq Ft
  • Built 2005

  92 Tuttle Rd, Woodbury, CT 06798

  Last Sold Summary

  • 12% Above List Price
  • $184/SF
  • 85 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Dennis Oliveira JDS Realty Group Inc.
• 

  

  /40

  $499,000 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 1.5 Baths
  • 2,102 Sq Ft

  14 Meadow Crest Dr, Woodbury, CT 06798

  Opportunity knocks! Your chance to reside in an exclusive cul-de-sac area of north Woodbury! Homes on this street rarely come on the market. Situated on almost 4.5 acres and within a short drive of Woodbury and Watertown centers, including prestigious, private Taft School, this three bedroom, 1.5 bath colonial awaits its new owners! Exterior features include a chicken coop, above ground pool,

  Katherine Parlato Drakeley Real Estate, Inc.

  14 Meadow Crest Dr, Woodbury, CT 06798
• 

  $400,000 Sold Jan 12, 2026

  70 Mountain Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1961

  Last Sold Summary

  • 9% Below List Price
  • $179/SF
  • 57 Days On Market

  Current Estimated Value $407,474

  Last Listing Agent Donna J. Matula William Raveis Real Estate

  70 Mountain Rd, Woodbury, CT 06798
• 

  Est $921,797 Not Listed For Sale

  40 Stonefield Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 3,179 Sq Ft
  • Built 2006

  40 Stonefield Rd, Woodbury, CT 06798

  Last Sold Summary

  • 2% Above List Price
  • $283/SF
  • 51 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.
• 

  

  /9

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,089 Sq Ft

  54 Mountain Rd, Woodbury, CT 06798

  Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A

  Genesis Hernandez BHGRE Shore & Country

  54 Mountain Rd, Woodbury, CT 06798
• 

  $260,000 Sold Apr 01, 2025

  31 Woods Way Unit 31, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $164/SF
  • 213 Days On Market

  Last Listing Agent Eli Carneiro William Raveis Real Estate

  31 Woods Way Unit 31, Woodbury, CT 06798
• 

  Est $341,011 Not Listed For Sale

  11 Boxwood Ct, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft
  • Built 1974

  11 Boxwood Ct, Woodbury, CT 06798

  Last Sold Summary

  • 17% Above List Price
  • $122/SF
  • 14 Days On Market

  Last Sold Price $291,000

  Last Listing Agent Camron Cottam RE/MAX
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  /20

  $245,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,983 Sq Ft

  14 Tamarack Ln, Woodbury, CT 06798

  Opportunity awaits in this end unit tucked away in the Woodlake Complex. While in need of some work & new paint colors, there are some nice improvements already in place such as newer windows, wood & tile flooring, & kitchen cabinets. This unit has both a deck & patio overlooking the treed rear yard. Both are accessible from rear sliders. The lower level is finished & has a half bath within the

  Gina Jacobs Gina Jacobs Real Estate

  14 Tamarack Ln, Woodbury, CT 06798
• 

  $640,000 Sold Nov 20, 2025

  32 Plumb Brook Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,252 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $284/SF
  • 54 Days On Market

  Current Estimated Value $648,492

  Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.

  32 Plumb Brook Rd, Woodbury, CT 06798
• 

  Est $1,123,322 Not Listed For Sale

  45 Old Meadow Rd, Woodbury, CT 06798

  • 5 Beds
  • 4.5 Baths
  • 5,352 Sq Ft
  • Built 2006

  45 Old Meadow Rd, Woodbury, CT 06798

  Last Sold Summary

  • 23% Above List Price
  • $170/SF
  • 114 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Michael Caporizzo William Pitt
• 

  

  /23

  $490,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  74 Woodbury Hill, Woodbury, CT 06798

  Beautiful Woodbury Hill condo located in a desirable, small, and quiet complex offering a rural setting with convenient access to town. Ideally positioned within the community, the unit is an easy walk to the tennis/pickleball courts and saltwater pool. The home features 2 bedrooms and 2.5 baths, an updated kitchen, dining room, living room, powder room, loft and finished lower level. The removal

  Claudine McHugh Klemm Real Estate Inc

  74 Woodbury Hill, Woodbury, CT 06798
• 

  $35,000 Sold Nov 20, 2025

  0 Main St N Unit 24119173, Woodbury, CT 06798

  • Land
  • 3.6 Acres
  • $9,722 per Acre

  Last Sold Summary

  • 46% Below List Price
  • 57 Days On Market

  Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

  0 Main St N Unit 24119173, Woodbury, CT 06798
• 

  Est $962,043 Not Listed For Sale

  20 Birchwood Ln, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 3,693 Sq Ft
  • Built 2004

  20 Birchwood Ln, Woodbury, CT 06798

  Last Sold Summary

  • 13% Above List Price
  • $230/SF
  • 168 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Tim Mohl HomeSmart Homes and Estates
• 

  

  /17

  $160,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 312, Woodbury, CT 06798

  Waiting for your personal touch! This Town In Country lower level unit features a Living Room/Dining Room combo with Fireplace and slider leading to your own private Patio, Fully applianced Kitchen, 2 spacious Bedrooms, and Full Bath. Unit freshly painted with new carpet. Convenient to complex's in-ground pool and laundry. Minutes to Woodbury's town center with its shopping, top restaurants, &

  Ron Nettleton William Raveis Real Estate

  229 Bacon Pond Rd Unit 312, Woodbury, CT 06798
• 

  $700,000 Sold Jul 02, 2025

  16 Fairgrounds Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $268/SF
  • 47 Days On Market

  Current Estimated Value $731,286

  Last Listing Agent Taylor O'Keefe Drakeley Real Estate, Inc.

  16 Fairgrounds Rd, Woodbury, CT 06798
• 

  Est $399,103 Not Listed For Sale

  354 Quassapaug Rd, Woodbury, CT 06798

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1966

  354 Quassapaug Rd, Woodbury, CT 06798

  Last Sold Summary

  • 6% Above List Price
  • $258/SF
  • 53 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Lisa Pompeo William Pitt

Showing Results 81 - 120, Page 3 of 18