Woodbury, CT Homes

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  $289,900

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  9 Upper Commons Unit 9, Woodbury, CT 06798

  Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private

  Athan Zeno William Raveis Real Estate

  9 Upper Commons Unit 9, Woodbury, CT 06798
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  $110,000 Sold Nov 19, 2025

  0 Main St N Unit 24072843, Woodbury, CT 06798

  • Land
  • 2.1 Acres
  • $52,381 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 231 Days On Market

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  0 Main St N Unit 24072843, Woodbury, CT 06798
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  Est $675,889 Not Listed For Sale

  97 Hard Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 2 Baths
  • 3,022 Sq Ft
  • Built 1981

  97 Hard Hill Rd, Woodbury, CT 06798

  Last Sold Summary

  • 7% Above List Price
  • $209/SF
  • 91 Days On Market

  Last Sold Price $632,500

  Last Listing Agent Erik Sousa William Raveis Real Estate
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  $315,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  24 Fox Run, Woodbury, CT 06798

  The works been done, now come and enjoy this recently renovated Country House model! Wood floors on the main level, Updated kitchen, Fireplace is decorative only. Spacious bedrooms, two full baths, deck and garage. For those who qualify there is an assumable 2.99% financing available. WOW Opportunity Knocks.

  Sindy Butkus Klemm Real Estate Inc

  24 Fox Run, Woodbury, CT 06798
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  $568,000 Sold Sep 08, 2025

  81 Park Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 94 Days On Market

  Current Estimated Value $562,147

  Last Listing Agent Matt Rose Keller Williams Realty

  81 Park Rd, Woodbury, CT 06798
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  Est $436,541 Not Listed For Sale

  40 Pilgrim Trail, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • Built 1966

  40 Pilgrim Trail, Woodbury, CT 06798

  Last Sold Summary

  • 11% Above List Price
  • $155/SF
  • 85 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Patricia Forbes Berkshire Hathaway Home Services
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  $340,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  13 Lower Commons Unit 13, Woodbury, CT 06798

  Higher standards? Meet 13 Lower Commons. This spacious, move-in-ready 3-bedroom end unit in Woodlake requires nothing but you! Entering into the foyer, you're greeted by gleaming hardwood floors flowing through most of the main level. A large living room is centered by a fireplace and flanked by a versatile space, perfect for a home office setup. Sliders lead out to a patio overlooking a serene

  Chelsea Curran Real Broker CT, LLC

  13 Lower Commons Unit 13, Woodbury, CT 06798
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  $302,500 Sold Jul 09, 2025

  8 Highpoint Ct, Woodbury, CT 06798

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

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 33 Days On Market

  Current Estimated Value $308,695

  Last Listing Agent Tom Greto William Raveis Real Estate

  8 Highpoint Ct, Woodbury, CT 06798
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  Est $370,084 Not Listed For Sale

  274 Minortown Rd, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 914 Sq Ft
  • Built 1989

  274 Minortown Rd, Woodbury, CT 06798

  Last Sold Summary

  • 12% Above List Price
  • $361/SF
  • 0 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Amy Mosley Elevated Life Realty LLC
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  $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
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  $190,000 Sold Mar 28, 2025

  126 Sherman Hill Rd Unit A6, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $165/SF
  • 58 Days On Market

  Last Listing Agent Jane Spino Showcase Realty, Inc.

  126 Sherman Hill Rd Unit A6, Woodbury, CT 06798
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  Est $484,243 Not Listed For Sale

  99 Flanders Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 2,664 Sq Ft
  • Built 1956

  99 Flanders Rd, Woodbury, CT 06798

  Last Sold Summary

  • 47% Above List Price
  • $124/SF
  • 337 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.
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  $539,000 Sold Jul 18, 2025

  54 Barnhill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 3 Days On Market

  Current Estimated Value $565,566

  Last Listing Agent Joseph Racanelli William Raveis Real Estate

  54 Barnhill Rd, Woodbury, CT 06798
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  Est $282,551 Not Listed For Sale

  49 Clubhouse Dr, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,316 Sq Ft
  • Built 1972

  49 Clubhouse Dr, Woodbury, CT 06798

  Last Sold Summary

  • 27% Above List Price
  • $169/SF
  • 24 Days On Market

  Last Sold Price $222,000

  Last Listing Agent Terry Lee Adams Adams & Adams Real Estate
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  $600,000 Sold Nov 20, 2025

  36 Heritage Dr, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $295/SF
  • 60 Days On Market

  Current Estimated Value $604,085

  Last Listing Agent Justin Bette Century 21 Bette Real Estate

  36 Heritage Dr, Woodbury, CT 06798
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  Est $186,627 Not Listed For Sale

  229 Bacon Pond Rd Unit 241, Woodbury, CT 06798

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

  229 Bacon Pond Rd Unit 241, Woodbury, CT 06798

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 34 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Taner Genc Coldwell Banker Realty
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  $1,225,000 Sold Nov 16, 2025

  68 Whittlesey Rd, Woodbury, CT 06798

  • 4 Beds
  • 4 Baths
  • 4,682 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $262/SF
  • 44 Days On Market

  Current Estimated Value $1,218,723

  Last Listing Agent Michael Caporizzo William Pitt Sotheby's Int'l

  68 Whittlesey Rd, Woodbury, CT 06798
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  Est $703,648 Not Listed For Sale

  60 Main St S, Woodbury, CT 06798

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft
  • Built 1829

  60 Main St S, Woodbury, CT 06798

  Last Sold Summary

  • 13% Above List Price
  • $203/SF
  • 14 Days On Market

  Last Sold Price $622,500

  Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.
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  $300,000 Sold Dec 30, 2025

  9 Heather Ct Unit 9, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,723 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Above List Price
  • $174/SF
  • 33 Days On Market

  Current Estimated Value $296,467

  Last Listing Agent Ann Micacci Berkshire Hathaway NE Prop.

  9 Heather Ct Unit 9, Woodbury, CT 06798
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  Est $781,429 Not Listed For Sale

  194 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 3,182 Sq Ft
  • Built 1836

  194 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 6% Above List Price
  • $231/SF
  • 78 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Kevin Hickey William Pitt
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  $130,000 Sold Oct 01, 2025

  Lot 64 Highpoint Rd, Woodbury, CT 06798

  • Land
  • 0.81 Acre
  • $160,494 per Acre

  Last Sold Summary

  • 8% Above List Price
  • 88 Days On Market

  Last Listing Agent Justin Bette Century 21 Bette Real Estate

  Lot 64 Highpoint Rd, Woodbury, CT 06798
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  Est $846,307 Not Listed For Sale

  82 Bear Run, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 3,158 Sq Ft
  • Built 1998

  82 Bear Run, Woodbury, CT 06798

  Last Sold Summary

  • 88% Above List Price
  • $142/SF
  • 53 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.
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  $775,000 Sold Nov 13, 2025

  6 Strong Field Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $298/SF
  • 103 Days On Market

  Current Estimated Value $782,089

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

  6 Strong Field Rd, Woodbury, CT 06798
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  Est $525,351 Not Listed For Sale

  42 Cedar Grove, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft
  • Built 1953

  42 Cedar Grove, Woodbury, CT 06798

  Last Sold Summary

  • 2% Above List Price
  • $192/SF
  • 38 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Justin Bette Century 21 Bette Real Estate
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  $592,750 Sold Feb 05, 2026

  94 Old Town Farm Rd, Woodbury, CT 06798

  • 6 Beds
  • 3 Baths
  • 4,245 Sq Ft
  • Built 1900

  Last Sold Summary

  • 21% Below List Price
  • $140/SF
  • 175 Days On Market

  Current Estimated Value $656,258

  Last Listing Agent Michael Caporizzo William Pitt Sotheby's Int'l

  94 Old Town Farm Rd, Woodbury, CT 06798
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  Est $286,003 Not Listed For Sale

  19 Woodbury Place, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Built 1979

  19 Woodbury Place, Woodbury, CT 06798

  Last Sold Summary

  • 11% Above List Price
  • $253/SF
  • 49 Days On Market

  Last Sold Price $257,000

  Last Listing Agent Mary Adzima Coldwell Banker Realty
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  $765,000 Sold Sep 29, 2025

  34 Hollow Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft
  • Built 1750

  Last Sold Summary

  • 4% Below List Price
  • $457/SF
  • 103 Days On Market

  Current Estimated Value $760,219

  Last Listing Agent Lorraine Consiglio BHGRE Gaetano Marra Homes

  34 Hollow Rd, Woodbury, CT 06798
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  Est $621,091 Not Listed For Sale

  394 Washington Rd, Woodbury, CT 06798

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft
  • Built 2000

  394 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 8% Above List Price
  • $252/SF
  • 10 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Wilson Lamas Realty Group of New England, LLC
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  $370,000 Sold Nov 18, 2025

  4 Hazel Plain Rd, Woodbury, CT 06798

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Above List Price
  • $344/SF
  • 6 Days On Market

  Current Estimated Value $370,898

  Last Listing Agent Gary Smith eXp Realty

  4 Hazel Plain Rd, Woodbury, CT 06798
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  Est $471,027 Not Listed For Sale

  203 Carmel Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft
  • Built 1940

  203 Carmel Hill Rd, Woodbury, CT 06798

  Last Sold Summary

  • 8% Above List Price
  • $199/SF
  • 48 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Cezary Jusinski RE/MAX
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  $280,000 Sold May 28, 2025

  22 Woods Way Unit 22, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,482 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 69 Days On Market

  Last Listing Agent Joan Junga CB Country to Coast Realty

  22 Woods Way Unit 22, Woodbury, CT 06798
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  Est $776,602 Not Listed For Sale

  165 Grassy Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 3,478 Sq Ft
  • Built 1999

  165 Grassy Hill Rd, Woodbury, CT 06798

  Last Sold Summary

  • 17% Above List Price
  • $191/SF
  • 81 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.
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  $385,000 Sold Jul 02, 2025

  59 Arrowhead Way, Woodbury, CT 06798

  • 5 Beds
  • 2 Baths
  • 1,693 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • $227/SF
  • 26 Days On Market

  Current Estimated Value $402,206

  Last Listing Agent Shawna Mucherino Coldwell Banker Realty

  59 Arrowhead Way, Woodbury, CT 06798
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  Est $464,362 Not Listed For Sale

  24 Woodbury Hill, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,577 Sq Ft
  • Built 1985

  24 Woodbury Hill, Woodbury, CT 06798

  Last Sold Summary

  • 1% Above List Price
  • $292/SF
  • 55 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Sindy Butkus Klemm Real Estate Inc
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  $805,000 Sold Aug 07, 2025

  59 Davids Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,475 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Above List Price
  • $325/SF
  • 16 Days On Market

  Current Estimated Value $822,601

  Last Listing Agent Maria Taylor Klemm Real Estate Inc

  59 Davids Hill Rd, Woodbury, CT 06798
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  Est $299,162 Not Listed For Sale

  3 Deer Hill Ct, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,861 Sq Ft
  • Built 1979

  3 Deer Hill Ct, Woodbury, CT 06798

  Last Sold Summary

  • 17% Above List Price
  • $137/SF
  • 39 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Alexander Marti Showcase Realty, Inc.
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  $1,720,000 Sold May 21, 2025

  59 Hillside Rd, Woodbury, CT 06798

  • 6 Beds
  • 7 Baths
  • 9,296 Sq Ft
  • Built 2006

  Last Sold Summary

  • 244% Above List Price
  • $185/SF
  • 31 Days On Market

  Current Estimated Value $1,683,639

  Last Listing Agent Samantha Kelley Tranzon Auction Properties

  59 Hillside Rd, Woodbury, CT 06798
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  Est $620,727 Not Listed For Sale

  188 Scuppo Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,285 Sq Ft
  • Built 1999

  188 Scuppo Rd, Woodbury, CT 06798

  Last Sold Summary

  • 24% Above List Price
  • $219/SF
  • 98 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Valerie King Keller Williams Realty Prtnrs.
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  $629,000 Sold May 13, 2025

  514 Main St N, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 4,800 Sq Ft
  • Built 1870

  Last Sold Summary

  • 26% Below List Price
  • $131/SF
  • 166 Days On Market

  Current Estimated Value $682,542

  Last Listing Agent Pam Famiglietti William Raveis Real Estate

  514 Main St N, Woodbury, CT 06798
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  Est $216,406 Not Listed For Sale

  74 Washington Rd Unit 11, Woodbury, CT 06798

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1969

  74 Washington Rd Unit 11, Woodbury, CT 06798

  Last Sold Summary

  • 9% Above List Price
  • $207/SF
  • 56 Days On Market

  Last Sold Price $199,000

  Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

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