Woodbury, CT Homes

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  /40

  $799,000

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

  92 Minortown Rd, Woodbury, CT 06798

  Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

  Heather Crabtree RE/MAX RISE

  92 Minortown Rd, Woodbury, CT 06798
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  $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

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

  32 Plumb Brook Rd, Woodbury, CT 06798
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  Est $467,059 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,028 Sq Ft

  18 Lake Rd, Woodbury, CT 06798

  18 Lake Rd, Woodbury, CT 06798
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  /40

  $1,790,000

  • 6 Beds
  • 8 Baths
  • 6,357 Sq Ft

  509 Main St N, Woodbury, CT 06798

  Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6,300+ square feet of refined living space that seamlessly blends country sophistication modern luxuries. Crafted w/warmth & character throughout, the home boasts wide board hardwood floors, coffered ceilings, French doors, exposed beams, & built-ins. With 13 thoughtfully designed rooms, the home features 6

  April Furey Keller Williams Realty Prtnrs.

  509 Main St N, Woodbury, CT 06798
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  $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
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  Est $493,595 Not Listed For Sale

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

  38 Woodbury Hill, Woodbury, CT 06798

  38 Woodbury Hill, Woodbury, CT 06798
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  $599,000

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft

  105 Minortown Rd, Woodbury, CT 06798

  NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the

  Sindy Butkus Klemm Real Estate Inc

  105 Minortown Rd, Woodbury, CT 06798
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  $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 $707,389

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

  16 Fairgrounds Rd, Woodbury, CT 06798
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  Est $728,747 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,922 Sq Ft

  167 Hazel Plain Rd, Woodbury, CT 06798

  167 Hazel Plain Rd, Woodbury, CT 06798
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  /38

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  10 Hazel Plain Rd, Woodbury, CT 06798

  Welcome to Sweet River Cottage, a charming riverside retreat offering the perfect blend of comfort, character, and natural beauty. This inviting 2-3 bedroom, 2 full bath home sits just steps from the water's edge, providing peaceful views and the soothing sound of the river year-round. Inside, you'll find a warm and welcoming eat-in kitchen, ideal for casual meals or gathering with friends. Enjoy

  Wendy Brazauskas Coldwell Banker Realty

  10 Hazel Plain Rd, Woodbury, CT 06798
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  $282,000 Sold Mar 20, 2025

  1 Racoon Ridge Rd, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 58 Days On Market

  Current Estimated Value $283,423

  Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  1 Racoon Ridge Rd, Woodbury, CT 06798
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  Est $415,628 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  61 Sherman Heights Rd, Woodbury, CT 06798

  61 Sherman Heights Rd, Woodbury, CT 06798
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  /19

  $499,000

  • 3 Beds
  • 2 Baths
  • 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
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  $585,000 Sold Aug 27, 2025

  18 Grey Fox Trail, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,873 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $312/SF
  • 49 Days On Market

  Current Estimated Value $599,139

  Last Listing Agent Joseph Lorino Klemm Real Estate Inc

  18 Grey Fox Trail, Woodbury, CT 06798
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  Est $1,767,814 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 8,000 Sq Ft

  49 Owl Ridge Rd, Woodbury, CT 06798

  49 Owl Ridge Rd, Woodbury, CT 06798
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  $185,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 454, Woodbury, CT 06798

  Rarely Available Upper-Level End Unit in Woodbury! Lovingly maintained by the same owner for many years, this bright and inviting 2-bedroom condo offers a desirable upper-level, end-unit location. Vaulted ceilings, laminate flooring throughout, and a striking floor-to-ceiling fireplace create a warm, open feel. Natural light floods the space through oversized windows and a large sliding glass

  Taylor O'Keefe Drakeley Real Estate, Inc.

  229 Bacon Pond Rd Unit 454, Woodbury, CT 06798
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  $575,000 Sold Mar 07, 2025

  614 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft
  • Built 1914

  Last Sold Summary

  • 8% Below List Price
  • $264/SF
  • 301 Days On Market

  Current Estimated Value $591,604

  Last Listing Agent Beverly Mosch William Pitt Sotheby's Int'l

  614 Washington Rd, Woodbury, CT 06798
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  /25

  Est $240,544 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  74 Washington Rd Unit 16, Woodbury, CT 06798

  74 Washington Rd Unit 16, Woodbury, CT 06798
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  $500,000 Sold Feb 26, 2025

  58 Railtree Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1949

  Last Sold Summary

  • 5% Below List Price
  • $263/SF
  • 82 Days On Market

  Current Estimated Value $550,534

  Last Listing Agent William Piccirillo BHGRE Gaetano Marra Homes

  58 Railtree Hill Rd, Woodbury, CT 06798
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  Est $191,523 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 254, Woodbury, CT 06798

  229 Bacon Pond Rd Unit 254, Woodbury, CT 06798
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  $250,000 Sold Aug 29, 2025

  97 Westwood Rd, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1850

  Last Sold Summary

  • 11% Below List Price
  • $198/SF
  • 13 Days On Market

  Current Estimated Value $259,938

  Last Listing Agent Amy Vayan BHGRE Gaetano Marra Homes

  97 Westwood Rd, Woodbury, CT 06798
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  203 Sprain Brook Rd, Woodbury, CT 06798

  203 Sprain Brook Rd, Woodbury, CT 06798
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  $905,000 Sold Mar 28, 2025

  17 Birchwood Ln, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 3,283 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Below List Price
  • $276/SF
  • 80 Days On Market

  Current Estimated Value $934,825

  Last Listing Agent Christian Jensen William Pitt Sotheby's Int'l

  17 Birchwood Ln, Woodbury, CT 06798
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  Est $718,186 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  17 Hillview Ln, Woodbury, CT 06798

  17 Hillview Ln, Woodbury, CT 06798
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  $195,000 Sold Jan 15, 2025

  229 Bacon Pond Rd Unit 412, Woodbury, CT 06798

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

  Last Sold Summary

  • $214/SF
  • 66 Days On Market

  Current Estimated Value $189,752

  Last Listing Agent Barbara Podlisny William Raveis Real Estate

  229 Bacon Pond Rd Unit 412, Woodbury, CT 06798
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  Est $492,544 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  24 Joshua Hill Rd, Woodbury, CT 06798

  24 Joshua Hill Rd, Woodbury, CT 06798
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  $125,000 Sold Oct 16, 2025

  0 Carmel Hill Rd, Woodbury, CT 06798

  • Land
  • 7.8 Acres
  • $16,026 per Acre

  Last Sold Summary

  • 34% Below List Price
  • 7 Days On Market

  Last Listing Agent Linda Mayfield RE/MAX RISE

  0 Carmel Hill Rd, Woodbury, CT 06798
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  Est $1,346,954 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,956 Sq Ft

  45 Birchwood Ln, Woodbury, CT 06798

  45 Birchwood Ln, Woodbury, CT 06798
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  $179,000 Sold Feb 28, 2025

  229 Bacon Pond Rd Unit 142, Woodbury, CT 06798

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

  Last Sold Summary

  • $196/SF
  • 60 Days On Market

  Current Estimated Value $174,923

  Last Listing Agent Anthony Rivera Pro Property Management, LLC

  229 Bacon Pond Rd Unit 142, Woodbury, CT 06798
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  Est $192,043 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 443, Woodbury, CT 06798

  229 Bacon Pond Rd Unit 443, Woodbury, CT 06798
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  $300,000 Sold Sep 11, 2025

  1 Alder Ct Unit 1, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft
  • Built 1974

  Last Sold Summary

  • $220/SF
  • 54 Days On Market

  Current Estimated Value $299,485

  Last Listing Agent Camilo Ramirez Higgins Group Real Estate

  1 Alder Ct Unit 1, Woodbury, CT 06798
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  Est $659,720 Not Listed For Sale

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

  97 Hard Hill Rd, Woodbury, CT 06798

  97 Hard Hill Rd, Woodbury, CT 06798
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  $1,050,000 Sold Jun 06, 2025

  17 Transylvania Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 3,928 Sq Ft
  • Built 2008

  Last Sold Summary

  • $267/SF
  • 34 Days On Market

  Current Estimated Value $1,067,245

  Last Listing Agent Michael Hvizdo Coldwell Banker Realty

  17 Transylvania Rd, Woodbury, CT 06798
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  Est $366,205 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 914 Sq Ft

  274 Minortown Rd, Woodbury, CT 06798

  274 Minortown Rd, Woodbury, CT 06798
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  $490,000 Sold Nov 20, 2025

  15 Lynns Corner Rd, Woodbury, CT 06798

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft
  • Built 1948

  Last Sold Summary

  • $221/SF
  • 27 Days On Market

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

  15 Lynns Corner Rd, Woodbury, CT 06798
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  Est $455,910 Not Listed For Sale

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

  99 Flanders Rd, Woodbury, CT 06798

  99 Flanders Rd, Woodbury, CT 06798
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  $415,000 Sold Jun 04, 2025

  23 Woodbury Hill, Woodbury, CT 06798

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

  Last Sold Summary

  • 8% Below List Price
  • $231/SF
  • 55 Days On Market

  Current Estimated Value $422,855

  Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  23 Woodbury Hill, Woodbury, CT 06798
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  Est $285,250 Not Listed For Sale

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

  49 Clubhouse Dr, Woodbury, CT 06798

  49 Clubhouse Dr, Woodbury, CT 06798
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  $970,000 Sold Dec 09, 2025

  25 Curtiss Meadows, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 3,113 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $312/SF
  • 132 Days On Market

  Last Listing Agent Ralph Harvey ListWithFreedom.com

  25 Curtiss Meadows, Woodbury, CT 06798
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  Est $735,926 Not Listed For Sale

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

  60 Main St S, Woodbury, CT 06798

  60 Main St S, Woodbury, CT 06798

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