Woodbury, CT Real Estate & Homes For Sale

44 homes

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0.54 ACRES
$375,000
3 Beds
1 Bath
1,008 sqft
36 Atwood Road,
Woodbury, CT 06798
Showcase Realty, Inc.
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3D VIEW
2.19 ACRES
$649,900
4 Beds
3 Baths
3,528 sqft
67 Flanders Road,
Woodbury, CT 06798
Dave Jones Realty, LLC
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1.16 ACRES
$529,000
3 Beds
1.5 Baths
2,120 sqft
11 Judson Avenue,
Woodbury, CT 06798
BHGRE Gaetano Marra Homes
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0.76 ACRES
$699,900
3 Beds
1.5 Baths
1,960 sqft
1217 Main Street North,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
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3D VIEW
$290,000
2 Beds
1.5 Baths
1,430 sqft
74 Washington Road #40,
Woodbury, CT 06798
LPT Realty - IConn Team
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9.48 ACRES
$2,149,900
5 Beds
4.5 Baths
5,973 sqft
348 Weekeepeemee Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
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1.46 ACRES
$950,000
6 Beds
3.5 Baths
3,842 sqft
92 Quail Run Road,
Woodbury, CT 06798
Showcase Realty, Inc.
0.5 ACRES
$875,000
3 Beds
2.5 Baths
2,480 sqft
2 Pomperaug Road,
Woodbury, CT 06798
William Raveis Real Estate
$199,900
2 Beds
1 Bath
913 sqft
229 Bacon Pond Road #312,
Woodbury, CT 06798
Coldwell Banker Realty
0.36 ACRES
$849,900
4 Beds
2 Baths
2,662 sqft
63 Main Street North,
Woodbury, CT 06798
Klemm Real Estate Inc
$294,900
2 Beds
2 Baths
1,182 sqft
47 Woods Way #47,
Woodbury, CT 06798
BHGRE Gaetano Marra Homes
2.77 ACRES
$550,000
3 Beds
2 Baths
1,550 sqft
578 Old Sherman Hill Road,
Woodbury, CT 06798
Nolan Realty LLC
9.47 ACRES
$800,000
4 Beds
2.5 Baths
2,568 sqft
69 Nonnewaug Road,
Woodbury, CT 06798
Stone Crest Realty LLC
$274,900
2 Beds
2.5 Baths
1,601 sqft
3 Shagbark Lane #3,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
2.18 ACRES
$749,900
6 Beds
3.5 Baths
5,815 sqft
24 Scuppo Road,
Woodbury, CT 06798
Century 21 AllPoints Realty
$289,000
2 Beds
2 Baths
1,112 sqft
5 Alder Court #84A,
Woodbury, CT 06798
Adams & Adams Real Estate
3.09 ACRES
$599,900
3 Beds
1.5 Baths
2,012 sqft
10 Weekeepeemee Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
$209,900
2 Beds
1 Bath
913 sqft
229 Bacon Pond Road #313,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
2.31 ACRES
$679,900
3 Beds
2.5 Baths
2,451 sqft
201 Transylvania Road,
Woodbury, CT 06798
Coldwell Banker Realty
2.92 ACRES
$675,000
3 Beds
2.5 Baths
2,081 sqft
61 Minortown Road,
Woodbury, CT 06798
Coldwell Banker Realty
1.74 ACRES
$420,000
4 Beds
1.5 Baths
1,590 sqft
34 Pilgrim Trail,
Woodbury, CT 06798
Redfin Corporation
3D VIEW
5.76 ACRES
$775,000
3 Beds
2 Baths
2,448 sqft
92 Minortown Road,
Woodbury, CT 06798
Brown Harris Stevens
4 ACRES
$1,100,000
4 Beds
4 Baths
3,968 sqft
90 Sage Road,
Woodbury, CT 06798
Klemm Real Estate Inc
1.67 ACRES
$825,000
5 Beds
3.5 Baths
4,180 sqft
132 Good Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
$299,000
3 Beds
2.5 Baths
1,467 sqft
8 Woods Way #8,
Woodbury, CT 06798
Berkshire Hathaway NE Prop.
1.15 ACRES
$699,000
4 Beds
1.5 Baths
1,872 sqft
126 Main Street North,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
$510,000
2 Beds
2.5 Baths
1,796 sqft
35 Woodbury Hill #35,
Woodbury, CT 06798
Keller Williams Realty
0.58 ACRES
$959,000
4 Beds
2.5 Baths
2,926 sqft
11 Pleasant Street,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
5.19 ACRES
$1,395,000
3 Beds
2.5 Baths
2,346 sqft
509 Weekeepeemee Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
14.9 ACRES
$250,000
Hoop Pole Hill,
Woodbury, CT 06798
Keller Williams Realty
62 ACRES
$750,000
245 Hoop Pole Hill Road,
Woodbury, CT 06798
Keller Williams Realty
2.61 ACRES
$1,100,000
4 Beds
4 Baths
4,491 sqft
16 Gate Post Lane,
Woodbury, CT 06798
Klemm Real Estate Inc
FOR SALE BY OWNER
$135,000
1 Bed
1 Bath
600 sqft
31 Pilgrim Trl #5,
Woodbury, CT 06798
NEW CONSTRUCTION
1.28 ACRES
$895,000
4 Beds
2.5 Baths
2,400 sqft
96 Quail Run Road,
Woodbury, CT 06798
Coldwell Banker Realty
2.53 ACRES
$395,000
133 Painter Hill Road,
Woodbury, CT 06798
Klemm Real Estate Inc
1.51 ACRES
$384,900
3 Beds
2.5 Baths
2,032 sqft
241 Hoop Pole Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
6.3 ACRES
$1,590,000
4 Beds
2.5 Baths
2,732 sqft
40 Ruffin Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
5.91 ACRES
$780,000
4 Beds
2 Baths
4,819 sqft
1917 Main Street North,
Woodbury, CT 06798
Coldwell Banker Realty
18.23 ACRES
$2,995,000
4 Beds
5 Baths
5,316 sqft
920 Main Street South,
Woodbury, CT 06798
Klemm Real Estate Inc
1.41 ACRES
$749,900
4 Beds
3.5 Baths
2,708 sqft
28 School Street,
Woodbury, CT 06798
Klemm Real Estate Inc
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Woodbury, CT Real Estate Trends

Learn about the Woodbury, CT housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Woodbury, CT

The median home value is $528,704

Month	Median home value
October 2025	$522k
November 2025	$522k
December 2025	$523k
January 2026	$522k
February 2026	$521k
March 2026	$521k
April 2026	$522k
May 2026	$524k
June 2026	$525k
July 2026	$526k
August 2026	$527k
September 2026	$529k

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Trends and affordability stats are provided by third party data sources.

Average Home Value in Woodbury, CT, by Home Size

Currently, there is 1 new listing in Woodbury, CT and 44 homes for sale.

Home Size	Home Value*
1 bedroom (1 home)	$178,798
2 bedrooms (8 homes)	$294,936
3 bedrooms (13 homes)	$524,053
4 bedrooms (14 homes)	$703,131

*Home value over the past month

Explore Neighborhoods in Woodbury, CT

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Woodbury Center
8 Homes For You
Buy: $290k - $1.4m
See Woodbury Center homes

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Neighborhood stats provided by third party data sources.

What Locals Say about Woodbury

Matthew Doyle
Resident
1mo ago
Woodbury Center, Woodbury
"We have parades fireworks lots of events down at the Hollow town park many sporting events down at the hollow"
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Matthew Doyle
Resident
2mo ago
Woodbury Center, Woodbury
"Great school system and a nice town park"
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Matthew Doyle
Resident
3mo ago
Woodbury Center, Woodbury
"This is a great town with an excellent school system"
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Matthew Doyle
Resident
5mo ago
Woodbury Center, Woodbury
"The Hollow Park has a bunch of sporting events and local classic car shows and local fares and much more"
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Tinalobrien
Resident
10mo ago
"For the most part dog owners are respectful and polite and obey the laws. Most importantly that pick up the poop when it drops in your yard."
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Matthew Doyle
Resident
1y ago
Woodbury Center, Woodbury
"We are a country, living town with good values and good friends with many old homes and unique places to visit. There are many antique stores in town and good restaurants."
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Matthew Doyle
Resident
1y ago
Woodbury Center, Woodbury
"People walk their dogs up and down Main Street along the sidewalks every day. You also see people down in the town park with their dogs. It’s a nice place to walk your dog and chat with other dog owners in town."
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Elyodttam
Resident
2y ago
Woodbury Center, Woodbury
"Dogs and dog owners walk up and down Main Street every day because we have good sidewalks along the main roads. There’s also a nice park that they can go to and walk around and go into the woods. People are very friendly with their dogs as they walk through town."
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Trulia User
Resident
4y ago
Woodbury Center, Woodbury
"there's not many young families here. would like to see more. The internet is not good. very pleasant neighbors"
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Damon O.
Resident
6y ago
"A car is needed. There is no public transportation, but it is is very close to Waterbury and Southbury. Amazon does deliver here as do the major carrier companies "
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Paige L. B.
Resident
6y ago
"Quiet area close to town! Not quite the country or downtown. Close to major cites but far enough away too. "
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Kaylin M.
Visitor
6y ago
Woodbury Center, Woodbury
"My boyfriend has about a 20 minute drive to Litchfield and it’s all backroads on his commute. Never had an issue"
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Dan C.
Resident
7y ago
"That there are no breed restrictions. Lots and lots of good places for walks and to play. Also, plenty of other dog owners that respect animals and your animals space. "
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Christina S
Resident
7y ago
"Woodbury is a very quiet community with a lot of antique charm. There are very few problems that occur. There are many markets around for groceries and supplies. "
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Stephen s.
Resident
8y ago
"The ability to walk in our beautiful historic downtown, through our gorgeous parks, and throughout the neighborhoods. Woodbury CT is a great town for pet owners."
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Tamara J.
Resident
8y ago
"Picturesque and safe, friendly neighbors, small town feel, importance placed on traditions and kindness to others "
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Lisagpeck
Resident
8y ago
"I’ve literally been here for 34 years and while I love it, I need to downsize. I will remember my house, very fondly."
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Awityak
13y ago
"This is a very safe, friendly community with tons of antique stores and old history. The town of Woodbury has been untouched and features beautiful surroundings. "
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Woodbury, CT Real Estate & Homes For Sale