Home › Homes for Sale › Woodbury, CT

Connecticut · Real Estate

Homes for Sale in
Woodbury, CT

There are currently 37 homes for sale in Woodbury, Connecticut with an average list price of $870,422.

Woodbury is a Litchfield County town of about 9,400 known as the "Antique Capital of Connecticut" — Main Street is lined with dealers, galleries, and specialty shops that draw collectors from across the region. The town has a classic New England character: historic homes, rolling farmland, and easy Route 6 and I-84 access that makes it more accessible than northern Litchfield County. A cultural and culinary destination within reach of the Hartford and New Haven metro areas.

For Sale

37

active listings

Avg. Sale Price

$529K

$35K–$2.1M

Avg. Size Sold

2,060 sf

last 12 mo

vs. Ask Price

-1.9%

avg. paid vs. ask

Stats based on 146 closings in the last 12 months

Showing 12 of 37 listings in Woodbury

229 Bacon Pond Road #312, Woodbury, CT
Active
$219,900
2 bd · 1.00 ba · 913 sqft  ·  Condominium
229 Bacon Pond Road #312
Woodbury, CT 06798
Coldwell Banker Realty SmartMLS
153 Old Sherman Hill Road, Woodbury, CT
Active
$750,000
3 bd · 2.00 ba · 1,658 sqft
153 Old Sherman Hill Road
Woodbury, CT 06798
Coldwell Banker Realty SmartMLS
39 Hard Hill Road, Woodbury, CT
Coming Soon
$695,000
3 bd · 3.00 ba · 2,970 sqft
39 Hard Hill Road
Woodbury, CT 06798
William Pitt Sotheby's Int'l SmartMLS
481 Main Street, Woodbury, CT
Active
$250,000
2 bd · 1.00 ba · 1,128 sqft
481 Main Street
Woodbury, CT 06798
RE/MAX RISE SmartMLS
35 Woodbury Hill #35, Woodbury, CT
Active OH 8/15 · 12:30pm–2pm
$525,000
2 bd · 3.00 ba · 1,796 sqft  ·  Condominium
35 Woodbury Hill #35
Woodbury, CT 06798
Keller Williams Realty SmartMLS
11 Pleasant Street, Woodbury, CT
Active
$959,000
4 bd · 3.00 ba · 2,926 sqft
11 Pleasant Street
Woodbury, CT 06798
William Pitt Sotheby's Int'l SmartMLS
137 & 141 Main Street, Woodbury, CT
Active
$600,000
9 bd · 8.00 ba · 4,492 sqft  ·  5 Family+
137 & 141 Main Street
Woodbury, CT 06798
Drakeley Real Estate, Inc. SmartMLS
509 Weekeepeemee Road, Woodbury, CT
Active
$1,395,000
3 bd · 3.00 ba · 2,346 sqft
509 Weekeepeemee Road
Woodbury, CT 06798
William Pitt Sotheby's Int'l SmartMLS
4 Alder Court #4, Woodbury, CT
Active
$349,500
3 bd · 3.00 ba · 2,464 sqft  ·  Condominium
4 Alder Court #4
Woodbury, CT 06798
William Raveis Real Estate SmartMLS
Hoop Pole Hill, Woodbury, CT
Active
$250,000
Residential Land
Hoop Pole Hill
Woodbury, CT 06798
Keller Williams Realty SmartMLS
245 Hoop Pole Hill Road, Woodbury, CT
Active
$1,000,000
Residential Land
245 Hoop Pole Hill Road
Woodbury, CT 06798
Keller Williams Realty SmartMLS
16 Gate Post Lane, Woodbury, CT
Active
$1,100,000
4 bd · 4.00 ba · 4,491 sqft
16 Gate Post Lane
Woodbury, CT 06798
Klemm Real Estate Inc SmartMLS
See All 37 Homes in Woodbury

Buying a Home in Woodbury, CT

Current Market Snapshot

Entry Price
$220K
lowest listed
Avg. Price
$870K
list price
Top of Market
$3M
highest listed
Listings by Bedroom Count
2 beds
6
3 beds
12
4 beds
12
5 beds
1
9 beds
1
Property Types Available
Single Family · 25 Condo / Co-Op · 6 Land · 5 Multi-Family For Sale · 1

The Woodbury real estate market currently has 37 active listings with an average list price of $870,422 and a price range from $219,900 to $2,995,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,319 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Woodbury, CT right now?
As of August 2026, there are 37 active listings in Woodbury, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Woodbury, CT?
The average list price in Woodbury is $870,422. Homes currently range from $219,900 to $2,995,000.
What size homes are most common in Woodbury, CT?
The most common listing in Woodbury is a 3-bedroom home (12 listings). Other common sizes include 4-bedroom (12) and 2-bedroom (6). The average home size is 2,319 sq ft.
What types of homes are available in Woodbury, CT?
Current listings in Woodbury include: Single Family (25), Condo / Co-Op (6), Land (5), Multi-Family For Sale (1).
Is Woodbury, CT a good place to buy a home?
Woodbury is a Litchfield County town of about 9,400 known as the "Antique Capital of Connecticut" — Main Street is lined with dealers, galleries, and specialty shops that draw collectors from across the region. The town has a classic New England character: historic homes, rolling farmland, and easy Route 6 and I-84 access that makes it more accessible than northern Litchfield County. A cultural and culinary destination within reach of the Hartford and New Haven metro areas.
Does RYZE Realty Group serve Woodbury, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Litchfield County and the greater Connecticut market, including Woodbury. Contact us for a free consultation.

Nearby Towns

Torrington, CT 115 listings
Watertown, CT 41 listings
Roxbury, CT 41 listings
Sharon, CT 37 listings
Washington, CT 33 listings
Salisbury, CT 31 listings

Ready to buy in Woodbury?

Our Connecticut agents know this market inside and out.

Talk to an Agent