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Connecticut · Real Estate

Homes for Sale in
Woodbury, CT

There are currently 30 homes for sale in Woodbury, Connecticut with an average list price of $625,028.

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

30

active listings

Avg. Sale Price

$527K

$35K–$1.8M

Avg. Size Sold

2,120 sf

last 12 mo

vs. Ask Price

-2.3%

avg. paid vs. ask

Stats based on 133 closings in the last 12 months

Showing 12 of 30 listings in Woodbury

5 Kimberly Lane, Woodbury, CT
Coming Soon Open House 4/25 · 12pm–2pm
$470,000
3 bd · 3.00 ba · 1,732 sqft
5 Kimberly Lane
Woodbury, CT 06798
RE/MAX RISE SmartMLS
14 Heather Court #14, Woodbury, CT
Coming Soon Open House 4/25 · 12pm–2pm
$289,900
2 bd · 2.00 ba · 1,138 sqft  ·  Condominium
14 Heather Court #14
Woodbury, CT 06798
Northwest CT Realty SmartMLS
49 Scuppo Road, Woodbury, CT
Active
$549,000
3 bd · 2.00 ba · 2,292 sqft
49 Scuppo Road
Woodbury, CT 06798
West View Properties, LLC SmartMLS
339 Main Street, Woodbury, CT
Active
$874,900
4 bd · 3.00 ba · 3,700 sqft
339 Main Street
Woodbury, CT 06798
Berkshire Hathaway NE Prop. SmartMLS
92 Minortown Road, Woodbury, CT
Active
$799,000
4 bd · 3.00 ba · 2,448 sqft
92 Minortown Road
Woodbury, CT 06798
RE/MAX RISE SmartMLS
220 Upper Grassy Hill Road, Woodbury, CT
Active
$759,900
3 bd · 3.00 ba · 2,420 sqft
220 Upper Grassy Hill Road
Woodbury, CT 06798
Drakeley Real Estate, Inc. SmartMLS
76 Cowles Road, Woodbury, CT
Active Open House 4/25 · 11am–1pm
$1,800,000
2 bd · 3.00 ba · 2,072 sqft
76 Cowles Road
Woodbury, CT 06798
William Raveis Real Estate SmartMLS
3 Tamarack Lane #3, Woodbury, CT
Active
$309,000
2 bd · 3.00 ba · 1,059 sqft  ·  Condominium
3 Tamarack Lane #3
Woodbury, CT 06798
Houlihan Lawrence SmartMLS
6 Weekeepeemee Road, Woodbury, CT
Active
$499,000
3 bd · 2.00 ba · 1,548 sqft
6 Weekeepeemee Road
Woodbury, CT 06798
Coldwell Banker Realty SmartMLS
557 Upper Grassy Hill Road, Woodbury, CT
Active
$895,000
4 bd · 4.00 ba · 3,784 sqft
557 Upper Grassy Hill Road
Woodbury, CT 06798
William Pitt Sotheby's Int'l SmartMLS
110 Brushy Hill Road, Woodbury, CT
Active
$499,999
3 bd · 3.00 ba · 1,846 sqft
110 Brushy Hill Road
Woodbury, CT 06798
Manzi Real Estate SmartMLS
54 Clubhouse Drive #54, Woodbury, CT
Active
$309,990
2 bd · 3.00 ba · 1,316 sqft  ·  Condominium
54 Clubhouse Drive #54
Woodbury, CT 06798
Keller Williams Realty SmartMLS
See All 30 Homes in Woodbury

Buying a Home in Woodbury, CT

Current Market Snapshot

Entry Price
$160K
lowest listed
Avg. Price
$625K
list price
Top of Market
$2M
highest listed
Listings by Bedroom Count
2 beds
11
3 beds
13
4 beds
5
Property Types Available
Single Family · 18 Condo / Co-Op · 11 Land · 1

The Woodbury real estate market currently has 30 active listings with an average list price of $625,028 and a price range from $160,000 to $1,995,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 1,970 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 April 2026, there are 30 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 $625,028. Homes currently range from $160,000 to $1,995,000.
What size homes are most common in Woodbury, CT?
The most common listing in Woodbury is a 3-bedroom home (13 listings). Other common sizes include 2-bedroom (11) and 4-bedroom (5). The average home size is 1,970 sq ft.
What types of homes are available in Woodbury, CT?
Current listings in Woodbury include: Single Family (18), Condo / Co-Op (11), Land (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

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Roxbury, CT 31 listings
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Salisbury, CT 24 listings
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