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Connecticut · Real Estate

Homes for Sale in
Woodstock, CT

As of November 10, 2026, per SmartMLS, there are 27 homes for sale in Woodstock, Connecticut with an average list price of $610,333.

Woodstock is a Windham County town of about 8,000 in the Connecticut Quiet Corner, home to Roseland Cottage — a stunning Gothic Revival summer estate that is a National Historic Landmark — and a landscape of open meadows, stone walls, and working farms. Very rural, very affordable, and very peaceful. For buyers who want to slow down, spread out, and find genuine countryside in northeastern Connecticut, Woodstock is a natural choice.

For Sale

27

active listings

Median Sale Price

$415K

$20K–$3.9M

Avg. Size Sold

1,820 sf

last 12 mo

vs. Ask Price

-0.5%

avg. paid vs. ask

Stats based on 122 closings in the last 12 months · SmartMLS, as of Nov 10, 2026

Showing 12 of 27 listings in Woodstock

101 Lyon Hill Road, Woodstock, CT
Active OH 11/14 · 11am–12:30pm
$399,900
3 bd · 2 ba · 1,179 sqft
101 Lyon Hill Road
Woodstock, CT 06281
RE/MAX Bell Park Realty SmartMLS
1271 Route 171, Woodstock, CT
Active OH 11/14 · 10am–11:30am
$479,900
4 bd · 2 ba · 1,820 sqft
1271 Route 171
Woodstock, CT 06281
RE/MAX Bell Park Realty SmartMLS
4 Oak Drive, Woodstock, CT
Active
$499,000
2 bd · 2 ba · 1,648 sqft
4 Oak Drive
Woodstock, CT 06282
Berkshire Hathaway NE Prop. SmartMLS
65 Hemlock Drive, Woodstock, CT
Active
$445,000
3 bd · 2 ba · 1,316 sqft
65 Hemlock Drive
Woodstock, CT 06282
Kazantzis Real Estate, LLC SmartMLS
48 May Brook, Woodstock, CT
Active
$735,000
4 bd · 4 ba · 3,537 sqft
48 May Brook
Woodstock, CT 06281
Lamacchia Realty SmartMLS
30 Hilltop Drive, Woodstock, CT
Active
$350,000
2 bd · 1 ba · 864 sqft
30 Hilltop Drive
Woodstock, CT 06282
Therecka & Associates LLC SmartMLS
101 Beaver Dam Road, Woodstock, CT
Active
$329,900
4 bd · 2 ba · 1,712 sqft
101 Beaver Dam Road
Woodstock, CT 06282
Johnston & Associates Real Estate, LLC SmartMLS
35 Old Sawmill Road, Woodstock, CT
Active
$379,900
3 bd · 2 ba · 1,376 sqft
35 Old Sawmill Road
Woodstock, CT 06281
RE/MAX Executive Realty SmartMLS
Roxbury Road, Woodstock, CT
Active
$280,000
Residential Land
Roxbury Road
Woodstock, CT 06281
Landvest, Inc SmartMLS
Aplin Hill Lane, Woodstock, CT
Active
$85,000
Residential Land
Aplin Hill Lane
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
500 Route 169, Woodstock, CT
Active
$779,000
5 bd · 4 ba · 2,467 sqft
500 Route 169
Woodstock, CT 06281
Hope Real Estate Group, Inc. SmartMLS
00 Pole Bridge Road, Woodstock, CT
Active
$164,900
Residential Land
00 Pole Bridge Road
Woodstock, CT 06281
Northeast Realty SmartMLS
Read our Living in Woodstock, CT guide
See All 27 Homes in Woodstock

Buying a Home in Woodstock, CT

Current Market Snapshot

Entry Price
$45K
lowest listed
Avg. Price
$610K
list price
Top of Market
$2.5M
highest listed
Listings by Bedroom Count
2 beds
4
3 beds
6
4 beds
9
5 beds
1
Property Types Available
Single Family · 20 Land · 7

As of November 10, 2026, the Woodstock real estate market has 27 active listings with an average list price of $610,333 and a price range from $45,000 to $2,500,000. Single Family homes make up the largest share of available inventory. Most listings are 4-bedroom homes. The average home size is 1,859 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Woodstock, CT right now?
As of November 10, 2026, per SmartMLS, there are 27 active listings in Woodstock, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Woodstock, CT?
As of November 10, 2026, per SmartMLS, the average list price in Woodstock is $610,333. Homes currently range from $45,000 to $2,500,000.
What size homes are most common in Woodstock, CT?
The most common listing in Woodstock is a 4-bedroom home (9 listings). Other common sizes include 3-bedroom (6) and 2-bedroom (4). The average home size is 1,859 sq ft.
What types of homes are available in Woodstock, CT?
Current listings in Woodstock include: Single Family (20), Land (7).
Is Woodstock, CT a good place to buy a home?
Woodstock is a Windham County town of about 8,000 in the Connecticut Quiet Corner, home to Roseland Cottage — a stunning Gothic Revival summer estate that is a National Historic Landmark — and a landscape of open meadows, stone walls, and working farms. Very rural, very affordable, and very peaceful. For buyers who want to slow down, spread out, and find genuine countryside in northeastern Connecticut, Woodstock is a natural choice.
Does RYZE Realty Group serve Woodstock, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Windham County and the greater Connecticut market, including Woodstock. Contact us for a free consultation.