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Connecticut · Real Estate

Homes for Sale in
Woodstock, CT

There are currently 29 homes for sale in Woodstock, Connecticut with an average list price of $603,090.

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

29

active listings

Avg. Sale Price

$475K

$20K–$3.9M

Avg. Size Sold

1,805 sf

last 12 mo

vs. Ask Price

-1.6%

avg. paid vs. ask

Stats based on 123 closings in the last 12 months

Showing 12 of 29 listings in Woodstock

140 Tripp Road, Woodstock, CT
Coming Soon Open House 5/16 · 11am–1pm
$375,000
2 bd · 2.00 ba · 1,274 sqft
140 Tripp Road
Woodstock, CT 06281
William Pitt Sotheby's Int'l SmartMLS
1210 Route 169 Route, Woodstock, CT
Coming Soon
$375,000
4 bd · 1.00 ba · 3,070 sqft
1210 Route 169 Route
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
00 Ide Perrin Road, Woodstock, CT
Active
$299,900
Residential Land
00 Ide Perrin Road
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
33 Lot 8-2LOT 8-2 Meehan Road, Woodstock, CT
Active
$150,000
Residential Land
33 Lot 8-2LOT 8-2 Meehan Road
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
33 Lot 8-1 Meehan Road, Woodstock, CT
Active
$150,000
Residential Land
33 Lot 8-1 Meehan Road
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
Route 169 Route, Woodstock, CT
Active
$199,900
2 bd · 1.00 ba · 1,248 sqft
Route 169 Route
Woodstock, CT 06281
Pine Knoll Real Estate SmartMLS
33 Meehan Road, Woodstock, CT
Active
$1,000,000
3 bd · 4.00 ba · 4,190 sqft
33 Meehan Road
Woodstock, CT 06281
Berkshire Hathaway NE Prop. SmartMLS
155 Paine Road, Woodstock, CT
Active
$1,650,000
4 bd · 6.00 ba · 4,873 sqft
155 Paine Road
Woodstock, CT 06281
Real Broker CT, LLC SmartMLS
22 Shepards Landing, Woodstock, CT
Active
$639,900
3 bd · 3.00 ba · 3,200 sqft
22 Shepards Landing
Woodstock, CT 06281
William Raveis Real Estate SmartMLS
57 Beaver Dam Road, Woodstock, CT
Active Open House 5/17 · 1pm–3pm
$379,000
2 bd · 1.00 ba · 888 sqft
57 Beaver Dam Road
Woodstock, CT 06282
CR Premier Properties SmartMLS
35 Lebanon Hill Road, Woodstock, CT
Active
$505,000
3 bd · 3.00 ba · 2,700 sqft
35 Lebanon Hill Road
Woodstock, CT 06281
eXp Realty SmartMLS
69 Meadowside Road, Woodstock, CT
Active
$85,000
2 bd · 1.00 ba · 592 sqft
69 Meadowside Road
Woodstock, CT 06281
RE/MAX One SmartMLS
See All 29 Homes in Woodstock

Buying a Home in Woodstock, CT

Current Market Snapshot

Entry Price
$39K
lowest listed
Avg. Price
$603K
list price
Top of Market
$2.6M
highest listed
Listings by Bedroom Count
2 beds
5
3 beds
10
4 beds
5
6 beds
1
Property Types Available
Single Family · 20 Land · 8 Multi-Family For Sale · 1

The Woodstock real estate market currently has 29 active listings with an average list price of $603,090 and a price range from $39,000 to $2,640,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,068 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 May 2026, there are 29 active listings in Woodstock, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Woodstock, CT?
The average list price in Woodstock is $603,090. Homes currently range from $39,000 to $2,640,000.
What size homes are most common in Woodstock, CT?
The most common listing in Woodstock is a 3-bedroom home (10 listings). Other common sizes include 2-bedroom (5) and 4-bedroom (5). The average home size is 2,068 sq ft.
What types of homes are available in Woodstock, CT?
Current listings in Woodstock include: Single Family (20), Land (8), Multi-Family For Sale (1).
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.

Nearby Towns

Killingly, CT 41 listings
Putnam, CT 35 listings
Thompson, CT 31 listings
Brooklyn, CT 27 listings
Plainfield, CT 27 listings
Windham, CT 23 listings

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