259 Quarry Road
Woodstock, Connecticut 06281
- Beds
- 0
- Baths
- 0
- SqFt
- —
- Acres
- 100.00
- Property Type
- Land

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the property's elevated terrain and breathtaking views. A truly unique opportunity, this remarkable tract is ideal for a private estate, family compound, recreational retreat, or long-term investment. The land features a stunning blend of mature woodlands, historic stone walls, open clearings, and natural landscapes that reflect the rich heritage and charm of the region. The property's high-elevation setting creates a peaceful, secluded atmosphere while still providing convenient access to local amenities and major routes. Whether you envision building your dream home surrounded by nature, creating a multi-generational retreat, or simply enjoying the land as a recreational haven, this exceptional property offers endless opportunities to bring your vision to life. Don't miss this rare chance to own a significant piece of Woodstock's countryside, where beauty, privacy, and potential come together.
Key Facts
- City/Town
- Woodstock
- Neighborhood
- N/A
- Property Type
- Land
- Days on Market
- 58 days
- Beds
- 0
- Baths
- 0 baths
- Lot Size
- 100.00 acres
- Property Taxes
- $2,292 / Annually
Market Snapshot
The Woodstock Market
Land · trailing 12 months
Active Listings
10
2 under contract
Median List Price
$139,000
10 active listings
Median Closed Price
$112,500
16 sales
Median Days on Market
62
10 active listings
Median $ / Sq Ft
--
10 active listings
Sale-to-List Ratio
95.6%
16 sales
How this home compares
List Price
$595,000
vs $139,000 median
4.3× the median
Price / Sq Ft
--
Median unavailable
Limited comparable data
Days on Market
58 days
vs 62 days median
4 days fresher than median
Based on 10 active and 16 closed sales (trailing 12 mo) of land in Woodstock. Source: SmartMLS · As of July 28, 2026.
Location
259 Quarry Road, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,034
- Property Taxes$191
- Insurance$198
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodstock
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Land
- Subtype
- SingleFamilyResidence
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Exterior & Lot
- Lot Size
- 100.00 acres
- Zoning
- 0
- Waterfront Details
- Not Applicable
- Water Source
- None
- Sewer
- None
- Lot Description
- Treed
Listing & Financials
- Property Taxes
- $2,292 / Annually
- Days on Market
- 58
- MLS #
- 24177130
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Cassie Ryniewicz
CR Premier Properties
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:15 AM UTC.