36 Olde Meadow Road
Woodstock, Connecticut 06281
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,900
- Acres
- 1.92
- Year Built
- 2026
- Neighborhood
- East Woodstock
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living. Eastwood Estates is governed by covenants that preserve the integrity and value of the neighborhood, including a minimum home size of 2,900 square feet (which may include finished lower-level space). Enjoy the peaceful charm of Woodstock with nearby access to local farms, walking trails, and scenic roads, while still being within reach of everyday conveniences and commuting routes. A unique opportunity to build a home that is both refined and personal, guided every step of the way.
Key Facts
- City/Town
- Woodstock
- Neighborhood
- East Woodstock
- Property / Style
- Single Family · Colonial
- Year Built
- 2026
- Days on Market
- 165 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,900 sq ft
- Lot Size
- 1.92 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $978 / Annually
- HOA Fee
- $150 / Quarterly
Market Snapshot
The Woodstock Market
Single Family · trailing 12 months
Active Listings
21
13 under contract
Median List Price
$679,000
21 active listings
Median Closed Price
$432,000
108 sales
Median Days on Market
60
21 active listings
Median $ / Sq Ft
$251
21 active listings
Sale-to-List Ratio
100.0%
108 sales
How this home compares
List Price
$799,900
vs $679,000 median
17.8% above median
Price / Sq Ft
$276
vs $251 median
10.0% above median
Days on Market
165 days
vs 60 days median
105 days longer than median
Based on 21 active and 108 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of September 21, 2026.
Location
36 Olde Meadow Road, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$4,236
- Property Taxes$82
- Insurance$267
- HOA$50
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodstock
- Neighborhood
- East Woodstock
- County
- Windham
- Subdivision
- Eastwood Estates
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2026
- New Construction
- To Be Built
- Living Area
- 2,900 sq ft
- Below Grade
- 400 sq ft
Schools
- Elementary
- Woodstock
- Middle
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- off of the half bath
- Appliances
- Allowance
- Basement
- FullFully Finished
- Interior Features
- Auto Garage Door Opener
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 1.92 acres
- Zoning
- CD
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic Required
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersLightingCovered DeckFrench DoorsPatio
- Lot Description
- In SubdivisionBorders Open SpaceSloping Lot
HOA / Association
- Fee
- $150 / Quarterly
- Amenities
- Golf CourseParkPlayground/Tot Lot
Listing & Financials
- Property Taxes
- $978 / Annually
- Days on Market
- 165
- MLS #
- 24165439
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Margaret Boynton
Signature Properties of N.E.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. 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 9/21/2026 at 7:45 PM UTC.