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36 Olde Meadow Road

Woodstock, Connecticut 06281

ACTIVE$799,900
Beds
4
Baths
2 | 1
SqFt
2,900
Acres
1.92
Year Built
2026
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceNew Construction

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

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

Property + 5 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,635

per 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.

Listed By

Tina Lajoie

(860) 450-2620

Signature Properties of N.E.

(860) 447-8839

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.