35 Lebanon Hill Road
Woodstock, Connecticut 06281
Reduced from $505,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,700
- Acres
- 1.50
- Year Built
- 2003
- 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
MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new 50-year architectural shingle roof with new plywood sheathing, a newly installed water softening system (2025), and a high-efficiency Buderus boiler system. These major upgrades ensure durability, energy efficiency, and long-term comfort for years to come. Located in a highly desirable section of town, the home benefits from Woodstock's top-rated school system and a lifestyle defined by scenic beauty, open space, and a strong sense of community. Residents enjoy access to local farms, walking trails, and a quintessential New England atmosphere, all while remaining within convenient reach of nearby amenities. Whether you're looking for a quiet retreat or a place to put down roots, this property offers a rare opportunity to own in one of Woodstock's most cherished locations.
Key Facts
- City/Town
- Woodstock
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 85 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,700 sq ft
- Lot Size
- 1.50 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $6,031 / Annually
Market Snapshot
The Woodstock Market
Single Family · trailing 12 months
Active Listings
24
22 under contract
Median List Price
$549,500
24 active listings
Median Closed Price
$445,000
104 sales
Median Days on Market
55
24 active listings
Median $ / Sq Ft
$254
24 active listings
Sale-to-List Ratio
100.0%
104 sales
How this home compares
List Price
$499,900
vs $549,500 median
9.0% below median
Price / Sq Ft
$185
vs $254 median
27.2% below median
Days on Market
85 days
vs 55 days median
30 days longer than median
Based on 24 active and 104 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of July 28, 2026.
Location
35 Lebanon Hill Road, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,549
- Property Taxes$503
- Insurance$167
- 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
- Single Family
- Style
- Colonial
- Year Built
- 2003
- New Construction
- No/Resale
- Living Area
- 2,700 sq ft
- Below Grade
- 900 sq ft
Schools
- Elementary
- Woodstock
- Middle
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Appliances
- Electric CooktopOven/RangeMicrowaveRefrigeratorFreezerIcemakerDishwasherWasherDryer
- Basement
- FullFull With Walk-Out
Exterior & Lot
- Lot Size
- 1.50 acres
- Zoning
- 0
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GarageDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- pale yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GrillShedFruit TreesDeckGuttersGarden AreaStone WallPatio
- Lot Description
- Lightly WoodedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $6,031 / Annually
- Days on Market
- 85
- MLS #
- 24172507
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA
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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 7:50 AM UTC.