31 Mountain Road
Woodbury, Connecticut 06798
Reduced from $749,900
- Beds
- 3
- Baths
- 1 | 2
- SqFt
- 1,838
- Acres
- 1.09
- Year Built
- 1937
- 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
Charming and full of character, this beautifully maintained three-bedroom Cape offers the perfect blend of comfort, warmth, and convenience in the heart of Woodbury. Set on a picturesque property with mature perennial gardens and a fenced-in yard, the home feels peaceful and private while being just a two-minute walk from downtown shops, restaurants, the library, schools, community center, and nearby hiking trails. Inside, hardwood floors and abundant natural light create a warm and inviting atmosphere. The welcoming living room features a fireplace, while the bright south-facing sunroom provides a relaxing space to enjoy throughout the day. The dining room includes a charming corner cupboard that adds timeless New England character. The finished lower level offers flexible space for exercise, hobbies, or creative pursuits and includes a sauna, shower, and fully equipped darkroom. Additional highlights include a two-car garage and beautifully landscaped outdoor spaces. A rare opportunity to enjoy distinctive features, exceptional charm, and an ideal in-town location in one of Litchfield County's most desirable communities.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1937
- Days on Market
- 63 days
- Beds
- 3
- Baths
- 1 full · 2 half
- Living Area
- 1,838 sq ft
- Lot Size
- 1.09 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,014 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
30
14 under contract
Median List Price
$797,000
30 active listings
Median Closed Price
$580,000
93 sales
Median Days on Market
61
30 active listings
Median $ / Sq Ft
$331
30 active listings
Sale-to-List Ratio
99.2%
93 sales
How this home compares
List Price
$679,900
vs $797,000 median
14.7% below median
Price / Sq Ft
$370
vs $331 median
11.8% above median
Days on Market
63 days
vs 61 days median
In line with median
Based on 30 active and 93 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 16, 2026.
Location
31 Mountain Road, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$3,531
- Property Taxes$501
- Insurance$227
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1937
- New Construction
- No/Resale
- Living Area
- 1,838 sq ft
- Below Grade
- 200 sq ft
Schools
- Elementary
- Mitchell
- High
- Nonnewaug
Interior
- Heating
- Steam
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedPartially FinishedFull With Walk-Out
- Interior Features
- Sauna
Exterior & Lot
- Lot Size
- 1.09 acres
- Zoning
- R40
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- White
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- Fruit TreesGuttersGarden AreaStone WallPatio
- Lot Description
- Fence - WoodFence - PartialLightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $6,014 / Annually
- Days on Market
- 63
- MLS #
- 24190540
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Timothy Drakeley
Drakeley Real Estate, Inc.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:45 PM UTC.