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31 Mountain Road

Woodbury, Connecticut 06798

ACTIVE$749,900
Beds
3
Baths
1 | 2
SqFt
1,838
Acres
1.09
Year Built
1937
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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
13 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
$5,673 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

45

26 active listings

Median $ / Sq Ft

$302

26 active listings

Sale-to-List Ratio

99.0%

88 sales

How this home compares

List Price

$749,900

vs $834,450 median

10.1% below median

Price / Sq Ft

$408

vs $302 median

35.1% above median

Days on Market

13 days

vs 45 days median

32 days fresher than median

Based on 26 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 28, 2026.

Location

31 Mountain Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,547

per month

  • Principal & Interest$3,824
  • Property Taxes$473
  • Insurance$250
  • 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
$5,673 / Annually
Days on Market
13
MLS #
24190540
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Joyce Drakeley

(203) 449-3568

Drakeley Real Estate, Inc.

(203) 263-4336

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 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 6:10 AM UTC.