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38 Grey Fox Trail

Woodbury, Connecticut 06798

PENDING$579,000
Beds
4
Baths
2 | 1
SqFt
2,154
Acres
1.38
Year Built
1977
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Have you been looking for a Woodbury home with that special balance of privacy and accessibility? This well-maintained four bedroom, three bath Colonial may just be the answer. The heart of the home is a bright, sunlit kitchen and breakfast nook that opens into a spacious family room with a wood-burning brick fireplace and skylights in a vaulted ceiling; sliders lead to a large 32 x 16 foot deck overlooking the level back yard. A formal living room offers additional space for entertaining and holidays are a breeze thanks to a formal dining room, with all the rooms flowing easily from one to the next. The primary bedroom suite with three additional bedrooms on the upper level feature hardwood floors (one bedroom has hardwood under the carpet) and both smartly updated baths look fresh and inviting. There's easy access to the attic through a guest bedroom closet. The partially finished lower level offers more flexible space and is where you find the laundry and mechanical rooms as well as access to the two-car garage. Gardeners will appreciate the greenhouse, and the spacious yard offers nearly limitless options for those with a green thumb. Lovingly cared for by one owner for the past forty years, you will not be disappointed when you see this wonderful property. Come home to Woodbury, the gateway to extraordinary Litchfield County.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1977
Days on Market
14 days
Beds
4
Baths
2 full · 1 half
Living Area
2,154 sq ft
Lot Size
1.38 acres
Garage / Parking
2 garage
Property Taxes
$6,668 / 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

$579,000

vs $834,450 median

30.6% below median

Price / Sq Ft

$269

vs $302 median

10.9% below median

Days on Market

14 days

vs 45 days median

31 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

38 Grey Fox Trail, Woodbury, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,701

per month

  • Principal & Interest$2,952
  • Property Taxes$556
  • Insurance$193
  • 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
Colonial
Year Built
1977
New Construction
No/Resale
Living Area
2,154 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Lower Level
Appliances
Gas CooktopOven/RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
Basement
FullGarage AccessPartially Finished
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wired

Exterior & Lot

Lot Size
1.38 acres
Zoning
OS60
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Aluminum
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
SecludedLevel LotOpen Lot

Listing & Financials

Property Taxes
$6,668 / Annually
Days on Market
14
MLS #
24191268
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Tom Greto

(203) 240-3013

William Raveis Real Estate

(203) 264-8180

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 7:01 AM UTC.