39 Hard Hill Road
Woodbury, Connecticut 06798
- Beds
- 3
- Baths
- 3
- SqFt
- 2,970
- Acres
- 1.62
- Year Built
- 1956
- 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
Turn-key elevated ranch with in-ground pool, and immaculate grounds. Set on 1.6+ park-like acres, this modern ranch includes 3 bed/3 full baths, a 3-season screened porch, and a heated 20x40 pool with an oversized concrete patio. The living areas and recently renovated eat-in chef's kitchen shine with custom island, top-of-the-line appliances, and a dedicated butler's pantry with sink, wine fridge, and shelving. From the kitchen, enter the dedicated dining room with custom built-ins which open to the vaulted great room with floor-to-ceiling stone fireplace and locally sourced reclaimed mantle. Doors open out to a new composite deck overlooking the private, professionally landscaped grounds with overflowing hydrangeas, Japanese maples, and fruit trees. The primary suite features a custom cedar walk-in closet and en-suite bath. Two additional bedrooms and updated full bath provide comfortable living for family and guests. A secondary sunlit living room with an efficient pellet stove adds cozy warmth which opens out to a 3-season porch. The finished lower level includes a full bath and versatile space - perfect for a gym, media room, or flex space. Outside, enjoy true resort-style living around the fully fenced pool complex. Additional exterior highlights include a horseshoe pea gravel driveway, 4 y.o. architectural roof, new pool pump/filter and two storage sheds. Located just minutes to Woodbury's historic town center, fine dining, and boutique shopping!
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1956
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,970 sq ft
- Lot Size
- 1.62 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $8,343 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
24
22 under contract
Median List Price
$849,250
24 active listings
Median Closed Price
$590,000
93 sales
Median Days on Market
53
24 active listings
Median $ / Sq Ft
$317
24 active listings
Sale-to-List Ratio
99.4%
93 sales
How this home compares
List Price
$695,000
vs $849,250 median
18.2% below median
Price / Sq Ft
$234
vs $317 median
26.2% below median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 24 active and 93 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of August 7, 2026.
Location
39 Hard Hill Road, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$3,584
- Property Taxes$695
- Insurance$232
- 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
- Ranch
- Year Built
- 1956
- New Construction
- No/Resale
- Living Area
- 2,970 sq ft
- Below Grade
- 578 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- In finished lower level
- Appliances
- Gas CooktopOven/RangeWall OvenRefrigeratorIcemakerDishwasherWasherDryer
- Basement
- FullHeatedPartially FinishedWalk-out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Auto Garage Door OpenerCable - Available
- Additional Rooms
- Exercise RoomFoyerSitting Room
Exterior & Lot
- Lot Size
- 1.62 acres
- Zoning
- OS60
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayPrivateCircularCrushed Stone
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedVinylIn Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedShedFruit TreesPorchBarnDeckGarden AreaCovered Deck
- Lot Description
- Lightly WoodedRolling
Listing & Financials
- Property Taxes
- $8,343 / Annually
- Days on Market
- 0
- MLS #
- 24197319
- MLS Status
- Coming Soon
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Co-Listed By
Kathryn Clair
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/7/2026. 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 8/7/2026 at 10:20 PM UTC.