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39 Hard Hill Road

Woodbury, Connecticut 06798

COMING SOON - NEW$695,000
Beds
3
Baths
3
SqFt
2,970
Acres
1.62
Year Built
1956
Matt Caiola

Matt Caiola

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Pool2-Car Garage1 Fireplace

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

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

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,511

per 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

Similar Properties

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

Listed By

Kathryn Bassett

(203) 841-8161

William Pitt Sotheby's Int'l

(860) 868-6600

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.