• NEW TO MARKET

509 Weekeepeemee Road

Woodbury, CT 06798

  • $1,395,000
  • 3 Beds
  • 2/1 Baths
  • 2,346 Sqft
  • 5.19 Acres
  • 1747 Built

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden views. Step through the screened stone-and-timber breezeway to a newly expanded patio and custom firepit crafted directly from native fieldstone, all beneath a classic wood-shingle and copper roof. The surrounding grounds function as a true New England compound. A separate two-bedroom carriage house offers built-in guest quarters with a covered porch and an oversized 2.5-car garage. Nearby, a newer two-story 40'x28' barn provides flexible space for a creative studio, vehicle storage, or livestock, complemented by two additional storage sheds. Recent improvements include, but are not limited to, a new cedar-shingle roof with copper downspouts (2025), new A/C, fresh interior paint throughout (2026), and refinished flooring. It is an unmistakable rural sanctuary with abundant room for hosting friends and extended family.

READ MORELESS
Property Highlights
  • STYLE : Saltbox
  • EXTERIOR FEATURES : Grill, Shed, Porch, Barn, Gutters, Guest House, Stone Wall, Patio
  • PRICE/SQFT : $595
  • DAYS ON MARKET : 4
  • MLS : 24192284
  • Carla Mascaro

    Licensed Real Estate Salesperson
    M
    View My Profile

Additional Information

LOT DETAILS
  • ACRES: 5.19
  • ACRES SOURCE: Public Records
  • COUNTY: Litchfield
  • DRIVEWAY TYPE: Circular, Paved
  • GAS DESCRIPTION: Oil
  • LOT DESCRIPTION: Lightly Wooded, Treed, Dry, Sloping Lot, Professionally Landscaped
  • OCCUPANCY: Owner
  • PARKING SPACES: 6
  • WATER DESCRIPTION: Private Well
  • WATER FRONTAGE: Not Applicable
  • WATERFRONT DESCRIPTION: Not Applicable
EXTERIOR FEATURES
  • EXTERIOR FEATURES: Grill,Shed,Porch,Barn,Gutters,Guest House,Stone Wall,Patio
  • EXTERIOR SIDING: Clapboard
  • HOUSE COLOR: Gray Green
  • ROOF: Wood Shingle
INTERIOR FEATURES
  • AIR CONDITIONING: Central Air
  • APPLIANCES INCLUDED: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • ATTIC: Yes
  • BEDS: 3
  • COOLING: Central Air
  • FIREPLACES: 2
  • FULL BATHS: 2
  • FURNACE TYPE: Oil
  • HALF BATHS: 1
  • HEAT: Oil
  • HEAT FUEL: Oil
  • HOT WATER: Domestic, 50 Gallon Tank
  • LAUNDRY ROOM: Lower Level
  • LAUNDRY ROOM ACCESS: Basement
  • ROOMS: 6
  • TOTAL BATHS: 3
AMENITIES
  • Security System
ADDITIONAL INFORMATION
  • ATTIC DESCRIPTION: Unfinished, Pull-Down Stairs
  • AVERAGE DAYS ON MARKET: 4
  • BASEMENT DESCRIPTION: Full, Unfinished, Storage, Concrete Floor, Full With Walk-Out
  • DAYS ON MARKET: 4
  • ELEMENTARY SCHOOL: Per Board of Ed
  • EXCLUSIONS: See inc/excl sheet
  • GARAGE: Detached Garage, Driveway
  • HIGH SCHOOL: Nonnewaug
  • IS OCCUPIED?: Owner
  • JUNIOR HIGH SCHOOL: Woodbury
  • LIVING AREA SQFT: 2,346
  • PROPERTY TAX: $10,317
  • SEWER: Septic
  • STATUS: Active
  • STYLE: Saltbox
  • TYPE: Single Family For Sale
  • YEAR BUILT: 1747
  • YEAR BUILT DETAILS: Public Records
  • ZONING: os100

Mortgage Calculator

Years
%/Year
in US Dollars
%
Years

Your Estimated Payment

-- Monthly Payment
  • Down Payment
    Required
    --
  • Mortgage
    Principal
    --
  • Still Owing at the
    End of Term
    --

Location for 509 Weekeepeemee Road, Woodbury, CT

Schools for 509 Weekeepeemee Road, Woodbury, CT

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

View School Info

Community

Woodbury>

Woodbury

Litchfield County, Connecticut

The Litchfield County town of Woodbury is known as a prime destination for antiques shoppers, having earned the title of “Antiques Capital of Connecticut.” Its quaint town center hosts numerous antiques...

Market Stats for Woodbury, Connecticut

An exclusive report that informs you of residential real estate sales activity and trends in Woodbury, Connecticut.

Request More Info for 509 Weekeepeemee Road, Woodbury, CT

  • Carla Mascaro

    Carla Mascaro

    Licensed Real Estate Salesperson
    M
    View My Profile

Listing Courtesy of Carla Mascaro of ((650) 678-9912)William Pitt Sotheby's Int'l (860.868.6600).