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509 Weekeepeemee Road, Woodbury, CT 06798

Single Family For Sale

$1,395,000
$595/sqft
509 Weekeepeemee Road, Woodbury, CT
Active Open House 8/2 · 11am–1pm
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3
Bedrooms
3
Bathrooms
2,346
Sq Ft
5.19
Acres
1747
Year Built

About This Home

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.

Listed by Carla Mascaro (650) 678-9912 with William Pitt Sotheby's Int'l (860) 868-6600

Listing Snapshot

Price $1,395,000 Days on Our Site 8 days
Property Tax $10,317/yr Style Saltbox
Year Built 1747 Total Sq Ft 2,346
Lot Size 5.19 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 6 Half Baths 1

Key Features

Interior
  • Cable - Available
  • Security System
Appliances
  • Gas Range
  • Oven/Range
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Electric Dryer
Outdoor
  • Grill
  • Shed
  • Porch
  • Barn
  • Gutters
  • Guest House
  • Stone Wall
  • Patio

Structure & Parking

Construction Frame
Roof Wood Shingle
Garage Spaces 3
Garage Type Detached Garage, Driveway

Systems & Utilities

Heat Radiator
Fuel Oil
Cooling Central Air
Hot Water Domestic, 50 Gallon Tank
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
Middle Woodbury
High Nonnewaug

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $860/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jul 24, 2026 Listed $1,395,000

Frequently Asked Questions

How much does 509 Weekeepeemee Road in Woodbury, CT cost?
This property is listed at $1,395,000, which works out to $595 per square foot.
How many bedrooms does 509 Weekeepeemee Road have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 509 Weekeepeemee Road?
The home is 2,346 square feet, situated on 5.19 acres.
When was 509 Weekeepeemee Road in Woodbury built?
This property was built in 1747.
Is 509 Weekeepeemee Road, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 509 Weekeepeemee Road, Woodbury in?
This home is served by the Woodbury public school system, with Per Board of Ed as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 509 Weekeepeemee Road, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Carla Mascaro · (650) 678-9912

William Pitt Sotheby's Int'l · (860) 868-6600

MLS# 24192284 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 1, 2026 6:19 PM UTC