About This Home

This 3-bedroom, 3-bathroom single family at 509 Weekeepeemee Road in Woodbury, CT is listed for $1,278,000 ($545 per sqft). the home offers 2,346 sqft of living space on a 5.19 acres lot.

Key Features

  • Built in 1747
  • 5.19 acre lot
  • 6 parking spaces
  • Fireplace

Property Details

2 full, 1 half
3-car garage

Amenities

FireplaceA/C
Listing Description

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.

Monthly Cost Estimate

$6,835/mo

20% down · 6.5% · 30 years

Principal$924
Interest$5,538
Insurance$373

Estimates only. Actual payments may vary.

Location

509 Weekeepeemee Road

Woodbury, CT 06798

Features & Amenities

Interior Features

Cable - Available,Security System

Exterior Features

Grill,Shed,Porch,Barn,Gutters,Guest House,Stone Wall,Patio

Property Details

Outdoor Features

Patio

Heating

Other (Heating)

Cooling

Central Air

Appliances

Gas RangeOven/RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer

Questions & Answers

This 3-bedroom, 3-bathroom single family at 509 Weekeepeemee Road is listed at $1,278,000 ($545/sqft). The estimated monthly payment is $6,835 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1747, 5.19 acre lot, 6 parking spaces, Fireplace. Interior Features: Cable - Available,Security System. Exterior Features: Grill,Shed,Porch,Barn,Gutters,Guest House,Stone Wall,Patio.

This property is listed by Carla Mascaro.

CM

Carla Mascaro

Agent at William Pitt Sotheby's Int'l

Listed by William Pitt Sotheby's Int'l · Broker phone: 8608686600 · View on Broker Site · Broker website

MLS# 24192284· Source: SmartMLS, Inc.· 99 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

509 Weekeepeemee Road, Woodbury, CT 06798

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