# 509 Weekeepeemee Road, Woodbury, CT 06798

> **TL;DR:** 3bd/3ba single family, $1,278,000 ($545/sqft), 2,346 sqft.
> Fireplace, A/C, 3-car garage. Est. $6,835/mo. Listed 100 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,278,000 |
| Price/sqft | $545 |
| Bedrooms | 3 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 2,346 |
| Lot Size | 226,076 sqft (5.19 acres) |
| Garage | 3-car |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 100 |

## Why This Home Stands Out

- **Large Garage** - 3-car garage

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $6,462 |
| Estimated Insurance | $373 |
| **Total** | **$6,835** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Nonnewaug

## Key Amenities

- Fireplace
- A/C
- 3-car garage

## Property Highlights

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

## Description

### Agent 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.

## Location

- **Address:** 509 Weekeepeemee Road, Woodbury, CT 06798
- **County:** Litchfield
- **Coordinates:** 41.5977, -73.233306
- **Google Maps:** https://www.google.com/maps?q=41.5977,-73.233306

## Listing Agent

- **Name:** Carla Mascaro
- **Brokerage:** William Pitt Sotheby's Int'l
- **Broker Phone:** 8608686600
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/509-Weekeepeemee-Rd_Woodbury_CT_06798_M39525-18475?f=listhub&s=CTMLS&m=24192284&c=propsimple)

## Photos

![509 Weekeepeemee Road - Photo 1](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2891058975r.jpg)

![509 Weekeepeemee Road - Photo 2](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2059565553r.jpg)

![509 Weekeepeemee Road - Photo 3](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f3300293172r.jpg)

![509 Weekeepeemee Road - Photo 4](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f3938377494r.jpg)

![509 Weekeepeemee Road - Photo 5](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f940822068r.jpg)

![509 Weekeepeemee Road - Photo 6](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2202391717r.jpg)

![509 Weekeepeemee Road - Photo 7](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1481850504r.jpg)

![509 Weekeepeemee Road - Photo 8](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1785217388r.jpg)

![509 Weekeepeemee Road - Photo 9](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2118499018r.jpg)

![509 Weekeepeemee Road - Photo 10](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f4005880093r.jpg)

![509 Weekeepeemee Road - Photo 11](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1277103231r.jpg)

![509 Weekeepeemee Road - Photo 12](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f847305680r.jpg)

![509 Weekeepeemee Road - Photo 13](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f562680352r.jpg)

![509 Weekeepeemee Road - Photo 14](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f604757650r.jpg)

![509 Weekeepeemee Road - Photo 15](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1210160648r.jpg)

![509 Weekeepeemee Road - Photo 16](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f915256161r.jpg)

![509 Weekeepeemee Road - Photo 17](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f206803876r.jpg)

![509 Weekeepeemee Road - Photo 18](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f3417007910r.jpg)

![509 Weekeepeemee Road - Photo 19](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2902317610r.jpg)

![509 Weekeepeemee Road - Photo 20](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2137012716r.jpg)

![509 Weekeepeemee Road - Photo 21](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1246504742r.jpg)

![509 Weekeepeemee Road - Photo 22](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1288332540r.jpg)

![509 Weekeepeemee Road - Photo 23](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1777909725r.jpg)

![509 Weekeepeemee Road - Photo 24](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f976780891r.jpg)

![509 Weekeepeemee Road - Photo 25](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f878882824r.jpg)

![509 Weekeepeemee Road - Photo 26](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1098268318r.jpg)

![509 Weekeepeemee Road - Photo 27](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2314671038r.jpg)

![509 Weekeepeemee Road - Photo 28](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f308830903r.jpg)

![509 Weekeepeemee Road - Photo 29](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f783289841r.jpg)

![509 Weekeepeemee Road - Photo 30](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f3279561016r.jpg)

![509 Weekeepeemee Road - Photo 31](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f1918251820r.jpg)

![509 Weekeepeemee Road - Photo 32](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f666151091r.jpg)

![509 Weekeepeemee Road - Photo 33](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2850612137r.jpg)

![509 Weekeepeemee Road - Photo 34](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f3231330158r.jpg)

![509 Weekeepeemee Road - Photo 35](http://lh.rdcpix.com/7daf3e9f147f6eacb551524ea75f8a6al-f2619205565r.jpg)

---

**MLS#:** 24192284 | **Updated:** 2026-10-29
**Source:** listhub

*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.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/509-weekeepeemee-road-woodbury-ct-06798-4c76682e47664bfe92ce5b803bbff51c)

---

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      "@id": "https://staging.propertysimple.ai/listing/509-weekeepeemee-road-woodbury-ct-06798-4c76682e47664bfe92ce5b803bbff51c#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://staging.propertysimple.ai/listing/509-weekeepeemee-road-woodbury-ct-06798-4c76682e47664bfe92ce5b803bbff51c#agent",
    "name": "Carla Mascaro",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://staging.propertysimple.ai/listing/509-weekeepeemee-road-woodbury-ct-06798-4c76682e47664bfe92ce5b803bbff51c#brokerage",
      "name": "William Pitt Sotheby's Int'l",
      "telephone": "8608686600"
    }
  }
}
```