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.
For sale
$1,395,000
509 Weekeepeemee Road, Woodbury, CT 06798
3beds
2,346sqft
Single Family Residence
Built in 1747
5.19 Acres Lot
$-- Zestimate®
$595/sqft
$-- HOA
What's special
Dual fireplacesBuilt-in guest quartersCovered porchScreened stone-and-timber breezewayTwo additional storage shedsAuthentic built-insOriginal wide-plank wood floors
- 64 days
- 907
- 98
Zillow last checked:
Listing updated:
Listed by:
Carla P. Mascaro (650)678-9912,
William Pitt Sotheby's Int'l 860-868-6600
Source: Smart MLS,MLS#: 24192284
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Radiator, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- In-Law Floorplan, Smart Thermostat
- Basement: Full,Unfinished,Storage Space,Concrete
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,346
- Total interior livable area: 2,346 sqft
- Finished area above ground: 2,346
Property
Parking
- Total spaces: 6
- Parking features: Detached, Driveway, Circular Driveway, Paved
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Patio
- Exterior features: Outdoor Grill, Rain Gutters, Stone Wall
Lot
- Size: 5.19 Acres
- Features: Few Trees, Wooded, Dry, Sloped, Landscaped
Details
- Additional structures: Shed(s), Barn(s), Guest House
- Parcel number: 933843
- Zoning: os100
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Saltbox
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1747
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $595/sqft
- Tax assessed value: $436,800
- Annual tax amount: $10,937
- Date on market: 7/24/2026
- Exclusions: See inc/excl sheet
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/24/2026 | Listed for sale | $1,395,000+91.7%$595/sqft |
Source:  Smart MLS #24192284 Report a problem | ||
| 8/14/2020 | Sold | $727,782-3.6%$310/sqft |
Source: Smart MLS #170304418 Report a problem | ||
| 6/15/2020 | Pending sale | $755,000$322/sqft |
Source: Drakeley Real Estate, Inc. #170304418 Report a problem | ||
| 6/10/2020 | Listed for sale | $755,000+39.2%$322/sqft |
Source: Drakeley Real Estate, Inc. #170304418 Report a problem | ||
| 11/1/2001 | Sold | $542,300+57.2%$231/sqft |
Source: Public Record Report a problem | ||
| 2/3/1997 | Sold | $345,000$147/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,317 +1.9% | $436,800 |
| 2024 | $10,121 +8.5% | $436,800 +36.1% |
| 2023 | $9,328 -0.4% | $320,990 |
| 2022 | $9,363 | $320,990 |
| 2021 | $9,363 | $320,990 |
| 2020 | $9,363 | $320,990 |
| 2019 | $9,363 -2.1% | $320,990 -10.8% |
| 2018 | $9,567 -2.1% | $359,930 |
| 2017 | $9,776 +3.3% | $359,930 |
| 2016 | $9,463 +0.9% | $359,930 |
| 2015 | $9,383 +1.5% | $359,930 |
| 2014 | $9,247 +1.1% | $359,930 -7.9% |
| 2013 | $9,144 -3.4% | $390,760 |
| 2012 | $9,468 +7.9% | $390,760 |
| 2011 | $8,776 +4.7% | $390,760 |
| 2010 | $8,382 +1.5% | $390,760 |
| 2009 | $8,257 -4.7% | $390,760 +9.8% |
| 2008 | $8,663 +1.6% | $355,770 |
| 2007 | $8,524 +11.8% | $355,770 |
| 2005 | $7,621 | $355,770 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06798
Nearby schools
Schools provided by the listing agent
- Middle: Woodbury
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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