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For sale
    • $1,395,000

    509 Weekeepeemee Road, Woodbury, CT 06798

    3beds
    2,346sqft
    : 
    $9,172/mo
    Get pre-qualified
    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
    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.
    18 days
    |
    1,814
    |
    242
    |

    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#: 24192284MLS Logo

      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: $10,317
      • 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

        DateEventPrice
        7/24/2026Listed for sale$1,395,000+91.7%$595/sqft
        Source: Smart MLS #24192284 Report a problem
        8/14/2020Sold$727,782-3.6%$310/sqft
        Source: Smart MLS #170304418 Report a problem
        6/15/2020Pending sale$755,000$322/sqft
        Source: Drakeley Real Estate, Inc. #170304418 Report a problem
        6/10/2020Listed for sale$755,000+39.2%$322/sqft
        Source: Drakeley Real Estate, Inc. #170304418 Report a problem
        11/1/2001Sold$542,300+57.2%$231/sqft
        Source: Public Record Report a problem
        2/3/1997Sold$345,000$147/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06798

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        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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