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For sale
    • Price cut: $14.1K (9/29)
    $574,900

    323 Upper Grassy Hill Road, Woodbury, CT 06798

    3beds
    3,282sqft
    : 
    $4,162/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.93 Acres Lot
    $-- Zestimate®
    $175/sqft
    $-- HOA

    What's special

    Separate dining roomGenerously sized bedroomsSpacious great roomGenerous living spacesWonderful layout
    A Fresh Look at a Home with So Much Flexibility! Come take a look at this versatile and beautifully maintained home, where generous living spaces and unexpected possibilities give you room to make it your own. The first floor offers a wonderful layout with a comfortable living room, spacious great room, and separate dining room, creating plenty of flexibility for everyday living and entertaining. The kitchen has been thoughtfully updated, from the main living spaces, step outside onto the deck - a natural extension of the home for relaxing, dining, or enjoying the outdoors. Upstairs, you'll find generously sized bedrooms with the space and comfort today's buyers are looking for. But the real surprise is downstairs. The walk-out lower level offers even more usable space, including a large room currently used as a workout area and another area that can serve as storage, recreation space, or additional living space. Step outside to the screened-in deck, adding another terrific spot to enjoy the property. And for those looking for flexibility, the large lower-level room has its own separate entrance and offers intriguing potential to create a private studio or guest suite with the addition of a kitchen and bathroom. Whether you envision a home office, gym, creative studio, guest quarters, or future additional living space, the possibilities are here. Turn-key, versatile, and full of potential - this is a home that can adapt to the way you live. Come see! Electronic dog fence conveys with property.
    42 days
    1,030
    80

    Zillow last checked:

    Listing updated:

    Listed by:

    Gabby Addison (203)837-0050,

    Keller Williams Realty 203-438-9494

    Source: Smart MLS,MLS#: 24200605MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Breezeway, Exercise Room
      Primary bedroom
      • Features: Remodeled, Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 208 Square Feet
      • Dimensions: 13 x 16
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 180 Square Feet
      • Dimensions: 12 x 15
      Bedroom
      • Level: Upper
      • Area: 110 Square Feet
      • Dimensions: 11 x 10
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 13 x 12
      Family room
      • Features: 2 Story Window(s), Cathedral Ceiling(s), Built-in Features, Sliders, Hardwood Floor
      • Level: Main
      • Area: 380 Square Feet
      • Dimensions: 19 x 20
      Kitchen
      • Features: Remodeled, Built-in Features, Granite Counters
      • Level: Main
      • Area: 144 Square Feet
      • Dimensions: 12 x 12
      Living room
      • Features: Remodeled, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 276 Square Feet
      • Dimensions: 12 x 23
      Heating
      • Hot Water, Oil
      Cooling
      • Ceiling Fan(s), Wall Unit(s)
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan
      • Basement: Partial
      • Attic: Storage,Floored,Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,282
      • Total interior livable area: 3,282 sqft
      • Finished area above ground: 2,066
      • Finished area below ground: 1,216

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Off Street, Driveway, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Lot
      • Size: 0.93 Acres
      • Features: Few Trees, Level
      Details
      • Parcel number: 934893
      • Zoning: OS80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Lake, Library, Park, Private School(s)
      • Subdivision: Grassy Hill
      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $175/sqft
      • Tax assessed value: $296,100
      • Annual tax amount: $7,414
      • Date on market: 8/24/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/29/2026Price change$574,900-2.4%$175/sqft
        Source: Smart MLS #24200605 Report a problem
        8/28/2026Listed for sale$589,000+81.2%$179/sqft
        Source: Smart MLS #24200605 Report a problem
        11/13/2015Sold$325,000-4.4%$99/sqft
        Source: Smart MLS #W10035429 Report a problem
        8/14/2015Price change$339,900-5.6%$104/sqft
        Source: Coldwell Banker Residential Brokerage - Southbury Office #W10035429 Report a problem
        5/28/2015Price change$359,900-4.7%$110/sqft
        Source: Coldwell Banker Residential Brokerage - Southbury Office #W10035429 Report a problem
        4/13/2015Listed for sale$377,500$115/sqft
        Source: Coldwell Banker Residential Brokerage #W10035429 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,994 +1.9%$296,100
        2024$6,861 +10.8%$296,100 +38.9%
        2023$6,195 -0.4%$213,190
        2022$6,219 $213,190
        2021$6,219 $213,190
        2020$6,219 $213,190
        2019$6,219 +8.9%$213,190 -0.8%
        2018$5,712 -2.1%$214,900
        2017$5,837 +3.3%$214,900
        2016$5,650 +2.8%$214,900 +1.9%
        2015$5,495 +1.5%$210,790
        2014$5,415 -11.8%$210,790 -19.6%
        2013$6,138 -3.4%$262,300
        2012$6,356 +7.9%$262,300
        2011$5,891 +4.7%$262,300
        2010$5,626 +1.5%$262,300
        2009$5,542 -2%$262,300 +13%
        2008$5,654 +1.6%$232,190
        2007$5,563 +5.1%$232,190
        2006$5,292 +6.4%$232,190
        2005$4,974 $232,190
        2004$4,974 +52%$232,190 +93.4%
        2003$3,272 +9.8%$120,080 -21.6%
        1997$2,981 $153,240
        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

        1 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mitchell
        • 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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