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For sale
  • $2,495,000

    562 Upper Grassy Hill Road, Woodbury, CT 06798

    4beds
    6,459sqft
    : 
    Single Family Residence
    Built in 2013
    9.11 Acres Lot
    $2,466,700 Zestimate®
    $386/sqft
    $-- HOA

    What's special

    Breakfast nookRiding arena w viewsDouble vanitiesStainless appliancesBluestone patios
    Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxbury's bucolic rolling hills! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional space. 6 horse paddocks w waterers & electric fence. Perfectly set riding arena w views. Built in 2013, no expense was spared on the construction of this home. Sprawling kitchen w marble countertops, stainless appliances, butler's pantry & breakfast nook opens to a sun-drenched 2-story great room w views. Tastefully done formal living & dining rooms. Dining room w trey ceilings & wood paneling. Charming office w bookshelves & built-ins. Cozy, multi-purpose den w fireplace & french doors. Mudroom & powder room. Upstairs, master suite w bookshelves, built-ins, sitting area, walk-in closet w center island & stunning master bath w heated marble floors, marble countertops, double vanities, stand-up shower & air jetted tub. 3 additional bedrooms all amply sized w walk-in closets & attached baths. Oversized recreation room currently used as a home gym & play area. Additional room on 3rd floor. This home is set on several cleared acres but is secluded from all neighboring properties and is backed up by 34 acres of open space. The westerly views of rolling hills offer stunning sunsets from bluestone patios. The setting and land are serene and surreal! Plenty of room for a pool. Taxes reflect PA490 tax exemption for 5.22 acres Separate 2.05 acre building lot will convey with this property. You can build another house, outbuildings, or whatever zoning will permit!
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    Zillow last checked: 7 hours ago

    Listing updated: June 10, 2025 at 05:31am

    Listed by:

    John Donato Jr,

    Showcase Realty, Inc.

    Source: Smart MLS,MLS#: 24098508MLS Logo
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    Tour with a buyer’s agent

    We’ll find a local expert to take you on a private tour of 562 Upper Grassy Hill Road.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: High Ceilings, Cathedral Ceiling(s), Built-in Features, Fireplace, Full Bath, Walk-In Closet(s)
    • Level: Upper
    Bedroom
    • Features: Full Bath, Walk-In Closet(s)
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Walk-In Closet(s)
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Walk-In Closet(s)
    • Level: Upper
    Den
    • Features: High Ceilings, Fireplace, French Doors, Hardwood Floor
    • Level: Main
    Dining room
    • Features: High Ceilings, Hardwood Floor
    • Level: Main
    Great room
    • Features: 2 Story Window(s), High Ceilings, Fireplace, Hardwood Floor
    • Level: Main
    Kitchen
    • Features: High Ceilings, Breakfast Nook, Kitchen Island, Pantry, Hardwood Floor
    • Level: Main
    Living room
    • Features: High Ceilings, Hardwood Floor
    • Level: Main
    Office
    • Features: High Ceilings, Bookcases, Built-in Features, Hardwood Floor
    • Level: Main
    Other
    • Level: Third,Upper
    Rec play room
    • Level: Upper
    Heating
    • Hydro Air, Propane
    Cooling
    • Central Air
    Appliances
    • Included: Gas Cooktop, Oven, Range Hood, Refrigerator, Washer, Dryer, Water Heater, Tankless Water Heater
    • Laundry: Upper Level
    Features
    • Sound System, Wired for Data, Central Vacuum
    • Windows: Thermopane Windows
    • Basement: Full,Unfinished
    • Attic: Finished,Walk-up
    • Number of fireplaces: 4
    Interior area
    • Total structure area: 6,459
    • Total interior livable area: 6,459 sqft
    • Finished area above ground: 6,459
    • Finished area below ground: 0
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached, Garage Door Opener
    • Attached garage spaces: 3
    Lot
    • Size: 9.11 Acres
    • Features: Secluded, Borders Open Space, Level, Landscaped
    Details
    • Additional structures: Barn(s)
    • Parcel number: 2491077
    • Zoning: OS80
    • Other equipment: Generator Ready
    • Horses can be raised: Yes
    • Horse amenities: Paddocks

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Shake Siding, Cedar
    • Foundation: Concrete Perimeter
    • Roof: Asphalt,Shingle
    Condition
    • New construction: No
    • Year built: 2013

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Underground Utilities
    Green energy
    • Energy efficient items: Windows

    Community & HOA

    Community
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Woodbury

    Financial & listing details

    • Price per square foot: $386/sqft
    • Tax assessed value: $1,020,320
    • Annual tax amount: $23,641
    • Date on market: 6/9/2025
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