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For sale
  • Price cut: $50K (6/1)
    $879,900

    181 Railtree Hill Road, Woodbury, CT 06798

    4beds
    3,726sqft
    : 
    Single Family Residence
    Built in 1986
    3.24 Acres Lot
    $-- Zestimate®
    $236/sqft
    $-- HOA

    What's special

    Private au pair suiteVaulted beamed ceilingsClassic stone wallsExpansive lawnsCenter islandPond with wild flowersBackyard pavilion
    Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a center island. The generous family room is the heart of the home, boasting vaulted, beamed ceilings, a cozy fireplace, hardwood floors, and French doors leading to both the front and back yards. Upstairs, you'll find four bedrooms and two and a half bathrooms, along with a private au pair suite located above the garage-perfect for guests or extended family. Additional highlights include an oversized two-car garage, a walkout lower level with a third garage door, and enough space to accommodate three to four smaller vehicles. The exterior is impeccably maintained with expansive lawns, a pond with wild flowers, mature plantings, blue stone walkways and patios, classic stone walls, and a backyard pavilion- ideal for enjoying the outdoors while staying shaded from the sun. This ideal location is only a 5-minute drive to town parks, schools, and Woodbury's fabulous Main Street USA.
    29 days
    on Zillow
    |
    2,557
    |
    123
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    Zillow last checked: 7 hours ago

    Listing updated: June 11, 2025 at 09:42am

    Listed by:

    Timothy Drakeley,

    Drakeley Real Estate, Inc.,

    Rhonda Stokes,

    Drakeley Real Estate, Inc.

    Source: Smart MLS,MLS#: 24096486MLS Logo
    Travel times

    Tour with a buyer’s agent

    We’ll find a local expert to take you on a private tour of 181 Railtree Hill Road.

    Next available tour time:Tomorrow at 9am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Cathedral Ceiling(s), Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Features: Hardwood Floor
    • Level: Main
    Family room
    • Features: Vaulted Ceiling(s), Beamed Ceilings, Fireplace, Patio/Terrace, Hardwood Floor
    • Level: Main
    Kitchen
    • Features: Eating Space, Kitchen Island
    • Level: Main
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    Other
    • Features: Vaulted Ceiling(s), Full Bath
    • Level: Upper
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level
    Features
    • Open Floorplan
    • Doors: French Doors
    • Windows: Thermopane Windows
    • Basement: Full,Partially Finished
    • Attic: Pull Down Stairs
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 3,726
    • Total interior livable area: 3,726 sqft
    • Finished area above ground: 3,326
    • Finished area below ground: 400

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached
    • Attached garage spaces: 3
    Features
    • Patio & porch: Patio
    • Exterior features: Sidewalk, Garden, Stone Wall
    • Waterfront features: Waterfront, Pond
    Lot
    • Size: 3.24 Acres
    • Features: Few Trees, Level, Rolling Slope
    Details
    • Parcel number: 934474
    • Zoning: OS60

    Construction

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

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    Green energy
    • Energy efficient items: Windows

    Community & HOA

    Community
    • Features: Golf, Library, Medical Facilities, Playground, Private School(s)
    • Subdivision: Good Hill
    HOA
    • Has HOA: No
    Location
    • Region: Woodbury

    Financial & listing details

    • Price per square foot: $236/sqft
    • Tax assessed value: $423,430
    • Annual tax amount: $9,811
    • Date on market: 5/17/2025
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