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    • Listed by: Elevations Real Estate • Nathan Mastroeni
    $1,850,000

    300 Trailside Drive Unit D, Killington, VT 05751

    2beds
    2,960sqft
    : 
    $14,664/mo
    Get pre-qualified
    Condominium
    Built in 1982
    -- sqft lot
    $1,726,400 Zestimate®
    $625/sqft
    $-- HOA

    What's special

    Authentic vermont fieldstoneComprehensive exterior renovationTwo-bedroom three-bath townhomeRecently updated deckingStanding seam roof
    True Ski-on/Ski-off! Wake up where the mountain meets your back door. Your new Vermont retreat sits directly alongside the Great Eastern Trail, offering front-row access to Killington’s legendary terrain and an easy glide down to the Skyeship Base on Route 4 and the Skyeship Gondola. The trail is so close you can watch skiers and riders pass by as you sink into the hot tub. This two-bedroom, three-bath townhome has recently been transformed with a comprehensive exterior renovation, showcasing new exterior insulation and finishing system (EIFS), authentic Vermont fieldstone, recently updated decking, standing seam roof, doors, windows and entryway. A large open driveway allows for ample parking. As part of the Trailside Village Association, the home delivers an unmatched lifestyle for ski and ride enthusiasts. Pop in for lunch, warm up by the fire, take a quick soak, then step right back onto the trail, no shuttles, no parking, no hassle. Beyond personal enjoyment, the property has a proven track record as a four-season rental, making it an attractive investment opportunity. Whether you’re looking for a mountain retreat, a revenue-producing property, or both, this home offers it all. In the summer month enjoy the sounds of the stream crossing the trail just above the house, creating a waterfall amplifying the calming nature of the outdoors as the water flows between the rocks. This is Killington living at its finest! Schedule your private showing and make the mountain yours.
    7 hours
    |
    106
    |
    4
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    Zillow last checked:

    Listing updated:

    Listed by:

    Nathan Mastroeni,

    Elevations Real Estate 802-289-8463,

    Shannon Handrahan,

    Elevations Real Estate

    Source: PrimeMLS,MLS#: 5103728MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 1
      • 3/4 bathrooms: 2
      Heating
      • Propane, Baseboard, Heat Pump
      Cooling
      • Mini Split
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Instant Hot Water
      • Laundry: In Basement
      Features
      • Cathedral Ceiling(s), Dining Area, Kitchen/Dining, Natural Light, Sauna
      • Flooring: Carpet, Wood
      • Basement: Finished,Walkout,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Fireplace Screens/Equip, 1 Fireplace
      • Furnished: Yes
      Interior area
      • Total structure area: 2,960
      • Total interior livable area: 2,960 sqft
      • Finished area above ground: 2,960
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Parking features: Gravel, Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Deck
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Features: Condo Development, Ski Area, Ski Trailside, Trail/Near Trail, Views, Mountain, Near Golf Course, Near Skiing
      Details
      • Zoning description: R01

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Contemporary
      • Property subtype: Condominium
      Materials
      • Wood Frame, Stone Exterior
      • Foundation: Concrete
      • Roof: Metal,Standing Seam
      Condition
      • New construction: No
      • Year built: 1982

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Community
      • Utilities for property: Cable Available, Fiber Optic Internt Avail

      Community & HOA

      Community
      • Subdivision: Trailside Village
      HOA
      • Has HOA: Yes
      • Amenities included: Management Plan, Master Insurance, Landscaping, Common Acreage, Snow Removal, Trash Removal
      • Services included: Maintenance Grounds, Plowing, Sewer, Trash, Water, HOA Fee
      • Additional fee info: Fee: $1599.96
      Location
      • Region: Killington

      Financial & listing details

      • Price per square foot: $625/sqft
      • Tax assessed value: $1,559,000
      • Annual tax amount: $18,014
      • Date on market: 8/6/2026
      • Exclusions: A list will be provided once under contract.
      • Road surface type: Gravel

        Estimated market value

        $1,726,400

        $1.64M - $1.81M

        $3,555/mo

        Price history

        DateEventPrice
        8/6/2026Listed for sale$1,850,000-32.7%$625/sqft
        Source: PrimeMLS #5103728 Report a problem
        4/23/2026Listing removed$2,750,000$929/sqft
        Source: PrimeMLS #5076313 Report a problem
        2/11/2026Listed for sale$2,750,000$929/sqft
        Source: PrimeMLS #5076313 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 05751

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