Sign up to get new listings emailed daily! JOIN SIGN IN
Crystal Athas
REALTOR®
VCard Icon 

300 Trailside Drive, Unit D, Killington, VT 05751

$1,850,000
  • Main Photo

48 Photos

Active
BEDS2 BATHS3 full SQUARE FEET2,960 MLS#5103728
STATUSActive PROPERTY TYPEResidential - Condominium SUBDIVISIONTrailside Village

Listing Courtesy of: Elevations Real Estate
Agency Phone: 802-289-8463
Associate Name: Nathan Mastroeni
IDX logo


Property Description

Some ski homes claim ski-in/ski-out. This one delivers it 75 feet from the trail, with nothing closer to be found in Trailside Village. Great Eastern, Killington's legendary green circle run, is famous for miles of smooth, easy turns, and this home sits close enough that you can watch every skier and groomer pass by from the bedrooms and the deck. Clip out of your bindings, place the gear on your own private ski rack, and you're home! This two-bedroom, three-bath home was built for trailside living and year-round comfort. Take in the early morning sun and end the day watching the snowmaking crews light up the slope while you soak in your private hot tub. The exterior has been completely reimagined with a commercial-grade metal roof, new siding, stonework, energy-efficient windows and doors, and updated decks renovations that bring lasting durability and real peace of mind for years to come. Killington rewards you in every season. Winters bring six interconnected peaks, neighboring Pico Mountain, and the longest ski season in the East. Once the snow melts, the mountain shifts to lift-served biking, championship golf, and endless trails through the Green Mountains. And with Killington Village on the horizon, the neighborhood is only set to grow more restaurants, shopping, and slopeside energy right at your doorstep. Vacation home, full-time residence, or investment property this is a rare chance to own true trailside living at Killington, on one of the mountain's most sought-after runs.

300 Trailside Drive, Unit Unit D | MLS# 5103728

This condo located at 300 Trailside Drive, Unit Unit D, Killington, VT 05751 is currently listed for sale with an asking price of $1,850,000. This property was built in 1982 and has 2 bedrooms and 3 full baths with 2960 sq. ft. Trailside Drive, Unit Unit D is located in the Trailside Village subdivision. Search Trailside Village real estate on crystalathas.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Condominium
Basement: Yes
Basement: Finished, Walkout
Cooling: Mini Split
Heating: Propane, Baseboard, Heat Pump
Home Style: Contemporary
Roof Type: Metal, Standing Seam
Stories: 2.0
Taxes: $18,014
Year Built: 1982

Amenities

Cathedral Ceiling
Dining Area
Fireplace Screens/Equip
1 Fireplace
Furnished
Kitchen/Dining
Natural Light
Sauna
Basement Laundry
Deck
Hot Tub

Feature Descriptions

Amenities: Management Plan, Master Insurance, Landscaping, Common Acreage, Snow Removal, Trash Removal
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, On Demand Water Heater
Baths 3/4: 2
Baths Full: 1
Construction: Wood Frame, Stone Exterior
Days on Site: 39
Driveway: Gravel
Electric: Circuit Breaker(s)
Exterior: Wood Frame, Stone Exterior
Fee: $1599.96/Monthly
Fee Includes: Landscaping, Plowing, Sewer, Trash, Water, HOA Fee
Flood Zone: No
Flooring: Carpet, Wood
Foundation: Concrete
Hot Tub: Yes
Lot: Condo Development, Mountain View, Ski Area, Ski Trailside, Trail/Near Trail, View, Mountain, Near Golf Course, Near Skiing
Number of Rooms: 9
Parking: Driveway
Roads: Association, Gravel, Private Road
Sewer: Community
Sq. Ft. Above Grade Finished: 2960
Sq. Ft. Total Finished: 2960
Total Stories: 2
Units: 1
Water: Community
Zoning: R01

Listed By / Shown By

Listed By

Agency Name: Elevations Real Estate
Agent Name: Nathan Mastroeni
Agency Phone: 802-289-8463

agent picture

Shown By

Agent Name: Crystal Athas
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

IDX logo

TOUR THIS HOME

Choose a date and time to see 300 Trailside Drive, Unit D, Killington, VT 05751.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Tuesday September 15
  • Wednesday September 16
  • Thursday September 17
  • Friday September 18
  • Saturday September 19
  • Sunday September 20
  • Monday September 21
  • Tuesday September 22
  • Wednesday September 23
  • Thursday September 24
  • Friday September 25
  • Saturday September 26
  • Sunday September 27
  • Monday September 28
  • Tuesday September 29
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 6,158.05 per month $4,117.30 Principal & Interest $1,501.17 Property Tax $539.58 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/14/2026. The listing information on this page last changed on 09/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/14/2026 12:03:38 AM EST) or MLSPIN MLS (last updated Sun 09/13/2026 11:38:26 PM EST) or Prime MLS (last updated Sun 09/13/2026 11:33:22 PM EST) or MREIS (last updated Sun 09/13/2026 11:55:17 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-09-13 23:33:22

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder