Listed by Nathan Mastroeni, Elevations Real Estate, (802) 289-8463
$1,850,000
2 Beds
3 Baths
2,960 sqft
300 Trailside Drive Unit D, Killington, VT 05751
Est. Mortgage $12,849/mo*
Get Pre-QualifiedHome Highlights
Condo
Built in 1982
$625/sqft
Open Parking
Local Information
- Map ViewExplore the area around 300 Trailside Drive Unit D.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Home Details for 300 Trailside Drive Unit D
|
|---|
MLS Status: Active |
|
|---|
Interior Details Basement: Finished,Walkout,Walk-Out AccessNumber of Rooms: 9 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 2 |
Dimensions and Layout Living Area: 2960 Square Feet |
Appliances & Utilities Utilities: Cable Available, Fiber Optic Internt AvailAppliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Instant Hot WaterDishwasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Propane,Baseboard,Heat PumpHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Propane |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Fireplace Screens/Equip, 1 FireplaceSpa: HeatedHas a FireplaceHas a Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Carpet, Wood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Wood |
View Has a ViewView: Mountain(s) |
|
|---|
Exterior Home Features Roof: Metal Standing SeamExterior: DeckFoundation: Concrete |
Parking & Garage No CarportNo GarageHas Open ParkingParking: Gravel,Driveway |
Frontage Road Frontage: None, Association, Private RoadRoad Surface Type: Gravel |
Water & Sewer Sewer: Community |
Finished Area Finished Area (above surface): 2960 Square Feet |
|
|---|
Days on Market: 45 |
|
|---|
Year Built Year Built: 1982 |
Property Type / Style Property Type: ResidentialProperty Subtype: CondominiumArchitecture: Contemporary |
Building Construction Materials: Wood Frame, Stone ExteriorNot a New Construction |
Property Information Not Included in Sale: A list will be provided once under contract. |
|
|---|
Price List Price: $1,850,000Price Per Sqft: $625 |
|
|---|
|
|---|
Direction & Address City: KillingtonCommunity: Trailside Village |
|
|---|
Listing Agent Listing ID: 5103728 |
|
|---|
Building Area Building Area: 2960 Square Feet |
|
|---|
Units in Building: 1 |
|
|---|
HOA Fee Includes: Maintenance Grounds, Plowing, Sewer, Trash, Water, HOA FeeHas an HOA |
|
|---|
Furnished |
|
|---|
BasementMls Number: 5103728Additional Fee Info: Fee: $1599.96Above Grade Unfinished Area: 2960Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet |
|
|---|
HOA Amenities: Management Plan,Master Insurance,Landscaping,Common Acreage,Snow Removal,Trash Removal |
Around this home
What Locals Say about Killington
At least 10 Trulia users voted on each feature.
88 % Say car is needed
81 % Say it's dog friendly
77 % Say it's quiet
74 % Say there's holiday spirit
73 % Say they plan to stay for at least 5 years
73 % Say parking is easy
67 % Say there's wildlife
67 % Say people would walk alone at night
57 % Say yards are well-kept
55 % Say there are community events
54 % Say kids play outside
50 % Say it's walkable to restaurants
47 % Say streets are well-lit
43 % Say neighbors are friendly
40 % Say there are sidewalks
18 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Killington
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
2MoM
Home Value
Trulia Estimate
$1.73MSince last month
Decreased$13K (-0.8%)Since last year
Decreased$899K (-34.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value decreased by -34% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.73M |
| August 2026 | $1.74M |
| July 2026 | $2.54M |
| June 2026 | $2.55M |
| May 2026 | $2.52M |
| April 2026 | $2.56M |
| March 2026 | $2.53M |
| February 2026 | $2.63M |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Condo | $1,683,000 | 10/09/25 | 3 | 2.5 | 2,752 | |
0.13 | Condo | $799,000 | 09/18/26 | 2 | 2 | 1,809 | |
0.11 | Condo | $500,000 | 08/31/26 | 1 | 1 | 991 | |
0.88 | Condo | $885,000 | 04/16/26 | 3 | 3 | 1,715 | |
0.91 | Condo | $879,000 | 03/31/26 | 4 | 3 | 2,067 | |
1.29 | Condo | $595,000 | 04/14/26 | 3 | 3 | 1,157 | |
0.94 | Condo | $405,000 | 11/14/25 | 1 | 1 | 809 | |
1.45 | Condo | $815,000 | 07/16/26 | 2 | 2 | 1,342 | |
1.53 | Condo | $450,000 | 04/30/26 | 2 | 2.5 | 1,090 | |
1.39 | Condo | $350,000 | 05/01/26 | 2 | 2 | 881 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $1,714,100 | 3 | 2.5 | 2,752 | Off Market | |
0.05 | $4,382,800 | 5 | 5.5 | 6,048 | Off Market | |
0.07 | $2,500,000 | 3 | 3 | 3,471 | For Sale | |
0.11 | $500,000 | 1 | 1 | 991 | Recently Sold | |
0.12 | $953,100 | 3 | 2 | 1,703 | Off Market | |
0.13 | $799,000 | 2 | 2 | 1,809 | Recently Sold | |
0.13 | $1,716,900 | 4 | 3 | 2,390 | Off Market | |
0.19 | $1,375,000 | 3 | 3.5 | 2,718 | Recently Sold | |
0.25 | $2,750,000 | 4 | 3.5 | 3,631 | For Sale | |
0.28 | $3,315,400 | 7 | 9 | 9,587 | Off Market | |
0.36 | $1,869,000 | 5 | 4 | 3,634 | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 6, 2026 Source: PrimeMLS #5103728 | Listed For Sale | $1,850,000 |
Apr 23, 2026 Source: PrimeMLS #5076313 | ListingRemoved | $2,750,000 |
Feb 11, 2026 Source: PrimeMLS #5076313 | Listed For Sale | $2,750,000 |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Nathan Mastroeni, Elevations Real Estate, (802) 289-8463
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 2026-09-20 23:08:23 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
Similar Homes You May Like
13.68 ACRESPrimeMLS, Active
6.14 ACRESPrimeMLS, Active
134.5 ACRESPrimeMLS, Active
74.83 ACRESPrimeMLS, Active
9 ACRESPrimeMLS, Active
See more homes for sale inKillington
New Listings near 300 Trailside Drive Unit D
NEW CONSTRUCTION1.25 ACRESPrimeMLS, Active- 6.14 ACRESPrimeMLS, Active
- See more homes for sale inKillington
Frequently asked questions about 300 Trailside Drive Unit D
- What is the estimated monthly payment for 300 Trailside Drive Unit D?Based on a $1,850,000 list price with 20% down at today's rates, the estimated monthly payment for 300 Trailside Drive Unit D in Killington, VT is approximately $13,060 (about $10,117 principal & interest, $2,868 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Killington?Residents describe Killington, VT as dog-friendly, quiet, and established. Most residents say you need a car. See homes for sale in Killington, VT.
- What are the closest schools to 300 Trailside Drive Unit D?The closest schools to 300 Trailside Drive Unit D in Killington, VT are Killington Elementary School (Pre-K, rated 9/10), Woodstock Senior Uhsd #4 (Middle/High, rated 9/10).
- Does 300 Trailside Drive Unit D have air conditioning?Yes, 300 Trailside Drive Unit D in Killington, VT has air conditioning.
- Does 300 Trailside Drive Unit D have laundry facilities?Yes, 300 Trailside Drive Unit D in Killington, VT has in-unit laundry.
- Does 300 Trailside Drive Unit D have parking?Yes, 300 Trailside Drive Unit D in Killington, VT has on-site parking.
300 Trailside Drive Unit D, Killington, VT 05751 is a 2 bedroom, 3 bathroom, 2,960 sqft condo built in 1982. This property is currently available for sale and was listed by PrimeMLS on Aug 6, 2026. The MLS # for this home is MLS# 5103728.