309 Trailside Drive
Killington, VT 05751
3 Beds
2.5 Baths
2,752 sqft
3 Beds
2.5 Baths
2,752 sqft
Home Value
Trulia Estimate
$1.72MSince last month
Increased$11K (+0.6%)Since last year
Decreased$15K (-0.9%)Since last sale
Increased$52K (+3.1%)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 increased by +383% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.74M |
| July 2026 | $1.72M |
| June 2026 | $1.74M |
| May 2026 | $1.72M |
| March 2026 | $1.69M |
| February 2026 | $1.68M |
| January 2026 | $1.71M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2016 | |
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 |
|---|---|---|---|---|---|---|---|
0.83 | Condo | $885,000 | 04/16/26 | 3 | 3 | 1,715 | |
0.83 | Condo | $840,000 | 09/03/25 | 4 | 3 | 2,085 | |
0.86 | Condo | $879,000 | 03/31/26 | 4 | 3 | 2,067 | |
1.32 | Condo | $630,000 | 08/27/25 | 3 | 3 | 1,300 | |
1.34 | Condo | $595,000 | 04/14/26 | 3 | 3 | 1,157 | |
1.50 | Condo | $815,000 | 07/16/26 | 2 | 2 | 1,342 | |
0.88 | Condo | $405,000 | 11/14/25 | 1 | 1 | 809 | |
1.50 | Condo | $840,000 | 08/03/26 | 2 | 2 | 1,055 | |
1.57 | Condo | $790,000 | 08/20/26 | 2 | 2 | 1,342 |
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 | $2,500,000 | 3 | 3 | 3,471 | For Sale | |
0.06 | $4,416,600 | 5 | 5.5 | 6,048 | Off Market | |
0.06 | $1,850,000 | 2 | 3 | 2,960 | For Sale | |
0.13 | $924,700 | 3 | 2 | 1,703 | Off Market | |
0.18 | $1,692,800 | 4 | 3 | 2,390 | Off Market | |
0.24 | $1,375,000 | 3 | 3.5 | 2,718 | Recently Sold | |
0.32 | $3,322,900 | 7 | 9 | 9,587 | Off Market | |
0.41 | $1,975,000 | 5 | 4.5 | 4,316 | Recently Sold | |
0.43 | $4,300,000 | 5 | 4.5 | 4,826 | Recently Sold | |
0.41 | $779,400 | 4 | 2 | 1,536 | Off Market | |
0.48 | - | - | - | - | Off Market |
Local Information
- Map ViewExplore the area around 309 Trailside Drive.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Condo
Year Built
1988
Living Area
2,752 sqft
Price/Sqft
$625
Parking
Open Parking
Last check for updates: about 11 hours ago
Listed by Nathan Mastroeni
Elevations Team - Real Broker LLC, (802) 289-8463
Shannon Handrahan
Elevations Team - Real Broker LLC, (802) 289-8463
Bought with: Jacob Barnes, EXP Realty, (833) 388-2480
Source: PrimeMLS, MLS#5049853
About this House
Ski-in, ski-out home on Great Eastern at Killington directly on a nice warm up run down to the SkyeShip gondola, this home provides easy access to everything Killington Resort has to offer; a rare find! The interior has been completely renovated and features fresh paint throughout, all new windows and doors. The exterior facade has been updated with stone, thermal insulation wall panels, and a brand-new composite fiberglass-reinforced plastic back deck—stronger than steel and requiring no painting or staining. The new standing seam roof is built to last. The spacious Great Room, with cathedral ceilings and a wood fireplace, serves as the heart of the home, while the open kitchen and dining areas make entertaining a pleasure. The two-story primary suite occupies the entire west side, with two guest bedrooms on the east. Circular stairs lead up to a versatile loft, ideal for a game room or library, and a private loft above the primary suite can be used as an office, studio, or large walk-in closet. Additional amenities include a sauna, shower room, outdoor hot tub, and mini splits for AC and heat throughout the house, ensuring comfort no matter the season. Nestled in the woods but overlooking Bear Mountain Valley, this property offers privacy combined with convenience. Perfect for skiing, riding, hiking, biking enthusiasts, or investors seeking a slopeside property to enjoy or lease. Discover all the opportunities of the trailside lifestyle
309 Trailside Drive, Killington, VT 05751 is a 3 bedroom, 3 bathroom, 2,752 sqft condo built in 1988. It last sold for $1,683,000 on Oct 9, 2025 (9% below the $1,850,000 asking price). It is currently off market. The Trulia Estimate is $1,721,000, with a rent estimate of $3,773/month.
Home Details for 309 Trailside Drive
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MLS Status: Closed |
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Interior Details Number of Rooms: 8 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (quarter): 1 |
Dimensions and Layout Living Area: 2752 Square Feet |
Appliances & Utilities Utilities: Phone, CableLaundry: 1st Floor Laundry |
Heating & Cooling Heating: Propane,Baseboard,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Propane |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood Burning, 1 FireplaceSpa: HeatedHas a FireplaceHas a Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Window: Skylight(s)Flooring: Manufactured |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfFloors: Manufactured |
View No View |
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Exterior Home Features Roof: Standing SeamExterior: DeckFoundation: Concrete Slab |
Parking & Garage No CarportNo GarageHas Open ParkingParking: Gravel,Driveway |
Frontage Road Frontage: NoneRoad Surface Type: Gravel, Paved |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2752 Square Feet |
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Year Built Year Built: 1988 |
Property Type / Style Property Type: ResidentialProperty Subtype: CondominiumArchitecture: Contemporary |
Building Building Name: Trailside VillageConstruction Materials: Masonry, Stone Exterior, Wood SidingNot a New Construction |
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Price List Price: $1,850,000 |
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Direction & Address City: Killington |
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Building Area Building Area: 2752 Square Feet |
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Units in Building: 1 |
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Mls Number: 5049853Additional Fee Info: Fee: $1511.09Above Grade Unfinished Area: 2752Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
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HOA Amenities: Maintenance Structure,Management Plan,Master Insurance,Landscaping,Common Acreage,Security,Snow Removal,Trash Removal |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 9, 2025 Source: PrimeMLS #5049853 | Sold | $1,683,000 |
Jul 3, 2025 Source: PrimeMLS #5049853 | Listed For Sale | $1,850,000 |
Nov 20, 2023 Source: PrimeMLS #4955796 | ListingRemoved | |
Jun 6, 2023 Source: PrimeMLS #4955796 | Listed For Sale | $2,100,000 |
May 22, 2023 Source: N/A | ListingRemoved | |
Feb 7, 2023 Source: N/A | Listed For Sale | $2,250,000 |
Mar 21, 2021 Source: PrimeMLS #4849770 | ListingRemoved | |
Mar 6, 2021 Source: PrimeMLS #4849770 | Listed For Sale | $1,760,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | Unavailable | $330,000 |
Home facts updated by county records
Market trends in Killington
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
8MoM
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.
LGBTQ Local Legal Protections
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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 2026-08-23 17:18:25 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.
Frequently asked questions about 309 Trailside Drive
- What is 309 Trailside Drive estimated to be worth?Trulia's estimated value for 309 Trailside Drive in Killington, VT is $1,721,000.
- What is the price history for 309 Trailside Drive?309 Trailside Drive in Killington, VT last sold for $1,683,000 in October 2025.
- Is Killington a buyer's or seller's market?Killington is currently a balanced market, based on recent for-sale activity.
- What do residents say about Killington?Residents describe Killington, VT as dog-friendly, quiet, and established. Most residents say you need a car. See recently sold homes in Killington, VT.
- Does 309 Trailside Drive have air conditioning?Yes, 309 Trailside Drive in Killington, VT has air conditioning.
- Does 309 Trailside Drive have laundry facilities?Yes, 309 Trailside Drive in Killington, VT has laundry facilities.
Apartments for Rent
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Off Market Homes Near 309 Trailside Drive
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