Seller's Agent in 2025
Nathan Mastroeni
(610) 574-6973
44 in this area
79 Total Sales
309 Trailside Dr Killington, VT 05751
3
Beds
2.5
Baths
2,752
Sq Ft
1988
Built
Highlights
- Ski Accessible
- Sauna
- Contemporary Architecture
- Spa
- Deck
- Cathedral Ceiling
About This Home
As of October 2025Ski-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
Property Details
Home Type
- Condominium
Est. Annual Taxes
- $10,738
Year Built
- Built in 1988
Lot Details
- Landscaped
Parking
- Gravel Driveway
Home Design
- Contemporary Architecture
- Wood Siding
- Masonry
Interior Spaces
- 2,752 Sq Ft Home
- Property has 1 Level
- Cathedral Ceiling
- Skylights
- Fireplace
- Natural Light
- Combination Kitchen and Dining Room
- Sauna
Bedrooms and Bathrooms
- 3 Bedrooms
- Walk-In Closet
Outdoor Features
- Spa
- Deck
Utilities
- Mini Split Air Conditioners
- Mini Split Heat Pump
- Baseboard Heating
- Drilled Well
- Phone Available
- Cable TV Available
Community Details
Recreation
- Ski Accessible
- Ski Trails
- Snow Removal
Additional Features
- Trailside Village Condos
- Common Area
- Security Service
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jul 3, 2025
Closed on
Oct 9, 2025
Sold by
76 Llc
Bought by
Tolis Arthur and Lee Sophia
Seller's Agent
Nathan Mastroeni
Buyer's Agent
Jacob Barnes
EXP Realty
List Price
$1,850,000
Sold Price
$1,683,000
Premium/Discount to List
-$167,000
-9.03%
Views
34
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-92.16%
Purchase Details
Closed on
May 9, 2014
Sold by
Oneill Kevin and Sullivan Thomas C
Bought by
76 Llc
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,683,000 | -- | |
| Partnership Grant Deed | -- | -- |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 10/09/2025 10/09/25 | Sold | $1,683,000 | -9.0% | $612 / Sq Ft |
| 07/03/2025 07/03/25 | For Sale | $1,850,000 | -- | $672 / Sq Ft |
Source: PrimeMLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | -- | $330,000 | $0 | $0 |
| 2023 | -- | $330,000 | $0 | $0 |
| 2022 | $8,185 | $330,000 | $0 | $0 |
| 2021 | $7,737 | $330,000 | $0 | $0 |
| 2020 | $7,073 | $330,000 | $0 | $0 |
| 2019 | $6,830 | $330,000 | $0 | $0 |
| 2018 | $6,406 | $330,000 | $0 | $0 |
| 2017 | $6,209 | $330,000 | $0 | $0 |
| 2016 | $6,001 | $330,000 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Nathan Mastroeni
-
Shannon Handrahan
S
Seller Co-Listing Agent in 2025
Shannon Handrahan
(802) 613-0729
8 in this area
16 Total Sales
-
Jacob Barnes
Buyer's Agent in 2025
Jacob Barnes
EXP Realty
(802) 349-7840
1 in this area
79 Total Sales
Map
Source: PrimeMLS
MLS Number: 5049853
APN: 588-185-12669
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Copyright 2025 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.
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