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Lynne McGrath
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300 Trailside Drive, Unit D, Killington, VT 05751

$2,750,000
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Active
BEDS2 BATHS3 full SQUARE FEET2,960 MLS#5076313
STATUSActive PROPERTY TYPEResidential - Condominium SUBDIVISIONTrailside Village

Listing Courtesy of: Elevations Team - Real Broker LLC
Agency Phone: 610-574-6973
Associate Name: Nathan Mastroeni
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Property Description

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 highly successful, four-season rental, making it an attractive investment opportunity. Whether you're looking for a mountain retreat, an income-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.

300 Trailside Drive, Unit D | MLS# 5076313

This condo located at 300 Trailside Drive, Unit D, Killington, VT 05751 is currently listed for sale with an asking price of $2,750,000. This property was built in 1982 and has 2 bedrooms and 3 full baths with 2960 sq. ft. Trailside Drive, Unit D is located in the Trailside Village subdivision. Search Trailside Village real estate on lynnemcgrath.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Condominium
Basement: Walkout
Basement: Yes
Cooling: Mini Split
Heating: Propane, Baseboard, Heat Pump
Home Style: Contemporary
Roof Type: Metal, Standing Seam
Stories: 2.0
Taxes: $11,914
Year Built: 1982

Amenities

Cathedral Ceiling
Dining Area
Fireplace Screens/Equip
1 Fireplace
Furnished
Hot Tub
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
Construction Status: Existing
Days on Site: 69
Driveway: Gravel
Electric: Circuit Breaker(s)
Exterior: Wood Frame, Stone Exterior
Fee: $18527.36/Yearly
Flood Zone: No
Flooring: Carpet, Wood
Foundation: Poured 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
Roads: Gravel, Private Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 2960
Sq. Ft. Total Finished: 2960
Total Stories: 2
Units: 1
Water: Community, Drilled Well
Zoning: R01

Local Schools

High School: Choice
Middle School: Choice
Elementary School: Killington Elementary School

Listed By / Shown By

Listed By

Agency Name: Elevations Team - Real Broker LLC
Agency Phone: 610-574-6973
Agent Name: Nathan Mastroeni

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Shown By

Agent Name: Lynne McGrath
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 7,915.22 per month $6,120.31 Principal & Interest $992.83 Property Tax $802.08 Homeowner's Insurance

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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 04/21/2026. The listing information on this page last changed on 04/21/2026. 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 Tue 04/21/2026 12:01:58 AM EST) or MLSPIN MLS (last updated Mon 04/20/2026 11:38:20 PM EST) or Prime MLS (last updated Mon 04/20/2026 5:18:22 PM EST) or MREIS (last updated Mon 04/20/2026 11:55:16 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 2026-04-20 17:18:22

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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.


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