364 Timber Drive, Winter Park, CO 80482
Local realty services provided by:CENTURY 21 Top Dog Properties
Listed by: josh a simpson
Office: coldwell banker realty
MLS#:26-810
Source:CO_GCBOR
Price summary
- Price:$2,850,000
- Price per sq. ft.:$500
About this home
Luxury mountain chalet with exceptional vacation rental potential fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched on a private 1/3-acre mountainside lot, this stunning 4,033 sq. ft. home offers breathtaking panoramic views of Winter Park and the surrounding Rockies. Features include 4 bedrooms, 5 bathrooms, two luxurious primary suites, multiple decks and patios, a chef's kitchen, open-concept living, and a dramatic double-sided fireplace. The walkout lower level offers additional bedrooms, a family room, game room, and second laundry. Relax in the private hot tub after a day of skiing, biking, hiking, or golf. Short-term rentals are permitted, making this an outstanding primary residence, mountain getaway, or investment opportunity Rare opportunity to own a luxury mountain retreat with outstanding vacation rental potential sold fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched high on the mountainside, this exceptional custom chalet captures breathtaking panoramic views of Winter Park, the valley below, and the surrounding Rocky Mountains.
Spanning 4,033 square feet on a private one-third-acre lot, this beautifully appointed home offers the perfect combination of luxury, comfort, and investment potential. The spacious floor plan features 5 bedrooms (including one non-conforming bedroom) and 5 bathrooms, highlighted by two luxurious primary suites and multiple decks and patios designed to maximize the spectacular mountain setting.
The open-concept main level is ideal for entertaining, featuring a chef's kitchen, expansive living spaces, and a dramatic double-sided fireplace shared between the great room and dining area. Walls of windows fill the home with natural light while showcasing the stunning alpine views.
The walkout lower level offers three additional bedrooms, a large family room, game room with space for a pool table, and a second laundry area, providing ample room for family gatherings, guests, and multi-generational living.
After a day on the slopes, trails, or golf course, unwind in the private hot tub while enjoying the incredible mountain scenery. An oversized garage with loft storage provides abundant space for vehicles, recreational equipment, and all your Colorado adventures.
Whether you're seeking a full-time residence, a seasonal getaway, or a high-demand short-term rental investment, this property delivers. Short-term rentals are permitted, offering exceptional income-producing potential in one of Colorado's premier four-season resort destinations.
With its commanding views, generous size, excellent condition, flexible floor plan, and unbeatable location near Winter Park Resort, this remarkable chalet represents one of the area's most compelling values and a rare opportunity to own a true Colorado mountain escape....
Contact an agent
Home facts
- Year built:2009
- Subdivision & Development:HIDEAWAY VILLAGE SOUTH
- Listing ID #:26-810
- Added:51 day(s) ago
- Updated:July 30, 2026 at 02:46 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:17
- Kitchen Description:Dishwasher, Microwave, Range, Refrigerator
- Living area:4,033 sq. ft.
Heating and cooling
- Heating:Radiant
Structure and exterior
- Year built:2009
- Building area:4,033 sq. ft.
- Lot area:0.3 Acres
- Lot Features:Back Yard, Gentle Slope, Landscaped, Many Trees, Private
- Architectural Style:Chalet
- Construction Materials:Frame, Rock
Schools
- High school:Middle Park
- Middle school:East Grand
- Elementary school:Fraser
Finances and disclosures
- Price:$2,850,000
- Price per sq. ft.:$500
- Tax amount:$10,218 (2024)
Features and amenities
- Laundry features:Washer/Dryer
Parking
- Garage spaces:2
New listings near 364 Timber Drive
- New
$499,000Active2 beds 2 baths813 sq. ft.520 Kings Crossing Road #A201, Winter Park, CO 80482
MLS# 26-1098Listed by: JAMISON MOUNTAIN PROPERTIES - New
$930,000Active2 beds 2 baths1,333 sq. ft.400 Baker Drive #TE-102, Winter Park, CO 80482
MLS# 26-1077Listed by: THE REAL ESTATE COMPANY 
$2,250,000Pending3 beds 6 baths2,951 sq. ft.385 Lions Gate Drive #J, Winter Park, CO 80482
MLS# 26-1072Listed by: REAL ESTATE OF WINTER PARK- New
$649,000Active1 beds 1 baths595 sq. ft.Address Withheld By Seller, Winter Park, CO 80482
MLS# 3905427Listed by: Habitat - New
$599,000Active1 beds 1 baths595 sq. ft.Address Withheld By Seller, Winter Park, CO 80482
MLS# 7451374Listed by: Habitat - New
$699,000Active1 beds 1 baths595 sq. ft.Address Withheld By Seller, Winter Park, CO 80482
MLS# 8521467Listed by: Habitat - New
$1,895,000Active3 beds 3 baths2,372 sq. ft.310 Arapahoe Road, Winter Park, CO 80482
MLS# 26-1009Listed by: WEST AND MAIN HOMES - Open Fri, 9 to 11pm
$2,650,000Pending4 beds 4 baths2,694 sq. ft.62 Ramble Lane, Winter Park, CO 80482
MLS# 26-1032Listed by: THE REAL ESTATE COMPANY 
$585,000Active2 beds 2 baths940 sq. ft.193 Gcr 702 #3-203, Winter Park, CO 80482
MLS# 26-1059Listed by: THE REAL ESTATE COMPANY
$1,650,000Active4 beds 4 baths2,143 sq. ft.405 Bear Trail, Winter Park, CO 80482
MLS# 26-1053Listed by: KELLER WILLIAMS ADVANTAGE REALTY, LLC
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.