364 Timber Drive, Winter Park, CO

$2,850,000

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5

Beds

5

Baths

4,033

Square feet

0.30

Acres

About 364 Timber Drive

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.

Features of 364 Timber Drive

MLS® # 26-810
Price $2,850,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,033
Acres 0.30
Year Built 2009
Type Residential
Sub-Type Single Family Residence
Style Chalet
Status Active

Community Information

Address 364 Timber Drive
Area Winter Park Area
Subdivision HIDEAWAY VILLAGE SOUTH
City Winter Park
County Grand
State CO
Zip Code 80482

Amenities

Amenities Cable TV, Spa/Hot Tub, Laundry, Lodge, Owners Closet, Ski Closet
Utilities Cable Available, WI-FI, Internet Available
Parking Assigned, Garage Door Opener
# of Garages 2
View Mountain(s)
Is Waterfront No
Has Pool No

Interior

Interior Features Ceiling Fan(s), Open Floorplan, Eat-in Kitchen, Fireplace
Appliances Washer/Dryer, Washer, Vented Exhaust Fan, Stainless Steel Appliance(s), Refrigerator, Range, Plumbed For Ice Maker, Microwave, Exhaust Fan, Dryer, Dishwasher, Built-In Gas Oven
Heating Hot Water, Radiant
Fireplace No

Exterior

Exterior Gas Grill
Lot Description Sloped, Trees, Back Yard, Gentle Sloping, Landscaped, Many Trees, Paved, Private, Wooded
Windows Double Pane Windows
Construction Frame, Post & Beam, Rock

School Information

Elementary Fraser
Middle East Grand
High Middle Park

Additional Information

Date Listed June 9th, 2026
Short Sale No
RE / Bank Owned No

Listing Details

AgentJosh Simpson
OfficeColdwell Banker Realty

Listing Map

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