364 Timber Drive
Winter Park, CO 80482
- 5 Beds
- 4.5 Baths
- 4,033 sqft (on 0.30 acres)
5 Beds
4.5 Baths
4,033 sqft
(on 0.30 acres)
We estimate this home will sell faster than 88% nearby.
Local Information
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Description
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.
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.
We estimate this home will sell faster than 88% nearby.
Home Highlights
Parking
2 Car Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
$743
Listed
6 days ago
Home Details for 364 Timber Drive
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MLS Status: Active |
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Interior Details Number of Rooms: 17Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Bonus Room, Den, Dining Room, Family Room, Kitchen, Laundry |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4033 Square Feet |
Appliances & Utilities Utilities: WI-FI, Internet AvailableAppliances: Built-In Gas Oven, Dishwasher, Dryer, Exhaust Fan, Microwave, Plumbed For Ice Maker, Range, Refrigerator, Stainless Steel Appliance(s), Vented Exhaust Fan, Washer, Washer/DryerDishwasherDryerLaundry: Accessible Utilities or LaundryMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,Radiant,Fireplace(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa Spa: AssociationHas a Spa |
Windows, Doors, Floors & Walls Window: Double Pane WindowsFlooring: Hardwood |
Levels, Entrance, & Accessibility Levels: Tri-Level, Multi/SplitFloors: Hardwood |
View Has a ViewView: Mountain(s) |
Security Security: Security System, Smoke Detector(s) |
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Exterior Home Features Patio / Porch: Covered Patio, DeckExterior: Gas Grill |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Assigned,Garage Door Opener |
Frontage Responsible for Road Maintenance: CityNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 2Days on Market: 6 |
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Year Built Year Built: 2009 |
Property Type / Style Property Type: ResidentialProperty Subtype: ResidentialArchitecture: Chalet |
Building Construction Materials: Frame, Post & Beam, RockNot a New Construction |
Property Information Condition: Updated/RemodeledUsage of Home: ResidentialParcel Number: 158733303004 |
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Price List Price: $2,995,000Price Per Sqft: $743 |
Status Change & Dates Possession Timing: Quick Posn |
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Direction & Address City: Winter ParkCommunity: Hideaway Village South |
School Information Elementary School: FraserJr High / Middle School: East GrandHigh School: Middle Park |
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Listing Agent Listing ID: 26-810 |
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Building Area Building Area: 5700 Square Feet |
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HOA Fee Includes: Road MaintenanceHOA Name: Winter Park LodgingNo HOA |
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Lot Area: 0.30 acres |
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Listing Terms: Cash, Conventional, 1031 Exchange |
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BasementMls Number: 26-810 |
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HOA Amenities: Spa/Hot Tub,Lodge,Laundry,Ski Closet,Owners Closet |
Last check for updates: about 4 hours ago
Listing courtesy of Josh A Simpson, (720) 244-4648
Coldwell Banker Realty
Source: GCBOR, MLS#26-810
Also Listed on GCBOR.
Market trends in Winter Park
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
—
Available listings
84
7MoM
Price History for 364 Timber Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 06/09/2026 | $2,995,000 | Listed For Sale | GCBOR #26-810 |
| 12/09/2013 | $863,500 | Sold | N/A |
| 06/10/2010 | $1,125,000 | Sold | GCBOR #08-2208 |
| 09/27/2007 | $214,000 | Sold | GCBOR #07-2146 |
| 06/21/2007 | $206,400 | Sold | N/A |
| 05/18/2005 | $145,100 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $10,218 |
| Assessment | $2,544,340 |
Home facts updated by county records
Comparable Sales for 364 Timber Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $2,930,000 | 06/27/25 | 5 | 4.5 | 5,060 | |
0.20 | Single-Family Home | $2,475,000 | 07/18/25 | 4 | 3 | 2,752 | |
0.72 | Single-Family Home | $2,500,000 | 02/27/26 | 6 | 5 | 4,268 | |
0.46 | Single-Family Home | $2,524,500 | 08/29/25 | 4 | 3 | 2,810 | |
0.41 | Single-Family Home | $920,000 | 03/12/26 | 3 | 2 | 1,280 | |
0.75 | Single-Family Home | $1,525,000 | 09/02/25 | 3 | 3 | 2,488 | |
0.63 | Single-Family Home | $4,100,000 | 08/28/25 | 5 | 5 | 4,464 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 364 Timber Drive.
What Locals Say about Winter Park
At least 22 Trulia users voted on each feature.
92 % Say people would walk alone at night
92 % Say parking is easy
90 % Say it's dog friendly
81 % Say there's wildlife
79 % Say it's walkable to restaurants
78 % Say it's quiet
70 % Say kids play outside
69 % Say car is needed
62 % Say streets are well-lit
59 % Say they plan to stay for at least 5 years
53 % Say there's holiday spirit
52 % Say it's walkable to grocery stores
50 % Say yards are well-kept
48 % Say there are community events
47 % Say neighbors are friendly
43 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Josh A Simpson, Coldwell Banker Realty
Agent Phone: (720) 244-4648
© 2026 Grand County Association of REALTORS®
Information in this listing has not been verified by the Grand County Association of REALTORS® MLS (GCARMLS) and should be independently verified by consumers. Information is deemed reliable but not guaranteed and is subject to change without notice. This data is provided for consumers’ personal, non-commercial use only to identify potential properties for purchase. Unauthorized reproduction or redistribution of this information is prohibited. Listing data and the compilation thereof are protected by copyright and other applicable law.
364 Timber Drive, Winter Park, CO 80482 is a 5 bedroom, 5 bathroom, 4,033 sqft single-family home built in 2009. This property is currently available for sale and was listed by GCBOR on Jun 9, 2026. The MLS # for this home is MLS# 26-810.

