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The Birthplace of Aspen Skiing
There are estates in Aspen. There are ranches in Aspen. And then there are properties that helped create Aspen itself. Set along the banks of Castle Creek just minutes from downtown Aspen, Highland Ranch is one of the most historically significant private holdings in the Roaring Fork Valley. Home to the original Highland Bavarian Lodge, the first ski lodge in Aspen and among the earliest destination ski resorts in the American West, the property occupies...HIGHLAND RANCH
The Birthplace of Aspen Skiing
There are estates in Aspen. There are ranches in Aspen. And then there are properties that helped create Aspen itself. Set along the banks of Castle Creek just minutes from downtown Aspen, Highland Ranch is one of the most historically significant private holdings in the Roaring Fork Valley. Home to the original Highland Bavarian Lodge, the first ski lodge in Aspen and among the earliest destination ski resorts in the American West, the property occupies a singular place in Colorado history. Long before Aspen became an international destination, skiers gathered here beneath Star Peak and the Five Fingers, establishing a legacy that would forever shape the future of the valley. Today, that legacy spans 58 pristine acres of riverfront, meadows, irrigated pasture, and private trails. More than a historic site, Highland Ranch is a fully realized luxury compound, meticulously restored for modern living. The estate currently offers 10 bedrooms, 8.5 bathrooms and a dedicated office and gym distributed across a remarkable collection of artfully renovated structures, creating a true multi-generational compound capable of hosting family, friends, and staff with exceptional privacy and comfort. At its heart is the historic Highland Bavarian Lodge and Bunk House, thoughtfully restored and transformed into an approximately 6,500-square-foot residence by internationally acclaimed design firm YODEZEEN. Overlooking a large private pond and the dramatic slopes of Star Peak, the home honors its remarkable heritage while delivering the level of craftsmanship, comfort, and sophistication expected of Aspen's most discerning buyers. Amenities include 7 bedrooms, a prep kitchen, dedicated fitness center, sauna, and beautifully curated living spaces designed for both everyday enjoyment and large-scale entertaining. Complementing the main residence are two guest residences, estate manager's residence, and dedicated art and office studio, creating extraordinary flexibility for entertaining, creative pursuits, remote work, and extended family stays. For equestrian enthusiasts, Highland Ranch is among the rare Aspen properties capable of supporting a meaningful horse operation. The ranch includes a six-stall barn with tack room and workshop, irrigated pastures, and several miles of private riding, hiking, and biking trails throughout the property. A substantial metal building provides exceptional flexibility and could serve as an indoor riding arena, sports court facility, wellness pavilion, collector car gallery, event space, or future recreational complex. What truly distinguishes Highland Ranch, however, is its combination of existing luxury and future possibility. The estate possesses entitlements for approximately 18,000 square feet of total development, including the ability to construct an additional residence of approximately 9,300 square feet while preserving the historic lodge compound as guest accommodations, family residences, an entertainment venue, or a private retreat. Opportunities of this scale, with this combination of acreage, water, privacy, history, and proximity to Aspen, are exceptionally rare and impossible to be replicated under today's regulations. Water, increasingly one of the West's most valuable assets, is abundant here. Significant water rights support productive meadows and agricultural uses, while extensive Castle Creek frontage, ponds, and riparian habitat create a landscape of remarkable beauty and ecological richness. Whether envisioned as a world-class equestrian ranch, a private family compound, a conservation-minded retreat, or one of Aspen's great legacy estates, Highland Ranch offers a combination of history, scale, water, privacy, and future development potential that is unlikely to ever be recreated. Few properties tell the story of Aspen. Fewer still helped create it.
Property Details for 5387 Castle Creek Road
Property Details for 5387 Castle Creek Road
| Status | Active |
|---|---|
| MLS # | 193357 |
| Days on Market | 18 |
| Taxes | $42,825 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Property Type | Single Family |
| MLS Type | Residential / Single Family |
| Year Built | 2023 |
| Lot Size | 58.12 AC / 2,531,707 SF |
| County | Pitkin County |
Location
Building Information for 5387 Castle Creek Road
Payment Calculator
$327,471 per month
30 year fixed, 6.36% Interest
$323,902
$3,569
$0
Property Information for 5387 Castle Creek Road
- Directions: 5 miles up Castle Creek Rd. Driveway on your right.
- Acreage: Refer to Lot Size
- Room Total: 0
- Under Construction: No
- Parcel #: 291102101002
- Lv Ht SqFt: 8,242.00
- Zoning: Residential
- Total SqFt: 8,242.00
- Lot Size Area: 58.12
- Unfinished SqFt: .00
- General Info: Garage SqFt: 635.00
- Water Source: Well - Household
- Roof: Metal, Composition, Shake
- Roof: Metal2: Yes
- Roof: Composition Shingles: Yes
- Roof: Shake: Yes
- Cooling: Central Air
- Heating: Radiant, Forced Air, Baseboard
- Laundry Features: Inside
- HOA Dues: $0
- Condition: Excellent
- Cooling: Yes
- Garage Spaces: 2.00
- Heating: Yes
- Construction: Frame: Yes
- Exterior: Log Siding: Yes
- Exterior: Metal: Yes
- Exterior: Wood Siding: Yes
- Condition: Excellent: Yes
- Gas: Propane: Yes
- Sanitation: Septic: Yes
- Substructure: Finished Basement: Yes
- Pre-Fabricated Home: No
- Listing Info: REO: No
- Tax Year: 2025
- Metro Tax District: No
- Keywords Info: Total HOA Fee Per Year: $.00
- Financing Info: Metro Tax District: No
- Financing Info: Transfer Tax: No
- Financing Info: HOA Transfer Fee: No
Property History for 5387 Castle Creek Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jun 15, 2026 | Listed (Active) Aspen Glenwood MLS #193357 | $65,000,000 | — |
| Aug 9, 2020 | Cancelled Aspen Glenwood MLS #164881 | $11,875,000 | — |
| Aug 9, 2020 | Sold Aspen Glenwood MLS #145229 | $15,000,000 | — |
| Aug 9, 2020 | Cancelled Aspen Glenwood MLS #145265 | $18,750,000 | — |
| Aug 7, 2020 | Sold (Public Record) Public Record #676141156 | $15,000,000 | — |
| Jul 3, 2020 | Pending Aspen Glenwood MLS #145229 | — | |
| Dec 21, 2015 | Listed (Active) Aspen Glenwood MLS #145229 | $25,000,000 | — |
| Dec 21, 2015 | Listed (Active) Aspen Glenwood MLS #145265 | $25,000,000 | — |
| Dec 21, 2015 | Listed (Active) Aspen Glenwood MLS #164881 | $11,875,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 06/15/2026 | Listed (Active) Aspen Glenwood MLS #193357 | $65,000,000 |
| 08/09/2020 | Cancelled Aspen Glenwood MLS #164881 | $11,875,000 |
| 08/09/2020 | Sold Aspen Glenwood MLS #145229 | $15,000,000 |
| 08/09/2020 | Cancelled Aspen Glenwood MLS #145265 | $18,750,000 |
| 08/07/2020 | Sold (Public Record) Public Record #676141156 | $15,000,000 |
| 07/03/2020 | Pending Aspen Glenwood MLS #145229 | — |
| 12/21/2015 | Listed (Active) Aspen Glenwood MLS #145229 | $25,000,000 |
| 12/21/2015 | Listed (Active) Aspen Glenwood MLS #145265 | $25,000,000 |
| 12/21/2015 | Listed (Active) Aspen Glenwood MLS #164881 | $11,875,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 5387 Castle Creek Road
Schools near 5387 Castle Creek Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 4 | |||
| Public - | 5 to 8 | |||
| Public - | 9 to 12 | |||
| Charter - | PK to 8 |
Rating | School | Distance |
|---|---|---|
Aspen Elementary School PublicPK to 4 | ||
Aspen Middle School Public5 to 8 | ||
Aspen High School Public9 to 12 | ||
Aspen Community Charter School CharterPK to 8 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Douglas Elliman Real Estate-Durant, Riley Warwick
All information is deemed reliable, but accuracy is not guaranteed. Listing information is based on information from the Aspen / Glenwood MLS for the period 06/15/2026 06:00 PM through 07/04/2026 09:30 PM. The property information being provided is for the consumer’s 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 on 06/17/2026 01:37 PM


























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