Vintage homes for sale & real estate in Pitkin County, CO

Vintage Home for sale in Pitkin County, CO:

A rare and historically significant property in the heart of Woody Creek, Lucky Dog Ranch encompasses approximately 43 acres with 2,000 feet of Woody Creek frontage and an extraordinary sense of privacy. The property is the original late-1880s Elkhorn Ranch homestead, established by Jeremie Vagneur, one of the Roaring Fork Valley's early settlers. Four generations of the Vagneur family lived in the historic ranch house, creating a deep connection to the land and a remarkable chapter in Woody Creek's history. The historic main residence has been thoughtfully expanded, with a new addition completed in 2025 that seamlessly brings modern mountain living to the character and spirit of the origi

Vintage Home for sale in Pitkin County, CO:

Priced aggressively at $5.495M for a quick sale--representing a total $1,000,000 reduction from the original list price! This beautifully preserved Victorian home offers a truly rare opportunity to secure a detached single-family residence for the cost of a typical Aspen condo or townhome. Located in the heart of the desirable West End, this historic gem provides the privacy and autonomy of a standalone home--without the shared walls or HOA constraints of a multi-unit complex. Recently updated to blend classic elegance with modern convenience, the interior features a chef's kitchen outfitted with top-of-the-line appliances and central air conditioning and heating for year-round comfort. En

Vintage Home for sale in Pitkin County, CO:

Independence Square corner unit is a light and bright studio with grand vaulted ceilings and old-world charm located in the historic Independence Building above Ralph Lauren in Aspen's central core - across the street from Paradise Bakery, and Casa Tua, one block from Kemosabe and Clark's Oyster Bar, two blocks to the gondola. The location makes for easy jaunts into Aspen or for overflow guest accommodations and the on-site hotel operation makes this rental champion a no-brainer for easy revenue while you're not using it. Ski, eat, drink, shop, and play all without ever needing to walk any more than 2 blocks from your door; and with on-site amenities including Laundry, Ski Lockers, Continen

Vintage Home for sale in Pitkin County, CO:

An Elegant 4-Unit Lady Victorian offering a sophisticated, luxury property just steps from the heart of downtown Aspen! New construction offers a contemporary design within the walls of a historic Aspen Victorian blending timeless charm with a sleek modern design. Whether you seek a private family compound, an exclusive corporate retreat, or an investment opportunity, this unique residence provides versatility and exceptional possibilities. The primary residence features a great room perfect for entertaining, two luxurious primary suites, a family/media room with a wet bar and a private patio for serene outdoor living. Two cozy fireplaces add warmth, a sound system creates ambience, while