139 Forest Trail

More Ways to Live. More Ways to Own. 139 Forest Trail presents one of Winter Park's most distinctive ownership opportunities. Ideally located within walking distance of downtown Winter Park, this thoughtfully renovated property offers the rare advantage of two fully independent residences under one ownership-creating exceptional flexibility for a private mountain retreat, second home with proven rental history, multi-generational living, shared ownership, or the opportunity to generate meaningful supplemental income while preserving the lifestyle that makes mountain ownership so rewarding. The upper residence serves as the primary living space, featuring three bedrooms, two bathrooms, an open-concept kitchen with custom cabinets built from old growth redwood from a 100+year old barn, quartz countertops and a large center island, an expansive great room with a gas fireplace, an oversized primary suite, and a private deck showcasing mountain views. Warm wood flooring and accents, contemporary mountain finishes, radiant heat, tankless water heater, new roof, boiler, and windows, and abundant natural light create an atmosphere that is both sophisticated and inviting. The fully updated lower residence offers three bedrooms, three bathrooms, a spacious living area with a wood-burning fireplace, a full kitchen, private laundry, and a flexible bonus room ideal for a home office, fitness space, or additional guest accommodations. Designed for comfort and privacy, it functions beautifully for extended family, visitors, shared ownership, or private rental use. Located directly across from the Lift bus stop and just moments from world-class skiing, hiking, biking, restaurants, shopping, and year-round recreation, the property also includes a 0.03-acre adjacent parcel, adding value and future possibilities. Where mountain living, thoughtful design, and remarkable versatility come together-creating an ownership opportunity unlike any other in Winter Park.

Property Details

Location

Legal

Based on information submitted to the MLS GRID as of 2026-08-30 20:52:38 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Last Updated: Aug 30, 2026 8:52 PM. Source: RECOLORADO

Provided By
Listed by Patricia Dessel, 3034756097
Listing Office: Compass - Boulder

Legal Notice

This publication is designed to provide information with regard to the subject matter covered. It is displayed with the understanding that the publisher and authors are not engaged in rendering real estate, legal, accounting, tax, or other professional services and that the publisher and authors are not offering such advice in this publication. If real estate, legal, or other expert assistance is required, the services of a competent, professional person should be sought.

The information contained in this publication is subject to change without notice. METROLIST, INC., DBA RECOLORADO MAKES NO WARRANTY OF ANY KIND WITH REGARD TO THIS MATERIAL, INCLUDING, BUT NOT LIMITED TO, THE IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE. METROLIST, INC., DBA RECOLORADO SHALL NOT BE LIABLE FOR ERRORS CONTAINED HEREIN OR FOR ANY DAMAGES IN CONNECTION WITH THE FURNISHING, PERFORMANCE, OR USE OF THIS MATERIAL.

Buyer Agency Compensation

The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.