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.
11 days
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405
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10
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Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Patricia Dessel303-475-6097,
Compass - Boulder
Source: IRES as distributed by MLS GRID,MLS#: 1064028
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 5
Full bathrooms: 5
Primary bedroom
Description: Hardwood
Features: 3/4 Primary Bath
Level: Upper
Area: 299 Square Feet
Dimensions: 13 x 23
Bedroom 2
Description: Hardwood
Level: Upper
Area: 100 Square Feet
Dimensions: 10 x 10
Bedroom 3
Description: Hardwood
Level: Upper
Area: 140 Square Feet
Dimensions: 14 x 10
Bedroom 4
Description: Hardwood
Level: Lower
Area: 120 Square Feet
Dimensions: 12 x 10
Bedroom 5
Description: Hardwood
Level: Lower
Area: 40 Square Feet
Dimensions: 8 x 5
Bedroom 6
Description: Hardwood
Level: Lower
Area: 135 Square Feet
Dimensions: 15 x 9
Dining room
Description: Hardwood
Family room
Description: Hardwood
Level: Lower
Area: 210 Square Feet
Dimensions: 14 x 15
Kitchen
Description: Hardwood
Level: Upper
Area: 255 Square Feet
Dimensions: 15 x 17
Laundry
Description: Tile
Level: Lower
Area: 9 Square Feet
Dimensions: 3 x 3
Living room
Description: Hardwood
Level: Upper
Area: 308 Square Feet
Dimensions: 14 x 22
Recreation room
Description: Hardwood
Heating
Radiant
Appliances
Included: Gas Range, Dishwasher, Refrigerator, Washer, Dryer, Microwave
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Source: IRES as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.