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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.

Highlights

  • Residential
  • Condominium
  • Built in 1973
  • 0.3 Acre Lot
  • $186/mo HOA
  • 124 days on Market

  • Bedrooms
    6
  • Bathrooms
    5
  • Year Built
    1973
  • Construction Materials
    Stucco
  • Living Area
    3228.0
  • Interior Features
    Eat-in Kitchen, Open Floorplan
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Oven
  • Flooring
    Tile, Wood
  • Patio And Porch
    Patio, Deck
  • Heating
    Radiant
  • Basement
    None

  • Acres
    0.3
  • Lot Features
    Wooded, Level
  • View
    Mountain(s)
  • Utilities
    Electricity Available
  • Water
    Public

  • County
    Grand
  • City
    Winter Park
  • Neighborhood
    Timber Run Condo
  • Zip Code
    80482
  • High School
    Middle Park
  • Middle School
    East Grand
  • Elementary School
    Fraser Valley

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Frequently Asked Questions

How do I schedule a tour of 139 Forest Trl?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 139 Forest Trl.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 139 Forest Trl?

Click Ask a Question to talk with our team. You already know it is a 6 bed, 5 bath, listed for $1,895,000. We can talk through recent upgrades, potential seller motivation, how this condominium compares to others in Winter Park, and can even get you in to see the property quickly.

How do I get a virtual tour of 139 Forest Trl?

Yes! A virtual tour is available for 139 Forest Trl. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 139 Forest Trl?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 139 Forest Trl at around $11,055. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 139 Forest Trl?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Grand County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 139 Forest Trl?

In most cases, yes. Whether 139 Forest Trl is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Winter Park's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 139 Forest Trl?

We can handle that for you. Our preferred local agent specializes in residentials in Winter Park and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,895,000 with 3,228 sqft of space—that comes out to approximately $587 per square foot.

How long has this property been on the market?

139 Forest Trl was listed on July 12, 2026, which means it's been on the market for 124 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1973, making it approximately 53 years old.

What is the lot size of this property?

139 Forest Trl sits on a 0.3-acre lot, which is 13,068 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Fraser Valley
  • Middle: East Grand
  • High: Middle Park

Want to see how these schools compare? Check out our Grand County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 139 Forest Trl?

The most recent public record shows annual property taxes for 139 Forest Trl were approximately $3,249. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $186 paid monthly.

This covers access to community features including: Spa/Hot Tub.

Is 139 Forest Trl still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, REcolorado. All rights reserved.

Last Updated: November 13, 2026 at 06:14PM | Source: REcolorado | MLS#: IR1064028