5,019

Winter Park, CO Homes

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  • /52

    $500,000

    $29K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 562 Sq Ft

    313 Iron Horse Way Unit C2023, Winter Park, CO 80482

    This impeccably maintained 1-bedroom residence at Iron Horse offers true ski-in/ski-out living with thoughtful updates and an ideal location within the building. With only 9 one-bedroom units in the entire complex, this is a rare opportunity. Never rented and beautifully cared for, the condo features an updated kitchen with cabinetry that maximizes storage, including multiple lockable cabinets,

    Leah Bishop West and Main Homes

    313 Iron Horse Way Unit C2023, Winter Park, CO 80482
  • /7

    $1,040,000

    Sold Aug 22, 2025

    201 Zephyr Way Unit 2502, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 811 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $1,282/SF
    • 6 Days On Market

    Current Estimated Value $1,034,570

    Last Listing Agent Gretchen Brunke Playground Destination Property

    201 Zephyr Way Unit 2502, Winter Park, CO 80482
    • /29

      Est $436,796

      Not Listed For Sale

      670 Winter Park Dr Unit 3520, Winter Park, CO 80482

      • Studio
      • 1 Bath
      • 443 Sq Ft
      • Built 2007
      670 Winter Park Dr Unit 3520, Winter Park, CO 80482

      Last Sold Summary

      • 27 Days On Market

  • /45

    $575,000

    • 1 Bed
    • 1 Bath
    • 563 Sq Ft

    310 Iron Horse Way Unit D5024, Winter Park, CO 80482

    Completely reimagined with a mountain-contemporary aesthetic, this rare one-bedroom residence at the coveted Iron Horse offers a seamless blend of style, comfort, and exceptional ski-in/ski-out access. An amazing remodel has transformed the space into a light-filled retreat, anchored by an entirely refreshed kitchen featuring quartz countertops, newer stainless steel appliances, classic subway

    Stephanie Iannone Compass Colorado, LLC - Boulder

    310 Iron Horse Way Unit D5024, Winter Park, CO 80482
  • /18

    $350,000

    Sold Oct 31, 2025

    90 Hideaway Dr Unit 4, Winter Park, CO 80482

    • 1 Bed
    • 2 Baths
    • 556 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $629/SF
    • 80 Days On Market

    Current Estimated Value $363,043

    Last Listing Agent Erin Life Re/Max Peak to Peak

    90 Hideaway Dr Unit 4, Winter Park, CO 80482
    • /33

      Est $881,524

      Not Listed For Sale

      601 Trailhead Cir Unit 621, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 1,192 Sq Ft
      • Built 2008
      601 Trailhead Cir Unit 621, Winter Park, CO 80482

      Last Sold Summary

      • 120 Days On Market

  • /32

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,513 Sq Ft

    601 Trailhead Cir Unit 634, Winter Park, CO 80482

    Enjoy the best of mountain living and investment potential with this beautifully appointed 3 bedroom, top floor condo in one of Winter Park's most desirable locations. Featuring vaulted ceilings you'll only get on the top level and comfortable radiant heat, this spacious residence is being offered fully furnished including all furniture, decor, and kitchenware making it truly move-in or rental

    Brian MacMillan MacMillan Real Estate Group

    601 Trailhead Cir Unit 634, Winter Park, CO 80482
  • /44

    $415,000

    Sold Aug 15, 2025

    471 Hi Country Dr Unit 36, Winter Park, CO 80482

    • 1 Bed
    • 1 Bath
    • 465 Sq Ft
    • Built 1969

    Last Sold Summary

    • $892/SF
    • 7 Days On Market

    Current Estimated Value $411,745

    Last Listing Agent Stephanie Iannone Compass Colorado, LLC - Boulder

    471 Hi Country Dr Unit 36, Winter Park, CO 80482
    • /43

      Est $804,226

      Not Listed For Sale

      4108 Iron Horse Way Unit H 4108, Winter Park, CO 80482

      • 2 Beds
      • 3 Baths
      • 1,471 Sq Ft
      • Built 1982
      4108 Iron Horse Way Unit H 4108, Winter Park, CO 80482

      Last Sold Summary

      • 58 Days On Market

  • /38

    $500,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    490 Kings Crossing Rd Unit 331, Winter Park, CO 80482

    This top floor unit boasts Divide views & a fantastic location for all of your mountain endeavors. Comfortably sized spaces for the family include the vaulted living room with fireplace & south facing deck, kitchen with counter seating, plus each bedroom has a deck as well. Hop on the shuttle or walk to everything in Winter Park. Use the recently renovated pool & hot tub to recover from outings

    McKenzie Valan Winter Park Partners

    490 Kings Crossing Rd Unit 331, Winter Park, CO 80482
  • /35

    $1,000,000

    Sold Oct 15, 2025

    144 Ski Idlewild Rd Unit 3303, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $926/SF
    • 185 Days On Market

    Current Estimated Value $1,007,582

    Last Listing Agent Gretchen Brunke Playground Destination Property

    144 Ski Idlewild Rd Unit 3303, Winter Park, CO 80482
    • /6

      Not Listed For Sale

      78746 Us Highway 40 Unit 216, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 885 Sq Ft
      • Built 2024
      78746 Us Highway 40 Unit 216, Winter Park, CO 80482

      Last Sold Summary

      • 38 Days On Market

  • /15

    $1,586,912

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,113 Sq Ft

    80 High Grove Loop, Winter Park, CO 80482

    Embrace elevated mountain living in this new end-unit townhome in Rendezvous. Now under construction, The Dipper floorplan offers 4 bedrooms, 3.5 baths, and oversized 2-car attached garage-perfect for your mountain gear. The main level features a bedroom with ensuite bath, open and inviting living area, designated dining space, and effortless indoor-outdoor living with a front deck and a spacious

    Team Rendezvous Koelbel and Co

    80 High Grove Loop, Winter Park, CO 80482
  • /32

    $470,000

    Sold Oct 14, 2025

    78491 U S Highway 40 Unit 5, Winter Park, CO 80482

    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft
    • Built 1995

    Last Sold Summary

    • 25% Below List Price
    • $418/SF
    • 207 Days On Market

    Last Listing Agent Katie Riemenschneider Real Estate of Winter Park

    78491 U S Highway 40 Unit 5, Winter Park, CO 80482
    • /40

      Not Listed For Sale

      78746 Us Highway 40 Unit 213, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 2024
      78746 Us Highway 40 Unit 213, Winter Park, CO 80482

      Last Sold Summary

      • 505 Days On Market

  • /49

    $677,500

    • 4 Beds
    • 3 Baths
    • 1,763 Sq Ft

    78415 US Hwy 40 Unit 5, Winter Park, CO 80482

    1/2 ownership of this downtown 4-bedroom condo in Winter Park with slope views, outdoor living, and strong income potential. Located in Apres Winter Park, this residence offers the convenience buyers want most: walkability to restaurants, shops, coffee, entertainment, and access to Winter Park Resort from the Lift bus line just outside. Enjoy a private rooftop deck for taking in the mountain

    Nazreen Kashani LIV Sotheby's International DT

    78415 US Hwy 40 Unit 5, Winter Park, CO 80482
  • /47

    $625,000

    Sold Sep 22, 2025

    51 River Dr Unit 10, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 899 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $695/SF
    • 30 Days On Market

    Current Estimated Value $622,692

    Last Listing Agent Katie Riemenschneider Real Estate of Winter Park

    51 River Dr Unit 10, Winter Park, CO 80482
    • /30

      Est $591,719

      Not Listed For Sale

      444 Forest Trail Unit F, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 776 Sq Ft
      • Built 1979
      444 Forest Trail Unit F, Winter Park, CO 80482

      Last Sold Summary

      • 5 Days On Market

  • /30

    $1,299,900

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    144 Ski Idlewild Rd Unit 3102, Winter Park, CO 80482

    A sunlit condo with the best location in downtown Winter Park. The beautiful tall and large windows provide gorgeous views toward the park and stage where you and guests can sit on the patio and enjoy the summer music concerts. This particular floor plan has three sides of orientation to let an abundance of sunshine in. The kitchen, dining and living room are all combined to keep everyone

    Gretchen Brunke Playground Destination Property

    144 Ski Idlewild Rd Unit 3102, Winter Park, CO 80482
  • /23

    $389,500

    Sold Mar 04, 2026

    273 Hi Country Dr Unit 1512, Winter Park, CO 80482

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $847/SF
    • 343 Days On Market

    Current Estimated Value $386,407

    Last Listing Agent Erin Jeziorski Real Estate of Winter Park

    273 Hi Country Dr Unit 1512, Winter Park, CO 80482
    • /17

      Est $1,178,143

      Not Listed For Sale

      32 Adventure Ave, Fraser, CO 80442

      • 3 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2023
      32 Adventure Ave, Fraser, CO 80442

      Last Sold Summary

      • 478 Days On Market

  • /16

    $2,220,000

    New Construction Under Contract
    • 5 Beds
    • 3 Baths
    • 2,476 Sq Ft

    185 Vasquez Rd Unit D1, Winter Park, CO 80482

    Final Phase - PRIME end unit. Steps across the street from Winter Park's planned gondola, this location is unbeatable in Winter Park. Uniquely positioned near the downtown and nestled against Vasquez Creek, this is a two-minute walk to shops and dining. This location aims to provide future ski-in, ski-out access to Winter Park's world-class slopes and biking trails. While you wait for the gondola

    Jim Candy Live West Realty

    185 Vasquez Rd Unit D1, Winter Park, CO 80482
  • /7

    $775,000

    Sold Jun 24, 2026

    422 Iron Horse Way Unit 305, Winter Park, CO 80482

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Built 2018

    Last Sold Summary

    • $1,092/SF

    Current Estimated Value $799,115

    Last Listing Agent Kristen Meyer Re/Max Peak to Peak

    422 Iron Horse Way Unit 305, Winter Park, CO 80482
    • /17

      Est $1,252,181

      Not Listed For Sale

      20 Adventure Ave, Fraser, CO 80442

      • 3 Beds
      • 3.5 Baths
      • 1,926 Sq Ft
      • Built 2023
      20 Adventure Ave, Fraser, CO 80442

      Last Sold Summary

      • 522 Days On Market

  • /14

    $790,000

    • Land
    • 29,185 Sq Ft
    • $1,179,104 per Acre

    224 Leland Creek Cir, Winter Park, CO 80482

    Build your dream home in one of Winter Park's best situated, in-town neighborhoods. Leland Creek is a premier, well-established enclave that is walkable to town, minutes from the resort, and adjacent to incredible trail access for year around enjoyment of the surrounding area and your favorite recreational activities. This gently sloping homesite with healthy young trees backs to a swatch of open

    Kristen Meyer Re/Max Peak to Peak

    224 Leland Creek Cir, Winter Park, CO 80482
  • /39

    $660,000

    Sold Aug 13, 2025

    141 Forest Trail Unit Evergreen 16, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $630/SF
    • 26 Days On Market

    Current Estimated Value $687,721

    Last Listing Agent Susan Wolff Keller Williams Advantage Realty, LLC

    141 Forest Trail Unit Evergreen 16, Winter Park, CO 80482
    • /53

      Est $1,381,649

      Not Listed For Sale

      54 Trademark Dr Unit 3, Winter Park, CO 80482

      • 3 Beds
      • 4 Baths
      • 1,602 Sq Ft
      • Built 1998
      54 Trademark Dr Unit 3, Winter Park, CO 80482

      Last Sold Summary

      • 32 Days On Market

  • /23

    $770,000

    • Land
    • 10,890 Sq Ft
    • $3,080,000 per Acre

    54 Cub Creek Way Lot 3, Winter Park, CO 80482

    Welcome to Lakota Pointe, where luxury living meets the majestic Rocky Mountains. Featuring epic views of the Southern Continental Divide and the Winter Park Resort, Lakota Pointe is an unparalleled luxury home location. Here, you have the unique opportunity to design and build your custom dream home, tailored to your personal taste and lifestyle. The first five single-family lots offer unique

    Team TREC - The Real Estate Company The Real Estate Company

    54 Cub Creek Way Lot 3, Winter Park, CO 80482
  • /2

    $865,000

    Sold Dec 12, 2025

    720 Baker Dr Unit 406, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $903/SF
    • 417 Days On Market

    Last Listing Agent Mary Orear Real Estate of Winter Park

    720 Baker Dr Unit 406, Winter Park, CO 80482
    • /64

      Est $2,825,393

      Not Listed For Sale

      306 N Woods Place, Winter Park, CO 80482

      • 4 Beds
      • 4.5 Baths
      • 3,313 Sq Ft
      • Built 2022
      306 N Woods Place, Winter Park, CO 80482

      Last Sold Summary

      • 101 Days On Market

  • /51

    $1,599,000

    New Construction Open Fri 10AM - 5PM $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,223 Sq Ft

    119 Wheeler Rd, Winter Park, CO 80482

    Center of Winter Park with 1 bed apartment in Sojourn, designed for true mountain-town living. Be among the first to explore the Tincup floor plan, with uninterrupted breathtaking ski slope views, prime location just a short walk from Main Street. This retreat is 2-story with walkout. Blends contemporary LUXURY w/ comfort-- quartz counters, hardwood floors, stainless steel appliances, and

    Jill Samuels Compass

    119 Wheeler Rd, Winter Park, CO 80482
  • /4

    $1,115,000

    Sold Oct 03, 2025

    274 Lions Gate Dr, Winter Park, CO 80482

    • 4 Beds
    • 3 Baths
    • 1,436 Sq Ft
    • Built 2017

    Last Sold Summary

    • 12% Below List Price
    • $776/SF
    • 30 Days On Market

    Current Estimated Value $1,152,921

    Last Listing Agent Skylar Marshall Real Estate of Winter Park

    274 Lions Gate Dr, Winter Park, CO 80482
    • /34

      Est $683,896

      Not Listed For Sale

      501 Trailhead Cir Unit 532, Winter Park, CO 80482

      • 1 Bed
      • 1.5 Baths
      • 794 Sq Ft
      • Built 2008
      501 Trailhead Cir Unit 532, Winter Park, CO 80482

      Last Sold Summary

      • 3 Days On Market

  • /43

    $1,675,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,223 Sq Ft

    101 Wheeler Rd, Winter Park, CO 80482

    Nestled in the beauty of Winter Park, Sojourn at Idlewild is the area's newest neighborhood, thoughtfully designed for mountain-town living. Be among the first to explore the Tarryall floor plan. Enjoy breathtaking ski slope views and a prime location just a short walk from Main Street. Contemporary luxury finishes include quartz counters, hardwood floors, stainless steel appliances, floor to

    Jill Samuels Compass

    101 Wheeler Rd, Winter Park, CO 80482
  • /34

    $390,000

    Sold Jul 18, 2025

    313 Iron Horse Way Unit 3053, Winter Park, CO 80482

    • 1 Bath
    • 417 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $935/SF
    • 8 Days On Market

    Current Estimated Value $400,008

    Last Listing Agent Paul Lewis Moose Real Estate

    313 Iron Horse Way Unit 3053, Winter Park, CO 80482
    • /42

      Est $464,554

      Not Listed For Sale

      426 Hi Country Dr Unit 6, Winter Park, CO 80482

      • 1 Bed
      • 2 Baths
      • 629 Sq Ft
      • Built 1982
      426 Hi Country Dr Unit 6, Winter Park, CO 80482

      Last Sold Summary

      • 58 Days On Market

  • /42

    $1,219,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,716 Sq Ft

    34 Wheeler Rd, Winter Park, CO 80482

    Welcome to Sojourn at Idlewild, showcasing our beautifully finished Graysill townhomes! Enjoy views of the Winter Park ski slopes and a short stroll to Main Street. This three-level townhome was created for both entertaining and retreating. The entry level features a spacious foyer with room to drop gear after a day on the mountain, along with a private guest suite and full bath. The main living

    Jill Samuels Compass

    34 Wheeler Rd, Winter Park, CO 80482
  • /52

    $760,000

    Sold Apr 15, 2026

    78311 US Hwy 40 Unit RU-TN-5, Winter Park, CO 80482

    • 2 Beds
    • 2.5 Baths
    • 1,097 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $693/SF
    • 21 Days On Market

    Current Estimated Value $851,951

    Last Listing Agent Team TREC - The Real Estate Company The Real Estate Company

    78311 US Hwy 40 Unit RU-TN-5, Winter Park, CO 80482
    • /30

      Est $706,333

      Not Listed For Sale

      214 Gcr 702 Unit 17-204, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 913 Sq Ft
      • Built 1981
      214 Gcr 702 Unit 17-204, Winter Park, CO 80482

      Last Sold Summary

      • 0 Days On Market

  • /33

    $589,000

    • 2 Beds
    • 2 Baths
    • 940 Sq Ft

    189 County Road 702 Unit 5-202, Winter Park, CO 80482

    Escape to the mountains in this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Beaver Village community of Winter Park. Surrounded by mature pines with peaceful forest views, this turnkey retreat offers the perfect blend of comfort, convenience, and income-producing flexibility. One of the standout features of this property is the unique lock-off configuration, allowing the

    Megan A. Luther THE SIMPLE LIFE R.E. COMPANY

    189 County Road 702 Unit 5-202, Winter Park, CO 80482

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