4,874

Winter Park, CO Homes

Section Image
  • /31

    $950,000

    • 2 Beds
    • 2.5 Baths
    • 1,377 Sq Ft

    1080 Winter Park Dr Unit 15, Winter Park, CO 80482

    TO THE STUDS RENOVATION!!! Don't miss this fully-furnished and ready for immediate rental or luxury living in this stylish 2-bedroom condo with bunk area and 2.5 baths offers 1,377 sq ft of modern comfort in Old Town Winter Park--just a short walk to the resort. Vaulted ceilings, a dramatic steel staircase, and expansive windows define the great room, with stunning views of Winter Park Resort.

    Peggy Smith Real Estate of Winter Park

    1080 Winter Park Dr Unit 15, Winter Park, CO 80482
  • /41

    $987,000

    Sold Aug 19, 2025

    129 Logger Ln, Winter Park, CO 80446

    • 3 Beds
    • 3.5 Baths
    • 1,480 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $667/SF
    • 5 Days On Market

    Last Listing Agent Katie Riemenschneider Real Estate of Winter Park

    129 Logger Ln, Winter Park, CO 80446
    • /17

      Not Listed For Sale

      720 Baker Dr Unit 209, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 956 Sq Ft
      • Built 2024
      720 Baker Dr Unit 209, Winter Park, CO 80482

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Mary Orear Real Estate of Winter Park

  • /28

    $585,000

    $20K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 850 Sq Ft

    128 Gcr 702 Unit 4-202, Winter Park, CO 80482

    A stone's throw away from the proposed SKI-BACK TRAIL and TOWN GONDOLA! Tucked among the ASPENS in the heart of Winter Park, this fully furnished 2-bedroom, 2-ENSUITE bath condo offers the perfect mountain retreat with excellent short-term rental potential. Enjoy peaceful treed views from your PRIVATE DECK, ideal for morning coffee or relaxing after a day on the slopes. Featuring LOCK-OFF

    Madison Tonn Real Estate of Winter Park

    128 Gcr 702 Unit 4-202, Winter Park, CO 80482
  • /38

    $610,000

    Sold Aug 29, 2025

    220 Gcr 702 Unit 20-301, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 940 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $649/SF
    • 27 Days On Market

    Current Estimated Value $648,667

    Last Listing Agent Colleen Waldorf West and Main Homes Inc

    220 Gcr 702 Unit 20-301, Winter Park, CO 80482
    • /50

      Est $2,879,202

      Not Listed For Sale

      28 Rainbow Dr, Winter Park, CO 80482

      • 4 Beds
      • 4.5 Baths
      • 3,435 Sq Ft
      • Built 2015
      28 Rainbow Dr, Winter Park, CO 80482

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Julie Ray Berkshire Hathaway HomeServices Colorado Real Estate, LLC

  • /23

    $2,969,388

    New Construction $199K PRICE INCREASE Pending
    • 4 Beds
    • 4 Baths
    • 3,361 Sq Ft

    31 Scenic Trail, Fraser, CO 80442

    Newly released! Discover mountain tranquility in this brand new walkout style Rendezvous home. Dual owner's suites - one on the main level - offer convenience, while 4 bedrooms and dual living areas provide ample space for multi-generational living. With an open flow concept, tasteful finishes, and a detached 2-car garage, this retreat blends modern comfort with mountain charm for the perfect

    Team Rendezvous Koelbel and Co

    31 Scenic Trail, Fraser, CO 80442
  • /70

    $3,950,000

    Sold Dec 16, 2025

    233 Bridger Trail, Winter Park, CO 80482

    • 4 Beds
    • 5 Baths
    • 4,454 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $887/SF
    • 23 Days On Market

    Current Estimated Value $3,915,711

    Last Listing Agent Lisa Leclair Waldorf Real Estate of Winter Park

    233 Bridger Trail, Winter Park, CO 80482
    • /37

      Est $1,098,068

      Not Listed For Sale

      19 Cedar Dr, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 1,551 Sq Ft
      • Built 1962
      19 Cedar Dr, Winter Park, CO 80482

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Megan Waymire Re/Max Peak to Peak

  • /34

    $545,000

    • 1 Bed
    • 1 Bath
    • 533 Sq Ft

    580 Winter Park Dr Unit 4566, Winter Park, CO 80446

    This fully furnished ski-in/ski-out condo is located at the base of Winter Park Resort, featuring views of the famous Mary Jane Territory. Relax after a day on the slopes on the BRAND NEW AMENITIES DECK, complete with a large hot tub, heated deck, gas fire pit, grills and lounge chairs-all perfectly positioned to take in panoramic views of the resort. This unit includes a private ski locker,

    Madison Tonn Real Estate of Winter Park

    580 Winter Park Dr Unit 4566, Winter Park, CO 80446
  • /23

    $580,000

    Sold Aug 29, 2025

    143 Forest Trail Unit 210, Winter Park, CO 80482

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

    Last Sold Summary

    • 3% Below List Price
    • $553/SF
    • 59 Days On Market

    Current Estimated Value $604,481

    Last Listing Agent Michelle Moran West and Main Homes

    143 Forest Trail Unit 210, Winter Park, CO 80482
    • /36

      Est $1,229,021

      Not Listed For Sale

      144 Ski Idlewild Rd Unit 1102, Winter Park, CO 80482

      • 3 Beds
      • 2 Baths
      • 1,389 Sq Ft
      • Built 2022
      144 Ski Idlewild Rd Unit 1102, Winter Park, CO 80482

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Gretchen Brunke Playground Destination Property

  • /59

    $390,000

    • 1 Bed
    • 1 Bath
    • 481 Sq Ft

    225 Hi Country Dr Unit 26-559, Winter Park, CO 80482

    Inviting 1-bedroom condo, perfectly positioned right along the Fraser river in the heart of Winter Park. This top-floor end unit offers added privacy and the soothing sound of the water right outside your door. Kitchen and bathroom improvements add comfort and functionality while preserving the cozy mountain feel, creating a move-in ready retreat. Lift bus stop across the street and minutes from

    Amy Jardee Real Estate of Winter Park

    225 Hi Country Dr Unit 26-559, Winter Park, CO 80482
  • /40

    $925,000

    Sold Feb 20, 2026

    580 Winter Park Dr Unit 4357, Winter Park, CO 80446

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $1,028/SF
    • 559 Days On Market

    Current Estimated Value $923,342

    Last Listing Agent Melinda Lee LIV Sotheby's International DT

    580 Winter Park Dr Unit 4357, Winter Park, CO 80446
    • /41

      Est $1,116,000

      Not Listed For Sale

      215 Sawyer Cir, Winter Park, CO 80446

      • 3 Beds
      • 3.5 Baths
      • 1,524 Sq Ft
      • Built 2000
      215 Sawyer Cir, Winter Park, CO 80446

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Jennifer Hughes Real Estate of Winter Park

  • /48

    $4,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,574 Sq Ft

    674 Leland Creek Cir, Winter Park, CO 80482

    Exclusive Mountain Modern home in the prestigious Leland Creek neighborhood of Winter Park is truly one of a kind in Grand County. COMES AS FULLY FURNISHES + SET UP AS AIRBNB. Projected total AIRBNB income 325-375K. Built in 2023 by Never Summer Construction & designed by Munn Design, this 5-bed, 5-bath residence spans over 4,574 sq ft & offers breathtaking views of the Continental Divide. Super

    Amanda D Dowell Modern Design Realty Group LLC

    674 Leland Creek Cir, Winter Park, CO 80482
  • /65

    $2,700,000

    Sold Mar 30, 2026

    313 N Woods Place, Winter Park, CO 80482

    • 4 Beds
    • 5 Baths
    • 2,972 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $908/SF
    • 69 Days On Market

    Current Estimated Value $2,698,802

    Last Listing Agent Morgan Keeler Keller Williams Top of the Rockies Grand County

    313 N Woods Place, Winter Park, CO 80482
    • /18

      Est $544,940

      Not Listed For Sale

      500 Kings Crossing Rd Unit B302, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 813 Sq Ft
      • Built 1978
      500 Kings Crossing Rd Unit B302, Winter Park, CO 80482

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Megan A. Luther eXp Realty, LLC

  • /37

    $675,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    701 Trailhead Cir Unit 721, Winter Park, CO 80482

    Opportunities like this don't come along often. This 1-bedroom, 1-bath condo at Trailhead Lodges offers one of the best combinations of location, amenities, and value in downtown Winter Park. Freshly painted and being sold fully furnished and turnkey, it's ready to enjoy as your own mountain getaway or continue as a successful rental with a strong rental history. The condo features 9-foot

    Michelle Moran West and Main Homes Inc

    701 Trailhead Cir Unit 721, Winter Park, CO 80482
  • /45

    $609,900

    Sold Sep 05, 2025

    357 Hi Country Dr Unit 23-12, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 1,051 Sq Ft
    • Built 1978

    Last Sold Summary

    • $580/SF
    • 38 Days On Market

    Current Estimated Value $613,936

    Last Listing Agent Gretchen Brunke Playground Destination Property

    357 Hi Country Dr Unit 23-12, Winter Park, CO 80482
    • /50

      Not Listed For Sale

      203 Gcr 702 Unit 11-204, Winter Park, CO 80482

      • 4 Beds
      • 3 Baths
      • 1,420 Sq Ft
      • Built 1979
      203 Gcr 702 Unit 11-204, Winter Park, CO 80482

      Last Sold Summary

      • 29 Days On Market

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

  • /31

    $369,000

    • 1 Bath
    • 416 Sq Ft

    313 Iron Horse Way Unit 2013, Winter Park, CO 80482

    Best value at Iron Horse! Don't miss this cute studio with a super convenient, easily accessible location in this awesome ski-in, ski-out property at Winter Park resort. Enjoy all the great amenities from the year-round swimming pool, heated deck, hot tubs, ski storage, elevator access, full gym and more! Garage parking space is worth its weight in gold! Pop in and out as your ski legs get weary,

    Lisa Leclair Waldorf Real Estate of Winter Park

    313 Iron Horse Way Unit 2013, Winter Park, CO 80482
  • /50

    $1,230,000

    Sold Jun 03, 2026

    115 Bear Trail Ct, Winter Park, CO 80482

    • 3 Beds
    • 2.5 Baths
    • 2,145 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $573/SF
    • 31 Days On Market

    Current Estimated Value $1,234,639

    Last Listing Agent Peter Gach Real Estate of Winter Park

    115 Bear Trail Ct, Winter Park, CO 80482
    • /30

      Est $512,886

      Not Listed For Sale

      78679 U S 40 Unit Building 2 unit 7, Winter Park, CO 80482

      • 3 Beds
      • 1 Bath
      • 784 Sq Ft
      • Built 1965
      78679 U S 40 Unit Building 2 unit 7, Winter Park, CO 80482

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Carrie Flynn Real Estate of Winter Park

  • /44

    $925,000

    $60K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 966 Sq Ft

    327 Vasquez Rd Unit E1, Winter Park, CO 80468

    Quintessential stand-alone cabin in the heart of Winter Park, tucked among mature aspens and evergreens. This charming 2-bedroom, 1.5-bath retreat offers the privacy and feel of a single-family home with the ease of townhome-style ownership. Unlike typical attached units, this detached cabin has no shared walls and lives like a true mountain getaway, with inviting curb appeal, a welcoming front

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

    327 Vasquez Rd Unit E1, Winter Park, CO 80468
  • /9

    $1,450,000

    Sold Mar 24, 2026

    115 Wheeler Rd, Winter Park, CO 80482

    • 3 Beds
    • 3.5 Baths
    • 1,870 Sq Ft
    • Built 2025

    Last Sold Summary

    • $775/SF
    • 0 Days On Market

    Current Estimated Value $726,441

    Last Listing Agent Jill Samuels Compass

    115 Wheeler Rd, Winter Park, CO 80482
    • /29

      Est $659,226

      Not Listed For Sale

      520 Kings Crossing Rd Unit B101, Winter Park, CO 80482

      • 3 Beds
      • 3 Baths
      • 1,234 Sq Ft
      • Built 1978
      520 Kings Crossing Rd Unit B101, Winter Park, CO 80482

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Edmund Rudell Rudell Realty

  • /36

    $560,000

    $39K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 533 Sq Ft

    580 Winter Park Dr Unit 4564, Winter Park, CO 80446

    Get ready for ski season! Enjoy Winter Park's year-round magic with this updated 1-bed / 1-bath condo, perfect for your own mountain getaway or as a short-term rental investment. Located in the popular Founders Pointe at the Winter Park Resort, just a short stroll to the gondola, shops, and restaurants, this modern end-unit offers convenience and style: contemporary design, gas fireplace,

    Team TREC - The Real Estate Company The Real Estate Company

    580 Winter Park Dr Unit 4564, Winter Park, CO 80446
  • /35

    $1,221,000

    Sold Dec 30, 2025

    200 Quill Ct, Fraser, CO 80442

    • 4 Beds
    • 4.5 Baths
    • 2,568 Sq Ft
    • Built 2019

    Last Sold Summary

    • 13% Below List Price
    • $475/SF
    • 181 Days On Market

    Current Estimated Value $1,364,883

    Last Listing Agent Dallas Dyer Redfin Corporation

    200 Quill Ct, Fraser, CO 80442
    • /41

      Est $393,246

      Not Listed For Sale

      477 Hi Country Dr Unit 20, Winter Park, CO 80482

      • 1 Bed
      • 1 Bath
      • 463 Sq Ft
      • Built 1972
      477 Hi Country Dr Unit 20, Winter Park, CO 80482

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Jessie Nelson RE/MAX Peak to Peak

  • /40

    $800,000

    $50K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,217 Sq Ft

    121 Elk Trail Unit 6, Winter Park, CO 80482

    Check out this large 3-bedroom, 3-bath Condo in Winter Park! Welcome to your alpine getaway only minutes to newly planned in-town Gondola. Walk to downtown Winter Park. Nestled among towering pines and just minutes from world-class skiing, hiking, and biking trails, this home provides the ideal basecamp for year-round adventure.Inside, you'll find a warm interior with a functional

    Monica Graves eXp Realty, LLC

    121 Elk Trail Unit 6, Winter Park, CO 80482
  • /17

    $750,000

    Sold Dec 23, 2025

    78321 US Hwy 40 Unit 23, Winter Park, CO 80482

    • 2 Beds
    • 3 Baths
    • 1,130 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $664/SF
    • 28 Days On Market

    Last Listing Agent Erin Life Re/Max Peak to Peak

    78321 US Hwy 40 Unit 23, Winter Park, CO 80482
    • /40

      Est $393,246

      Not Listed For Sale

      477 Hi Country Dr Unit 14-20, Winter Park, CO 80482

      • 1 Bed
      • 1 Bath
      • 463 Sq Ft
      • Built 1972
      477 Hi Country Dr Unit 14-20, Winter Park, CO 80482

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Jessie Nelson Re/Max Peak to Peak

  • /42

    $899,000

    • 3 Beds
    • 4 Baths
    • 1,572 Sq Ft

    476 Kings Crossing Rd, Winter Park, CO 80482

    Located in the heart of Winter Park, this three level townhome offers an exceptional in town location less than half a mile from the proposed new gondola and ski back trail, with walkable access to trails, dining, and shops. The open top floor features a spacious kitchen, dining area, and living room designed for gathering after a day on the mountain. Three private decks capture sweeping views of

    Charles Phanumphai Jade Real Estate

    476 Kings Crossing Rd, Winter Park, CO 80482
  • /43

    $713,000

    Sold Sep 22, 2025

    377 Hi Country Dr Unit 9, Winter Park, CO 80482

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $602/SF
    • 33 Days On Market

    Current Estimated Value $716,793

    Last Listing Agent Susan Cahill Cahill Real Estate

    377 Hi Country Dr Unit 9, Winter Park, CO 80482
    • /50

      Est $955,107

      Not Listed For Sale

      144 Ski Idlewild Rd Unit 2207, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 1,110 Sq Ft
      • Built 2022
      144 Ski Idlewild Rd Unit 2207, Winter Park, CO 80482

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Skylar Marshall Real Estate of Winter Park

  • /45

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,508 Sq Ft

    801 Trailhead Cir Unit 823, Winter Park, CO 80482

    Watch the concert from your private covered balcony! Former model, located in coveted Trailhead Lodges, has all of the upgrades & direct viewing access to stage & park. Enjoy recent updates including, new dishwasher, new boiler, and new washer & dryer. Established VRBO with 116 five-star ratings is ready to rent or enjoy with your family and friends. Invest in future WP expansion including a

    Keith Robinson WK Real Estate

    801 Trailhead Cir Unit 823, Winter Park, CO 80482
  • /25

    $450,000

    Sold Jan 05, 2026

    1128 Winter Park Dr Unit 7, Winter Park, CO 80482

    • 1 Bed
    • 1 Bath
    • 595 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $756/SF
    • 134 Days On Market

    Current Estimated Value $444,088

    Last Listing Agent Janene Johnson Real Estate of Winter Park

    1128 Winter Park Dr Unit 7, Winter Park, CO 80482
    • /43

      Est $598,307

      Not Listed For Sale

      377 Hi Country Dr Unit 20-11, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1976
      377 Hi Country Dr Unit 20-11, Winter Park, CO 80482

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Gretchen Brunke Playground Destination Property

  • /31

    $1,575,000

    New Construction Open Sat 9AM - 12PM
    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    448 Lions Gate Dr, Winter Park, CO 80482

    Estimated completion is June 2026. Stunning townhomes located in Downtown Winter Park. New Construction homes - the floor plan has been redesigned for larger 3rd bedroom plus a loft and secondary living space and loft. All townhomes have a 2 car garage, hot tub ready deck and mountain modern design. And access to everything that is going on in Downtown Winter Park! Mountain views. Main level

    Julie White Real Estate of Winter Park

    448 Lions Gate Dr, Winter Park, CO 80482

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home