4,986

Winter Park, CO Homes

Section Image
    • /32

      Est $1,863,085 Not Listed For Sale

      145 Whistlestop Cir, Winter Park, CO 80482

      • 4 Beds
      • 6 Baths
      • 2,930 Sq Ft
      • Built 2023
      145 Whistlestop Cir, Winter Park, CO 80482

      Last Sold Summary

      • 4% Below List Price
      • $660/SF
      • 190 Days On Market

      Last Sold Price $1,935,000

      Last Listing Agent Mary Orear Real Estate of Winter Park

  • /24

    $755,000

    • Land
    • 0.33 Acre
    • $2,287,879 per Acre

    24 Cub Creek Way Lot 1, 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

    24 Cub Creek Way Lot 1, Winter Park, CO 80482
  • /32

    $355,000 Sold Oct 20, 2025

    79114 U S Highway 40 Unit E213, Winter Park, CO 80482

    • 1 Bath
    • 439 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $809/SF
    • 195 Days On Market

    Current Estimated Value $355,462

    Last Listing Agent Lisa Leclair Waldorf Real Estate of Winter Park

    79114 U S Highway 40 Unit E213, Winter Park, CO 80482
    • /31

      Not Listed For Sale

      216 Gcr 702 Unit 18-302, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 913 Sq Ft
      • Built 1980
      216 Gcr 702 Unit 18-302, Winter Park, CO 80482

      Last Sold Summary

      • $723/SF
      • 14 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Laura Zietz LIV Sotheby's International DT

  • /41

    $1,035,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 1,488 Sq Ft

    203 Sawyer Cir, Winter Park, CO 80482

    Located just moments from Hideaway Park in downtown Winter Park, this 3-bedroom, 3.5-bath townhome offers easy access to live music, events, dining, and year-round recreation. Inside, wood floors run throughout the entire main level, creating a warm and inviting space to gather after a day on the slopes or trails. Winter Park Resort views add to the setting, while two decks and a private front

    Megan Waymire Re/Max Peak to Peak

    203 Sawyer Cir, Winter Park, CO 80482
  • /31

    $510,000 Sold Jun 06, 2025

    490 Kings Crossing Rd Unit 113, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $593/SF
    • 115 Days On Market

    Current Estimated Value $515,310

    Last Listing Agent Melinda Lee LIV Sotheby's International DT

    490 Kings Crossing Rd Unit 113, Winter Park, CO 80482
    • /28

      Est $524,155 Not Listed For Sale

      1080 Winter Park Dr Unit 7, Winter Park, CO 80482

      • 1 Bed
      • 1 Bath
      • 689 Sq Ft
      • Built 1981
      1080 Winter Park Dr Unit 7, Winter Park, CO 80482

      Last Sold Summary

      • 3% Above List Price
      • $740/SF
      • 328 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Skylar Marshall Real Estate of Winter Park

  • /27

    $1,249,900

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    97 Kinney Way, Winter Park, CO 80482

    Welcome to the Slopeside Village Luxury Chalet 97 A, a stunning retreat nestled next to the Winter Park Resort. This beautifully appointed condo offers breathtaking mountain views and is just steps away from the ski slopes, making it the perfect home for the outdoor enthusiasts. With 1,641 Effective square feet, this spacious two-bedroom, two-bathroom condo comfortably accommodates up to eight

    Marcel Savoie Equity Colorado, LLC

    97 Kinney Way, Winter Park, CO 80482
  • /6

    $755,000 Sold Feb 09, 2026

    60 Cedar Dr, Winter Park, CO 80482

    • Land
    • 0.1 Acre
    • $7,550,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 238 Days On Market

    Current Estimated Value $838,000

    Last Listing Agent Julia Wilcox LoKation Real Estate

    60 Cedar Dr, Winter Park, CO 80482
    • /29

      Not Listed For Sale

      201 Gcr 702 Unit 202, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1982
      201 Gcr 702 Unit 202, Winter Park, CO 80482

      Last Sold Summary

      • $720/SF
      • 11 Days On Market

      Last Sold Price $677,000

      Last Listing Agent Stacy Strayer Keller Williams Advantage Realty LLC

  • /39

    $599,000

    • 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
  • /19

    $1,695,811 Sold Oct 10, 2025

    25 Promontory Point, Fraser, CO 80442

    • 3 Beds
    • 4 Baths
    • 1,761 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Above List Price
    • $963/SF
    • 187 Days On Market

    Current Estimated Value $1,692,596

    Last Listing Agent Team Rendezvous Koelbel and Co

    25 Promontory Point, Fraser, CO 80442
    • /12

      Not Listed For Sale

      9 Saddlehorn Way, Fraser, CO 80446

      • 3 Beds
      • 4 Baths
      • 1,681 Sq Ft
      • Built 2024
      9 Saddlehorn Way, Fraser, CO 80446

      Last Sold Summary

      • $642/SF
      • 327 Days On Market

      Last Sold Price $1,078,461

      Last Listing Agent Team Rendezvous Koelbel and Co

  • /30

    $389,000

    • 1 Bath
    • 439 Sq Ft

    79114 US Hwy 40 Unit E-319, Winter Park, CO 80482

    This beautifully appointed top-floor end-unit studio condo offers privacy and tranquility on the quiet backside of the building — no traffic noise and enhanced seclusion.The residence is turn-key and sold fully furnished, featuring imported stone countertops, an inviting electric fireplace, and curated local artwork throughout. It comfortably sleeps up to 4 and includes a private storage

    Edmund Rudell Rudell Realty

    79114 US Hwy 40 Unit E-319, Winter Park, CO 80482
  • /49

    $1,940,000 Sold Aug 11, 2025

    135 Whistlestop Cir, Winter Park, CO 80482

    • 4 Beds
    • 6 Baths
    • 2,905 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $668/SF
    • 273 Days On Market

    Current Estimated Value $1,935,328

    Last Listing Agent Mary Orear Real Estate of Winter Park

    135 Whistlestop Cir, Winter Park, CO 80482
    • /45

      Est $587,608 Not Listed For Sale

      212 Gcr 702 Unit 16-101, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1981
      212 Gcr 702 Unit 16-101, Winter Park, CO 80482

      Last Sold Summary

      • 11% Below List Price
      • $702/SF
      • 31 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Katie Riemenschneider Real Estate of Winter Park

  • /37

    $2,075,000 New Construction

    • 4 Beds
    • 6 Baths
    • 2,905 Sq Ft

    115 Whistlestop Cir, Winter Park, CO 80482

    Luxury meets convenience in this stunning Amish-built downtown Winter Park townhome! This four bedroom, six bath residence offers the perfect blend of comfort and modern mountain elegance. Expert craftsmanship is evident throughout, with high-end, custom finishes and exceptional attention to detail. Enjoy two spacious living areas, a gourmet chef's kitchen, and thoughtful design that captures

    Mary Orear Real Estate of Winter Park

    115 Whistlestop Cir, Winter Park, CO 80482
  • /63

    $1,379,000 Sold Nov 21, 2025

    378 Lake Trail, Winter Park, CO 80482

    • 3 Beds
    • 3 Baths
    • 1,948 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $708/SF
    • 104 Days On Market

    Current Estimated Value $1,375,620

    Last Listing Agent Sheila Bailey Keller Williams Advantage Realty, LLC

    378 Lake Trail, Winter Park, CO 80482
    • /29

      Not Listed For Sale

      201 Gcr 702 Unit 10-202, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1982
      201 Gcr 702 Unit 10-202, Winter Park, CO 80482

      Last Sold Summary

      • $720/SF
      • 11 Days On Market

      Last Sold Price $677,000

      Last Listing Agent Stacy Strayer Keller Williams Advantage Realty, LLC

  • /53

    $1,199,000 New Construction

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

    60 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

    60 Wheeler Rd, Winter Park, CO 80482
  • /63

    $2,700,000 Sold Aug 07, 2025

    43 Overlook Place, Winter Park, CO 80482

    • 4 Beds
    • 3.5 Baths
    • 2,943 Sq Ft
    • Built 2023

    Last Sold Summary

    • $917/SF
    • 1 Day On Market

    Current Estimated Value $2,587,901

    Last Listing Agent Rebecca Guthrie Re/Max Red

    43 Overlook Place, Winter Park, CO 80482
    • /8

      Est $381,705 Not Listed For Sale

      Unlisted Address

      • Studio
      • 1 Bath
      • 439 Sq Ft
      • Built 1986
      Unlisted Address

      Last Sold Summary

      • 15% Above List Price
      • $753/SF
      • 278 Days On Market

      Last Sold Price $330,650

      Last Listing Agent Scott Sutcliffe Keller Williams Advantage Realty LLC

  • /10

    $2,350,000 New Construction

    • 5 Beds
    • 5 Baths
    • 3,002 Sq Ft

    120 Whistlestop Cir Unit B1, Winter Park, CO 80482

    Rare 5-Bedroom Luxury Townhome in the Heart of Downtown Winter Park!Opportunities like this don't come along often! This stunning five-bedroom townhome — a true rarity in downtown Winter Park — delivers mountain modern luxury just steps from shops, dining, and trails. Entertain in style with a gourmet kitchen built for chefs, two spacious living rooms for gathering, and three expansive decks

    Mary Orear Real Estate of Winter Park

    120 Whistlestop Cir Unit B1, Winter Park, CO 80482
  • /31

    $1,631,110 Sold Aug 04, 2025

    32 Sunny Ridge Ln, Winter Park, CO 80442

    • 3 Beds
    • 4 Baths
    • 1,761 Sq Ft
    • Built 2023

    Last Sold Summary

    • 6% Above List Price
    • $926/SF
    • 535 Days On Market

    Last Listing Agent Team Rendezvous Koelbel and Co

    32 Sunny Ridge Ln, Winter Park, CO 80442
    • /45

      Est $375,195 Not Listed For Sale

      313 Winter Park Dr Unit C1013, Winter Park, CO 80482

      • Studio
      • 1 Bath
      • 416 Sq Ft
      • Built 1983
      313 Winter Park Dr Unit C1013, Winter Park, CO 80482

      Last Sold Summary

      • 2% Below List Price
      • $921/SF
      • 203 Days On Market

      Last Sold Price $383,000

      Last Listing Agent Sheila Bailey Keller Williams Advantage Realty LLC

  • /49

    $3,950,000 New Construction

    • 5 Beds
    • 7 Baths
    • 3,664 Sq Ft

    113 Apres Way, Winter Park, CO 80482

    Discover an alpine sanctuary of uncompromising luxury built with a legacy mindset. Located within Riverwalk at Winter Park, a limited collection of resort homes on the banks of the Fraser River. Riverwalk is steps from downtown, with easy access to the ski hill, and a trail network connection, offering mountain living without compromise. Boasting custom steelwork, reclaimed timber beams and

    Zachary Nassar Nassar Realty

    113 Apres Way, Winter Park, CO 80482
  • /48

    $2,877,804 Sold Aug 25, 2025

    312 N Woods Place, Winter Park, CO 80482

    • 5 Beds
    • 6 Baths
    • 3,170 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $908/SF
    • 317 Days On Market

    Last Listing Agent Stuart Huster Coldwell Banker Mtn Properties

    312 N Woods Place, Winter Park, CO 80482
    • /14

      Est $427,902 Not Listed For Sale

      580 Winter Park Dr Unit 4350, Winter Park, CO 80446

      • Studio
      • 1 Bath
      • 443 Sq Ft
      • Built 2007
      580 Winter Park Dr Unit 4350, Winter Park, CO 80446

      Last Sold Summary

      • 4% Above List Price
      • $926/SF
      • 31 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Peggy Smith Real Estate of Winter Park

  • /69

    $649,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    201 Zephyr Way Unit 2216, Winter Park, CO 80482

    Experience the ultimate mountain lifestyle in this beautifully updated one-bedroom ski-in/ski-out condo, located just steps from the gondola at the base of Winter Park Resort. Wake up to breathtaking views of the Continental Divide and end your day with the convenience of true slope-side living. This unit has queen bed in master, hideaway bed in living room, and cabinet bed which is a queen

    Edmund Rudell Rudell Realty

    201 Zephyr Way Unit 2216, Winter Park, CO 80482
  • /50

    $3,492,500 Sold Sep 30, 2025

    1555 Rendezvous Rd, Winter Park, CO 80482

    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • Built 2007

    Last Sold Summary

    • 8% Below List Price
    • $901/SF
    • 21 Days On Market

    Current Estimated Value $3,550,417

    Last Listing Agent Joy Wardroup Milehimodern

    1555 Rendezvous Rd, Winter Park, CO 80482
    • /31

      Not Listed For Sale

      480 High Country Dr, Winter Park, CO 80482

      • 1 Bed
      • 2 Baths
      • 629 Sq Ft
      • Built 1982
      480 High Country Dr, Winter Park, CO 80482

      Last Sold Summary

      • $666/SF
      • 22 Days On Market

      Last Sold Price $419,000

      Last Listing Agent Julie White Real Estate of Winter Park

  • /19

    $415,000

    • 1 Bed
    • 1 Bath
    • 478 Sq Ft

    411 Hi Country Dr Unit 16, Winter Park, CO 80482

    Located in Downtown Winter Park. 3rd floor - Incredible views! This is a completely updated 1 Bed/1Bath condo with granite counters, fireplace, LVP flooring, Queen bed & bunkbed in one bedroom. Being sold fully furnished, it has a queen sofa sleeper in the living room. Comes equipped with everything you need for the perfect getaway.It also has an outstanding AirBnB rental history. Building 4

    Brendan Harrison Brendan Harrison

    411 Hi Country Dr Unit 16, Winter Park, CO 80482
  • /37

    $1,440,000 Sold Oct 10, 2025

    720 Baker Dr Unit 410, Winter Park, CO 80482

    • 3 Beds
    • 3 Baths
    • 1,482 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $972/SF
    • 199 Days On Market

    Last Listing Agent Peggy Smith Real Estate of Winter Park

    720 Baker Dr Unit 410, Winter Park, CO 80482
    • /37

      Not Listed For Sale

      159 High Country Dr Unit 9, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1976
      159 High Country Dr Unit 9, Winter Park, CO 80482

      Last Sold Summary

      • $667/SF
      • 3 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Katie Riemenschneider Real Estate of Winter Park

  • /12

    $810,000

    • 2 Beds
    • 3 Baths
    • 1,338 Sq Ft

    151 Telemark Dr, Winter Park, CO 80482

    Prime Downtown Winter Park Location!Just a few blocks from Main Street, this beautifully updated King's Crossing Solar Townhome offers the perfect blend of comfort, space, and convenience. Unique 2 bed | 2.5 bath unit spans over 1300 sq ft across two levels and is an ideal mountain retreat, investment property, or full-time residence. Walk into a generous mudroom from your private patio with

    Amanda Solomon Real Estate of Winter Park

    151 Telemark Dr, Winter Park, CO 80482
  • /46

    $966,000 Sold Apr 08, 2025

    400 Baker Dr Unit 204, Winter Park, CO 80482

    • 2 Beds
    • 2 Baths
    • 1,289 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $749/SF
    • 0 Days On Market

    Current Estimated Value $987,993

    Last Listing Agent Kristen Meyer Re/Max Peak to Peak

    400 Baker Dr Unit 204, Winter Park, CO 80482
    • /26

      Not Listed For Sale

      214 Gcr 702 #17-102, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1981
      214 Gcr 702 #17-102, Winter Park, CO 80482

      Last Sold Summary

      • $707/SF
      • 10 Days On Market

      Last Sold Price $665,000

      Last Listing Agent Amanda Solomon Real Estate of Winter Park

  • /24

    $765,000

    • Land
    • 0.26 Acre
    • $2,942,308 per Acre

    40 Cub Creek Way Lot 2, 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

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

    $850,000 Sold Jul 02, 2025

    79114 U S Highway 40 Unit B-34, Winter Park, CO 80482

    • 3 Beds
    • 3 Baths
    • 1,373 Sq Ft
    • Built 1982

    Last Sold Summary

    • $619/SF
    • 2 Days On Market

    Current Estimated Value $872,287

    Last Listing Agent Skylar Marshall Real Estate of Winter Park

    79114 U S Highway 40 Unit B-34, Winter Park, CO 80482
    • /32

      Est $846,334 Not Listed For Sale

      85 Cozens Pointe Cir, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 1,021 Sq Ft
      • Built 2007
      85 Cozens Pointe Cir, Winter Park, CO 80482

      Last Sold Summary

      • 11% Below List Price
      • $935/SF
      • 21 Days On Market

      Last Sold Price $955,000

      Last Listing Agent Amanda Solomon Real Estate of Winter Park

Showing Results 161 - 200, Page 5 of 18

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