4,880

Winter Park, CO Homes

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  • /26

    $775,000

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

    78311 US Highway 40 Unit 6, Winter Park, CO 80482

    Perfectly positioned in the heart of downtown Winter Park at Hideaway Station, this beautifully updated 2-bedroom, 2-bath condo puts you steps from Main Street’s best restaurants, bars, shops, parks, and trail access. Thoughtfully designed with modern mountain style, the home features sleek white quartz countertops, stainless steel appliances, and durable luxury vinyl plank flooring throughout. A

    Agent Photo

    Andrew Botcherby

    RE/MAX Real Estate Group Inc

    78311 US Highway 40 Unit 6, Winter Park, CO 80482
  • /12

    Starting at $2,500 Plus Fees

    • Studio - 3 Beds

    422 Iron Horse Way, Winter Park, CO 80482

    CHILL........Exclusive, Elegant, Mountain Modern.........Ski In / Ski Out......Newer Construction.........Furnished Condos AvailableThank you for visiting CHILL. Current availability:CHILL currently has a couple select units available for immediate occupancy. Studio - ( 1 Bath) - CHILL unit 106, available Immediately - $2,500/mo plus utilities on a furnished* basis

    CHILL

    422 Iron Horse Way, Winter Park, CO 80482
  • /38

    $1,160,000

    Sold Oct 10, 2025

    288 Lions Gate Dr, Winter Park, CO 80482

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

    Last Sold Summary

    • 14% Below List Price
    • $808/SF
    • 123 Days On Market

    Current Estimated Value $1,194,107

    Last Listing Agent Stacy Strayer Keller Williams Advantage Realty, LLC

    288 Lions Gate Dr, Winter Park, CO 80482
    • /42

      Est $1,487,056

      Not Listed For Sale

      200 Antler Way, Winter Park, CO 80482

      • 5 Beds
      • 3.5 Baths
      • 2,537 Sq Ft
      • Built 2004
      200 Antler Way, Winter Park, CO 80482

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Melinda Lee LIV Sotheby's International Realty

  • /27

    $1,099,000

    $151K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    97 Kinney Way Unit A, Winter Park, CO 80482

    They say the three most important rules in real estate are Location, Location, Location--and this property proves why. Nestled in the highly sought-after Slopeside Village neighborhood of Old Town Winter Park, this 2-bedroom, 2-bathroom luxury chalet condo delivers the ultimate alpine getaway. Positioned just steps from Winter Park Resort's world-class ski slopes, summer biking trails, and

    Agent Photo

    Marcel Savoie

    Equity Colorado, LLC

    97 Kinney Way Unit A, Winter Park, CO 80482
  • /20

    $9,666

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 2,992 Sq Ft
    • Condo for Rent

    1324 Rendezvous Rd Unit SI ID1543059P, Winter Park, CO 80482

    The advertised rate of $9,666/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 21, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1324 Rendezvous Rd Unit SI ID1543059P, Winter Park, CO 80482
  • /45

    $1,130,000

    Sold Jul 31, 2026

    280 Lions Gate Dr, Winter Park, CO 80482

    • 3 Beds
    • 3 Baths
    • 1,436 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $787/SF
    • 21 Days On Market

    Current Estimated Value $1,268,485

    Last Listing Agent Sean Saffell Coldwell Banker Mtn Properties

    280 Lions Gate Dr, Winter Park, CO 80482
    • /14

      Est $512,039

      Not Listed For Sale

      490 Kings Crossing Rd Unit 211, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 813 Sq Ft
      • Built 1981
      490 Kings Crossing Rd Unit 211, Winter Park, CO 80482

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Marian Waldron Coldwell Banker Mtn Properties

  • /22

    $2,884,860

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,959 Sq Ft

    57 Scenic Trail, Fraser, CO 80442

    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 escape. Discover

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    57 Scenic Trail, Fraser, CO 80442
  • /12

    $1,800 Plus Fees

    • 1 Bed
    • 1 Bath
    • 494 Sq Ft
    • Condo for Rent

    471 High Country Dr, Winter Park, CO 80482

    Property Id: 418034 Cozy1 bedroom 1 bath downtown Winter Park condo , located on free public shuttle to Winter Park Resort, walking distance to shopping and restaurants. You will love close proximity to Rendezvous hiking biking trails and Fraser River Trail. All utilities included. Well maintained, clean and move in ready.

    471 High Country Dr, Winter Park, CO 80482
  • /32

    $390,000

    Sold Aug 21, 2025

    466 Hi Country Dr, Winter Park, CO 80482

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

    Last Sold Summary

    • 5% Below List Price
    • $839/SF
    • 78 Days On Market

    Current Estimated Value $413,444

    Last Listing Agent Julie White Real Estate of Winter Park

    466 Hi Country Dr, Winter Park, CO 80482
    • /73

      Est $3,929,760

      Not Listed For Sale

      239 Bridger Trail, Winter Park, CO 80482

      • 4 Beds
      • 0.5 Baths
      • 3,459 Sq Ft
      • Built 2016
      239 Bridger Trail, Winter Park, CO 80482

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Laura Zietz LIV Sotheby's International DT

  • /21

    $1,406,010

    New Construction $45K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,429 Sq Ft

    86 High Grove Loop, Winter Park, CO 80482

    Experience elevated mountain living in this brand-new interior-unit townhome in Rendezvous Winter Park. Currently under construction, The Tanager floorplan features 3 bedrooms, 3.5 baths, and a 2-car attached garage—ideal for storing all your adventure essentials. The main level includes a bedroom with an ensuite bath, an inviting living area, designated dining space, and seamless indoor-outdoor

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    86 High Grove Loop, Winter Park, CO 80482
  • /34

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 940 Sq Ft
    • Condo for Rent

    195 Village Dr Unit 6-22, Winter Park, CO 80482

    No short-term inquiries please, 12 month lease preferred. Discover your perfect mountain retreat in this beautiful 2 bedroom, 2 bath condominium ideally located between the Winter Park Ski Resort and Winter Park Village. Each bedroom has its own private bathroom! With an open living room and kitchen layout that maximizes space and comfort, this fully furnished gem is ready for you to move in—just

    David Bergonz Century 21 Trenka Real Estate

    195 Village Dr Unit 6-22, Winter Park, CO 80482
  • /44

    $1,900,000

    Sold Feb 18, 2026

    165 Whistlestop Cir, Winter Park, CO 80482

    • 4 Beds
    • 6 Baths
    • 2,840 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $669/SF
    • 16 Days On Market

    Current Estimated Value $1,943,000

    Last Listing Agent Mary Orear Real Estate of Winter Park

    165 Whistlestop Cir, Winter Park, CO 80482
    • /7

      Est $1,063,224

      Not Listed For Sale

      210 Bridger Trail, Winter Park, CO 80482

      210 Bridger Trail, Winter Park, CO 80482

      Last Sold Summary

      • 248 Days On Market

      Last Listing Agent Lisa Leclair Waldorf Real Estate of Winter Park

  • /25

    $1,561,056

    New Construction $69K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,935 Sq Ft

    69 High Grove Loop, Winter Park, CO 80482

    Discover mountain living at its finest in the brand-new end-unit townhome in Rendezvous Winter Park. Currently under construction, The Oriole Floorplan is a two-level retreat offering 3 bedrooms, 3.5 baths, and a spacious 2-car attached garage—perfect for all your gear. Enjoy two expansive decks overlooking beautiful alpine scenery and a second gathering space on the lower-level, a space ideal

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    69 High Grove Loop, Winter Park, CO 80482
  • /28

    $2,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 798 Sq Ft
    • Beautifully updated 2-bedroom, 2-bathroom condo in Winter Park

    225 Hi Country Dr, Winter Park, CO 80482

    Beautifully updated condo in Winter Park, CO. This top-level condo offers two bedrooms and two bathrooms, perfect for those seeking a comfortable and modern living space. The condo boasts beautiful views, with the Fraser River right out your front door, providing a picturesque backdrop to your everyday life. The location is unbeatable, with nearby shopping, restaurants, parks, and trails,

    225 Hi Country Dr, Winter Park, CO 80482
  • /36

    $469,000

    Sold Dec 12, 2025

    225 Hi Country Dr Unit 5-613, Winter Park, CO 80482

    • 2 Beds
    • 1 Bath
    • 703 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $667/SF
    • 12 Days On Market

    Current Estimated Value $466,567

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

    225 Hi Country Dr Unit 5-613, Winter Park, CO 80482
    • /30

      Est $354,021

      Not Listed For Sale

      79114 Us Highway 40 Unit E-202, Winter Park, CO 80482

      • Studio
      • 1 Bath
      • 448 Sq Ft
      • Built 1986
      79114 Us Highway 40 Unit E-202, Winter Park, CO 80482

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Janene Johnson Real Estate of Winter Park

  • /21

    $2,683,729

    New Construction $57K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,775 Sq Ft

    19 Scenic Trail, Winter Park, CO 80482

    Nestled in the heart of Winter Park, this downhill single-family mountain home embodies the essence of luxury mountain living. Boasting a 4-bedroom, 3.5-bath floorplan, this home offers dual primary suites, dual living rooms, and true main-floor living. Step inside to discover a seamlessly integrated main-floor living area with vaulted ceilings and incredible natural light. Entertaining is

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    19 Scenic Trail, Winter Park, CO 80482
  • /38

    $4,250

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,880 Sq Ft
    • Brand New Home Located in the Heart of Winter Park!

    313 Vasquez Rd, Winter Park, CO 80482

    3 bedrooms upstairs plus den/bedroom in lower level! Open floor main floor features kitchen, walk out to deck off the front and enjoy the hot tub with stunning views of Winter Park! Walking distance to bus route, and future Gondola location! Attached 2 car garage. Unit has high end front load washer and dryer.

    313 Vasquez Rd, Winter Park, CO 80482
  • /41

    $1,035,000

    Sold Apr 15, 2026

    203 Sawyer Cir, Winter Park, CO 80482

    • 3 Beds
    • 3.5 Baths
    • 1,488 Sq Ft
    • Built 2000

    Last Sold Summary

    • $696/SF
    • 3 Days On Market

    Current Estimated Value $1,020,750

    Last Listing Agent Megan Waymire Re/Max Peak to Peak

    203 Sawyer Cir, Winter Park, CO 80482
    • /21

      Est $510,330

      Not Listed For Sale

      776 Leland Creek Cir, Winter Park, CO 80482

      776 Leland Creek Cir, Winter Park, CO 80482

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Rachel Cardwell eXp Realty, LLC

  • /19

    $1,672,000

    New Construction Pending
    • 3 Beds
    • 3.5 Baths
    • 1,761 Sq Ft

    163 Spruce Tree Way, Winter Park, CO 80482

    Introducing the new release of the desirable paired homes in Rendezvous! This brand-new 3-bedroom, 3.5-bath home is perfectly nestled at the end of the street, offering exceptional privacy and space. Entertain or unwind on two expansive decks--one on each level--offering breathtaking views of your surroundings. The lower level features a second gathering space, offering versatile living options.

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    163 Spruce Tree Way, Winter Park, CO 80482
  • /27

    $389,500

    Sold Mar 04, 2026

    273 Hi Country Dr Unit 15, Winter Park, CO 80482

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

    Last Sold Summary

    • 9% Below List Price
    • $849/SF
    • 661 Days On Market

    Current Estimated Value $386,286

    Last Listing Agent Erin Jeziorski Real Estate of Winter Park

    273 Hi Country Dr Unit 15, Winter Park, CO 80482
    • /19

      Est $1,370,650

      Not Listed For Sale

      12 Maple Rd, Winter Park, CO 80482

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 2021
      12 Maple Rd, Winter Park, CO 80482

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Laura Karden Keller Williams Top of the Rockies Grand County

  • /19

    $1,687,000

    New Construction Pending
    • 3 Beds
    • 3.5 Baths
    • 1,761 Sq Ft

    129 Spruce Tree Way, Winter Park, CO 80482

    This brand-new 3-bedroom, 3.5-bath home is ideal to entertain or unwind after you enjoy all Winter Park has to offer. Get in now to secure this desirable location! Main level living, including kitchen, dining, and living space at the entry level for ease and functionality. The primary suite is adjacent to the main living space and includes an ensuite bath, walk in closet, and deck access. At the

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    129 Spruce Tree Way, Winter Park, CO 80482
  • /30

    $375,000

    Sold May 28, 2026

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

    • 1 Bath
    • 439 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $854/SF
    • 109 Days On Market

    Current Estimated Value $373,769

    Last Listing Agent Edmund Rudell Rudell Realty

    79114 US Hwy 40 Unit E-319, Winter Park, CO 80482
    • /20

      Est $356,850

      Not Listed For Sale

      79114 Us Highway 40 Unit E-109, Winter Park, CO 80482

      • Studio
      • 1 Bath
      • 439 Sq Ft
      • Built 1986
      79114 Us Highway 40 Unit E-109, Winter Park, CO 80482

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Susan Cahill Cahill Real Estate

  • /28

    $1,535,793

    New Construction $18K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 1,767 Sq Ft

    77 High Grove Loop, Winter Park, CO 80482

    Discover mountain living at its finest in the brand-new end-unit townhome in Rendezvous Winter Park. Currently under construction, The Blue Heron Floor plan is a two-level retreat offering 3 bedrooms, 3.5 baths, and a spacious 2-car attached garage--perfect for all your gear. Enjoy two expansive decks overlooking beautiful alpine scenery and a second gathering space on the lower-level, a space

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    77 High Grove Loop, Winter Park, CO 80482
  • /37

    $2,050,000

    Sold Jun 22, 2026

    115 Whistlestop Cir, Winter Park, CO 80482

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

    Last Sold Summary

    • 2% Above List Price
    • $706/SF
    • 172 Days On Market

    Current Estimated Value $1,935,333

    Last Listing Agent Mary Orear Real Estate of Winter Park

    115 Whistlestop Cir, Winter Park, CO 80482
    • /34

      Est $396,514

      Not Listed For Sale

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

      • Studio
      • 1 Bath
      • 417 Sq Ft
      • Built 1983
      313 Iron Horse Way Unit 3053, Winter Park, CO 80482

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Paul Lewis Moose Real Estate

  • /20

    $1,449,322

    New Construction $45K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 1,842 Sq Ft

    94 High Grove Loop, Winter Park, CO 80482

    Experience elevated mountain living in this brand-new end-unit townhome in Rendezvous Winter Park. Currently under construction, The Swallow floorplan features 3 bedrooms, 3.5 baths, and a 2-car attached garage—ideal for storing all your adventure essentials. The main level includes a bedroom with an ensuite bath, an inviting living area, designated dining space, and seamless indoor-outdoor flow

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    94 High Grove Loop, Winter Park, CO 80482
  • /57

    $550,000

    Sold Dec 15, 2025

    357 Hi Country Dr Unit 235, Winter Park, CO 80482

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

    Last Sold Summary

    • 15% Below List Price
    • $523/SF
    • 21 Days On Market

    Current Estimated Value $587,187

    Last Listing Agent Whitney Yeddis Compass

    357 Hi Country Dr Unit 235, Winter Park, CO 80482
    • /28

      Est $479,621

      Not Listed For Sale

      518 Hi Country Dr Unit 5-6, Winter Park, CO 80482

      • 2 Beds
      • 1 Bath
      • 606 Sq Ft
      • Built 1970
      518 Hi Country Dr Unit 5-6, Winter Park, CO 80482

      Last Sold Summary

      Last Listing Agent Carrie Flynn Real Estate of Winter Park

  • /26

    $2,773,255

    New Construction $52K PRICE INCREASE
    • 4 Beds
    • 5 Baths
    • 3,067 Sq Ft

    170 Scenic Trail, Winter Park, CO 80482

    Ideally situated in Winter Park, this uphill 4-bedroom, 4.5-bath residence showcases modern mountain luxury at its finest. This thoughtfully designed home features a private in-home elevator, dual primary suites, two spacious living areas, and a flexible bonus space ideal for a home office or additional entertaining. Vaulted ceilings in the living room, 10-foot ceilings throughout, and an

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    170 Scenic Trail, Winter Park, CO 80482
  • /36

    $445,000

    Sold Nov 03, 2025

    195 High Seasons Way Unit 1, Winter Park, CO 80482

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $773/SF
    • 127 Days On Market

    Current Estimated Value $436,394

    Last Listing Agent Lisa Leclair Waldorf Real Estate of Winter Park

    195 High Seasons Way Unit 1, Winter Park, CO 80482
    • /54

      Est $612,859

      Not Listed For Sale

      79114 U S Highway 40 Unit A-12, Winter Park, CO 80482

      • 2 Beds
      • 2 Baths
      • 1,044 Sq Ft
      • Built 1982
      79114 U S Highway 40 Unit A-12, Winter Park, CO 80482

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Edmund Rudell Rudell Realty

  • /24

    $1,572,315

    New Construction $37K PRICE INCREASE
    • 2,113 Sq Ft

    98 High Grove Loop, Winter Park, CO 80482

    Embrace elevated mountain living in this new end-unit townhome in Rendezvous. 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 rear patio. Thoughtful

    Agent Photo

    Paula Mansfield

    Koelbel & Company

    98 High Grove Loop, Winter Park, CO 80482

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$869,950
Median Single Family Sale Price
$1,762,000
Median Townhouse Sale Price
$1,349,500
Median 2 Bedroom Sale Price
$681,900
Median 1 Bedroom Sale Price
$560,000
Average Price Per Sq Ft
$777
Number of Homes for Sale
135
Last 12 months Home Sales
242
Months of Supply
6.70
Median List Price
$930,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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