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Luxury Homes in Winter Park, CO
27 listings

Luxury Homes in Winter Park, CO

Luxury Homes in Winter Park, CO

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18 of 27 Listings
Map

Luxury Homes in Winter Park, CO

18 of 27 Listings

  1. 147 Forest Trail 9 — photo35

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve
Active

$1,010,000

3 bd · 3 ba · 1,803 sqft

147 Forest Trail 9, Winter Park, CO

Erin C Jeziorski · Real Estate of Winter Park

  • 701 Trailhead Circle #723 — photo50Active

    $1,240,000

    3 bd · 3 ba · 1,507.7 sqft

    701 Trailhead Circle #723, Winter Park, CO

    Stacy Strayer · Keller Williams Advantage Realty, LLC

  • 97 Kinney Way a — photo27Active

    $1,099,000

    2 bd · 2 ba · 1,376 sqft

    97 Kinney Way a, Winter Park, CO

    Marcel H Savoie · Equity Colorado, LLC

  • 101 Trailhead 124 — photoPrice Reduced36Active

    $1,350,000

    3 bd · 3 ba · 1,569 sqft

    101 Trailhead 124, Winter Park, CO

    Brian MacMillan

  • 101 Trailhead Circle 124 — photo49Active

    $1,350,000

    4 bd · 3 ba · 1,569 sqft

    101 Trailhead Circle 124, Winter Park, CO

    Brian MacMillan · MacMillan Real Estate Group

  • 94 Trademark Drive — photo48Active

    $1,650,000

    4 bd · 4 ba · 2,046.88 sqft

    94 Trademark Drive, Winter Park, CO

    Team TREC - The Real Estate Company · The Real Estate Company

  • 801 Trailhead Circle 823 — photo45Active

    $1,250,000

    3 bd · 3 ba · 1,508 sqft

    801 Trailhead Circle 823, Winter Park, CO

    Keith A Robinson · WK Real Estate

  • 139 Forest Trail — photo50Active

    $1,995,000

    6 bd · 5 ba · 3,228 sqft

    139 Forest Trail, Winter Park, CO

    Patricia Dessel · Compass - Boulder

  • 78746 US Hwy 40 205 — photo43Active

    $1,435,000

    3 bd · 3 ba · 1,672.6 sqft

    78746 US Hwy 40 205, Winter Park, CO

    Lisa Leclair Waldorf · Real Estate of Winter Park

  • 144 Ski Idlewild Road 1406 — photo46Active

    $1,069,000

    2 bd · 2 ba · 1,097 sqft

    144 Ski Idlewild Road 1406, Winter Park, CO

    Jennifer E Bozarth · Colorado Premier Properties

  • 201 Trailhead Circle 234 — photo63Active

    $1,238,500

    4 bd · 3 ba · 1,588 sqft

    201 Trailhead Circle 234, Winter Park, CO

    Marian A Waldron · Coldwell Banker Mtn Properties

  • 601 Trailhead Circle 634 — photo33Active

    $1,250,000

    3 bd · 3 ba · 1,513 sqft

    601 Trailhead Circle 634, Winter Park, CO

    Brian MacMillan · MacMillan Real Estate Group

  • 144 Ski Idlewild Road 3102 — photo29Active

    $1,099,900

    3 bd · 2 ba · 1,375 sqft

    144 Ski Idlewild Road 3102, Winter Park, CO

    Gretchen W Brunke · Playground Destination Property

  • 78415 US Hwy 40 5 — photo49Active

    $1,215,000

    4 bd · 3 ba · 1,762.7 sqft

    78415 US Hwy 40 5, Winter Park, CO

    Nazreen Kashani · LIV Sotheby's International DT

  • 400 Baker Dr Te-206 — photoPrice Reduced38Active

    $1,199,000

    3 bd · 2 ba · 1,566 sqft

    400 Baker Dr Te-206, Winter Park, CO

    Stacy Strayer

  • 201 Zephyr Way 2404 — photoPrice Reduced41Active

    $1,049,000

    2 bd · 2 ba · 953 sqft

    201 Zephyr Way 2404, Winter Park, CO

    Karen Seitz · Compass - Denver

  • 385 Lions Gate Drive G — photo27Active

    $2,350,000

    4 bd · 6 ba · 2,807 sqft

    385 Lions Gate Drive G, Winter Park, CO

    Skylar Marshall · Real Estate of Winter Park

  • 78746 US Hwy 40 210 — photo36Active

    $1,149,000

    3 bd · 3 ba · 1,506 sqft

    78746 US Hwy 40 210, Winter Park, CO

    Shanna Ann Lalley · Real Estate of Winter Park

  • 12
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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your local brokerage

    SM

    Steve Merritt

    Realty.com

    Lic. #ER.100044960

    Call Steve

    Winter Park housing market

    September 2026 · This period is still settling

    Selling at 98.1% of asking price

    Buyers here are paying below asking. MLS · 11 sales · as of Sep 29, 2026

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $950,000
    Homes for sale
    167

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 3, 2026

    Median home size
    1,498 sq. ft.

    Winter Park, CO community profile

    Population
    1,066
    Median income
    $72,015
    Housing units
    1,726
    People per sq. mi.
    15
    Area
    71.3 sq. mi.

    Source: HJN community data

    Listing data & MLS disclosures

    Grand County Board of REALTORS
    IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
    Listing information ©2026 Grand County Board of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-30 19:14:39 UTC
    IRES MLS
    Information and Real Estate Services, LLC. Provided for limited non-commercial use only under IRES Rules. Copyright © IRES. Broker Reciprocity is the current compilation of active listings of all Broker Reciprocity subscribers except those listings where the seller or the seller's agency has opted out of Internet publication by so indicating on the listing contract or by written notice to the Multiple Listing Service. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user, Information deemed reliable but not Guaranteed. Information being provided is 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. Copyright ©2026 Information and Real Estate Services, LLC. All rights reserved.
    REcolorado
    The content relating to real estate for sale in this Web site comes in part from the Internet Data eXchange (“IDX”) program of METROLIST, INC., DBA RECOLORADO® Real estate listings held by brokers other than Realty.com are marked with the IDX Logo. This information is being provided for the consumers’ personal, non-commercial use and may not be used for any other purpose. All information subject to change and should be independently verified. This publication is designed to provide information with regard to the subject matter covered. It is displayed with the understanding that the publisher and authors are not engaged in rendering real estate, legal, accounting, tax, or other professional services and that the publisher and authors are not offering such advice in this publication. If real estate, legal, or other expert assistance is required, the services of a competent, professional person should be sought. The information contained in this publication is subject to change without notice. METROLIST, INC., DBA RECOLORADO MAKES NO WARRANTY OF ANY KIND WITH REGARD TO THIS MATERIAL, INCLUDING, BUT NOT LIMITED TO, THE IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE. METROLIST, INC., DBA RECOLORADO SHALL NOT BE LIABLE FOR ERRORS CONTAINED HEREIN OR FOR ANY DAMAGES IN CONNECTION WITH THE FURNISHING, PERFORMANCE, OR USE OF THIS MATERIAL. PUBLISHER'S NOTICE: All real estate advertised herein is subject to the Federal Fair Housing Act and the Colorado Fair Housing Act, which Acts make it illegal to make or publish any advertisement that indicates any preference, limitation, or discrimination based on race, color, religion, sex, handicap, familial status, or national origin. METROLIST, INC., DBA RECOLORADO will not knowingly accept any advertising for real estate that is in violation of the law. All persons are hereby informed that all dwellings advertised are available on an equal opportunity basis.