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Winter Park, CO Homes for Sale — Page 5 | Realty.com

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Homes for Sale in Winter Park, CO

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21 of 200 Listings

Map

21 of 200 Listings

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

40Active
$548,900
2 bd · 2 ba · 940 sqft
214 Gcr 702/Village Dr 17-201, Winter Park, CO
Megan Luther · THE SIMPLE LIFE R.E. COMPANY
37Active
$649,999
1 bd · 1 ba · 793.1 sqft
701 Trailhead Circle 721, Winter Park, CO
Michelle Moran · West and Main Homes
32Active
$880,000
2 bd · 2 ba · 1,193.69 sqft
701 Trailhead Circle #724, Winter Park, CO
Amy Raschel Jardee · Real Estate of Winter Park

Price Reduced45Active
$699,000
2 bd · 3 ba · 1,416 sqft
477 Iron Horse Way H3408, Winter Park, CO
Chad Mendoza
43Active
$515,000
2 bd · 1 ba · 1,083.5 sqft
78491 US Hwy 40 6, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
43Active
$1,450,000
3 bd · 3 ba · 1,672.6 sqft
78746 US Hwy 40 205, Winter Park, CO
Lisa Leclair Waldorf · Real Estate of Winter Park
Price Reduced35Active
$400,000
1 bd · 1 ba · 465 sqft
400 Hi Country Dr 5-15, Winter Park, CO
Chad Mendoza
35Active
$400,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive 155, Winter Park, CO
Chad F Mendoza · Compass
40Active
$4,995,000
6 bd · 5 ba · 4,414 sqft
70 Cub Creek Way, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
Price Reduced35Active
$400,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive 15, Winter Park, CO
Chad Mendoza · Compass - Denver
46Active
$1,069,000
2 bd · 2 ba · 1,097 sqft
144 Ski Idlewild Road 1406, Winter Park, CO
Jennifer E Bozarth · Colorado Premier Properties
31Active
$950,000
2 bd · 3 ba · 1,377.2 sqft
1080 Winter Park Drive 15, Winter Park, CO
Peggy E Smith · Real Estate of Winter Park
49Active
$607,500
4 bd · 3 ba · 1,762.7 sqft
78415 US Hwy 40 5, Winter Park, CO
Nazreen Kashani · LIV Sotheby's International DT
63Active
$1,238,500
4 bd · 3 ba · 1,588 sqft
201 Trailhead Circle 234, Winter Park, CO
Marian A Waldron · Coldwell Banker Mtn Properties
43Active
$499,000
1 bd · 1 ba · 533 sqft
580 Winter Park Drive 4370, Winter Park, CO
Skylar Marshall · Real Estate of Winter Park
30Active
$414,000
0 bd · 1 ba · 413.5 sqft
310 Iron Horse Way D3044, Winter Park, CO
Stacy Strayer · Keller Williams Advantage Realty, LLC
33Active
$1,250,000
3 bd · 3 ba · 1,508 sqft
601 Trailhead Cir 634, Winter Park, CO
Brian MacMillan
Price Reduced39Active
$682,000
3 bd · 2 ba · 804 sqft
518 Hi Country Dr 8-13-14, Winter Park, CO
Amanda Solomon
43Active
$650,000
2 bd · 2 ba · 774 sqft
313 Iron Horse Way 3113, Winter Park, CO
Paul S Lewis · Moose Real Estate
38Active
$682,000
3 bd · 2 ba · 804 sqft
518 Hi Country Drive #13-148, Winter Park, CO
Amanda Solomon · Real Estate of Winter Park
Price Reduced39Active
$682,000
3 bd · 2 ba · 804 sqft
518 Hi Country Drive 13-14, Winter Park, CO
Amanda Solomon · Real Estate of Winter Park

1…4 5 6…9

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: 2026-09-16 22:56:39 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.

Winter Park housing market

August 2026

Selling at 98.7% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $1,160,000$623,500–$1,825,000 typical range
Price per sq. ft.: $712
Sales: 22
Paid in cash: 40.9%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $985,000

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

Explore Winter Park homes

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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.

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: 2026-09-16 22:56:39 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.

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

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

By feature

New construction
With a pool

Nearby areas

ZIP codes

80435 (584)
80498 (363)
80446 (332)
80447 (225)
80482 (191)
80442 (159)
80422 (156)
80439 (123)

Cities

Silverthorne (355)
Granby (332)
Dillon (322)
Keystone (259)
Grand Lake (225)

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

Winter Park housing market

August 2026

Selling at 98.7% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $1,160,000$623,500–$1,825,000 typical range
Price per sq. ft.: $712
Sales: 22
Paid in cash: 40.9%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $985,000

Nearby areas

ZIP codes

80435 (584)
80498 (363)
80446 (332)
80447 (225)
80482 (191)
80442 (159)
80422 (156)
80439 (123)

Cities

Silverthorne (355)
Granby (332)
Dillon (322)
Keystone (259)
Grand Lake (225)

Homes for sale

167

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -34.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,498 sq. ft.

Fraser (159)

Black Hawk (155)

Evergreen (121)