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Winter Park, CO Homes for Sale — Page 2 | Realty.com

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Homes for Sale in Winter Park, CO

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18 of 207 Listings

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18 of 207 Listings

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

58Active
$3,250,000
5 bd · 4 ba · 3,849 sqft
71 Balsam Drive, Winter Park, CO
Maritt Bird · The Agency - Denver
60Active
$3,200,000
4 bd · 5 ba · 3,562 sqft
358 Leland Creek Circle, Winter Park, CO
Libby Boyd · eXp Realty, LLC
46Active
$1,895,000
3 bd · 3 ba · 2,372 sqft
310 Arapahoe Road, Winter Park, CO
Jesse Davis · West and Main Homes

27Active
$975,000
3 bd · 3 ba · 1,608.6 sqft
1080 Winter Park Drive 1, Winter Park, CO
Jack M Gerstein · Mountain LifeStyle Realty
33Active
$945,000
3 bd · 2 ba · 1,186 sqft
240 Vasquez Road C-2, Winter Park, CO
Peggy E Smith · Real Estate of Winter Park
18Active
$2,862,350
5 bd · 5 ba · 3,361 sqft
17 Spruce Tree Way, Winter Park, CO
Team Rendezvous · Koelbel and Co
24Active
$2,535,100
4 bd · 4 ba · 2,775 sqft
191 Scenic Trail, Winter Park, CO
Team Rendezvous · Koelbel and Co
34Active
$339,900
1 bd · 1 ba · 349 sqft
411 Hi Country Drive 4-12, Winter Park, CO
Skylar Marshall · Real Estate of Winter Park
43Active
$1,749,000
4 bd · 3 ba · 2,935 sqft
764 Elk Trl 7, Winter Park, CO
Brian MacMillan
Price Reduced36Active
$1,350,000
3 bd · 3 ba · 1,569 sqft
101 Trailhead 124, Winter Park, CO
Brian MacMillan · MacMillan Real Estate Group LLC
38Active
$469,000
2 bd · 1 ba · 605.9 sqft
507 Hi Country Drive #11-127, Winter Park, CO
Sheila Bailey · Keller Williams Advantage Realty, LLC
Price Reduced36Active
$1,350,000
3 bd · 3 ba · 1,569 sqft
101 Trailhead 124, Winter Park, CO
Brian MacMillan
13Active
$575,000
2 bd · 2 ba · 940 sqft
210 702 15-203, Winter Park, CO
Brian MacMillan
35Active
$599,900
2 bd · 2 ba · 1,075 sqft
370 Forest Trl D, Winter Park, CO
Elle Soles
13Active
$575,000
2 bd · 2 ba · 940 sqft
210 Gcr 702 15-203, Winter Park, CO
Brian MacMillan · MacMillan Real Estate Group
24Active
$430,000
1 bd · 1 ba · 525 sqft
32 Telemark Drive 102, Winter Park, CO
Monica D Anderson · Keller Williams Top of the Rockies Grand County
29Active
$485,000
1 bd · 2 ba · 566.1 sqft
145 Forest Trail 7, Winter Park, CO
Laura P. Zietz · LIV Sotheby's International DT
49Active
$1,350,000
4 bd · 3 ba · 1,569 sqft
101 Trailhead Circle 124, Winter Park, CO
Brian MacMillan · MacMillan Real Estate Group

1 2 3…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: 2026-09-22 17:19:32 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: 2026-09-22 17:19:32 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

Co-ops

By feature

New construction
With a pool

Nearby areas

ZIP codes

80435 (648)
80498 (412)
80446 (384)
80447 (242)
80482 (228)
80422 (187)
80442 (183)
80439 (180)

Cities

Silverthorne (405)
Granby (382)
Dillon (370)
Keystone (274)
Grand Lake (243)

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 (648)
80498 (412)
80446 (384)
80447 (242)
80482 (228)
80422 (187)
80442 (183)
80439 (180)

Cities

Silverthorne (405)
Granby (382)
Dillon (370)
Keystone (274)
Grand Lake (243)

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.

Black Hawk (186)

Fraser (182)

Evergreen (177)