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Homes Under $2M in Winter Park, CO — Page 4

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3 beds New construction

Homes Under $2M in Winter Park, CO

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19 of 146 Listings

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19 of 146 Listings

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

10Active
$499,000
2 bd · 2 ba · 813.3 sqft
520 Kings Crossing Road a201, Winter Park, CO
David L Jamison · Jamison Mountain Properties
31Active
$355,000
0 bd · 1 ba · 416 sqft
313 Iron Horse Way Unit 2013, Winter Park, CO
Lisa Leclair Waldorf · Real Estate of Winter Park
30Active
$460,000
3 bd · 1 ba · 784 sqft
78679 US Hwy 40 Building 2 Unit 7, Winter Park, CO
Carrie Flynn · Real Estate of Winter Park

Open house Sun, Nov 1 · 11:00 AM50Active
$1,599,000
4 bd · 3 ba · 2,223 sqft
119 Wheeler Rd Unit 4, Winter Park, CO
The Highland Team
Open house Sun, Nov 1 · 11:00 AM50Active
$1,599,000
4 bd · 3 ba · 2,223 sqft
119 Wheeler Road, Winter Park, CO
The Highland Team · Compass - Denver
Price Reduced50Active
$1,895,000
6 bd · 5 ba · 3,228 sqft
139 Forest Trail, Winter Park, CO
Patricia Dessel · Compass - Boulder
Price Reduced13Active
$550,000
2 bd · 2 ba · 828 sqft
520 Kings Crossing Rd a-304, Winter Park, CO
Maria Gallucci
Price Reduced13Active
$550,000
2 bd · 2 ba · 828 sqft
520 Kings Crossing Road 304, Winter Park, CO
Maria Gallucci · Compass - Denver
40Active
$548,900
2 bd · 2 ba · 940 sqft
214 Gcr 702/Village Dr 17-201, Winter Park, CO
Megan Luther
37Active
$649,999
1 bd · 1 ba · 793.1 sqft
701 Trailhead Circle 721, Winter Park, CO
Michelle Moran · West and Main Homes
32Active
$865,000
2 bd · 2 ba · 1,193.69 sqft
701 Trailhead Circle #724, Winter Park, CO
Amy Raschel Jardee · Real Estate of Winter Park
Price Reduced33Active
$649,000
2 bd · 3 ba · 1,416 sqft
477 Iron Horse Way Unit H3408, Winter Park, CO
Chad Mendoza
43Active
$499,000
2 bd · 1 ba · 1,083.5 sqft
78491 US Hwy 40 Unit 6, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company
43Active
$1,429,900
3 bd · 3 ba · 1,672.6 sqft
78746 US Hwy 40 Unit 205, Winter Park, CO
Lisa Leclair Waldorf · Real Estate of Winter Park
Price Reduced35Active
$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Dr Unit 5-15, Winter Park, CO
Chad Mendoza
Price Reduced35Active
$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive Unit 15, Winter Park, CO
Chad Mendoza · Compass - Denver
35Active
$389,000
1 bd · 1 ba · 465 sqft
400 Hi Country Drive Unit 155, Winter Park, CO
Chad F Mendoza · Compass
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
49Active
$597,500
4 bd · 3 ba · 1,762.7 sqft
78415 US Hwy 40 Unit 5, Winter Park, CO
Nazreen Kashani · LIV Sotheby's International DT

1…3 4 5…7

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: 2026-10-27 19:18:48 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

October 2026 · This period is still settling

Homes that sold · County records, as of Oct 13, 2026

Median sale price: $1,789,000$1,521,250–$2,362,500 typical range
Price per sq. ft.: $806
Sales: 10
Paid in cash: 70.0%

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $998,000
Homes for sale: 155

— every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

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: 2026-10-27 19:18:48 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

By type

Single-Family Homes
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New Construction Homes

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

Winter Park housing market

October 2026 · This period is still settling

Homes that sold · County records, as of Oct 13, 2026

Median sale price: $1,789,000$1,521,250–$2,362,500 typical range
Price per sq. ft.: $806
Sales: 10
Paid in cash: 70.0%

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $998,000
Homes for sale: 155

— every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Housing stock

Median home size: 1,498 sq. ft.