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

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3 beds New construction

Homes Under $2M in Winter Park, CO

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19 of 154 Listings

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19 of 154 Listings

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

42Active
$499,700
2 bd · 2 ba · 860.4 sqft
490 Kings Crossing Road 331, Winter Park, CO
Monica D Anderson · Keller Williams Top of the Rockies Grand County
26Active
$599,999
1 bd · 1 ba · 649 sqft
510 Baker Drive, Winter Park, CO
Leah Bishop · West and Main Homes
14Active
$534,900
2 bd · 2 ba · 940 sqft
189 Gcr 702 5-203, Winter Park, CO
Erin Life · Keller Williams Advantage Realty, LLC

5Active
$649,500
1 bd · 1 ba · 520 sqft
201 Zephyr Way 2316, Winter Park, CO
Gretchen W Brunke · Playground Destination Property
27Active
$1,099,000
2 bd · 2 ba · 1,376 sqft
97 Kinney Way a, Winter Park, CO
Marcel H Savoie · Equity Colorado, LLC
39Active
$679,000
3 bd · 2 ba · 804 sqft
507 Hi Country #7-87, Winter Park, CO
Julie C Ray · Berkshire Hathaway HomeServices Colorado Real Estate
27Active
$975,000
3 bd · 3 ba · 1,608.6 sqft
1080 Winter Park Drive Unit 1, Winter Park, CO
Jack M Gerstein · Mountain LifeStyle Realty
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
Price Reduced36Active
$1,299,000
3 bd · 3 ba · 1,569 sqft
101 Trailhead 124, Winter Park, CO
Brian MacMillan
43Active
$1,749,000
4 bd · 3 ba · 2,935 sqft
764 Elk Trl 7, Winter Park, CO
Brian MacMillan
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
35Active
$599,900
2 bd · 2 ba · 1,075 sqft
370 Forest Trl D, Winter Park, CO
Elle Soles
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
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
49Active
$1,299,000
4 bd · 3 ba · 1,569 sqft
101 Trailhead Circle 124, Winter Park, CO
Brian MacMillan · MacMillan Real Estate Group
40Active
$1,300,000
4 bd · 5 ba · 2,360 sqft
208 Red Quill Way, Winter Park, CO
Melinda Lee
48Active
$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
Price Reduced46Active
$899,000
2 bd · 2 ba · 1,307 sqft
400 Baker Dr Te-103, Winter Park, CO
Stacy Strayer
39Active
$385,000
0 bd · 1 ba · 562.1 sqft
79114 US Hwy 40 E-215, Winter Park, CO
Team TREC - The Real Estate Company · The Real Estate Company

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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: 2026-10-09 21:23:09 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.

Winter Park housing market

September 2026 · This period is still settling

Selling at 97.3% of asking price

Buyers here are paying below asking. MLS · 12 sales · as of Sep 30, 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

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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: 2026-10-09 21:23:09 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.

Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

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Your local brokerage

Steve Merritt

Realty.com

Lic. #ER.100044960

Call Steve

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

Winter Park housing market

September 2026 · This period is still settling

Selling at 97.3% of asking price

Buyers here are paying below asking. MLS · 12 sales · as of Sep 30, 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.