About Winter Park
Market Summary
Avg. List Price
Current Listings
Avg. Active Days on Market
Currently no active listings available that meet the criteria for market statistics calculations.
What Locals Say
Outdoorsy
Hops & brews
Travelers are here
Nature
Athleisure wear
Wine lovers
Sites to see
Trendy eats
Dog lovers
Coffee culture
market snapshot
We’ve gathered the latest market data to help you better understand what’s happening in Winter Park.
active listings
Currently no active listings available that meet the criteria for market statistics calculations.
Recently Sold
Recently Sold Avg.
Avg. Days on Market
Recently Sold
Avg. Price/Area
Properties in Winter Park
All
Sold
New - 1,425 Hours
Open House
Price Drop
(1d)
View listing to see more images.
••••••
3 bd
3 ba
551 Vasquez Road #1, Winter Park, CO 80482
Listing Courtesy Of: KELLER WILLIAMS TOP OF THE ROCKIES, monica@monicadanderson.com, 970-531-9680, Monica Anderson, MLS# 8777375
Sold
New - 1,436 Hours
Open House
Price Drop
(1d)
View listing to see more images.
••••••
3 bd
3 ba
551 Vasquez Road #A-1, Winter Park, CO 80482
Listing Courtesy Of: Keller Williams Top of the Rockies R E, Monica D Anderson
Sold
New - 218 Hours
Open House
View listing to see more images.
••••••
Arapahoe Rd, Winter Park, CO 80482
Listing Courtesy Of: Clarke Real Estate, CLARKE.SHANE7@GMAIL.COM, 303-594-4297, Shane Clarke, MLS# 4875214
Sold
New - 520 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
216 GCR 702/Village Drive #18-304, Winter Park, CO 80482
Listing Courtesy Of: Keller Williams Advantage Realty, LLC, Stacy Strayer
Sold
New - 1,696 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
490 Kings Crossing Road #113, Winter Park, CO 80482
Listing Courtesy Of: LIV Sotheby's International Realty, MLee@livsothebysrealty.com, 970-281-2646, Melinda Lee, MLS# 3066429
Sold
New - 1,333 Hours
Open House
View listing to see more images.
••••••
6 bd
5 ba
217 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: LIV Sothebys International Realty- Breckenridge, hgreen@livsothebysrealty.com, Heather Green, MLS# 2153262
Sold
New - 1,118 Hours
Open House
View listing to see more images.
••••••
4 bd
6 ba
135 Whistlestop Circle, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, mary@rewinterpark.com, 812-290-7554, Mary Orear, MLS# 2348320
Sold
New - 7,578 Hours
Open House
View listing to see more images.
••••••
309 Vasquez Road, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3487631
Sold
New - 4,993 Hours
Open House
Price Drop
(7d)
View listing to see more images.
••••••
335 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3555980
Sold
New - 4,319 Hours
Open House
Price Drop
(7d)
•••
345 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 8291987
Sold
New - 141 Hours
Open House
View listing to see more images.
••••••
335 & 345 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3048883
Sold
New - 9,613 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
386 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, susan@cahillre.com, 970-531-6684, Susan Cahill, MLS# 7913408
Sold
New - 4,226 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
745 Bear Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, susan@cahillre.com, 970-531-6684, Susan Cahill, MLS# 2836912
Sold
New - 64 Hours
Open House
View listing to see more images.
••••••
782 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Katie Jane Riemenschneider
Sold
New - 15,834 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
2 bd
2 ba
78746 US HWY 40 #222, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Janene L Johnson
Sold
New - 15,834 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
2 ba
78746 US Highway 40 #221, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Janene L Johnson
Sold
New - 8,901 Hours
Open House
Price Increase
(2d)
View listing to see more images.
••••••
2 bd
2 ba
78746 US HWY 40 #212, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 6,623 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
3 ba
78746 US HWY 40 ##215, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 6,741 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
3 ba
78746 US HWY 40 #218, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 73 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
210 GCR 702 #15-203, Winter Park, CO 80482
Listing Courtesy Of: Your Castle Real Estate, Inc, Brian MacMillan
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Active
Sold
New - 1,425 Hours
Open House
Price Drop
(1d)
View listing to see more images.
••••••
3 bd
3 ba
551 Vasquez Road #1, Winter Park, CO 80482
Listing Courtesy Of: KELLER WILLIAMS TOP OF THE ROCKIES, monica@monicadanderson.com, 970-531-9680, Monica Anderson, MLS# 8777375
Sold
New - 1,436 Hours
Open House
Price Drop
(1d)
View listing to see more images.
••••••
3 bd
3 ba
551 Vasquez Road #A-1, Winter Park, CO 80482
Listing Courtesy Of: Keller Williams Top of the Rockies R E, Monica D Anderson
Sold
New - 520 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
216 GCR 702/Village Drive #18-304, Winter Park, CO 80482
Listing Courtesy Of: Keller Williams Advantage Realty, LLC, Stacy Strayer
Sold
New - 1,696 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
490 Kings Crossing Road #113, Winter Park, CO 80482
Listing Courtesy Of: LIV Sotheby's International Realty, MLee@livsothebysrealty.com, 970-281-2646, Melinda Lee, MLS# 3066429
Sold
New - 1,118 Hours
Open House
View listing to see more images.
••••••
4 bd
6 ba
135 Whistlestop Circle, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, mary@rewinterpark.com, 812-290-7554, Mary Orear, MLS# 2348320
Sold
New - 7,578 Hours
Open House
View listing to see more images.
••••••
309 Vasquez Road, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3487631
Sold
New - 4,993 Hours
Open House
Price Drop
(7d)
View listing to see more images.
••••••
335 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3555980
Sold
New - 4,319 Hours
Open House
Price Drop
(7d)
•••
345 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 8291987
Sold
New - 141 Hours
Open House
View listing to see more images.
••••••
335 & 345 Moose Trail, Winter Park, CO 80482
Listing Courtesy Of: eXp Realty, LLC, hello@TheSimpleLifeTeam.com, 970-726-6625, The Simple Life Team, MLS# 3048883
Sold
New - 64 Hours
Open House
View listing to see more images.
••••••
782 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Katie Jane Riemenschneider
Sold
New - 15,834 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
2 bd
2 ba
78746 US HWY 40 #222, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Janene L Johnson
Sold
New - 15,834 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
2 ba
78746 US Highway 40 #221, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Janene L Johnson
Sold
New - 8,901 Hours
Open House
Price Increase
(2d)
View listing to see more images.
••••••
2 bd
2 ba
78746 US HWY 40 #212, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 6,623 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
3 ba
78746 US HWY 40 ##215, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 6,741 Hours
Open House
Price Drop
(3d)
View listing to see more images.
••••••
3 bd
3 ba
78746 US HWY 40 #218, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 73 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
210 GCR 702 #15-203, Winter Park, CO 80482
Listing Courtesy Of: Your Castle Real Estate, Inc, Brian MacMillan
Sold
New - 1,871 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
490 Kings Crossing Road #533, Winter Park, CO 80482
Listing Courtesy Of: The Real Estate Company, Team TREC - The Real Estate Company
Sold
New - 5,778 Hours
Open House
View listing to see more images.
••••••
4 bd
3 ba
203 GCR 702 ##11-204, Winter Park, CO 80482
Listing Courtesy Of: The Real Estate Company, Team TREC - The Real Estate Company
Sold
New - 285 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
67 LAKE TRAIL #8A, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Lisa Leclair Waldorf
Sold
New - 1,696 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
490 Kings Crossing Road #113, Winter Park, CO 80482
Listing Courtesy Of: LIV Sotheby's International DT, Melinda V Lee
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Pending
Sold
New - 218 Hours
Open House
View listing to see more images.
••••••
Arapahoe Rd, Winter Park, CO 80482
Listing Courtesy Of: Clarke Real Estate, CLARKE.SHANE7@GMAIL.COM, 303-594-4297, Shane Clarke, MLS# 4875214
Sold
New - 1,333 Hours
Open House
View listing to see more images.
••••••
6 bd
5 ba
217 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: LIV Sothebys International Realty- Breckenridge, hgreen@livsothebysrealty.com, Heather Green, MLS# 2153262
Sold
New - 9,613 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
386 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, susan@cahillre.com, 970-531-6684, Susan Cahill, MLS# 7913408
Sold
New - 4,226 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
745 Bear Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, susan@cahillre.com, 970-531-6684, Susan Cahill, MLS# 2836912
Sold
New - 1,184 Hours
Open House
View listing to see more images.
••••••
6 bd
4 ba
217 LELAND CREEK Circle, Winter Park, CO 80482
Listing Courtesy Of: LIV Sotheby's International DT, Heather Green
Sold
New - 9,116 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
386 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, Susan Cahill
Sold
New - 4,226 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
745 Bear Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, Susan Cahill
Sold
New - 2,590 Hours
Open House
View listing to see more images.
••••••
579 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cobb Home Team LLC, Matt@CobbHomeTeam.com, 303-478-3083, Matthew Cobb, MLS# 3746945
Sold
New - 1,102 Hours
Open House
View listing to see more images.
••••••
1 bd
2 ba
78746 US Highway 40 #213, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, SHANNA@REWINTERPARK.COM, 970-726-2600, Shanna Lalley, MLS# 7011953
Sold
New - 13,269 Hours
Open House
View listing to see more images.
••••••
2 bd
2 ba
78746 US HWY 40 #213, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
Sold
New - 1,794 Hours
Open House
View listing to see more images.
••••••
4 bd
3 ba
185 Vasquez Road #B5, Winter Park, CO 80482
Listing Courtesy Of: Live West Realty, 3039193554, Jim Candy, MLS# IR1024087
Sold
New - 1,795 Hours
Open House
View listing to see more images.
••••••
4 bd
3 ba
185 Vasquez Road #B1, Winter Park, CO 80482
Listing Courtesy Of: Live West Realty, 3039193554, Jim Candy, MLS# IR1024080
Sold
New - 3,405 Hours
Open House
•
4 bd
4 ba
185 Vasquez Road #B1, Winter Park, CO 80482
Listing Courtesy Of: Live West Realty, James Candy
Sold
New - 3,716 Hours
Open House
View listing to see more images.
••••••
5 bd
4 ba
185 Vasquez #3, Winter Park, CO 80482
Listing Courtesy Of: Live West Realty, 3039193554, Jim Candy, MLS# IR1020903
Sold
New - 3,479 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
40 Overlook Place, Winter Park, CO 80482
Listing Courtesy Of: KOELBEL & COMPANY, dkeller@koelbelco.com, 303-300-8773, Paula Mansfield, MLS# 5423917
Sold
New - 10,978 Hours
Open House
View listing to see more images.
••••••
3 bd
4 ba
40 Overlook Place, Winter Park, CO 80482
Listing Courtesy Of: Koelbel and Co, Paula A Mansfield
Sold
New - 4,897 Hours
Open House
View listing to see more images.
••••••
5 bd
4 ba
185 Vasquez Drive #2, Winter Park, CO 80482
Listing Courtesy Of: Live West Realty, 3039193554, Jim Candy, MLS# IR1017610
Sold
New - 3,810 Hours
Open House
•
4 bd
4 ba
185 Vasquez Road #5, Winter Park, CO 80482
Listing Courtesy Of: Real Broker, LLC DBA Real, bstier1@gmail.com, Bobby Stier, MLS# 2566458
Sold
New - 8,422 Hours
Open House
View listing to see more images.
••••••
4 bd
4 ba
472 KINGS CROSSING Road, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Katie Jane Riemenschneider
Sold
New - 18,906 Hours
Open House
View listing to see more images.
••••••
4 bd
4 ba
4 Ramble Lane, Winter Park, CO 80482
Listing Courtesy Of: The Real Estate Company, Ken & Carla Boenish Brokers-Owners
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No matching listings
Recently Sold
Sold
- Mar 7, 2025
New - 27,128 Hours
Open House
View listing to see more images.
••••••
4 bd
4 ba
67 RAMBLE Lane, Winter Park, CO 80482
Listing Courtesy Of: The Real Estate Company, Team TREC - The Real Estate Company
Sold
- Feb 28, 2025
New - 4,905 Hours
Open House
View listing to see more images.
••••••
5 bd
5 ba
542 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: Re/Max Peak to Peak, Kristen L Meyer
Sold
- Feb 28, 2025
New - 1,160 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
144 SKI IDLEWILD Road #3308, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Elle K Soles
Sold
- Feb 26, 2025
New - 9,116 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
368 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, Susan Cahill
Sold
- Feb 26, 2025
New - 3,573 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
368 Lake Trail, Winter Park, CO 80482
Listing Courtesy Of: Cahill Real Estate, susan@cahillre.com, 970-531-6684, Susan Cahill, MLS# 8232768
Sold
- Feb 11, 2025
New - 1,623 Hours
Open House
View listing to see more images.
••••••
396 Leland Creek Circle, Winter Park, CO 80482
Listing Courtesy Of: Re/Max Peak to Peak, Megan Waymire
Sold
- Jan 27, 2025
New - 6,046 Hours
Open House
View listing to see more images.
••••••
1 bd
2 ba
145 FOREST TRAIL Unit# 16, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Julie White
Sold
- Dec 27, 2024
New - 9,094 Hours
Open House
View listing to see more images.
••••••
1 ba
79114 Us Hwy 40, Winter Park, CO 80482
Listing Courtesy Of: Keller Williams Advantage Realty, LLC, Prescott Sutcliffe
Sold
- Dec 23, 2024
New - 19,057 Hours
Open House
View listing to see more images.
••••••
3 bd
3 ba
78746 US Highway 40 #223, Winter Park, CO 80482
Listing Courtesy Of: Real Estate of Winter Park, Shanna Ann Lalley
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Private
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Student-Teacher Ratio:
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Student-Teacher Ratio:
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Transit & Commute
Estimated commute times from Winter Park
Car-Dependent
Walkable
Very Walkable
Nearby Neighborhoods
Hideaway Village
2
Current Listings
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32
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Rendezvous
12
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Grand Park
8
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Fraser
48
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Fraser Crossing/Founders Pointe
11
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Iron Horse
1
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