Pending Listings in Winter Park, CO

49 homes

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ACCEPTING BACKUP OFFERS

ABOUT THIS HOME
Pending Listing in Winter Park, CO:
The Landing: Luxury Townhomes near Winter Park's planned gondola: now HALF sold out and this is one of only two remaining end units! Steps across the street from Winter Park's planned gondola, this location is unbeatable in Winter Park. Uniquely positioned near the downtown and nestled against Vasquez Creek, this is a two-minute walk to shops and dining. This location aims to provide future ski-in, ski-out access to Winter Park's world-class slopes and biking trails. While you wait for the gondola plans to come to fruition, enjoy shuttle access to the slopes just steps from your front door. Priced as if the gondola never happens, this represents a great opportunity for anyone who loves Wint

$1,995,000

4 beds3 baths2,383 sq ft

185 Vasquez Rd Unit C4, Winter Park, CO 80482

Near downtown • Planned gondola • $600 HOA

ACCEPTING BACKUP OFFERS

ABOUT THIS HOME
Pending Listing in Winter Park, CO:
Final Phase - PRIME end unit. Steps across the street from Winter Park's planned gondola, this location is unbeatable in Winter Park. Uniquely positioned near the downtown and nestled against Vasquez Creek, this is a two-minute walk to shops and dining. This location aims to provide future ski-in, ski-out access to Winter Park's world-class slopes and biking trails. While you wait for the gondola plans to come to fruition, enjoy shuttle access to the slopes just steps from your front door. Priced as if the gondola never happens, this represents a great opportunity for anyone who loves Winter Park and believes in its future upside. Each residence boasts 2,400+ sq. ft. of refined living space

$2,220,000

5 beds3 baths2,476 sq ft

185 Vasquez Rd Unit D1, Winter Park, CO 80482

Near downtown • Planned gondola • $600 HOA

ACCEPTING BACKUP OFFERS

$1,995,000

4 beds3 baths2,476 sq ft

185 Vasquez Rd Unit C1, Winter Park, CO 80482

Two car garage • $550 HOA • 2 garage spots

PENDING

$1,875,000

4 beds3 baths2,272 sq ft

185 Vasquez Rd Unit C2, Winter Park, CO 80482

1,306 sq ft lot • 2 garage spots • Built 2026

PENDING

$1,875,000

4 beds3 baths2,312 sq ft

185 Vasquez Rd Unit B3, Winter Park, CO 80482

1,306 sq ft lot • 2 garage spots • Built 2026

Property at 185 Vasquez Rd Unit C3, Winter Park, CO 80482, 4 beds, 3 baths

$1,875,000

4 beds3 baths2,272 sq ft

185 Vasquez Rd Unit C3, Winter Park, CO 80482

Property at 185 Vasquez Ln Unit D4, Winter Park, CO 80482, 5 beds, 4 baths

$2,220,000

5 beds4 baths2,459 sq ft

185 Vasquez Ln Unit D4, Winter Park, CO 80482

Property at 34 Wheeler Rd, Winter Park, CO 80482, 3 beds, 3.5 baths

$1,225,000

3 beds3.5 baths1,716 sq ft

34 Wheeler Rd, Winter Park, CO 80482

Property at 193 Gcr 702 Unit 3-203, Winter Park, CO 80482, 2 beds, 2 baths

$588,000

2 beds2 baths940 sq ft

193 Gcr 702 Unit 3-203, Winter Park, CO 80482

Property at 201 Zephyr Way #2302, Winter Park, CO 80482, 2 beds, 2 baths

$1,049,900

2 beds2 baths1,000 sq ft

201 Zephyr Way #2302, Winter Park, CO 80482

Property at 225 Hi Country Drive Dr Unit 5-613, Winter Park, CO 80482, 2 beds, 1 bath

$489,000

2 beds1 bath703 sq ft

225 Hi Country Drive Dr Unit 5-613, Winter Park, CO 80482

Property at 78321 US Hwy 40 St #23, Winter Park, CO 80482, 2 beds, 3 baths

$750,000

2 beds3 baths1,130 sq ft

78321 US Hwy 40 St #23, Winter Park, CO 80482

Property at 233 Bridger Trl, Winter Park, CO 80482, 4 beds, 5 baths

$4,200,000

4 beds5 baths4,454 sq ft

233 Bridger Trl, Winter Park, CO 80482

Property at 80 Ramble Ln, Winter Park, CO 80482, 4 beds, 3.5 baths

$2,495,000

4 beds3.5 baths2,694 sq ft

80 Ramble Ln, Winter Park, CO 80482

Property at 435 Iron Horse Way Unit J4209, Winter Park, CO 80482, 2 beds, 3 baths

$799,000

2 beds3 baths1,453 sq ft

435 Iron Horse Way Unit J4209, Winter Park, CO 80482

Property at 115 Wheeler Rd, Winter Park, CO 80482, 3 beds, 4 baths

$1,450,000

3 beds4 baths1,989 sq ft

115 Wheeler Rd, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 313 Iron Horse Way #3093, Winter Park, CO 80482, 1 bath

$370,000

— beds1 bath417 sq ft

313 Iron Horse Way #3093, Winter Park, CO 80482

Property at 503 Antler Way, Winter Park, CO 80482, 3 beds, 2.5 baths

$1,265,000

3 beds2.5 baths1,742 sq ft

503 Antler Way, Winter Park, CO 80482

Property at 967 Elk Meadows Dr, Tabernash, CO 80478, 5 beds, 5 baths

$3,799,000

5 beds5 baths5,659 sq ft

967 Elk Meadows Dr, Tabernash, CO 80478

Property at 103 Ramble Lane Ln, Winter Park, CO 80482, 4 beds, 3.5 baths

$2,252,000

4 beds3.5 baths2,993 sq ft

103 Ramble Lane Ln, Winter Park, CO 80482

Property at 105 Mountain Lodge Way, Winter Park, CO 80482, 3 beds, 3 baths

$1,225,000

3 beds3 baths1,629 sq ft

105 Mountain Lodge Way, Winter Park, CO 80482

Property at 78746 US Highway 40 #221, Winter Park, CO 80482, 3 beds, 3 baths

$1,249,000

3 beds3 baths1,964 sq ft

78746 US Highway 40 #221, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 670 Winter Park Dr #3302, Winter Park, CO 80482, 2 beds, 2 baths

$950,000

2 beds2 baths1,047 sq ft

670 Winter Park Dr #3302, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 211 Sawyer Cir Cir, Winter Park, CO 80482, 3 beds, 3.5 baths

$900,000

3 beds3.5 baths1,488 sq ft

211 Sawyer Cir Cir, Winter Park, CO 80482

Property at 357 HI Country Dr Unit 23-5, Winter Park, CO 80482, 2 beds, 2 baths

$619,999

2 beds2 baths1,051 sq ft

357 HI Country Dr Unit 23-5, Winter Park, CO 80482

Property at 4 Ramble Ln, Winter Park, CO 80482, 4 beds, 4 baths

$2,600,000

4 beds4 baths2,890 sq ft

4 Ramble Ln, Winter Park, CO 80482

Property at 5 Scenic Trl, Winter Park, CO 80482, 4 beds, 4 baths

$2,755,421

4 beds4 baths2,775 sq ft

5 Scenic Trl, Winter Park, CO 80482

Property at 580 Winter Park Dr #4474, Winter Park, CO 80482, 2 beds, 2 baths

$975,000

2 beds2 baths991 sq ft

580 Winter Park Dr #4474, Winter Park, CO 80482

Property at 64 Overlook Pl, Winter Park, CO 80482, 4 beds, 5 baths

$2,722,215

4 beds5 baths3,959 sq ft

64 Overlook Pl, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 720 Baker Dr #406, Winter Park, CO 80482, 2 beds, 2 baths

$895,000

2 beds2 baths958 sq ft

720 Baker Dr #406, Winter Park, CO 80482

Property at 64 Overlook Place Pl, Winter Park, CO 80482, 4 beds, 5 baths

$2,722,215

4 beds5 baths3,057 sq ft

64 Overlook Place Pl, Winter Park, CO 80482

Property at 90 Cub Creek Way, Winter Park, CO 80482, 4 beds, 5 baths

$3,475,000

4 beds5 baths3,629 sq ft

90 Cub Creek Way, Winter Park, CO 80482

Property at 77 Promontory Point Pt, Winter Park, CO 80482, 3 beds, 4 baths

$1,590,890

3 beds4 baths1,761 sq ft

77 Promontory Point Pt, Winter Park, CO 80482

Property at 185 Vasquez Rd Unit B5, Winter Park, CO 80482, 4 beds, 3 baths

$1,995,000

4 beds3 baths2,476 sq ft

185 Vasquez Rd Unit B5, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 100 Arapahoe Rd, Winter Park, CO 80482

$4,200,000

— beds— baths— sq ft

100 Arapahoe Rd, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 60 Cedar Dr, Winter Park, CO 80482

$839,000

— beds— baths— sq ft

60 Cedar Dr, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 185 Vasquez Rd Unit B1, Winter Park, CO 80482, 4 beds, 3 baths

$1,995,000

4 beds3 baths2,476 sq ft

185 Vasquez Rd Unit B1, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 56 Wheeler Rd, Winter Park, CO 80482, 3 beds, 4 baths

$1,199,000

3 beds4 baths1,716 sq ft

56 Wheeler Rd, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 83 Promontory Point Pt, Winter Park, CO 80482, 3 beds, 4 baths

$1,584,142

3 beds4 baths1,761 sq ft

83 Promontory Point Pt, Winter Park, CO 80482

Property at 165 Whistlestop Cir, Winter Park, CO 80482, 4 beds, 6 baths

$1,955,000

4 beds6 baths3,596 sq ft

165 Whistlestop Cir, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

Property at 185 Vasquez Rd, Winter Park, CO 80482, 5 beds, 4 baths

$1,950,000

5 beds4 baths2,417 sq ft

185 Vasquez Rd, Winter Park, CO 80482

Listing provided by REColorado as Distributed by MLS Grid

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Based on information submitted to the MLS GRID as of Thu Nov 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Winter Park

There are currently 49 pending listings for sale in Winter Park at a median listing price of $1.1M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Park stay on the market for 122 days and receive 1 offers. This map is refreshed with the newest listings in Winter Park every 15 minutes.

In the past month, 29 homes have been sold in Winter Park. In addition to houses in Winter Park, there were also 81 condos, 22 townhouses, and 7 multi-family units for sale in Winter Park last month. Find your dream home in Winter Park using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Park are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Park. Our Winter Park real estate stats and trends will give you more information about home buying and selling trends in Winter Park. If you're looking to sell your home in the Winter Park area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Park with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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