Grey Rock Realty - Chalet for Sale in Winter Park CO

Photo of 56 Wheeler Rd Winter Park CO 80482

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56 Wheeler Rd Winter Park CO 80482

$1,199,000

Beds: 3

Baths: 4

Sq Ft: 1,716

Days on Market: 1

Updated 1 Minutes Ago

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Photo of 34 Wheeler Rd Winter Park CO 80482

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34 Wheeler Rd Winter Park CO 80482

$1,225,000

Beds: 3

Baths: 4

Sq Ft: 1,716

Days on Market: 1

Updated 1 Minutes Ago

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Photo of 387 Bear Trl Winter Park CO 80482

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387 Bear Trl Winter Park CO 80482

$1,725,000

Beds: 4

Baths: 4

Sq Ft: 2,216

Days on Market: 7

Updated 1 Minutes Ago

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Photo of 401 Nystrom Ln #1511 Winter Park CO 80482

Under Contract

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401 Nystrom Ln #1511 Winter Park CO 80482

$1,475,000

Beds: 3

Baths: 3

Sq Ft: 1,525

Days on Market: 7

Updated 1 Minutes Ago

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Photo of 801 Trailhead Cir #813 Winter Park CO 80482

Open: Sunday 12 pm - 2 pm

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801 Trailhead Cir #813 Winter Park CO 80482

$1,180,000

Beds: 3

Baths: 3

Sq Ft: 1,485

Days on Market: 10

Open: 3/29/26 12 PM - 2 PM

Updated 1 Minutes Ago

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Photo of 57 Scenic Trl Winter Park CO 80482

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57 Scenic Trl Winter Park CO 80482

$2,884,860

Beds: 4

Baths: 4

Sq Ft: 3,959

Days on Market: 22

Updated 1 Minutes Ago

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Photo of 77 High Grove Loop Winter Park CO 80482

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77 High Grove Loop Winter Park CO 80482

$1,518,000

Beds: 3

Baths: 4

Sq Ft: 1,767

Days on Market: 23

Updated 1 Minutes Ago

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Photo of 170 Scenic Trail Winter Park CO 80482

Price Reduced

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170 Scenic Trail Winter Park CO 80482

$2,719,045

-$2,597

Beds: 4

Baths: 5

Sq Ft: 3,067

Days on Market: 24

Updated 1 Minutes Ago

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Photo of 401 Nystrom Ln #1503 Winter Park CO 80482

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401 Nystrom Ln #1503 Winter Park CO 80482

$1,025,000

Beds: 2

Baths: 2

Sq Ft: 855

Days on Market: 40

Updated 1 Minutes Ago

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Photo of 97 Kinney Way #F-A Winter Park CO 80482

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97 Kinney Way #F-A Winter Park CO 80482

$1,249,900

Beds: 2

Baths: 2

Sq Ft: 1,376

Days on Market: 45

Updated 1 Minutes Ago

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Photo of 313 N Woods Pl Winter Park CO 80482

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313 N Woods Pl Winter Park CO 80482

$2,850,000

Beds: 4

Baths: 5

Sq Ft: 2,464

Days on Market: 47

Updated 1 Minutes Ago

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Photo of 38 Wheeler Rd Winter Park CO 80482

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38 Wheeler Rd Winter Park CO 80482

$1,595,000

Beds: 4

Baths: 4

Sq Ft: 2,115

Days on Market: 49

Updated 1 Minutes Ago

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Photo of 101 Wheeler Rd Winter Park CO 80482

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101 Wheeler Rd Winter Park CO 80482

$1,675,000

Beds: 4

Baths: 3

Sq Ft: 2,178

Days on Market: 50

Updated 1 Minutes Ago

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Photo of 135 Fir Dr Winter Park CO 80482

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135 Fir Dr Winter Park CO 80482

$1,549,000

Beds: 2

Baths: 3

Sq Ft: 1,407

Days on Market: 73

Updated 1 Minutes Ago

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Photo of 201 Zephyr Way #2008 Winter Park CO 80482

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201 Zephyr Way #2008 Winter Park CO 80482

$669,000

Beds: 1

Baths: 1

Sq Ft: 536

Days on Market: 79

Updated 1 Minutes Ago

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Photo of 78 Wheeler Rd Winter Park CO 80482

Open: Sunday 11 am - 4 pm

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78 Wheeler Rd Winter Park CO 80482

$1,350,000

Beds: 3

Baths: 4

Sq Ft: 1,716

Days on Market: 101

Open: 3/29/26 11 AM - 4 PM, 3/30/26 10 AM - 5 PM, 3/31/26 10 AM - 5 PM

Updated 1 Minutes Ago

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Photo of 69 High Grove Loop Winter Park CO 80482

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69 High Grove Loop Winter Park CO 80482

$1,500,634

$8,122

Beds: 4

Baths: 3

Sq Ft: 1,022

Days on Market: 109

Updated 1 Minutes Ago

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Photo of 94 High Grove Loop Winter Park CO 80482

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94 High Grove Loop Winter Park CO 80482

$1,409,533

$1,650

Beds: 3

Baths: 4

Sq Ft: 1,842

Days on Market: 109

Updated 1 Minutes Ago

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Photo of 86 High Grove Loop Winter Park CO 80482

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86 High Grove Loop Winter Park CO 80482

$1,362,059

Beds: 3

Baths: 4

Sq Ft: 1,805

Days on Market: 109

Updated 1 Minutes Ago

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Photo of 19 Scenic Trail Winter Park CO 80482

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19 Scenic Trail Winter Park CO 80482

$2,683,729

Beds: 4

Baths: 4

Sq Ft: 2,775

Days on Market: 140

Updated 1 Minutes Ago

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Photo of 35 Sunny Ridge Ln Winter Park CO 80482

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35 Sunny Ridge Ln Winter Park CO 80482

$2,366,327

$22,486

Beds: 3

Baths: 4

Sq Ft: 2,404

Days on Market: 158

Updated 1 Minutes Ago

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Photo of 490 Kings Crossing Rd #6-631-633 Winter Park CO 80482

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490 Kings Crossing Rd #6-631-633 Winter Park CO 80482

$869,000

Beds: 4

Baths: 4

Sq Ft: 1,720

Days on Market: 224

Updated 1 Minutes Ago

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Photo of 674 Leland Creek Cir Winter Park CO 80482

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674 Leland Creek Cir Winter Park CO 80482

$4,000,000

$10

Beds: 5

Baths: 5

Sq Ft: 4,574

Days on Market: 277

Updated 1 Minutes Ago

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Photo of 60 Wheeler Rd Winter Park CO 80482

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60 Wheeler Rd Winter Park CO 80482

$1,199,000

Beds: 3

Baths: 4

Sq Ft: 1,716

Days on Market: 277

Updated 1 Minutes Ago

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Photo of 113 Wheeler Rd Winter Park CO 80482

Open: Sunday 11 am - 4 pm

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113 Wheeler Rd Winter Park CO 80482

$1,590,000

Beds: 3

Baths: 3

Sq Ft: 1,870

Days on Market: 409

Open: 3/29/26 11 AM - 4 PM, 3/30/26 10 AM - 5 PM, 3/31/26 10 AM - 5 PM

Updated 1 Minutes Ago

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Photo of No Address Listed Winter Park CO 80482

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No Address Listed Winter Park CO 80482

$849,000

Beds: 1

Baths: 2

Sq Ft: 1,227

Days on Market: 429

Updated 1 Minutes Ago

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Photo of 64 Overlook Pl Winter Park CO 80482

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64 Overlook Pl Winter Park CO 80482

$2,744,642

Beds: 4

Baths: 5

Sq Ft: 3,057

Days on Market: 518

Updated 1 Minutes Ago

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