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432 Hi Country Dr #10-4, Winter Park
$440,000
2 Beds ⋅ 1 Baths ⋅ 26-1403 MLS
Adorable 2-bedroom, first-floor condo in the heart of downtown Winter Park! Nestled among the trees in the Hi Country Haus community, this charming unit features an updated kitchen and bathroom and a peaceful, wooded setting. Conveniently located on the bus route and just minutes from downtown dining, shopping, trails, and year-round recreation. Never rented and well cared for.

432 Hi Country Dr #10-4, Winter Park
490 Kings Crossing Road Unit 331, Winter Park
$499,700
2 Beds ⋅ 2 Baths ⋅ 26-1343 MLS
Owner Financing Available! Top-floor Winter Park condo with Divide views, vaulted ceilings, and private balconies off the living room and every bedroom. Sleeps 8 -- ideal as a mountain getaway or turnkey short-term rental, ready to rent immediately after closing. On the free Winter Park bus route, with covered common-area parking and a private ski locker in the garage. Down the road from hundreds of miles of hiking, biking, and XC ski trails, and near the future gondola. Unwind in the renovated pool and hot tub after a day on the mountain. A rare investment opportunity -- contact the listing agent for financing details.

490 Kings Crossing Road Unit 331, Winter Park
145 Forest Trail Unit 9, Winter Park
$369,900
1 Baths ⋅ 26-1277 MLS
Get Into the Winter Park Market at an Exceptional Price! Looking for an affordable way to own in Winter Park without sacrificing the features that make a mountain property special? This studio checks all the boxes -- and then some. Enjoy Continental Divide views, hiking and biking trails right out the back door, and an easy walk to downtown Winter Park. This turnkey studio offers a smart, efficient layout with a Murphy bed, full bathroom, and new high-efficiency washer and dryer in the unit. One of the standout features is the private garage, giving you secure, convenient storage for your vehicle and all your Colorado toys -- a major advantage in the mountains. The property is also STR-friendly, opening the door to short-term rental potential when you're not enjoying it yourself. Combine that with low HOA dues and you have an attractive opportunity for both personal use and investment. Location is another major advantage. Walk to downtown Winter Park, step outside to nearby hiking and biking trails, and enjoy easy access to the resort. The property is also positioned to benefit from the planned Connect Winter Park Aerial Transit System (ATS) connecting downtown with the resort. The Town describes the project as a future transportation connection between the heart of downtown and Winter Park Resort. Whether you're looking for your first mountain getaway, a low-maintenance weekend retreat, or an STR investment, this is an opportunity to get into the Winter Park market at an attractive price while owning the amenities and location that matter.

145 Forest Trail Unit 9, Winter Park
411 Hi Country Drive Unit 4-12, Winter Park
$339,900
1 Beds ⋅ 1 Baths ⋅ 26-1247 MLS
Bask in the western sun from your deck on the river in this adorable 1 bd/1 ba condo. Fully remodeled, brand new kitchen w/full size range/oven, butcher block counters, & a full bathroom update w/tiled shower makes this quaint end-unit condo ready for its next owner! This is the ultimate starter condo for a local, first-time investor, or weekend getaway! Enjoy a private in-building washer/dryer reserved exclusively for owners. Just a short distance away, the clubhouse features a pool, hot tub, pool table, & weight room. You'll be able to catch the free shuttle bus to head to the slopes or make your way into town. The Idlewild trail system is also directly accessible from the clubhouse. This HOA includes heat and has replaced the central boiler, roof, sewer line & paved parking.

411 Hi Country Drive Unit 4-12, Winter Park
507 Hi Country Drive Unit #11-127, Winter Park
$469,000
2 Beds ⋅ 1 Baths ⋅ 26-1240 MLS
This bright, beautifully updated 2-bedroom condo offers the perfect combination of mountain charm, convenience, and location. Situated right on the river in the heart of downtown Winter Park, this cute and inviting unit puts you close to everything while offering a peaceful setting surrounded by mature trees and natural mountain ambiance. High Country Haus is a highly desirable community with excellent rental potential and fantastic amenities, including an indoor pool, fitness center, and convenient shuttle service to downtown and the ski area. After a day of skiing, hiking, biking, or exploring, relax to the sound of the river and enjoy the beautiful wooded surroundings. Whether you're looking for a mountain getaway, investment property, or a place to call your own, this 2-bedroom c is a fantastic opportunity in one of Winter Park's most convenient locations.

507 Hi Country Drive Unit #11-127, Winter Park
145 Forest Trail Unit 7, Winter Park
$485,000
1 Beds ⋅ 2 Baths ⋅ 26-1198 MLS
Mountain Getaway & Investment Opportunity in Winter Park. Enjoy the best of mountain living in this inviting 1-bedroom condo in Winter Park. Whether you're looking for a weekend retreat, a full-time escape, or a smart rental investment, this property offers an ideal combination of location, convenience, and mountain charm. Relax on the private deck while taking in beautiful mountain views, or head out for a day of skiing, hiking, biking, and everything Winter Park has to offer. The convenient location provides a short walk to the bus stop, making access to the ski area easy and stress free.

145 Forest Trail Unit 7, Winter Park
32 Telemark Drive Unit 102, Winter Park
$430,000
1 Beds ⋅ 1 Baths ⋅ 26-1194 MLS
Ski. Bike. Dine. Repeat. This ground-floor downtown Winter Park condo delivers a spacious living area, full kitchen, full bath, new windows, in-unit stackable washer/dryer, and an oversized private bedroom, plus low HOA dues for an unbeatable location. Tucked away and private, yet across from the new Winter Park Medical Center. The Foundry is just a block away for movies, bowling, dinner, and arcade games, with free summer concerts and the future gondola right in town. Grab your bike or XC skis for hundreds of miles of National Forest trails up the road. Hop the free Lift shuttle for a 10-minute ride to Winter Park Ski Resort. Ski season, festival season, or trail season, this location puts it all within reach. Schedule your showing today!

32 Telemark Drive Unit 102, Winter Park
79114 Us Hwy 40 Unit E-215, Winter Park
$385,000
1 Baths ⋅ 26-1163 MLS
Adventure starts right outside the door of this fully furnished Snowblaze studio, offering a comfortable and convenient home base for enjoying Winter Park year-round. The renovated kitchen features new cabinets, countertops, backsplash, sink, electric stove, and refrigerator, while updated finishes throughout give the space a fresh, inviting feel. With more space than a traditional studio, the flexible layout provides plenty of room to settle in after a day on the slopes or unwind before your next mountain adventure. A private entrance directly from the parking lot makes hauling gear in and out a breeze, while direct access to the clubhouse hot tub offers the perfect spot to warm up after a winter day or relax after summer adventures. The laundry room is conveniently nearby, and common garage parking provides added ease. Never rented and sold fully furnished, this turnkey condo is ready for ski weekends, summer escapes, and everything in between.

79114 Us Hwy 40 Unit E-215, Winter Park
520 Kings Crossing Road Unit A201, Winter Park
$499,000
2 Beds ⋅ 2 Baths ⋅ 26-1098 MLS
Enjoy the spectacular mountain views from the 3 decks from each room of this 2 bedroom 2 bath condo. Could have the most private location in Silverado complex. Located minutes from downtown Winter Park and access via shuttle bus, walking, biking or car. 10 minutes to Winter Park Resort. Complex has many amenities including outdoor hot tubs, laundry facilities, and storage. This condo is perfect for the Buyer who wants to pick their choice of remodel colors and types etc, Or this could be the perfect fix and flip for any investors.

520 Kings Crossing Road Unit A201, Winter Park
490 Kings Crossing Road Unit 321, Winter Park
$475,000
2 Beds ⋅ 2 Baths ⋅ 26-1066 MLS
This charming 2nd-floor condo blends classic cabin character with modern comfort, featuring warm wood paneling, natural textures, and a stunning stone fireplace that create the perfect alpine ambiance. With 2 bedrooms and 2 bathrooms, this inviting retreat comfortably sleeps at least 7 guests, including a spacious second bedroom with a queen bed and twin bunk setup--ideal for family and friends. The open-concept living area features upgraded hard surface flooring, cozy mountain finishes, and access to one of three private balconies where you can soak in the fresh alpine air and peaceful surroundings. Just steps from the free Lift shuttle with service throughout downtown Winter Park and directly to Winter Park Resort, this condo offers unbeatable convenience for year-round recreation. Spend the day exploring nearby Wolf Park, skiing world-class terrain, or enjoying everything the Fraser Valley has to offer, then return home to Silverado II's impressive amenities including a pool, hot tub, sauna, game room, and more. A perfect blend of Colorado cabin charm and resort-style convenience, this mountain getaway is ready for its next adventure.

490 Kings Crossing Road Unit 321, Winter Park
313 Iron Horse Way Unit 2013, Winter Park
$369,000
1 Baths ⋅ 26-1035 MLS
Best value at Iron Horse! Don't miss this cute studio with a super convenient, easily accessible location in this awesome ski-in, ski-out property at Winter Park resort. Enjoy all the great amenities from the year-round swimming pool, heated deck, hot tubs, ski storage, elevator access, full gym and more! Garage parking space is worth its weight in gold! Pop in and out as your ski legs get weary, but don't forget all the amazing summer biking, hiking, alpine sliding and festivals at the resort as well.

313 Iron Horse Way Unit 2013, Winter Park
78679 Us Hwy 40 Unit Building 2 unit 7, Winter Park
$480,000
3 Beds ⋅ 1 Baths ⋅ 26-1031 MLS
Quietly tucked along the Fraser River in central downtown Winter Park sits a bright end unit, 3 bedroom/ 1 bath condo. This condo is waiting for someone to update and create their own vision. Hanging cabinets and range have been removed and not replaced. The building features an impressive new deck and stairs with a peaceful riverfront garden gathering/sitting area. Roof replaced July 2026. Ideally located for those who want to be in the middle of downtown yet peacefully removed from the hustle of it. The sound of the river will be all you hear with windows open or enjoying some time on the deck out front of your mountain getaway.

78679 Us Hwy 40 Unit Building 2 unit 7, Winter Park
400 Hi Country Drive Unit 155, Winter Park
$400,000
1 Beds ⋅ 1 Baths ⋅ 26-920 MLS
Why drive back to Denver after a long day on the mountain when you can retreat to your own turnkey Winter Parkgetaway? Welcome to 400 Hi Country Drive #155, a beautifully updated top-floor 1-bedroom, 1-bathroom condo ideallysituated along the Fraser River in the heart of downtown Winter Park. This well-maintained mountain retreat offerscomfort, convenience, and investment potential, with short-term rentals allowed. Inside, you'll find an inviting open-concept floor plan featuring hard-surface flooring throughout, a wood-burning fireplace, updated bathroom, two new ceiling fans and brand-new stainless steel kitchen appliances. The open kitchen includes ample prep space and bar seating, making it easy to gather after a day of adventure. Head outside onto the deck and enjoy the soothing... Why drive back to Denver after a long day on the mountain when you can retreat to your own turnkey Winter Park getaway? Welcome to 400 Hi Country Drive #155, a beautifully updated top-floor 1-bedroom, 1-bathroom condo ideally situated along the Fraser River in the heart of downtown Winter Park. This well-maintained mountain retreat offers comfort, convenience, and investment potential, with short-term rentals allowed. Inside, you'll find an inviting open-concept floor plan featuring hard-surface flooring throughout, a wood-burning fireplace, updated bathroom, two new ceiling fans and brand-new stainless steel kitchen appliances. The open kitchen includes ample prep space and bar seating, making it easy to gather after a day of adventure. Head outside onto the deck and enjoy the soothing sounds of the Fraser River, stunning alpenglow views, and convenient exterior storage for all your mountain gear. Whether you've spent the day skiing, biking, hiking, or exploring Grand County, this condo provides the perfect place to unwind. Owners and guests enjoy access to Hi Country Haus amenities, including a recreation center with an indoor pool, hot tubs, fitness center, game room, community gathering spaces, picnic and grilling areas and convenient laundry facilities. Heat, water, cable, internet and clubhouse access are included in the HOA dues. Just moments from downtown Winter Park's restaurants, shops, breweries, live music at Hideaway Park, bowling, and year-round events. The free Lift shuttle stops across the street, providing easy access to Winter Park Resort and world-class skiing. Miles of hiking, biking, and cross-country trails are just moments away, making this a true four-season destination. Whether you're searching for a full-time residence, a mountain escape, or an income-producing investment property, this move-in-ready condo delivers an unbeatable combination of location, amenities, and mountain charm in one of Winter Park's most desirable settings.

400 Hi Country Drive Unit 155, Winter Park
580 Winter Park Drive Unit 4370, Winter Park
$499,000
1 Beds ⋅ 1 Baths ⋅ 26-876 MLS
This turnkey and low-maintenance condo will become your favorite oasis at the Winter Park Base Village. The location of this condo is perfect for privacy and easy access to the stairwell from the garage, and across from the gondola; action awaits at your doorstep. Views of mountains from your private deck give you lots of morning sun and beautiful alpenglow moments in the evening. A full-sized fridge makes the kitchenette feel more functional. The newly remodeled amenities deck can be found on the same floor and brings tons of value for renters and owners alike. The oversized hot tub, grill area, and peaceful views of the ski area will surely please any outdoor enthusiast. Heated garage and ski locker included. Skip i70 traffic with the planned train expansion, direct to the WP Base.

580 Winter Park Drive Unit 4370, Winter Park
310 Iron Horse Way Unit D3044, Winter Park
$414,000
1 Baths ⋅ 26-858 MLS
Ski-in/ski-out studio at the highly desirable Iron Horse Resort in Winter Park! This turn-key, updated unit offers pristine condition and effortless mountain living. Recently refreshed with no popcorn ceilings, fresh paint, updated lighting, and beautifully maintained wood trim throughout. The bright, open living space features a well-equipped kitchen with granite counters, a cozy gas fireplace, comfortable sleeping area, and a private deck with inspiring forest and mountain views. Enjoy true resort living with access to the heated outdoor pool and hot tubs, fitness center, game room with pool table, clubhouse, laundry, garage, and owner storage. Just steps from the free shuttle, trails, and all the excitement of Winter Park Resort and downtown. Perfect for personal use or an investment!

310 Iron Horse Way Unit D3044, Winter Park
273 Hi Country Drive Unit #9, Winter Park
$410,000
1 Beds ⋅ 1 Baths ⋅ 26-712 MLS
Quietly tucked along the Fraser River in downtown Winter Park sits this beautifully updated, well maintained 1 bed/ 1 bath condo. Enjoy the sound of the river from the open windows or while relaxing on the front deck as afternoon sunlight fills the space with warmth and comfort. Just steps from restaurants, shopping, trails, events, and the free shuttle, this location makes it easy to enjoy mountain living without needing to drive. Total roof replaced 2026. Owners also have access to the clubhouse with a pool, indoor and outdoor hot tubs, fitness area and more. Heat and clubhouse access are included in the HOA dues.

273 Hi Country Drive Unit #9, Winter Park
59 River Drive Unit 2, Winter Park
$355,000
1 Baths ⋅ 26-569 MLS
If you've been looking for a low-maintenance mountain property that actually pencils out, this one is worth a serious look. This studio in Hi Country Haus has a proven rental history and is priced to move, a rare combination in Winter Park. The layout makes smart use of every square foot with a full kitchen and bathroom, plus a private deck where you can kick back and listen to the water roll by. It sits tucked at the end of the road, so it's quieter than most and guests and owners alike tend to notice that right away. The HOA covers nearly all your expenses and comes with access to a clubhouse, pool, hot tub, and weight room, making it easy to keep carrying costs lean whether you're here or renting it out. Winter Park Resort is just a short drive away for skiing, biking, and everything between, and downtown is right around the corner when you're ready for dinner or a night out. Properties like this, with real rental history, strong amenities, and a location this close to the resort, don't sit long. Come take a look.

59 River Drive Unit 2, Winter Park
81699 Us Hwy 40 Unit Queen+Sleeper, Winter Park
$325,000
1 Baths ⋅ 26-553 MLS
Own a Winter Park mountain residence with the service standards of a Marriott Tribute Portfolio Hotel. The newly constructed Queen + Sleeper Studio Residence at Jane's Edge offers 90 floating days of owner use each year in Winter Park, designed for buyers who want mountain access, easy ownership, and a professionally managed hotel residence structure. Use your time across ski season, summer, or quiet mountain getaways, then leave knowing operations and guest services are handled at a hotel level. When you are not using the residence, it is placed into the hotel-managed rental program, creating a true lock-and-leave ownership experience. Join the reservation list: https://www.residencesatjanesedge.com Prices will range from $325,000 $505,00 for standard king/queen rooms. We will be releasing 20 units on the 2nd floor to purchase in mid-June, with closings estimated in the late fall. However, the first step is to make a Reservation and the link above. Please review the reservation details below. Marriott Bonvoy Benefits & Purchase Process: https://www.residencesatjanesedge.com/terms-conditions.htm Jane's Edge is designed to function like a true hotel residence, with amenities that support both personal use and guest comfort. Owners and guests enjoy an indoor pool, hot tubs, owner's lounge, concierge services, ski lockers, transportation to and from Winter Park Resort and town, on-site laundry, sauna and steam room, fitness center, outdoor patio, firepit, gathering area, full restaurant and bar, ballroom, private meeting spaces, and wedding/event venue options. In-room upgrades include a refrigerator with freezer compartment, wet bar, coffee/tea maker, clothes steamer, hair dryer, alarm clock, HDTV with cable, high-speed internet/WiFi, and power and data ports. Floor-level microwaves and toaster ovens add extra convenience for longer stays. We anticipate closing on the residences in Q4 2026. At that time, your residence will become available for use.

81699 Us Hwy 40 Unit Queen+Sleeper, Winter Park
81699 Us Hwy 40 Unit King, Winter Park
$325,000
1 Baths ⋅ 26-552 MLS
Own a Winter Park mountain residence with the service standards of a Marriott Tribute Portfolio Hotel. The newly constructed King Studio Residence at Jane's Edge offers 90 floating days of owner use each year in Winter Park, designed for buyers who want mountain access, easy ownership, and a professionally managed hotel residence structure. Use your time across ski season, summer, or quiet mountain getaways, then leave knowing operations and guest services are handled at a hotel level. When you are not using the residence, it is placed into the hotel-managed rental program, creating a true lock-and-leave ownership experience. Join the reservation list: https://www.residencesatjanesedge.com Prices will range from $325,000 $505,00 for standard king/queen rooms. We will be releasing 20 units on the 2nd floor to purchase in mid-June, with closings estimated in the late fall. However, the first step is to make a Reservation and the link above. Please review the reservation details below. Marriott Bonvoy Benefits & Purchase Process: https://www.residencesatjanesedge.com/terms-conditions.htm Jane's Edge is designed to function like a true hotel residence, with amenities that support both personal use and guest comfort. Owners and guests enjoy an indoor pool, hot tubs, owner's lounge, concierge services, ski lockers, transportation to and from Winter Park Resort and town, on-site laundry, sauna and steam room, fitness center, outdoor patio, firepit, gathering area, full restaurant and bar, ballroom, private meeting spaces, and wedding/event venue options. In-room upgrades include a refrigerator with freezer compartment, wet bar, coffee/tea maker, clothes steamer, hair dryer, alarm clock, HDTV with cable, high-speed internet/WiFi, and power and data ports. Floor-level microwaves and toaster ovens add extra convenience for longer stays. We anticipate closing on the residences in Q4 2026. At that time, your residence will become available for use.

81699 Us Hwy 40 Unit King, Winter Park
580 Winter Park Drive Unit 4352, Winter Park
$415,000
1 Baths ⋅ 26-543 MLS
This beautifully maintained studio in Founders Pointe is the ideal retreat for a weekend escape. Walk off the ski slopes to your mountain escape! Located on the amenities level, it provides easy access to the inviting fire pit and soothing hot tub, ideal for unwinding after a day of adventure. This cozy condo, sleeps four and is centrally positioned just steps from the base area gondola, offering quick access to the slopes. You'll also find a variety of restaurants and dining options nearby, ensuring a delightful stay. Whether you're eager to hit the slopes or enjoy a meal out, this studio combines comfort and convenience for an unforgettable escape.

580 Winter Park Drive Unit 4352, Winter Park
145 Forest Trail Unit #5, Winter Park
$364,000
1 Baths ⋅ 26-502 MLS
Welcome to this bright and charming studio, nestled right in the heart of Winter Park! Turn-key ready with lovely decor, this cozy retreat features a private washer/dryer, a warm wood-burning fireplace, and a covered deck with breathtaking views of the Continental Divide. Imagine relaxing on your deck, surrounded by serene mountain beauty--just steps from the bus route, vibrant downtown Winter Park, the national forest, Vasquez Creek, and miles of hiking and biking trails. Bike racks are conveniently located right by the entrance. HOA dues cover internet, water/sewer, trash, snow removal, exterior maintenance, and community insurance. The building has a newer roof and fresh siding improvements. Short-term rentals are permitted-ideal for both personal enjoyment and investment!

145 Forest Trail Unit #5, Winter Park
78491 Us Hwy 40 Unit 6, Winter Park
$499,000
2 Beds ⋅ 1 Baths ⋅ 26-397 MLS
This 2-bedroom condo at Village Center puts you right in the heart of downtown Winter Park, with easy access to everything the area has to offer. Located on the top floor, this end unit offers added privacy and light, along with views of the resort and the Continental Divide. Inside, the layout is functional and comfortable, featuring a spacious living area, a dedicated dining space, and a large kitchen with plenty of room to gather. The updated bathroom, hard surface and tile flooring, and custom barn doors with built-in ski storage at the entry add practical upgrades for mountain living. Step outside and enjoy one of the best locations in Winter Park. You're within walking distance to Hideaway Park, the Fraser River, and a wide selection of shops and restaurants. The free shuttle to the ski resort is nearby, along with year-round events, live music, and outdoor recreation. There is also ample parking available behind the building, and it is sold furnished and ready to enjoy or rent. Come see this well-located downtown property!

78491 Us Hwy 40 Unit 6, Winter Park
313 Iron Horse Way Unit C3063, Winter Park
$387,500
1 Baths ⋅ 26-354 MLS
This is the LOCATION for outdoor enthusiasts seeking ski-in/ski-out access to the Winter Park Resort slopes and year-round fun from your doorstep... hiking, mountain biking & skiing trails with no car needed to enjoy local restaurants & shops or hop on The Lift to downtown! Fully furnished, this unit offers a convenient crash pad while maximizing your rental income potential or an ideal stepping stone to mountain living. Turn-key w/updated cabinets, flooring & countertops, cozy gas fireplace, full bathroom, private balcony, secure owners' storage, and gear storage is offered just inside the ski corridor access! HOA dues include a pool, hot tubs, game room, fitness center, business center, wifi, cable, natural gas & an owners' storage cage. Must see!

313 Iron Horse Way Unit C3063, Winter Park