Browse All Winter Park CO Between $400K - $500K Properties for Sale

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

$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

$425,000

2 Beds ⋅ 2 Baths ⋅ 26-1233 MLS

Priced aggressively and packed with mountain amenities, this top-floor fully furnished 2-bedroom/2-bath condo offers an incredible opportunity to own in the heart of Winter Park. The upper-level location provides a taller ceiling with added privacy, while three separate decks create plenty of outdoor space for relaxing, entertaining, and enjoying the mountain setting. Leave the car in the covered garage and take advantage of easy access to the free town bus for a quick ride to Winter Park Resort or downtown. Wolf Park is within walking distance to the condo, along with an endless network of trails for hiking, mountain biking, snowshoeing, and cross country skiing making this an ideal home base for year-round adventure. Inside, the condo features granite countertops in the kitchen and bathrooms along with a functional layout. The community amenities make it easy to enjoy your time in the mountains with an indoor pool, hot tub, fitness facility, and a welcoming lounge to trade stories after a long day on the slopes and trails. If you're looking for a mountain getaway at an aggressive price point, this condo combines location, privacy, amenities, and four season recreation in one great package!

490 Kings Crossing Road Unit 634, 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

$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

$490,000

1 Baths ⋅ 26-1159 MLS

This beautifully positioned studio at Founders Pointe puts you right at the base of Winter Park Resort, where skiing, biking, dining, après and mountain adventures are all just steps away. But what makes this studio especially amazing is its location directly on the amenity deck. Open the back door & step straight onto the patio, with easy access to the hot tubs, grilling area and fire pits--perfect for soaking after a day on the hill or gathering with friends under the stars. Whether you're looking for a low-maintenance mountain getaway, a weekend retreat or a rental investment, this is the kind of location that makes owning in Winter Park feel effortless. Owners Ski Lockers make it even easier to get on the hill quick! This unit has been great as a rental & for owner use. So convenient Ski Lockers are behind the elevators in the Lobby. There are bike cages in the garage. This unit has been in the Winter Park Resort Rental program and used by the Owners. History is in the Documents tab.

580 Winter Park Drive Unit 4369, 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

$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

$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

$400,000

1 Beds ⋅ 1 Baths ⋅ 26-920 MLS

SELLER IS OFFERING A $5,000 CONCESSION TO THE BUYER AT CLOSING. See Supplemental Remarks 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

$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

$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

$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

$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

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