Refine Search
Map
Sort by
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 26-958 MLS
Luxury Ski-In/Ski-Out Living at Base Camp on Jane Creek at Winter Park Resort! Deeded 50% ownership for two consecutive weeks of exclusive use every month OR rent out your time for lucrative income. With nightly rentals and owner dogs allowed, this is a rare opportunity in one of the area's most coveted ski-in/ski-out locations. With over 3,200sf this beautifully appointed residence features 4 bedrooms, 4.5 bathrooms and generous gathering spaces. The gourmet chef's kitchen is equipped with premium appliances and flows seamlessly into a huge dining area and comfortable great room perfect for entertaining. Enjoy a small community with private access to the Corona Way ski trail, plus overflow parking and two dedicated owner closets. Relax by the indoor/outdoor fireplace or private hot tub! Additional features include high end furnishings, in-floor heat, two wet bars, a separate second living area and bunk room and so much more. Ownership is based on a rotating calendar of weeks, providing equitable access throughout the seasons so you can experience the very best of mountain living year-round.

492 Iron Horse Way, Winter Park
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 26-949 MLS
This modern, stylish, unique urban mountain condo is turnkey and calling your name. Beyond the spaciousness of this three-bedroom Winter Park home, it exudes peace and relaxation from the minute you walk in the door. Whether it's the indoor living space that invites you to sink into the couch or the welcoming three outdoor deck spaces, you have arrived at your luxurious residence where you can unload after playing hard in the mountains. Featuring two main-floor primary ensuites, a designer kitchen with gorgeous cabinetry, and quartz countertops with ample bar seating. Slide over to the built-in dining table for a meal or game of cards. The upper level has a fun setup for added guests with a wet bar, bedroom, full bath, and another two large decks overlooking the courtyard where you can listen to live music on occasion or just enjoy year-round covered living space fully furnished and ready to enjoy. The opposing deck offers soaking in the oversized hot tub. Secure indoor storage in the lower level. This is one of only four condos at Arrow with elevator access. Only two years old, this home has been very lightly lived in and will not last, so make it a point to see it before it's too late!

78746 Us Hwy 40 Unit 205, Winter Park
$595,000
1 Baths ⋅ 26-936 MLS
Rare opportunity for a ski-in ski-out condo at Chill, a newer resort community featuring contemporary architecture set against the serene backdrop of the Winter Park resort. This pristine studio faces the Continental Divide with big views through the oversized windows. 10' ceilings create an airy and inviting space perfect for relaxing after a long day at Trestle or out on the slopes. Only steps away from the Corridor trail leading directly to the base of the resort, Chill is ideal for the adventurous soul seeking a modern ski pad in the Rocky Mountains. Enjoy the shared hot tub, Endless Pool, fire pit, and grill area located on the secluded amenities deck plus designated parking and a fitness area. Some photos have been virtually staged to illustrate the potential of the space.

422 Iron Horse Way Unit 206, Winter Park
$930,000
3 Beds ⋅ 2 Baths ⋅ 26-922 MLS
Can it get any better than this location in downtown Winter Park, bordering Hideaway Park Event Center (home to WP's finest concerts, festivals, and art events)?!? It can, if you also get a top-floor corner unit with a covered deck and views of the stage and surrounding mountains! Truly one of the most sought-after locations for rental potential or simply because it's an amazing place to be. Close to the Idlewild Trail System, this newer 2-bedroom condo with a bunk room is the adventure hub you've been waiting for. Amenities at Trailhead Lodges Condos include a year-round outdoor, heated pool, hot tub, workout facility, common party room & kitchen, and locker rooms. Vaulted ceilings and an abundance of windows make this home light & bright. Large owner storage in the unit + ski locker.

101 Trailhead Circle Unit 133, Winter Park
$405,000
1 Beds ⋅ 1 Baths ⋅ 26-920 MLS
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
$4,995,000
6 Beds ⋅ 5 Baths ⋅ 26-919 MLS
Alpine refinement with western soul! Framed by unobstructed, front-row views of the Continental Divide and Winter Park Resort, this ultra-luxury Lakota Pointe residence is designed around what may be the most coveted perspective in the Winter Park area. From the great room, expansive deck, primary suite, and lower-level family room, the mountains are not simply seen--they are felt. Walls of glass pull the landscape into daily life, turning changing light, weather, and season into a living work of art. This extraordinary residence in Lakota Pointe is thoughtfully conceived as a classic modern form with two distinct wings balancing bold architectural expression with the warmth and authenticity of mountain living. It could be described as "cashmere on a knife" - soft, inviting, and luxurious, while remaining sharp, disciplined, and architecturally striking. Thoughtfully crafted with custom wood, steel, stone, and glass, the home balances bold modern architecture with warmth, restraint, and natural elegance. Every element feels intentional, from the custom steel pivot entry and floating white oak staircases to the brushed cedar ceilings, and steel, stone, and wood fireplace that anchors the vaulted great room. The main level was made for gathering. Living, dining, and kitchen spaces flow together beneath soaring ceilings, with a dramatic folding glass wall opening to covered outdoor living and uninterrupted mountain views beyond. The kitchen pairs custom walnut cabinetry with natural quartzite surfaces, a custom steel chef's-table-inspired island, and integrated Thermador appliances--refined, highly functional, and quietly exceptional. Privately set within its own wing, the primary suite offers a calm retreat with vaulted cedar ceilings, immersive views, a custom walnut closet system, and a spa-inspired bath featuring heated floors, a freestanding soaking tub, dual-head shower system, quartzite details, and artisan-inspired finishes. The lower level extends the home's sense of ease and hospitality with a spacious family room, custom wet bar, built-in bunk room, additional guest accommodations, and flexible spaces for work, wellness, media, or overflow sleeping. This exceptional home performs as beautifully as it lives. Warm, architectural, grounded, and deeply connected to its setting, this residence captures the best of Colorado mountain living with rare clarity. Every detail serves the experience: the view, the light, the materials, the gathering, the quiet. It is a home that stays with you. Scheduled for completion in the spring of 2027 For an interactive tour visit: https://3dq.studio/70_Cub_Creek_Export

70 Cub Creek Way, Winter Park
$950,000
2 Beds ⋅ 3 Baths ⋅ 26-914 MLS
To-the-studs renovation! This fully-furnished and ready for immediate rental or luxury living in this stylish 2-bedroom condo with bunk area and 2.5 baths offers 1,377 sq ft of modern comfort in Old Town Winter Park--just a short walk to the resort. Vaulted ceilings, a dramatic steel staircase, and expansive windows define the great room, with stunning views of Winter Park Resort. Custom lighting throughout enhances the architectural details, while electric underfloor heating ensures comfort in every season. The sleek eat-in kitchen opens to a private grilling deck. A compact office and guest powder room add flexibility. The primary suite features upscale finishes. Smart TVs in every room, in-unit laundry, and a functional layout make this a turnkey retreat. Enjoy mountain views from the deck and great room.

1080 Winter Park Drive Unit 15, Winter Park
$1,069,000
2 Beds ⋅ 2 Baths ⋅ 26-908 MLS
LOCATION! LOCATION! LOCATION! Welcome to Timber Fox @ ROAM, Winter Park's exciting new mountain community! This beautifully appointed 2 bed, 2 bath condominium in Building 1 offers one of the most desirable settings in the development backing directly to open space and the Fraser River for a peaceful mountain retreat! The thoughtfully designed open concept floor plan features modern finishes throughout! Terrific spacious kitchen w/ abundant counter space, storage, island seating & aq cozy family room w/ modern fireplace! Drop zone is perfect place for ski gear!Oversized primary suite w/ balcony and en-suite bath! Secondary bed w/ bunks & bath! Community rec car w/ pool is under construction! Community fire pit & hot tub! Rendezvous Event Ctr around the corner! Ski bus out your door! HURRY!

144 Ski Idlewild Road Unit 1406, Winter Park
$662,500
4 Beds ⋅ 3 Baths ⋅ 26-903 MLS
1/2 ownership of this downtown 4-bedroom condo in Winter Park with slope views, outdoor living, and strong income potential. Located in Apres Winter Park, this residence offers the convenience buyers want most: walkability to restaurants, shops, coffee, entertainment, and access to Winter Park Resort from the Lift bus line just outside. Enjoy a private rooftop deck for taking in the mountain setting, plus a wraparound deck off the primary suite with views toward the ski slopes. During ski season, the property has rented for up to $7,000/month, making it a compelling mountain getaway, second home, or investment opportunity. The building also offers amenities including a welcoming lobby, fitness center, and private ski locker for effortless living in Colorado.

78415 Us Hwy 40 Unit 5, Winter Park
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 26-893 MLS
These don't come on the market very often! Thoughtfully designed 4-bedroom townhome with a bonus loft. Enjoy the mountain views from the deck, overlooking the private pond and the approximately 7-acre Conservation Easement. Great room with vaulted ceilings and timber beams. Turn-key, furniture, decor, hot tub, etc included. Close to trails for hiking and mountain biking. Ski bus stops nearby. Short-term rentals allowed. Only 20 townhomes in this quaint setting. This is your ideal mountain home in the outdoor-oriented community of Winter Park, CO. One of the bedrooms is non-conforming and could be used as a secondary living space.

343 Timber Lake Way, 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
$665,000
2 Beds ⋅ 2 Baths ⋅ 26-865 MLS
Views, direct access to single-track trails, and a private garage! What more could you ask for in a Winter Park mountain retreat? Opportunities to own in Woodspur are few and far between, and this beautifully updated 2-bedroom, 2-bathroom condo checks all the boxes. Thoughtfully renovated, the property has seen extensive investment by the owners, including new insulation in the floors and ceilings, updated bathrooms, new flooring, and numerous additional improvements throughout. Move-in ready and fully turnkey, this condo is designed to enjoy the mountain lifestyle from day one. Take advantage of immediate access to the National Forest, breathtaking Continental Divide views, and ample storage for all your outdoor gear with both a private garage and an additional storage closet. Whether you're looking for a full-time residence, that perfect weekend getaway, or investment property, this is a rare opportunity to own one of Winter Park's most desirable trailside condos. Properties like this don't stay on the market for long.

123 Woodspur Lane Unit #B2, 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
$1,275,000
3 Beds ⋅ 4 Baths ⋅ 26-846 MLS
This three-level END UNIT townhome was created for both entertaining and retreating. Welcome to Sojourn at Idlewild, showcasing our beautifully finished Graysill townhomes! Enjoy views of the Winter Park ski slopes and a short stroll to Main Street. The entry level features a spacious foyer with room to drop gear after a day on the mountain, along with a private guest suite and full bath. The main living level is open and inviting, with tall ceilings, expansive windows, and seamless flow between the kitchen, dining, and living area. Step out onto the front deck or to your private, hot tub-ready back patio and enjoy the fresh air. Upstairs, the primary suite captures stunning views and offers a true retreat, complete with a spacious ensuite bathroom and a generous walk-in closet. An additional bedroom also features its own private bath, along with convenient laundry access on the same level. Complete with a one-car garage, additional parking, and well-designed indoor-outdoor spaces, this home checks every box for modern mountain living. Surrounded by the beauty of the Arapaho National Forest and just minutes from downtown and Hideaway Park, this home offers the best of Winter Park right outside your door. Plus, The Lift Bus stop is conveniently located right within the community, providing easy and stress-free access to Winter Park Resort for a full day on the mountain. Explore the completed homes and experience the details for yourself at our model home, 78 Wheeler Road, and learn more at www.sojournwinterpark.com.

94 Wheeler Road, Winter Park
$415,000
1 Beds ⋅ 1 Baths ⋅ 26-813 MLS
Experience mountain living at its best in this charming riverside retreat at Hi Country Haus! This light-filled 1-bedroom, 1-bathroom TOP-FLOOR condo enjoys an unbeatable location in downtown Winter Park, with the Fraser River flowing just outside your front door. The inviting open-concept living space is designed for both comfort and functionality. Hard-surface flooring runs throughout the home, while a painted brick feature wall and cozy fireplace create the perfect mountain ambiance after a day of skiing, biking, hiking, or exploring. The full kitchen offers ample space for meal preparation and includes convenient bar seating, making it easy to gather with family and friends. Owners and guests also enjoy access to the Hi Country Haus Clubhouse, featuring an impressive lineup of amenities designed to enhance your mountain lifestyle. Unwind in the indoor pool and hot tubs after a day on the trails or slopes, stay active in the fitness center, take advantage of the convenient community laundry facilities, or gather with friends and family in the outdoor picnic and grilling area. Whether you're searching for a weekend getaway, an investment property, or a low-maintenance mountain home, this condo delivers the ideal combination of location, charm, and accessibility. With the Fraser River at your doorstep, Winter Park Ski Resort access just minutes away, and downtown dining, shopping, and entertainment within walking distance, you'll be perfectly positioned to enjoy everything Winter Park has to offer.

225 Hi Country Drive Unit 1613, Winter Park
$2,850,000
5 Beds ⋅ 5 Baths ⋅ 26-810 MLS
Luxury mountain chalet with exceptional vacation rental potential fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched on a private 1/3-acre mountainside lot, this stunning 4,033 sq. ft. home offers breathtaking panoramic views of Winter Park and the surrounding Rockies. Features include 4 bedrooms, 5 bathrooms, two luxurious primary suites, multiple decks and patios, a chef's kitchen, open-concept living, and a dramatic double-sided fireplace. The walkout lower level offers additional bedrooms, a family room, game room, and second laundry. Relax in the private hot tub after a day of skiing, biking, hiking, or golf. Short-term rentals are permitted, making this an outstanding primary residence, mountain getaway, or investment opportunity Rare opportunity to own a luxury mountain retreat with outstanding vacation rental potential sold fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched high on the mountainside, this exceptional custom chalet captures breathtaking panoramic views of Winter Park, the valley below, and the surrounding Rocky Mountains. Spanning 4,033 square feet on a private one-third-acre lot, this beautifully appointed home offers the perfect combination of luxury, comfort, and investment potential. The spacious floor plan features 5 bedrooms (including one non-conforming bedroom) and 5 bathrooms, highlighted by two luxurious primary suites and multiple decks and patios designed to maximize the spectacular mountain setting. The open-concept main level is ideal for entertaining, featuring a chef's kitchen, expansive living spaces, and a dramatic double-sided fireplace shared between the great room and dining area. Walls of windows fill the home with natural light while showcasing the stunning alpine views. The walkout lower level offers three additional bedrooms, a large family room, game room with space for a pool table, and a second laundry area, providing ample room for family gatherings, guests, and multi-generational living. After a day on the slopes, trails, or golf course, unwind in the private hot tub while enjoying the incredible mountain scenery. An oversized garage with loft storage provides abundant space for vehicles, recreational equipment, and all your Colorado adventures. Whether you're seeking a full-time residence, a seasonal getaway, or a high-demand short-term rental investment, this property delivers. Short-term rentals are permitted, offering exceptional income-producing potential in one of Colorado's premier four-season resort destinations. With its commanding views, generous size, excellent condition, flexible floor plan, and unbeatable location near Winter Park Resort, this remarkable chalet represents one of the area's most compelling values and a rare opportunity to own a true Colorado mountain escape.

364 Timber Drive, Winter Park
$650,000
2 Beds ⋅ 2 Baths ⋅ 26-807 MLS
This Ski-In/Out two bedroom unit has been totally remodeled with granite counters, wood cabinets & newer appliances in the kitchen, new flooring, stacked rock fireplace, redone baths & more. It includes two decks & a full kitchen. With true ski-in/out access just steps away, you can hit the slopes, hiking trails, or mountain bike paths right from your door--no car needed, no parking hassles. Enjoy all of the amenities including high speed wireless Internet, indoor-outdoor pool, hot tubs & more at Winter Park's original Ski-in/Ski-out property, Iron Horse Resort.

313 Iron Horse Way Unit 3113, Winter Park
$682,000
3 Beds ⋅ 2 Baths ⋅ 26-805 MLS
Top-floor, move-in ready, and steps from everything Winter Park has to offer. Updated 3-bedroom, 2-bath condo at Hi Country Haus is a rare find that works equally well as a full-time residence, mountain getaway, or income-producing investment. Inside, a bright, open living space centers on a cozy fireplace, with natural light pouring in from the top-floor vantage point. The updated kitchen brings contemporary finishes, stainless steel appliances, and generous storage to the everyday. The primary suite offers a private retreat with a fully renovated en-suite bath, while two additional bedrooms - both served by a second beautifully updated bathroom - flex easily into guest space, family space, or a home office. HCH residents enjoy resort-style amenities: a clubhouse, pool, hot tubs, and fitness center. The location does the rest of the work as it's walkable to Winter Park, trails, restaurants, and entertainment, with a free shuttle stop nearby for easy, car-free access to the Resort and town. Rarely available and ready to enjoy from day one.

518 Hi Country Drive Unit #13-148, Winter Park
$2,944,998
5 Beds ⋅ 5 Baths ⋅ 26-778 MLS
Lakota Beauty! Last New Construction 5 Bedroom Townhome Now Available in Lakota! Imagine watching Alpenglow on the purple mountains, ski slopes of Winter Park Ski Resort and Mary Jane, or setting sun from your living room in front of the fireplace. Or even from your kitchen and dining room. Or from your two master suites. Two decks and walk out patio. No matter how large your family or number of friends, you can experience the comfort and finish levels of this 5 bedroom home. Mountain contemporary designs with hardwood floors, radiant in floor heat, upgraded Jennair Appliances, Alder Cabinets, upgraded carpet, custom wood staircase, separate family room with fireplace, upper level mud room and entry with a private elevator to each level, on the Bus Route. Construction Complet

219 Lakota Park Drive, Winter Park
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 26-785 MLS
Ideally located in downtown Winter Park, this beautifully furnished townhome offers mountain views and easy access to everything the town and area have to offer. Enjoy views of the Indian Peaks Wilderness and the Continental Divide from the living room, primary bedroom, and private deck complete with a hot tub. The thoughtfully designed floor plan features 3 bedrooms plus a private 4th sleeping area with a custom barn door, providing comfortable accommodations for loved ones. A main-level bedroom and full bathroom offer easy convenience, while the upper level includes the remaining bedrooms and a centrally located laundry room. The original owners, an interior designer and family, carefully selected finishes and furnishings throughout the home. Details such as beautiful granite countertops, floor-to-ceiling tile in the bath and shower enclosures, a stacked stone fireplace extending to the ceiling, and quality carpet and padding in the bedrooms create a well-designed, comfortable feel. A finished tandem 2-car garage provides ample space for vehicles and gear, with secure additional storage. Only a three-minute stroll from the Rendezvous Event Center and located on the free shuttle route, this home places you in the center of restaurants, trails, events, and year-round recreation right outside your door. This is an exceptional downtown Winter Park property you will want as your own.

296 Lions Gate Drive, Winter Park
$585,000
2 Beds ⋅ 2 Baths ⋅ 26-786 MLS
Tucked into a private forest setting at Beaver Village, this nicely updated 2-bedroom condo offers the perfect blend of mountain comfort, convenience, and investment potential. Enjoy peaceful views from your deck while being just steps from the Fraser River Trail, downtown Winter Park's restaurants, shops, and entertainment, and convenient transit options, including the free shuttle stop and Beaver Village shuttle service. The updated kitchen and bathrooms provide a fresh, modern feel, while the sought-after location near the proposed ski-back trail from Winter Park Resort adds exciting future appeal. Whether you're looking for a personal mountain retreat or a strong rental property, this condo checks all the boxes. The community clubhouse is located just behind the building, making it exceptionally convenient for owners and guests. Amenities include an indoor pool, hot tubs, clubhouse, meeting space, laundry facilities, and a spacious outdoor deck area. With its unbeatable location, extensive amenities, and year-round recreation at your doorstep, Beaver Village Building 2 Unit 202 is an outstanding opportunity in the heart of Winter Park.

44 Gcr 702 Unit #2-202, Winter Park
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 26-777 MLS
Enjoy the best of mountain living and investment potential with this beautifully appointed 3 bedroom, top floor condo in one of Winter Park's most desirable locations. Featuring vaulted ceilings you'll only get on the top level and comfortable radiant heat, this spacious residence is being offered fully furnished including all furniture, decor, and kitchenware making it truly move-in or rental ready from day one. Step outside and enjoy resort style amenities, including a year round outdoor heated pool and hot tub, plus a clubhouse designed for gathering and recreation. Owners and guests have access to a large communal great room, full kitchen, fitness center, pool table, and convenient restroom facilities. Location is everything, and this condo delivers! Situated adjacent to the Rendezvous Event Center and Amphitheater, you'll have front row access to Winter Park's vibrant lineup of concerts, festivals, and community events, including the popular Jazz Fest. Stroll to downtown Winter Park's restaurants, coffee shops, boutiques, and local attractions, or hop on the nearby free shuttle for quick and easy access to Winter Park Resort. Short term rentals are permitted, and the highly sought after 3 bedroom floorplan combined with its exceptional downtown location creates strong rental appeal and excellent supplemental income potential when not enjoying it yourself. Don't miss this rare opportunity to own a fully furnished mountain retreat in the center of all that Winter Park has to offer.

601 Trailhead Circle Unit 634, Winter Park
$625,000
2 Beds ⋅ 2 Baths ⋅ 26-767 MLS
Quintessential mountain condo in the intimate four-unit California Suites. This top-floor mountain retreat offers a unique floorplan and a welcoming sense of privacy. Vaulted ceilings and abundant natural light create an open, inviting living space centered around a cozy gas fireplace. The unique two-level layout features a bedroom and bath on the main floor while upstairs you'll find a loft-style suite, second bath, and flexible office or extra sleep space. Enjoy Continental Divide views from the private upper deck. Store all your mountain gear in two dedicated storage closets. Covered parking, low HOA dues, and a location just minutes from downtown Winter Park make this a rare opportunity to enjoy mountain living with character, convenience, and room to make it your own.

370 Forest Trail Unit D, Winter Park
$1,238,500
4 Beds ⋅ 3 Baths ⋅ 26-758 MLS
Welcome to this spectacular 4-bedroom (1 non-conforming), 3-bath spacious condo in the HEART of downtown Winter Park! It has the BEST location in Winter Park for MUSIC in the town park AND walking distance to anywhere in town. This gently used, massive TOP FLOOR condo with 1588 SF has NEVER been rented, has soaring ceilings, a huge wrap-around deck and plenty of space for everyone in the family including Fido! Awesome clubhouse with outdoor pool and large hot tub, 2 grills for grilling your steaks and a great fire pit. This is a MUST-SEE property and extremely EASY to show!

201 Trailhead Circle Unit 234, Winter Park
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 26-755 MLS
The rarest offering in Grand County: a turnkey luxury home with a perpetual short-term rental license that conveys, an income moat no competitor can match. This 4-bed, 5-bath custom residence withing the coveted Riverwalk Community sits along private Fraser River frontage, an exclusive 33-home riverfront enclave with a community fishing deck, central pavilion, and protected open space. Sold fully furnished in Arhaus and Restoration Hardware, with a chef's kitchen (Wolf, Sub-Sero, Cove) and seamless indoor-outdoor living. Projected rental income around $235K+. Walk to downtown dining and breweries, minutes to Winter Park Resort and Mary Jane. HOA snow removal and maintenance included. Own the river, the lifestyle, and proven rental upside.

118 Apres Way, Winter Park
$950,000
26-751 MLS
Build your mountain retreat in Lakota, one of Winter Park's most desirable neighborhoods. This 1.45-acre cul-de-sac homesite offers a rare combination of privacy, views, and direct connection to the Winter Park lifestyle, with impressive vistas toward Winter Park Resort and the surrounding mountains. The lot provides a strong setting for a custom mountain home designed around natural light, outdoor living, and four-season use. Custom architectural plans have already been created, giving a buyer a valuable head start, or the site can serve as a blank canvas for an entirely new design. Lakota is known for its resort proximity, mountain setting, and convenient access to everything that makes Winter Park such a compelling place to own. Skiing and snowboarding are minutes away in the winter, while summer brings mountain biking, hiking, fishing, golf, and quiet time in the mountains. This is a strong opportunity to secure a well-positioned homesite in a premier Winter Park neighborhood and create a lasting mountain base for years to come.

350 Arrowhead Way, Winter Park
$565,000
2 Beds ⋅ 2 Baths ⋅ 26-745 MLS
A stone's throw away from the proposed SKI-BACK TRAIL and TOWN GONDOLA! Tucked among the ASPENS in the heart of Winter Park, this fully furnished 2-bedroom, 2-ENSUITE bath condo offers the perfect mountain retreat with excellent short-term rental potential. Enjoy peaceful treed views from your PRIVATE DECK, ideal for morning coffee or relaxing after a day on the slopes. Featuring LOCK-OFF capability for added flexibility, this turn-key property works beautifully as a personal getaway, full-time residence, or investment opportunity. Conveniently located on the free Lift bus route with quick access to Winter Park Resort, downtown dining, shopping, and trails. Community AMENITIES include hot tubs, pool, clubhouse, laundry, lockers, meeting space, and a spacious outdoor deck area.

128 Gcr 702 Unit 4-202, Winter Park
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 26-735 MLS
Perfectly positioned in the coveted Slopeside Village Building G, this beautifully updated townhome offers an exceptional mountain lifestyle just a short walk to Winter Park Resort and steps from the Fraser River Trail. Filled with natural light, the open floor plan features soaring vaulted ceilings, expansive windows, and breathtaking views of the Continental Divide and spectacular morning sunrises. Thoughtfully upgraded throughout, the home showcases many finish upgrades along with new paint, carpet, lighting, appliances, and furnishings, creating a fresh yet inviting mountain retreat. With 4 bedrooms, 3 bathrooms, plus a spacious loft, there is plenty of room for gathering with family and friends after a day on the slopes or trails. The private master features an inviting ensuite bath with a steam shower. The deck overlooks the beautifully landscaped grounds and tranquil pond that winds through the neighborhood. Additional highlights include a private entry, elevator access for convenience, an attached private garage, and two generous storage areas for all your mountain gear. Rarely does a location and setting like this become available -- offering the perfect balance of privacy, convenience, and unforgettable alpine views.

81 Kinney Way Unit 3, Winter Park
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 26-723 MLS
Mountain living at its best in the heart of Winter Park. This 3-bedroom Arrow townhome with a strong rental history pairs modern design with an incredible rooftop experience. The private rooftop balcony is made for mountain living, complete with a grill, hot tub, and sweeping views of the Continental Divide and Winter Park Resort--a truly unforgettable setting after a day on the slopes or trails. Inside, the bright multi-level floor plan offers stylish, comfortable living, while the attached tandem 2-car garage with EV charger adds convenience for vehicles, gear, and year-round mountain living. Just steps from Main Street, local restaurants, shops, Hideaway Park, and the free shuttle to the resort, this Arrow townhome places the best of Winter Park right outside your front door.

280 Lions Gate Drive, 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. 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