Winter Park, CO Homes for Sale under $500,000

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

Erin Jeziorski Real Estate of Winter Park

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

Carrie Flynn Real Estate of Winter Park

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

Skylar Marshall Real Estate of Winter Park

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

Skylar Marshall Real Estate of Winter Park

It's all about the location! Close to future Gondola and Ski Back Trail from WP Resort! Central Downtown Winter Park location - close to the free ski bus, Hideaway Park that hosts music events and has a new playground, dining and shopping and trail access. Everything is included in the HOA - internet, cable, W&S, electricity (heat), pool, hot tub, exercise facility, etc. Spacious updated studio

Julie White Real Estate of Winter Park

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,

Lisa Leclair Waldorf Real Estate of Winter Park

Your mountain adventure starts here! This inviting 1-bedroom, 1-bath condo is perfectly situated in the heart of Winter Park, offering easy access to one of Colorado's most popular ski resorts and year-round recreation. Spend your days skiing, snowboarding, mountain biking, hiking, fishing, or golfing, then unwind in your own cozy mountain retreat. Just minutes from Winter Park Resort, downtown

Marina Dubrova Dubrova and Associate LLC

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

Sheila Bailey Keller Williams Advantage Realty, LLC

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.

Team TREC - The Real Estate Company The Real Estate Company

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,

Stacy Strayer Keller Williams Advantage Realty, LLC

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

Team TREC - The Real Estate Company The Real Estate Company

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,

Edmund Rudell Rudell Realty

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

Chad Mendoza Compass - Denver

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

Chad Mendoza Compass

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

Andrew Barnhill Grand Realty

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

John Sanderson Re/Max Peak to Peak

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

John Sanderson Re/Max Peak to Peak

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

Roxanne King Coldwell Banker Realty

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

Monica Anderson Keller Williams Top of the Rockies Grand County

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

Stacy Strayer Keller Williams Advantage Realty LLC

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.

Carrie Flynn Real Estate of Winter Park

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

David Jamison Jamison Mountain Properties

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

Monica Anderson Keller Williams Top of the Rockies Grand County

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

Lynn Burrows Real Estate of Winter Park

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,

Laura Zietz LIV Sotheby's International DT