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312 W Hyman Avenue, Aspen
$85,000
4 Beds ⋅ 4 Baths ⋅ 194727 MLS
Experience the charm of a historic Aspen ski chalet with the comfort of a 2026 interior rebuild. Originally built in 1956 and designated for historic preservation, this four-bedroom home retains its character-filled exterior while offering approximately 2,000 square feet of thoughtfully designed, all-electric living space, entirely above grade. The upper level brings together an Aspen Mountain-facing deck, a light-filled great room, dining for eight, a vapor fireplace, and a kitchen appointed with AGA and Thermador appliances. The primary suite is also upstairs. On the entry level, two guest suites, a fourth bedroom or flex room, a media room, mudroom, and powder room give family and guests room to settle in. Custom millwork by Brad Reed of Anderson Ranch and carefully designed lighting add warmth throughout. Outside, enjoy landscaped grounds and a hot tub after a day on the mountain. A neighborhood park is two blocks away, and Aspen's Restaurant Row is just four blocks from this distinctive chalet rental.

312 W Hyman Avenue, Aspen

6770 Castle Creek Road, Aspen
$35,000
3 Beds ⋅ 4 Baths ⋅ 194725 MLS
Nestled among the breathtaking mountains of Aspen, Colorado, this spacious 3-bedroom, 4-bathroom home offers the perfect mountain retreat. Designed for relaxation and comfortable living, the property features incredible mountain views and inviting indoor and outdoor spaces to enjoy the beauty of the surrounding landscape. Unwind after a day of adventure in the private sauna or hot tub, gather with friends and family in the outdoor living areas, or fire up the BBQ while taking in the spectacular alpine setting. With generous living spaces, beautiful surroundings, and thoughtful amenities throughout, this home provides an ideal combination of comfort, privacy, and classic Aspen mountain living. Whether you're seeking a peaceful getaway or a home base for enjoying all that Aspen has to offer, this exceptional mountain retreat is the perfect place to relax, recharge, and enjoy the Colorado outdoors.

6770 Castle Creek Road, Aspen

411 Willoughby Way, Aspen
$175,000
6 Beds ⋅ 7 Baths ⋅ 194724 MLS
A rare opportunity to rent an expansive mountain estate on Aspen's prestigious Willoughby Way, now offered for monthly and weekly rental. Situated on just under two acres, this 8,350 SF home is the ideal Aspen vacation spot for you and your friends and family. The estate includes six en-suite bedrooms including a guest apartment, full fitness room, billiards room with full bar, extensive deck space for outdoor entertaining and an inviting outdoor gazebo with hot tub nearby and lots of yard space. Recent updates in 2021 include new kitchen appliances, new gym equipment, new large screen TV's, high-speed internet, outdoor gas grill, RadPower E-bikes and High Society Paddleboards. Willoughby Way offers beautiful Aspen Mountain views with easy access to the downtown core.

411 Willoughby Way, Aspen

411 Pearl Court, Aspen
$250,000
5 Beds ⋅ 6 Baths ⋅ 194716 MLS
Experience Aspen from 411 Pearl Court, a newly constructed luxury rental on a quiet street in the West End, just one block from the Aspen Institute campus. This mountain-modern home pairs striking architecture with spaces designed for gathering, relaxing, and enjoying the outdoors. Vaulted ceilings and floor-to-ceiling windows bring natural light into the main and upper levels, while skylights brighten the lower level. The residence offers five bedrooms, five-and-one-half baths, a private office, two media areas, a game room, a yoga room, and an elevator. The primary suite and adjoining office occupy their own level and open to a private patio with a fire pit. A main-level guest suite offers easy access for guests who prefer to avoid stairs. The lower level is made for entertaining, with a full wet bar, pool table, media space, and a second TV area beside the bunk room, along with two additional guest suites. After a day in the mountains, unwind in the hot tub or steam shower. Approximately 1,200 square feet of outdoor living space spans five distinct areas, offering room for al fresco dining and evenings around the fire. With its West End setting, thoughtful layout, and indoor-outdoor living, 411 Pearl Court offers an exceptional Aspen luxury rental experience.

411 Pearl Court, Aspen

203 Eastwood Drive, Aspen
$45,000
4 Beds ⋅ 3 Baths ⋅ 194678 MLS
Welcome to the Mid-Century Mountain Modern Residence of Eastwood. Warm walnut, natural stone, and matte-black steel come together in this newly finished mid-century mountain modern home, where expansive windows draw Aspen Mountain's southern face straight inside. Four bedrooms sleep ten with ease, layered terraces turn summer evenings into the main event, and in winter you'll come home from the gondola to a heated two-car garage and a wood-burning stone fireplace already glowing. That fireplace anchors the living room floor-to-ceiling, framed by plush seating and picture windows that put white-barked aspens in every direction. A 75'' Samsung television and Sonos audio make room for the whole party once the day winds down. The custom chef's kitchen pairs full-height cabinetry and honed quartz counters with a professional Dacor gas range under a statement steel hood; the oversized island seats the morning crowd, and the dining room hosts guests beneath a welcoming chandelier. The primary suite is furnished with a signature St. Regis king mattress in crisp white linens and its own 75'' Samsung television, while the spa-caliber en suite pairs a freestanding soaking tub with a glass shower, a double walnut vanity, heated flooring and towel rail, and a walk-in closet -- morning light through the aspens included. Two calm guest bedrooms in soft neutrals round out the main sleeping quarters, alongside a bunk room built for kids and grandkids alike: four twin bunks, an 85'' Samsung television with Sonos Arc soundbar, a reading nook, and a play corner, each room with its own peek of the trees. High-speed fiber, a dedicated enclosed workspace, and a light-filled studio for yoga, weights, or meditation keep the property ready for a call before the lifts open or a stretch after a hike. Deep swivel chairs and an open-shelved bar gather around French doors that lead straight outside to dine al fresco -- the natural gathering spot once the slopes close. Outside, multiple terraces step down through the property: a firepit deck under the shade sail, a covered dining porch off the kitchen, and stone paths winding to a flat, lantern-lit lawn framed by aspen and spruce. Entertain twenty, or take coffee alone with the birdsong.

203 Eastwood Drive, Aspen

311 S Aspen Street Unit #2, Aspen
$6,500
1 Beds ⋅ 1 Baths ⋅ 194669 MLS
This gorgeous studio loft in the heart of downtown Aspen offers the perfect blend of luxury and convenience. Featuring vaulted ceilings and ample natural light, the open and elegant living room is beautifully appointed with luxurious furnishings and a wood-burning fireplace creating a warm and inviting atmosphere. Enjoy the ease of ground-floor living with a spacious outdoor patio. Additional conveniences include one designated off-street parking spot, ensuring hassle-free parking in this prime location, and washer and dryer. Located just a short stroll from world-class restaurants, shops, and skiing, this condominium offers an unbeatable location for those looking to enjoy all that Aspen has to offer. Whether you are here to relax, shop, or hit the slopes, this condominium provides the perfect base for enjoying all the best Aspen has to offer.

311 S Aspen Street Unit #2, Aspen

629 W Smuggler Street, Aspen
$150,000
5 Beds ⋅ 5 Baths ⋅ 194626 MLS
Where historic charm and contemporary design seamlessly come together, this beautifully designed five-bedroom residence captures the best of Aspen's coveted West End. Set on a premier corner lot, the home is both sophisticated and inviting, with multiple living spaces and an effortless connection to the outdoors. At the heart of the main level, the open kitchen, dining, and living areas flow together, while accordion-style glass doors open to a private outdoor entertaining space. Upstairs, the primary suite feels like a retreat of its own, with a beautifully finished en-suite bath and direct access to the upper-level deck and hot tub. A lofted office and daybed overlooking the living room provides a quiet place to work, read, or accommodate an additional guest. Downstairs, four additional bedrooms surround a media room, offering family and guests ample space to settle in and make the home their own. Beautifully furnished, professionally managed, and completely turnkey, 629 W Smuggler pairs the privacy and residential character of the West End with convenient access to downtown Aspen, creating an exceptional home base for an extended stay in the mountains.

629 W Smuggler Street, Aspen

1263 Bunny Court Unit #1, Aspen
$37,500
4 Beds ⋅ 5 Baths ⋅ 194617 MLS
Thoughtfully designed for everyday living, 1263 Bunny Court offers exceptional space, privacy, and comfort in a quiet cul-de-sac setting just minutes from downtown Aspen. Recently remodeled, the 4,018 SqFt half-duplex is centered around a beautifully updated main level, where the kitchen, dining, and living spaces flow naturally together and open to a completely reimagined backyard. A true extension of the home, the outdoor space features mature landscaping, generous areas for dining and entertaining, a built-in BBQ, firepit, and hot tub, creating an exceptional setting to enjoy throughout the seasons. The upper level is reserved for the private primary suite, complete with dual closets, dual vanities, a dedicated desk area, fireplace, and two private decks, offering a peaceful retreat from the rest of the home. Three additional bedrooms are located on the lower level alongside a second living area. A heated garage, ample storage, and thoughtful separation between living and sleeping spaces make the home particularly well suited for an extended stay. Beautifully furnished and completely turnkey, this residence offers a rare opportunity to settle into Aspen and experience the community, comfort, and ease of living like a local.

1263 Bunny Court Unit #1, Aspen

555 E Durant Avenue Unit #2l, Aspen
$50,000
3 Beds ⋅ 2 Baths ⋅ 194592 MLS
This stunning contemporary remodeled 3-bedroom, 2-bathroom condominium is the ideal rental for all seasons. The convenient Gondola Plaza location offers rare ski in/out access in the heart of downtown Aspen. It is steps away from all that Aspen has to offer including shopping, restaurants, and any activity one could think of! Floor to ceiling sliding glass doors invite the views of town and Red Mountain while relaxing on the deck or enjoying the bright, chic kitchen and living room. The oversized kitchen island with bar seating features gorgeous back lit onyx that provides a brilliant yet warm feeling. Subzero, Wolf, and Blue Star appliances round out the state-of-the-art chef's kitchen. This property is truly exemplary and ideal for your next visit to Aspen! STRC 089144

555 E Durant Avenue Unit #2l, Aspen

1540 Silver King Drive, Aspen
$40,000
3 Beds ⋅ 4 Baths ⋅ 194590 MLS
Experience the best of Aspen from this exceptional mountain home where classic Colorado charm meets refined comfort. The open floor plan of the main living area features handsome wood beams, elegant finishes, vaulted ceilings, a fireplace, and a spacious gourmet kitchen including double ovens, high-end appliances, a wine fridge, and stone countertops. The outdoor deck offers breathtaking views of Pyramid Peak, Aspen Highlands, and Buttermilk Mountain. The upper-level primary suite features vaulted ceilings, a fireplace, private deck with hot tub, and the walk-in closet has custom built ins and its own washer/dryer and built in ironing board for the ultimate convenience. There is also a bonus room on this level with pull-out sofa and TV. Two additional bedroom suites and a media room on the lower level provide plenty of space for family and guests. Wintertime transforms the Aspen golf course into a premier Nordic ski center with pro shop, lessons, rentals, and beautifully groomed trails. The area also features a perimiter loop for walking / skiing with dogs and exceptional mountain views. An easy 1min walk from the driveway to a premier Nordic Ski area is a great amenity, whether you're skiing or just out for a stroll to take in the views. With convenient access to Aspen's world renowned skiing, dining, shopping, and year-round outdoor adventures, this home is the perfect base for experiencing all that Aspen has to offer.

1540 Silver King Drive, Aspen

800 S Monarch Street Unit #Unit 9, Aspen
$45,000
3 Beds ⋅ 3 Baths ⋅ 194583 MLS
Escape to this beautifully remodeled 3 bedroom, 3 bathroom ski-in/ski-out condo on Aspen Mountain, steps from Lift 1A. Watch the gondola running, skiers descending, hikers, wildlife, fireworks, stars and more from your balcony or curl up by the wood-burning fireplace after a day on the slopes. With natural light pouring in, every detail shines--from sleek designer finishes to en-suite bathrooms with a master steam shower. Enjoy the best in gourmet living with Wolf and Sub-Zero appliances, while the in-floor radiant heat and built-in Sonos sound system create the perfect ambiance. Italian furnishings and VOLA fixtures add a touch of elegance throughout. The building features a renovated pool, hot tub, BBQ area, fitness center, tennis court, and assigned garage space. Just a short walk to Aspen's top restaurants and shops, this condo is the perfect blend of mountain luxury and downtown convenience. STRC 093840

800 S Monarch Street Unit #Unit 9, Aspen

31 Northstar Circle, Aspen
$400,000
6 Beds ⋅ 9 Baths ⋅ 194535 MLS
Tucked on a private two-acre lot just minutes from downtown, Northstar Chalet offers serene seclusion without sacrificing access to Aspen's world-class dining, shopping, and culture. This elegant six-bedroom retreat blends refined mountain architecture with expansive indoor-outdoor living. Highlights include vaulted ceilings, floor-to-ceiling windows, multiple entertainment lounges, spa-style suites, and scenic terraces framed by forest and mountain views--a rare sanctuary near the heart of Aspen. With two acres of manicured grounds and a location only minutes from downtown, Northstar Chalet blends rustic log architecture with contemporary alpine design. Massive log beams and classic river rock finishes define the architecture, while expansive decks and patio spaces overlook a private pond for fishing, swimming, or simply taking in the alpine views. Inside, the home offers multiple entertainment spaces, from a media room and children's area to a ping pong setup, with abundant indoor and outdoor seating that makes it ideal for gathering. Outside, an oversized hot tub and stone fireplace create the perfect setting for après-ski evenings, while direct access to hiking and biking trails connects the property effortlessly to Aspen's mountain lifestyle.

31 Northstar Circle, Aspen

349 Draw Drive, Aspen
$100,000
4 Beds ⋅ 6 Baths ⋅ 194530 MLS
Set on Red Mountain, this thoughtfully updated 4 bedroom, 6 bath home pairs endless sunshine with panoramic views of Aspen Mountain, Aspen Highlands, the Maroon Bells, Independence Pass, Mount Sopris, & beyond. The main living and dining area features vaulted ceilings, a stone fireplace, and expansive windows that put the mountain views front and center. Dining for 10, a wet bar, and a fully equipped chef's kitchen make entertaining easy, with outdoor dining and a BBQ grill on the patio. The primary suite features incredible mountain views, a private patio, dedicated office, and a spacious sitting area that serves as an additional lounge space. A two-sided fireplace can be enjoyed from both the bedroom and bath, which includes a soaking tub and dual vanities. His and her closets and a private laundry room complete the suite. Three additional bedroom suites each feature a king bed and private bath. A hot tub, garage, spacious mudroom for skis and outdoor gear, and snow-melted driveway add convenience in every season. Enjoy the privacy of Red Mountain with downtown Aspen less than five minutes away, an ideal setting for ski vacations or summer escapes.

349 Draw Drive, Aspen

405 Glen Eagles Road, Aspen
$85,000
4 Beds ⋅ 5 Baths ⋅ 194475 MLS
Nestled within a serene aspen grove at Aspen Highlands, this exceptional 4-bedroom, 4.5-bathroom single-family home offers a refined mountain lifestyle surrounded by natural beauty. The thoughtfully designed interior features soaring ceilings, abundant natural light, warm wood floors, and striking architectural details throughout. A dramatic marble fireplace anchors the inviting living spaces, while expansive windows frame the surrounding aspens and bring the outdoors in. Generous entertaining areas, a beautifully appointed kitchen and dining space, and comfortable private bedrooms create the perfect balance of sophistication and livability. Just moments from world-class skiing, hiking, and the best of Aspen, this home is an exceptional private retreat in one of the area's most sought-after settings.

405 Glen Eagles Road, Aspen

264 Larkspur Lane, Aspen
$250,000
5 Beds ⋅ 7 Baths ⋅ 194462 MLS
A striking contemporary mountain retreat set amid mature trees with sweeping views across the valley and surrounding peaks. Designed for effortless indoor-outdoor living, the home offers multiple spaces to relax and entertain--dine al fresco, gather around the fire pit, soak in the hot tub, enjoy the private yard or unwind beside the fireplace in the covered lower-level outdoor living area. Inside, five bedrooms provide generous accommodations. The gorgeous kitchen captures the view and is ready for entertaining with an adjacent bar and indoor or outdoor dining for ten. The dramatic floor-to-ceiling glass walls bring in the natural light and a sense of place throughout the home. The primary suite is set in its own wing with a private gym and sauna to complete the home's exceptional wellness amenities. Tucked in a residential enclave just off of the roundabout, the amenities in Meadowood include tennis and pickleball in the summer and an open space that offers cross-country skiing in the winter.

264 Larkspur Lane, Aspen

182 Bennett Place, Aspen
$17,000
3 Beds ⋅ 3 Baths ⋅ 194440 MLS
Nestled in the coveted Ridge of Red Mountain neighborhood, Thistle Haus offers the perfect blend of mountain retreat and modern luxury. With breathtaking panoramic views of Independence Pass, Aspen Mountain, Aspen Highlands, Buttermilk, and Mount Sopris, this sanctuary provides an oasis of serenity and style. Bathed in natural light throughout, expansive windows and French doors frame the stunning mountain vistas, creating a seamless connection to the outdoors. The home features three spacious en suite bedrooms, multiple decks, and a spacious yard and patio from the walk-out lower level. Unwind in the hot tub while soaking in the spectacular views or relax by the fireplace after a day of adventure in Aspen/Snowmass. Thistle Haus offers the ideal setting for enjoying the best of Aspen's outdoor beauty and laid-back luxury. 6-12 months $17,000 Security Deposit one month's rent 1-6 months $20,000 Security deposit $10,000

182 Bennett Place, Aspen

450 S Original Street Unit #4, Aspen
$14,000
1 Beds ⋅ 1 Baths ⋅ 194435 MLS
Absolutely gorgeous, fully renovated Downtown Core 1-bedroom, 1-bath condo available for rent immediately. Stylish, bright, and thoughtfully designed, this residence offers exceptional attention to detail with a perfect balance of form and function. The spacious main living area features a fireplace, office nook, bar, and dining banquette. Ample closet and storage space, plus a large laundry room, add to the convenience of this beautifully appointed home. Enjoy reserved, dedicated parking and an unbeatable location just two blocks from the gondola. The large private patio offers stunning Aspen Mountain views, comfortable seating, and a grill, perfect for relaxing or entertaining. ***Available for immediate occupancy. Pets considered with an additional pet deposit.**

450 S Original Street Unit #4, Aspen

134 E Bleeker Street, Aspen
$265,000
5 Beds ⋅ 7 Baths ⋅ 194409 MLS
Welcome to the epitome of luxury living in Aspen's coveted West End!. This stunning brand new construction home, just two blocks away from the iconic Hotel Jerome, offers unparalleled elegance and comfort. Boasting over five thousand square feet, five bedrooms and seven bathrooms, this spacious residence is perfect for hosting family and guests in style. Entertain with ease in the large family room, or find tranquility in the dedicated office space. Step outside to your fenced yard and outdoor terrace, ideal for enjoying the fresh mountain air and breathtaking views. The primary suite is a true sanctuary, featuring a bar for evening relaxation, an infrared sauna for ultimate wellness, and a luxurious soaking tub with stunning mountain views for unwinding after a long day. Additionally, a guest primary suite is located in its own private wing of the home, offering privacy and comfort for visitors. Complete with laundry facilities and a convenient coffee bar, your guests will feel pampered and at home. With its prime location, exquisite amenities, and thoughtful design, this home embodies the Aspen lifestyle at its finest.

134 E Bleeker Street, Aspen

219 W Bleeker Street, Aspen
$150,000
4 Beds ⋅ 5 Baths ⋅ 194410 MLS
Just three blocks from the Hotel Jerome, this brand-new single-family home offers a rare combination of privacy, exceptional design and resort-level wellness amenities in the heart of Aspen. Just under 4,000 square feet, the residence features four beautifully appointed bedrooms, four-and-a-half bathrooms and sophisticated interiors with exceptional finishes throughout. Designed for effortless Aspen living and entertaining, the home features an outdoor living area complete with a pizza oven imported from Italy, hot tub, sauna and cold plunge. Indoors, a private gym creates a true wellness retreat with a steam shower, infrared sauna and additional cold plunge--all within the comfort of home. A garage with Tesla charger adds convenience, while the location puts Aspen's restaurants, shopping and nightlife just outside your door. The primary guest suite captures beautiful views of Aspen Mountain. Walk to everything and enjoy easy access to the Aspen Core. Brand-new construction, Aspen Mountain views, extraordinary wellness amenities and the privacy of a single-family residence make this an exceptional home base for the ultimate Aspen experience.

219 W Bleeker Street, Aspen

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