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$4,200
1 Baths ⋅ 179629 MLS
Sweet light and bright Aspen Core studio, perfectly located within a few blocks of the Gondola, shopping, restaurants, and all that Aspen has to offer. Lots of storage in the two large closets. Third floor location with sky-light and a portable a/c unit. Aspen Mountain and Shadow Mountain views.

725 E Main Street Unit ##305, Aspen
$275,000
4 Beds ⋅ 5 Baths ⋅ 179458 MLS
High atop Brunello Cucinelli in downtown Aspen is an exclusive, exquisite three-tier penthouse featuring grandiose Aspen Mountain views. Located at ground zero, just a three-minute jaunt to The Aspen Mountain gondola, you have the ultimate opulence and convenience. When free time and quality of life are appreciated beyond anything else, the penthouse at 508 E Cooper is an essential address. The private elevator services all three residential levels. The top floor is specific to your private, primary suite. The level below features the great room, dining room, kitchen, and guest bedroom. The first level features two guest suites and a media room. If you take a day off from skiing, you can relax at home and watch skiers descend Aspen Mountain from any room or your private rooftop hot tub. The four-bedroom penthouse features three outdoor decks. A rooftop 529 square foot deck with a hot tub and barbecue. Just below is the 519 sqft deck off of the primary bedroom. The great room doors slide open to a 210 sqft Juliet terrace. Penthouses are a rare and valuable commodity in downtown Aspen and are no longer allowed to be developed. A downtown Aspen residence would only be complete with your garage. Being offered impeccably furnished.

508 E Cooper Avenue Unit #201, Aspen
$65,000
4 Beds ⋅ 3 Baths ⋅ 179423 MLS
This beautiful four-bedroom condo in the Core boasts amazing views of the roaring fork river. Enjoy the river's serenity from your deck and grill, or fall asleep to the sound from your bedroom. The home features a shared pool, hot tub, fitness center, and sauna, providing plenty of opportunities for relaxation and recreation. The bedrooms are spacious and comfortable, making it the perfect place for a family or group of friends to stay. The location is ideal and just three blocks to City Market. Whether you're looking for a winter getaway or a summer retreat, this home has everything you need for a memorable Aspen getaway.

1039 E Cooper Avenue Unit #14A, Aspen
$45,000
3 Beds ⋅ 4 Baths ⋅ 179326 MLS
Best rental for a quintessential summer experience in Aspen! This 3-bedroom 3-bath penthouse is perfectly located for all the best that Aspen has to offer in the summer. Farmers Market, hiking, Theatre Aspen, biking and dining are all at your doorstep. The spacious living area and attached patio deliver views and the sound of the river nearby - perfect for alfresco entertaining. All rooms are tastefully appointed and stay cool thanks to a central cooling system. The cherry on top of this ideal summer rental is a private 2 car garage with space for all your bikes and toys.

101 N Spring Street Unit #302, Aspen
$750,000
6 Beds ⋅ 11 Baths ⋅ 179007 MLS
An exquisite residence in the Little Cloud enclave, this stunning property boasts floor-to-ceiling windows and doors on all levels except the lowest, providing breathtaking views of the Aspen region. It is conveniently located near the gondola. The home's illuminated glass staircase is a showpiece, and the plush furniture is all in subdued white and gray tones. You can also reach all floors, including the rooftop deck, by the elevator if you prefer not to use the stairs. You may reach any of the patio decks from any of the bedrooms.

19 Little Cloud Trail, Aspen
$500,000
6 Beds ⋅ 8 Baths ⋅ 178961 MLS
This home checks every box and has been fully reimagined from the studs into a timeless Aspen retreat. From the moment you step inside, the open floor plan and soaring windows create a sense of warmth and grandeur, showcasing elegant finishes including marble, warm wood and plaster details, and exposed truss vaulted ceilings. Spanning over 7,000 square feet, the residence is thoughtfully designed with six en suite king bedrooms—including a private mother-in-law suite with wet bar—a bunk room for additional guests, a chef's kitchen complemented by a butler's pantry, an open media room, a dedicated gym overlooking the beautifully landscaped pool area, and a private office oriented to capture the views. Every detail has been considered for comfort and ease, with full air conditioning, radiant heating, a snow-melted patio, and a spacious two-car garage. Outdoors, brand-new landscaping frames a fully fenced lawn where resort-style amenities await: a heated pool, built-in hot tub, custom fire pit, outdoor kitchen, and generous gathering areas designed for year-round entertaining and relaxation. Perfectly oriented to capture breathtaking views of Aspen Mountain, this estate strikes the ideal balance of luxury and livability. Just steps from downtown Aspen, Herron Park, and the Rio Grande Trail, it delivers an exceptional blend of privacy, convenience, and natural beauty... an extraordinary offering at the heart of the Aspen lifestyle.In addition to the expansive living areas perfect for entertaining, the home features an exercise room to support your wellness routines. The property's oversized south-facing lot includes an outdoor haven with a pool, hot tub, fire pit, and outdoor kitchen, all designed to take advantage of breathtaking views of Aspen Mountain. Located just steps away from Aspen's shops, restaurants, the Rio Grande pedestrian path, and Herron Park, this unique property offers the perfect combination of luxury, convenience, and natural beauty. A rare opportunity with unmatched amenities in a central location. STR Permit # 088570

936 King Street, Aspen
$20,000
3 Beds ⋅ 3 Baths ⋅ 178907 MLS
This deluxe three bedroom, three bathroom condominium is centrally located in the heart of downtown Aspen. Conveniently located on the first floor with open floor plan, hardwood floors, updated kitchen, and fireplace. Just steps to the gondola and all of Aspen's premier shops and restaurants make this the perfect location for summer and winter rentals.

630 E Cooper Unit ##6, Aspen
$250,000
6 Beds ⋅ 8 Baths ⋅ 178577 MLS
Walk everywhere from this contemporary masterpiece located behind the Hotel Jerome. Walls of telescoping glass doors connect the main living area to a private patio. An elevator services all three floors, with the top floor serving as the primary suite, complete with rooftop hot tub. The garage opens to a ski room and gym. The clean, minimalist design features a Boffi kitchen, limestone floors and spa bathrooms. 322 and 324 E Bleeker are two separate units, a 4-bedroom and a 2-bedroom, respectively. When rented together, they offer a combined total of 6 bedrooms and sleep up to 14. Access between units is through each unit's front door and requires walking outside a few steps. Central AC provided on the main and top levels. STR Permits 084198 & 084198

322-324 E Bleeker Street, Aspen
$210,000
4 Beds ⋅ 6 Baths ⋅ 178576 MLS
Walk everywhere from this contemporary masterpiece located behind the Hotel Jerome. Walls of telescoping glass doors connect the main living area to a private patio. An elevator services all three floors, with the top floor serving as the primary suite, complete with rooftop hot tub. The garage opens to a ski room and gym. The clean, minimalist design features a Boffi kitchen, limestone floors and spa bathrooms. Pending availability, this 4-bedroom home is available to rent in conjunction with a 2-bedroom unit at 324 E Bleeker Street. Rented together, the duplex offers 6 bedrooms and sleeps up to 14. Access between units is through each unit's front door and requires walking outside a few steps. Central A/C provided on the main level and top level. STR Permit 084198

322 E Bleeker Street, Aspen
$25,000
3 Beds ⋅ 2 Baths ⋅ 178445 MLS
Three bedroom - two bathroom newly renovated Glory Hole condo across from Glory Hole Park, one block to The Little Nell and two blocks to the gondola & City Market, ground floor unit with very few stairs.

525 S Original Street Unit #Unit B, Aspen
$50,000
3 Beds ⋅ 2 Baths ⋅ 178366 MLS
Located at the base of Aspen Mountain on Gondola Plaza, you cannot beat the location of this three bedroom contemporary masterpiece. Each bedroom suite enjoys a balcony with views of Red Mountain, Gondola Plaza or Aspen Mountain. A destination for winter or summer, this condo is steps away from skiing as well as all of Aspen's downtown shops, restaurants, and hiking trails. Additional amenities include air conditioning, in-unit washer and dryer, underground parking, and elevator.

555 E Durant Avenue Unit #2N, Aspen
$60,000
3 Beds ⋅ 4 Baths ⋅ 178315 MLS
This three bedroom luxury unit is your chance to live front and center in Aspen. Take advantage of all the action from this bullseye location or enjoy your own private patio tucked away in the center of it all. You can match your rental experience with the expectations of your vacation before you arrive. With this downtown location, you can park your car in the assigned garage space and walk or bike everywhere you want to go.

233 E Cooper Avenue Unit #104, Aspen
$55,000
3 Beds ⋅ 5 Baths ⋅ 173229 MLS
The Obermeyer Penthouse has the best view of the whole complex. It is located on the end of the Rio Grande Building on the top floor with floor to ceiling windows and a 180 degree view. The Penthouse is one of the largest units in the building and it has private access.

501 Rio Grande Place Unit #206, Aspen
$12,000
1 Beds ⋅ 1 Baths ⋅ 178280 MLS
Very private one bedroom in the core. Walkable to almost everything in Aspen and opens out to the serenity of Glory Hole Park. Beautifully appointed interior, full kitchen, washer dryer and off street parking.

601 S West End Street Unit #1, Aspen
$30,000
3 Beds ⋅ 2 Baths ⋅ 178259 MLS
This three-bedroom home is perfectly situated to enjoy all Aspen has to offer, any time of year, right out your front door! Glass sliding walls let in ample light while connecting the living room to a large deck overlooking the quaint, residential East Hopkins Avenue. Recently remodeled, the condo has been tastefully appointed featuring a new kitchen, bathrooms, and hardwood floors throughout. Walk everywhere—to the gondola at Aspen Mountain, or any of the famed restaurants, cafes, and nightlife in the downtown core. After a day on the slopes or nearby trails, relax around the firepit on your private deck, or take a soak in the building's hot tub. There are portable A/C units in the primary suite and the corner guest bedroom. Please contact broker for off-peak rates!

825 E Hopkins Avenue Unit #Unit 2n, Aspen
$25,000
2 Beds ⋅ 2 Baths ⋅ 177946 MLS
Experience the best of Aspen from this exceptional ski-in/ski-out condo, perfectly situated adjacent to Lift 1-A. This rare end unit offers expansive, unobstructed views of Aspen as well as a private deck with BBQ — a feature unmatched by most units in the complex. The bright, open living and kitchen area is highlighted by vaulted ceilings, abundant natural light, and a cozy gas fireplace, creating an inviting space to relax or entertain. Step out onto your private deck—one of only four in the complex—to enjoy outdoor dining or après-ski gatherings while soaking in the stunning mountain scenery. The two-level layout provides privacy and comfort, with both bedrooms located on the lower level, each offering views. Recently renovated, this condo now includes air conditioning, plus access to updated year-round amenities, including a new pool, barbecue area, and fire pit. With direct access to skiing and hiking on Aspen Mountain and a prime downtown location, this property blends luxury, convenience, and adventure in one perfect alpine retreat.

809 S Aspen Street Unit #17, Aspen
$35,000
3 Beds ⋅ 2 Baths ⋅ 177791 MLS
Beautifully remodeled three-bedroom contemporary riverfront condo with exquisite custom details throughout. Nestled in the trees next to the Roaring Fork River, this condo offers privacy within three blocks of downtown Aspen. Hot tub and pool in complex.

1034 E Cooper Avenue Unit #26, Aspen
$125,000
4 Beds ⋅ 6 Baths ⋅ 177776 MLS
A chef's dream! This two-level condo sits right across the street from the grocery store and a mere block and a half from Ajax and gondola. The cozy, mountain home features 4 bedrooms (all outfitted with king beds) and a bunkroom fit with 4 double beds. The numerous bedrooms and open floor plan affords flexibility for multiple families to stay comfortably and the gourmet chef's kitchen and high end appliances are a boon for entertaining dinner guests. If cooking is not your thing, your proximity to Aspen's finest dining is unparalleled. No need to worry about city street parking with private, underground parking. Soak up the fatigue from a long day on the hill in the hot tub or relax on the patio and soak up all of the views. This offering boasts all-time luxury and convenience.STR 016918 STR 016918

704 E Cooper Avenue Unit #Unit 3, Aspen
$25,001
2 Beds ⋅ 2 Baths ⋅ 161999 MLS
AVAILABLE FOR NEW YEARS AND CHRISTMAS WEEK 2026-2027 AT $1799 PER NIGHT! EASY 3 BLOCK WALK TO LITTLE NELL HOTEL AND ASPEN GONDOLA! Contemporary riverfront condo just two blocks to downtown Aspen. This two bedroom, two bath, corner residence offers spectacular river presence from your living, kitchen, and dining areas. Enjoy evenings grilling on the deck overlooking the river. Renovation completed in 2013. There is a new queen sleeper sofa in the living room, wood burning fireplace, and flat screen televisions in all rooms. Chateau Roaring Fork has a heated pool, two hot tubs, and a small workout facility plus wonderful on-site management and parking.

1039 E Cooper Avenue Unit #27, Aspen
$37,500
2 Beds ⋅ 3 Baths ⋅ 169748 MLS
This immaculate first floor Obermeyer Place condo provides you the sense of luxury within steps of downtown Aspen as well as Rio Grande Trail and Aspen outdoor summer theatre. The spacious open floor plan is perfect for entertaining with two seating areas and a dining area for six. Enjoy the ease of one level living in this private and secure building. The outdoor covered patio offers an additional entertaining space with built-in BBQ ideal for dining al fresco. There is elevator access to the underground private two car garage.

101 N Spring Street Unit #102, Aspen
$135,000
4 Beds ⋅ 6 Baths ⋅ 177448 MLS
This single family home is located on a quiet street in downtown Aspen. With four bedrooms, six bathrooms and an office, the home's thoughtful layout provides space for everyone. After a workout in the gym, take in the views of Aspen Mountain from the upstairs deck. Leave your car in the garage while you walk to nearby shops and restaurants. A large family room, bunk room and oversized primary suite round out this beautifully appointed home.

940 E Hyman Avenue, Aspen
$200,000
4 Beds ⋅ 5 Baths ⋅ 177445 MLS
Beautifully renovated townhome at the base of Aspen Mountain! The perfect combination of impeccable interior design, convenience to downtown, and proximity to skiing. This four-bedroom home boasts impressive views of Ajax as well as a private terrace with fire pit and views toward Red Mountain. Easy living with a total sense of luxury and comfort throughout the home. Full-sized two car garage with additional space for parking is a rare find in downtown Aspen. Additional amenities include an elevator, media room with bar and gym, a separate office. STR 087392

120 Juan Street, Aspen
$20,000
2 Beds ⋅ 2 Baths ⋅ 177264 MLS
Available for long term rent as well. Please call for the long term rate. Fully refurnished and some remodel, in 2022, Chateau Chaumont has a perfect location in the downtown core and is just 100 yards from the Aspen Mountain gondola, and Aspen's world class shopping, dining, and skiing are all right outside the door. The building's common courtyard has a wonderful private community hot tub! This 2-bedroom, 2-bath condo features comfortable, attractive furniture. The unit offers a full kitchen with a breakfast bar, a wood-burning fireplace, large living room with dining area, wireless internet, a washer and dryer, ''Family Friendly''. The complex has underground parking on first come first serve basis. The condo is just over 905 square feet. Master Queen * Guest Queen. If rented under 5 months monthly price is higher.

731 E Durant Avenue Unit #12, Aspen
$12,000
1 Baths ⋅ 177246 MLS
A centrally-located, quaint top floor apartment available for long term rental. Great views, a deck and a hot tub.

610 E Hyman Avenue Unit #Penthouse, Aspen
$95,000
4 Beds ⋅ 5 Baths ⋅ 177214 MLS
A modern townhome in the heart of Aspen, this 3,526 square foot home features an open floor plan with a kitchen, living room, and dining room on the upper level as well as white oak flooring throughout. The property also includes four bedrooms. A Sub Zero wine refrigerator, a Viking 6-burner gas stove, and a large prep island with bar stools are just a few of the professional-grade stainless steel appliances included in this open kitchen. The massive dome light bulb atop the middle island adds a touch of modern style to the kitchen. STR PERMIT #080696

410 S West End Street Unit #101, Aspen
$8,500
1 Beds ⋅ 1 Baths ⋅ 174542 MLS
Unit is also being offered for rent long term, 6 to 12 months, asking $8,500 per month starting August 2026. Welcome to a sleek and sophisticated one-bedroom condo in the Core of Aspen. The only unit in the building with vaulted ceilings providing a voluminous and spacious feeling with views of Aspen Mountain. High-end finishes, luxury furniture, and art make this a truly remarkable vacation stay. A fully equipped gourmet kitchen stocked with Le Creuset dishware/cookware complete with Wolf induction cooktop. Two large TVs, Sonos speakers, pull-out couch and a negotiable underground garage parking space. One block to Wagner Park so very easy stroll to the gondola, shops, and restaurants or free Downtowner service through the Aspen app. Approximately 2 blocks to Lift One A. Hot tub and gas grill in the common area. Underground garage parking space/storage is available for an extra fee.

119 E Cooper Avenue Unit #22, Aspen
$10,500
1 Beds ⋅ 1 Baths ⋅ 176842 MLS
Thoughtfully designed one bedroom core condo with beautiful Mountain views is the quintessential downtown Aspen living. Only one block from Lift 1A, this contemporary and chic condo features luxurious furnishings and fixtures, spacious private patio with outdoor dining and seating, and incredible in-complex amenities. Gourmet kitchen features high-end appliances, marble counter-tops, and breakfast bar with seating for two. The primary suite features custom cabinetry with an abundance of storage and gorgeous bathroom with radiant heat floors, and Toto toilet. Additional amenities include underground garage parking for one car, secure storage closet for bikes, skis, and additional equipment, and in-complex hot tub and grill.

119 E Cooper Avenue Unit #15, Aspen
$125,000
3 Beds ⋅ 5 Baths ⋅ 176760 MLS
Conveniently located at the base of Lift 1A, this modern three bedroom home brings a new meaning to the elevated lifestyle for those seeking the Aspen experience. The impeccably sleek design and generous living space are complimented by the equal measures of privacy and convenience found at this home's location, with Downtown Aspen just blocks away and ski-in access across the street. On the lower-level guests will find an expansive family/game room, one guest bedroom, the heated two car garage and mudroom. The top level of the home boasts floor to ceiling windows to take in the views of Aspen Mountain, along with the fully equipped gourmet kitchen, and living room with large gas fireplace. The entry level includes the primary bedroom, one of the guest bedrooms and a study. STR 085912

126 Juan Street, Aspen
$95,000
4 Beds ⋅ 4 Baths ⋅ 176602 MLS
Look no further, this beautifully unique single family home exudes luxury and convenience in Aspen's central core. Open concept entry level is ideal for entertaining and enjoys a seamless flow between the living area with gas fireplace, dining area with seating for eight and kitchen with breakfast bar. Newly updated kitchen is complete with contemporary cabinetry and fixtures, new countertops, stainless steel appliances and a large center island providing seating for four. Master bedroom provides ultimate privacy, boasting a private rooftop deck with outdoor seating and views of Aspen Mountain. Additional amenities include lower level media room, secondary laundry area, heated one car garage and patio with grill. Centrally located to the Gondola and Aspen's famous downtown.

922 E Cooper Avenue, Aspen
$125,000
3 Beds ⋅ 4 Baths ⋅ 176530 MLS
Sophisticated condo located in Aspen's exclusive and most desirable building, Monarch on the Park. This unit is steps from Wagner Park and one block from Lift 1A. This three-bedroom, three and a half bathroom flat features an overly spacious living area with gas fireplace and south facing views of Aspen Mountain. Gourmet chef's kitchen enjoys stainless steel appliances, gas range, breakfast bar with seating for three, and wet bar with wine cooler, espresso machine, and icemaker. Elegant dining area off the main living room offers seating for eight and walks out to the covered patio with seating area and grill, perfect for indoor / outdoor entertaining. Private office space or secondary den can be used as an additional bedroom with full sleeper-sofa. Luxurious primary suite includes walk-incloset and appointed en suite bathroom with dual sinks, soaking tub, and steam shower. Additional amenities include one underground parking space with elevator access, secure building with door code, ski and equipment storage, central air conditioning, and spacious laundry room. Experience the vibrant and lively Aspen lifestyle out your front door! closet and appointed en suite bathroom with dual sinks, soaking tub, and steam shower. Additional amenities include one underground parking space with elevator access, secure building with door code, ski and equipment storage, central air conditioning, and spacious laundry room. Experience the vibrant and lively Aspen lifestyle out your front door!

233 E Cooper Avenue Unit #207, Aspen
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