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296 Glen Dee Road, Aspen
$300,000
5 Beds ⋅ 7 Baths ⋅ 194952 MLS
Experience exceptional mountain living at the celebrated Wedge House, a luxurious ski-in/ski-out estate in the exclusive Aspen Highlands area. Set on a private one-acre enclave with direct views of Highlands ski area, this exceptional residence offers 6,919 square feet of living space, featuring 5 bedrooms, 6 full bathrooms, and 1 half bath. Designed for both entertaining and relaxation, the home offers expansive living spaces with beautiful views of the surrounding forests, ski slopes, and mountain ridgelines. Multiple outdoor terraces extend the living experience outdoors, while a spectacular entertainment courtyard features a private outdoor hot tub, fully equipped outdoor kitchen, wood-fired pizza oven, two gas fire pits, and a beautifully landscaped, fully fenced yard. Additional amenities include media room, gym, elevator with access to every level, and oversized two-car garage and a snowmelt driveway for year-round convenience. With ski-in/ski-out access to Aspen Highlands via the Thunderbowl Lane skier underpass, world-class skiing is just moments away, while downtown Aspen is only minutes from your door. This mountain retreat provides an ideal setting for a memorable Aspen getaway, combining privacy, comfort, and convenient access to the area's premier skiing, dining, shopping, and year-round outdoor recreation.

296 Glen Dee Road, Aspen

721 W North Street, Aspen
$150,000
5 Beds ⋅ 8 Baths ⋅ 194944 MLS
Set on a rare, oversized corner lot in Aspen's coveted West End, 721 W. North Street blends mountain character with refined comfort, offering a private retreat for gathering with family and friends. Natural light and reclaimed wood accents create a warm, understated elegance throughout the three-level home. Multiple living and media areas offer spaces to gather or unwind, while five en-suite bedrooms provide comfort and privacy for family and guests. The main-level primary suite features vaulted ceilings, a gas fireplace, a spacious walk-in closet, and a spa-inspired bathroom with a steam shower and tub. Three additional en-suite bedrooms and a connecting den occupy the upper level, while a fifth ensuite bedroom and spacious media room with a pool table complete the lower level. Outdoor living is a highlight, with a hot tub for relaxing after a day on the slopes, fire pit seating for evenings under the stars, and a heated, covered dining area with a grill for outdoor entertaining. A stone patio, water feature, and fenced yard create a peaceful setting for enjoying the mountain surroundings. Additional amenities include central air conditioning, a main level library or office, a laundry room with dual washers and dryers, ample storage, and a two-car garage. Ideally located directly across from the Aspen Center for Physics and the Aspen Institute campus, and just a short walk from the Michael Klein Music Tent, this exceptional residence offers privacy, generous entertaining spaces, and convenient access to Aspen's cultural attractions and outdoor recreation. Rates: 125,000/month (winter). $150,000/month (summer).

721 W North Street, Aspen

701 Gibson Avenue Unit #C, Aspen
$250,000
6 Beds ⋅ 7 Baths ⋅ 194939 MLS
A short walk from downtown Aspen, this newly built, custom six-bedroom residence pairs beautifully designed interiors with a tranquil setting and exceptional outdoor amenities. A natural path leads to a private tennis court and river frontage, while a quiet road provides an easy route to Aspen's renowned dining, shopping, and entertainment. Interiors by Heidi Welker feature an expansive, light-filled living room, a gourmet kitchen, and a main-level primary suite complemented by five guest suites. Two dedicated offices offer space to work in privacy, while a media room, music room, and full bar provide ample options for entertaining. Multiple decks with heaters and remote-controlled shades extend the living spaces outdoors, framing sweeping valley views. A rooftop hot tub offers a memorable place to unwind after a day of mountain adventures. Complete with a two-car garage, this exceptional rental brings together privacy, comfort, and convenient access to the best of Aspen.

701 Gibson Avenue Unit #C, Aspen

728 E Francis Street, Aspen
$125,000
5 Beds ⋅ 6 Baths ⋅ 194917 MLS
Settle into one of Aspen's most private retreats, set at the base of Red Mountain in Oklahoma Flats and just minutes from downtown dining, shopping, and the Hotel Jerome. This six-bedroom, eight-bath estate sits on an oversized, flat yard with direct views of Aspen Mountain, all-day sun, manicured lawns, and mature gardens. French doors open the main-level living and dining spaces to a broad stone terrace, made for al fresco dinners and easy indoor-outdoor entertaining, with a hot tub for unwinding after a day on the mountain. The five-bedroom main house is joined by a separate one-bedroom carriage house above the two-car garage, giving larger groups room to spread out. All living space is above grade, a true rarity in Aspen, so every bedroom enjoys natural light. Your stay also includes access to the only riverside tennis court in downtown Aspen. A quiet, elegant home base in every season.

728 E Francis Street, Aspen

247 Willoughby Way, Aspen
$200,000
5 Beds ⋅ 8 Baths ⋅ 194916 MLS
An extraordinary rental offering on Willoughby Way, Aspen's most prestigious address. Privately situated with breathtaking, south-facing panoramic views stretching from Independence Pass to Aspen Highlands and Buttermilk, with Aspen Mountain taking center stage, this exceptional mountain residence offers the ultimate Aspen experience. Spanning 10,000 square feet across three levels, the home combines grand entertaining spaces with intimate gathering areas, all thoughtfully connected by a central staircase and elevator. Floor-to-ceiling windows frame the spectacular mountain scenery, while beautifully appointed interiors feature a chef's kitchen, formal dining room, multiple living areas, a richly paneled library, and two luxurious primary suites. Designed for both relaxation and entertaining, the home features five beautifully appointed bedroom suites, including two luxurious primary suites, a separate bunk room, private theater, wine tasting room with wet bar, billiards area, and fitness room. Just a short walk or bike ride from downtown Aspen and the Rio Grande Trail, this remarkable Willoughby Way estate delivers an unparalleled combination of privacy, luxury, mountain views, and convenience for an unforgettable Aspen retreat.

247 Willoughby Way, Aspen

Aspen
$2,500
2 Beds ⋅ 3 Baths ⋅ 194901 MLS
** DATES AVAILABLE: 3/21/2027 to 3/28/2027 and MLS #194900 11/22/2026 to 11/29/2026 ** Enjoy from this luxurious top floor 2 bedroom, 2.5 bathroom condominium at The Aspen Mountain Residences located only steps to skiing, shopping, dining & more! One of the largest 2 bedroom units at the property with incredible SE facing views of Aspen Mountain including 2 decks, a private rooftop hot tub, and outdoor seating. The Aspen Mountain Residences amenities include: outdoor pool (open year round,) 2 hot tubs in addition to the rooftop private hot tub there are two common hot tubs, gym, front desk, concierge, valet parking, ski valet, airport transfer, firepit, views, convenient downtown Aspen location & more! NOTE: THIS IS NOT A LONG TERM RENTAL. DATES AVAILABLE MARCH 21 2027 to MARCH 28, 2027 and MLS #194900 11/22/2026 to 11/29/2026 THE RATE LISTED IS THE NIGHTLY RATE.

Aspen

Aspen
$800
2 Beds ⋅ 3 Baths ⋅ 194900 MLS
** DATES AVAILABLE - NOVEMBER 22 to 29, 2026 ** THANKSGIVING ** ASPEN OPENING DAY ** Enjoy from this luxurious top floor 2 bedroom, 2.5 bathroom condominium at The Aspen Mountain Residences located only steps to skiing, shopping, dining & more! One of the largest 2 bedroom units at the property with incredible SE facing views of Aspen Mountain including 2 decks, a private rooftop hot tub, and outdoor seating. The Aspen Mountain Residence amenities include: outdoor pool (open year round,) 2 hot tubs in addition to the rooftop private hot tub there are two common hot tubs, gym, front desk, concierge, valet parking, ski valet, airport transfer, firepit, views, convenient downtown Aspen location & more! NOTE: THIS IS NOT A LONG TERM RENTAL. DATES AVAILABLE 11/22/2026 to 11/29/2026 THE RATE LISTED IS THE NIGHTLY RATE.

Aspen

120 Juan Street Unit #Fm-A-101, Aspen
$150,000
3 Beds ⋅ 6 Baths ⋅ 194891 MLS
Experience refined mountain living in this beautifully renovated, custom four-bedroom townhome at the base of Aspen Mountain. Thoughtfully designed with impeccable finishes and sophisticated interiors, this exceptional residence seamlessly blends luxury, comfort, and convenience just moments from downtown Aspen's world-class dining, shopping, and skiing. Expansive living spaces capture stunning views of Aspen Mountain, while a private terrace with fire pit offers an inviting setting for outdoor entertaining against the backdrop of Red Mountain. Designed for effortless living, the home features a media room with bar, private gym, dedicated office, and elevator. A spacious two-car garage with additional parking provides a rare luxury in the heart of Aspen. An exceptional opportunity to enjoy the very best of Aspen living, with premier ski access, beautiful mountain views, and every modern convenience.

120 Juan Street Unit #Fm-A-101, Aspen

64 Pitkin Way, Aspen
$250,000
5 Beds ⋅ 8 Baths ⋅ 194889 MLS
Situated above the picturesque Roaring Fork River at the base of Red Mountain, 64 Pitkin Way stands as one of Aspen's most distinguished residences. This remarkable estate combines timeless design, unparalleled craftsmanship, and the finest materials to create a home of extraordinary sophistication. From the moment you arrive, the stacked Colorado Brownstone exterior, copper roof, and grand front door with a sculpted bronze and beveled glass transom make an unforgettable impression. Inside, every room reflects a meticulous attention to detail, showcasing luxurious finishes and masterful design. Thoughtfully planned to provide privacy and tranquility, this mountain retreat is just minutes from Aspen's renowned restaurants, boutiques, and cultural attractions. Its location near the Rio Grande Trail offers easy access for leisurely walks or bike rides to downtown Aspen or the Music Tent. 64 Pitkin Way is more than a home--it's the epitome of refined mountain living, combining elegance, convenience, and natural beauty at Aspen's premier address.

64 Pitkin Way, Aspen

416 Vine Street, Aspen
$7,800
2 Beds ⋅ 2 Baths ⋅ 194887 MLS
Enjoy all Aspen has to offer from this beautifully updated two-bedroom, two-bathroom residence in the Hunter Creek complex. Renovated in 2023, the condo offers a fresh, comfortable interior with large windows that bring in natural light and look out toward a quiet grove of Aspen trees. The location makes getting around easy, with bus service to downtown and Aspen Mountain just outside the complex, or a pleasant walk into the heart of town. After a day on the mountain or exploring Aspen, unwind in the community hot tubs or enjoy the pool and tennis courts during the warmer months. An in-unit washer and dryer, generous gear storage, and easy access to nearby trails and Hunter Creek make this a great option for an extended stay in Aspen. AVAILABLE NOVEMBER 1 TO MAY 15TH Rates do not include: 3% Admin Fee, Security deposit

416 Vine Street, Aspen

278 Oak Ridge Drive, Aspen
$15,000
4 Beds ⋅ 4 Baths ⋅ 194881 MLS
Tucked into one of Aspen's most private West Buttermilk settings, 278 Oak Ridge Drive is a classic mountain home on 5.09 acres with sweeping Owl Creek Valley views and no visible neighbors. The 4,286 SF home offers 4 bedrooms, 3.5 baths, and a bonus office/study, along with warm wood finishes, two fireplaces, and two decks for taking in the views. A two-car covered carport keeps vehicles out of the snow. For ski families, the location is hard to beat: Buttermilk Ski Area is just half a mile away and is home to Powder Pandas, one of the most beloved kids ski schools in the country. There is also easy, little-known parking for the mountain right near the house, so you can skip the crowded lots on a powder day. Downtown Aspen is about 10 minutes away, close to everything while still feeling like a true mountain retreat. Available for long-term lease at $15,000 per month plus utilities.

278 Oak Ridge Drive, Aspen

918 S Mill Street Unit #A, Aspen
$250,000
3 Beds ⋅ 4 Baths ⋅ 194877 MLS
An extraordinary Aspen holiday retreat at the base of Aspen Mountain. Perfectly positioned in the coveted Top of Mill Street neighborhood, this one-of-a-kind, beautifully renovated townhome offers a premier ski-in location, exceptional luxury, and effortless access to Aspen's world-class skiing, dining, shopping, and festive holiday celebrations. Designed by the original architect of The St. Regis Aspen, the residence combines timeless architectural elegance with warm, sophisticated mountain living. Soaring 18-foot ceilings, exquisite woodwork, and expansive windows frame views of Aspen Mountain, while multiple living and entertaining spaces provide the perfect setting for gathering with family and friends over the holidays. The gourmet kitchen features Viking appliances, and inviting outdoor terraces offer additional space to enjoy the mountain setting. Three spacious bedroom suites feature beautifully appointed en suite bathrooms and private balconies overlooking a tranquil waterfall. The luxurious main-level primary suite offers a fireplace, dual walk-in closets, and a spa-inspired bathroom with a soaking tub and oversized steam shower. Exceptional amenities include an elegant executive office and library, private fitness room, elevator, and an impressive 1,200-bottle wine cellar, ideal for entertaining and celebrating the season. An underground garage with a heated driveway provides rare convenience in the heart of Aspen. Spend your days on the slopes and your evenings enjoying Aspen's renowned restaurants, boutiques, and vibrant après-ski scene, all just moments from your door. With its irreplaceable location, beautiful interiors, and exceptional entertaining spaces, this residence is the quintessential Aspen holiday rental.

918 S Mill Street Unit #A, Aspen

353 Pfister Drive, Aspen
$135,000
6 Beds ⋅ 7 Baths ⋅ 194876 MLS
Steps from the Tiehack lift at Buttermilk and the Maroon Creek Club, this 6-bedroom, 7-bath European-style chalet offers indirect ski access in one of Aspen's most prestigious neighborhoods. Old-world charm meets top-of-the-line modern convenience throughout. The great room sets the stage for entertaining, with dramatic views and an iconic fireplace as its centerpiece. The eat-in kitchen is equipped to chef standards with Sub-Zero and Viking appliances, ideal for everything from casual breakfasts to catered dinners. Each of the oversized bedroom suites is en suite, offering comfort and privacy for every guest. Downstairs, the spacious entertainment room features a pool table, bar, and home theater with projection screen, and a private gym rounds out the amenities. With skiing out the door in winter and golf, hiking, and the Maroon Creek trails close at hand in summer, this is an exceptional Aspen retreat in every season.

353 Pfister Drive, Aspen

199 Eagle Park Drive, Aspen
$175,000
7 Beds ⋅ 9 Baths ⋅ 194865 MLS
Set in the exclusive Eagle Pines neighborhood, this exceptional custom log estate offers an exquisite blend of rustic elegance, privacy, and breathtaking scenery. Ideally located just five minutes from Buttermilk, ten minutes from downtown Aspen, and fifteen minutes from Snowmass, the property provides convenient access to world-class skiing, dining, and year-round outdoor adventures. Situated on 4.5 private acres, the estate enjoys panoramic views across the Elk Mountain range. An expansive deck and two heated stone terraces provide beautiful settings for outdoor entertaining and taking in spectacular mountain sunsets, while a charming covered front porch offers a welcoming place to unwind. An outdoor sauna and hot tub provide the ultimate après-ski indulgence, allowing guests to relax and recharge amid the tranquility of the mountain landscape. Encompassing 11,170 square feet, this remarkable residence is designed to accommodate both intimate escapes and larger family gatherings. The elegant living room features a grand piano and two impressive stone fireplaces, creating a warm and welcoming setting to gather after a day in the mountains. Two sweeping staircases lead to the upper level, where an overlooking hallway opens onto views of the living room below, adding a wonderful sense of scale and architectural character. The large, remodeled kitchen is well equipped for preparing everything from casual breakfasts to memorable dinners, with a charming breakfast nook providing the perfect spot to start the day. The home features seven en-suite bedrooms, including an exceptional bunk room. The primary suite offers a private sanctuary, complete with its own fireplace, a luxurious soaking tub, a steam shower, and direct access to an outdoor terrace. Additional amenities include a bonus media room with bunk beds, a Western-inspired bar and den, a private massage room, and a heated 3-car garage. Surrounded by premier hiking and biking trails, as well as world-class downhill and Nordic skiing, The Lodge at Eagle Pines is an exceptional year-round retreat, offering an unforgettable setting in which to experience the very best of Colorado mountain living.

199 Eagle Park Drive, Aspen

800 E Hopkins Avenue Unit #A3, Aspen
$40,000
3 Beds ⋅ 3 Baths ⋅ 194851 MLS
This beautifully renovated Larkspur condominium offers an exceptional downtown Aspen lifestyle, with the Silver Queen Gondola, and Aspen's premier shopping and dining all just moments away. The sleek Bulthaup kitchen is appointed with high-end appliances, while a wood-burning fireplace in the living room creates a warm and inviting focal point. Thoughtfully arranged across two levels, the home offers a natural separation between the main living spaces and the three bedrooms. The primary suite features its own en-suite bathroom, while a conveniently located powder room on the main floor is ideal for entertaining. An assigned parking space adds exceptional value to this downtown offering, providing a highly desirable convenience in the heart of Aspen.

800 E Hopkins Avenue Unit #A3, Aspen

602 Mountain Laurel Drive, Aspen
$55,000
5 Beds ⋅ 6 Baths ⋅ 194839 MLS
Full monthly availability through winter 2026/2027. Welcome to the Treehouse at Mountain Valley in Aspen. This modern masterpiece with panoramic vistas sits tucked in at the end of a quiet cul-de-sac, perched atop the most private and shady treed lot on the top row of the whole neighborhood. Cleverly engineered and designed so that almost every window receives breathtaking alpine views from Independence Pass to the Silver Queen Gondola. Renovated extensively in 2024, the estate offers almost every amenity one could desire. Ultimate privacy, protected views, refined style, and close proximity to town and skiing make this Red Mountain adjacent chalet the ultimate Aspen getaway. Situated just feet over the City of Aspen boundary in Pitkin County, taxes here are lower, permitting for any projects is easier, and there is NO transfer tax for this property. The Treehouse is offered fully furnished and turnkey ready for your enjoyment. Enjoy all of the shopping, dining, and special events in town, or catch first chair powder without ever driving via a convenient shuttle from your front door and back. Bask in all day sunshine from the expansive new deck, or dine al fresco with friends and family while the glass wall is open. True seamless and natural flow make the outdoor spaces feel like a part of the indoor experience here. State of the art air conditioning on the main and upper floors keeps every guest refreshed, and automatic shades offer complete privacy as needed. Dip a toe in the oversized outdoor spa while taking in sunset over Aspen mountain. After dark, retreat with loved ones to the soundproof suede lined screening room for a cinematic experience. Maybe take in some stargazing from the unbelievable primary suite windows before bed. The terraced and level yard offers ample space to touch grass and reconnect with nature from your own high alpine sanctuary. The oversized 1 car garage stores even the largest vehicles easily with extra room for toys or a golf cart, while the radiant snowmelt driveway means you never need to be plowed out in winter. Truly a unique and special estate; the leaves rustle gently from the mountain breeze in your private Aspen grove. Both inviting and spectacular upon first entry, The Treehouse seduces with tasteful design and modern touches that juxtapose flawlessly with the raw, natural beauty of the surrounding environment. With almost 4000 square feet of living area and 5 full bedrooms on almost half an acre of the most scenic land anywhere in the world, 602 Mountain Laurel is a value proposition that simply cannot be ignored. The Treehouse steals your heart from the moment you enter, and beckons until you return again next for new adventures.

602 Mountain Laurel Drive, Aspen

100 N 8th Street Unit #7, Aspen
$25,000
3 Beds ⋅ 3 Baths ⋅ 194838 MLS
Full monthly availability through winter 2026/2027. No icy stairs to climb from the front door to tenant vehicle 20 feet away in first assigned space. Exceptional location. Effortless mountain living. An opportunity worth acting on now. Discover Villa 7, a discreet mountain retreat in the heart of Aspen, offering a compelling combination of location, comfort, privacy, and practicality. Tucked away beneath mature shade trees yet moments from the energy of downtown, this three-level residence makes enjoying Aspen remarkably easy. Arrive home and park just steps from your front door in your reserved end space, then head out on foot or by bike to Aspen's renowned restaurants, boutiques, ski access, and year-round outdoor adventures. Few things make mountain living more enjoyable than spending less time getting around and more time enjoying where you are. Inside, understated mountain character meets everyday comfort. Two fireplaces create inviting spaces to relax after a day on the slopes or trails. Air conditioning offers welcome comfort during summer, while the sunny deck provides a natural setting for morning coffee, outdoor dining, and evening grilling. Quiet, shaded, and refreshingly unpretentious, Villa 7 offers a private-feeling escape without sacrificing convenience. Historically low HOA dues add to the appeal, with reported monthly dues below $1,000, subject to current verification. For buyers seeking an Aspen home that balances lifestyle, location, and potential rental utility, Villa 7 deserves immediate attention. The property has been associated with a City of Aspen classic short-term rental permit; buyers should verify current status, transferability, and applicable regulations. Offered at $4,590,000, Villa 7 presents an opportunity to make Aspen your own. For a primary residence, mountain getaway, or investment-minded purchase, this is a property to see now--not someday. Quietly tucked away. Exceptionally well located. Unmistakably Aspen. Arrange your private showing and experience Villa 7 before the season turns.

100 N 8th Street Unit #7, Aspen

625 S West End Street Unit #8, Aspen
$40,000
3 Beds ⋅ 3 Baths ⋅ 194795 MLS
Experience the best of downtown living at The Clarendon, ideally located just steps from downtown and all the dining, shopping, and entertainment the area has to offer. This beautifully furnished 3-bedroom, 3-bathroom home offers a bright, inviting layout with vaulted ceilings, skylights, and abundant natural light throughout. The spacious open-concept living area is designed for both relaxation and entertaining, featuring a cozy gas fireplace, flat-screen TV, and easy access to a furnished patio complete with a grill. Each room is equipped with its own mini-split system, providing personalized comfort year-round. Residents enjoy exclusive access to exceptional community amenities, including a heated year-round pool, hot tub, and sauna. With its unbeatable location, comfortable furnishings, thoughtful amenities, and indoor-outdoor living spaces, this home offers an ideal combination of convenience and Colorado lifestyle.

625 S West End Street Unit #8, Aspen

546 Mcskimming Road, Aspen
$125,000
5 Beds ⋅ 6 Baths ⋅ 194774 MLS
Perched above town on McSkimming Road, this five-bedroom, six-and-a-half-bath residence pairs breathtaking mountain views with the privacy and quiet of East Aspen. Expansive windows frame the surrounding peaks from the main living spaces, while generous indoor and outdoor gathering areas make it easy to settle in after a day on the mountain. Wellness is at the heart of the home. Unwind in the oversized hot tub under the stars or restore in the sauna, with the view as your backdrop. Each of the five bedrooms offers its own en suite bath, providing comfort and privacy for every guest. Just minutes from downtown Aspen's dining, shopping, and the gondola, this is a rare rental offering that delivers seclusion, scenery, and convenience in equal measure.

546 Mcskimming Road, Aspen

58 Pitkin Way, Aspen
$250,000
6 Beds ⋅ 8 Baths ⋅ 194756 MLS
The thoughtfully designed residence offers six bedrooms and eight baths, with generous living spaces that feel both sophisticated and inviting. An open kitchen and living area provide a welcoming setting for gathering, while a formal dining room and media room with pool table offer additional spaces to relax and entertain. Central air conditioning ensures year-round comfort. Outside, a spacious patio with fireplace creates a beautiful setting for après-ski gatherings and relaxed evenings overlooking the surrounding mountains. The expansive grounds border the Rio Grande Trail, offering direct access to a scenic walk along the river and into downtown Aspen. With its exceptional setting, beautiful views, and thoughtful amenities, this special Aspen residence offers a wonderful combination of privacy, comfort, and easy access to all that Aspen has to offer.

58 Pitkin Way, Aspen

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