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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.

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

$250,000

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.

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

$175,000

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.

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

$100,000

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.

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

$17,000

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

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

$695,000

CONTACT BROKER FOR WINTER AND SUMMER AVAILABILTY and NIGHTLY RATES. AVAILABLE FOR PRESIDENTS HOLIDAY. Located at the base of Red Mountain on one of Aspen's most coveted and iconic streets known as Willoughby Way. This legendary estate underwent an extensive, luxurious remodel making it one of Aspen's most sought-after properties. Located in a private, gated sanctuary this is your majestic escape with direct views of Aspen Mountain, stunning mature trees surrounding a large pond with fountain and close downtown proximity. Considered one of Aspen's legacy properties, this grand, completely rebuilt home is almost 12,000 sq ft on 2.45 acres and invites you with substantial glass windows and a stunning juxtaposition of stone, wood and metal exterior detail. There are few Aspen rentals offering such close proximity to Aspen's downtown with a private gated entrance, level of detail, and amenities which include pool, hot tub, spa room, exercise room, state of the art theatre, library, elevator, ski and mudroom with dog grooming bath, indoor and outdoor dining, private living throughout and spectacular direct views of Aspen Mountain to name a few. This timeless Estate within a summer walk or bike ride to Aspen is a rare rental opportunity. Flexible rental terms. Contact listing brokers with all inquiries

5 Beds ⋅ 9 Baths ⋅ 193951 MLS

CONTACT BROKER FOR WINTER AND SUMMER AVAILABILTY and NIGHTLY RATES. AVAILABLE FOR PRESIDENTS HOLIDAY. Located at the base of Red Mountain on one of Aspen's most coveted and iconic streets known as Willoughby Way. This legendary estate underwent an extensive, luxurious remodel making it one of Aspen's most sought-after properties. Located in a private, gated sanctuary this is your majestic escape with direct views of Aspen Mountain, stunning mature trees surrounding a large pond with fountain and close downtown proximity. Considered one of Aspen's legacy properties, this grand, completely rebuilt home is almost 12,000 sq ft on 2.45 acres and invites you with substantial glass windows and a stunning juxtaposition of stone, wood and metal exterior detail. There are few Aspen rentals offering such close proximity to Aspen's downtown with a private gated entrance, level of detail, and amenities which include pool, hot tub, spa room, exercise room, state of the art theatre, library, elevator, ski and mudroom with dog grooming bath, indoor and outdoor dining, private living throughout and spectacular direct views of Aspen Mountain to name a few. This timeless Estate within a summer walk or bike ride to Aspen is a rare rental opportunity. Flexible rental terms. Contact listing brokers with all inquiries

Aspen

$28,000

Available starting in November 2026 for a long term rental at $28,000/month plus utilities for 12+ months! New primary suite photos coming soon. Relax in this freshly revamped midcentury modern home on Red Mountain that encompasses the charm of nostalgic Aspen with the convenience of newly updated interiors including new kitchen, furnishings, lighting and baths (new steam shower). Jaw-dropping Aspen Mountain views create the backdrop in the winter, enjoy the deck space year round for apres ski by the fire pit and for summer dinners in the fresh mountain air. Vaulted ceilings in the great room paired with the open floor plan make this three bedroom home live large. Gather around the wood burning fireplace, curl up with a book, host a dinner party, hibernate or work in the den. All the bedrooms and living areas are above grade, the laundry room and storage are located on the lower level.

4 Beds ⋅ 4 Baths ⋅ 193023 MLS

Available starting in November 2026 for a long term rental at $28,000/month plus utilities for 12+ months! New primary suite photos coming soon. Relax in this freshly revamped midcentury modern home on Red Mountain that encompasses the charm of nostalgic Aspen with the convenience of newly updated interiors including new kitchen, furnishings, lighting and baths (new steam shower). Jaw-dropping Aspen Mountain views create the backdrop in the winter, enjoy the deck space year round for apres ski by the fire pit and for summer dinners in the fresh mountain air. Vaulted ceilings in the great room paired with the open floor plan make this three bedroom home live large. Gather around the wood burning fireplace, curl up with a book, host a dinner party, hibernate or work in the den. All the bedrooms and living areas are above grade, the laundry room and storage are located on the lower level.

1036 Red Mountain Road, Aspen

$220,000

An iconic Red Mountain estate offering the rare combination of architectural elegance and genuine warmth. Meticulously maintained and move-in ready, this residence delivers a seamless, resort-caliber experience across every season. Soaring ceilings and walls of glass frame unparalleled views of Aspen Mountain and the entire Elk Mountain Range -- a breathtaking backdrop enjoyed from the expansive living spaces, the main-floor master suite, and a series of beautifully appointed terraces anchored by a private hot tub perfectly positioned to soak in every peak on the horizon. The main floor features a luminous master suite, formal dining room, private office, and a chef's kitchen with butler's pantry. The lower level offers five additional bedrooms, a family room, game room, home theater, and gallery. The home sleeps 14 across two king suites, two queen suites, and two bunk rooms -- each with full-over-twin and twin-over-twin configurations -- perfect for families and multi-generational groups.

6 Beds ⋅ 8 Baths ⋅ 192984 MLS

An iconic Red Mountain estate offering the rare combination of architectural elegance and genuine warmth. Meticulously maintained and move-in ready, this residence delivers a seamless, resort-caliber experience across every season. Soaring ceilings and walls of glass frame unparalleled views of Aspen Mountain and the entire Elk Mountain Range -- a breathtaking backdrop enjoyed from the expansive living spaces, the main-floor master suite, and a series of beautifully appointed terraces anchored by a private hot tub perfectly positioned to soak in every peak on the horizon. The main floor features a luminous master suite, formal dining room, private office, and a chef's kitchen with butler's pantry. The lower level offers five additional bedrooms, a family room, game room, home theater, and gallery. The home sleeps 14 across two king suites, two queen suites, and two bunk rooms -- each with full-over-twin and twin-over-twin configurations -- perfect for families and multi-generational groups.

Aspen

$200,000

This masterfully designed lower Red Mountain estate features 6 expansive bedrooms with spa-inspired en-suite bathrooms, offering an unparalleled level of scale and sophistication. The residence is anchored by dual primary suites, two incomparable sanctuaries providing equal measures of privacy, luxury, and panoramic views. From the grand entrance, the silhouette of the Elk Range takes center stage, framing an artfully appointed living area and den. The open-concept kitchen, dining, and living areas are well-balanced, creating intentional spaces for both intimate gatherings and more formal events. The professional-grade kitchen is both a powerful tool in the hands of a culinary master and the epicenter of family gatherings. The lower level is the ultimate space for entertaining, featuring a bespoke bar and a sprawling lounge designed for hosting at any scale. This floor seamlessly integrates a private cinema, and a sculptural glass elevator. Even from this level, dramatic mountain views follow you around every corner. The living areas extend effortlessly outdoors to expansive terraces, where a custom spa is perfectly positioned to capture the romance of Red Mountain. Offering a front-row seat to the alpenglow and panoramic vistas, this space is the ultimate vantage point. The property effortlessly folds into the natural setting of salvation ditch and the surrounding natural cooridor. Complete with a spacious garage and a premier ADU perfect for guests or staff, this estate is a zen retreat that balances high-octane entertaining with serene mountain beauty.

6 Beds ⋅ 9 Baths ⋅ 192838 MLS

This masterfully designed lower Red Mountain estate features 6 expansive bedrooms with spa-inspired en-suite bathrooms, offering an unparalleled level of scale and sophistication. The residence is anchored by dual primary suites, two incomparable sanctuaries providing equal measures of privacy, luxury, and panoramic views. From the grand entrance, the silhouette of the Elk Range takes center stage, framing an artfully appointed living area and den. The open-concept kitchen, dining, and living areas are well-balanced, creating intentional spaces for both intimate gatherings and more formal events. The professional-grade kitchen is both a powerful tool in the hands of a culinary master and the epicenter of family gatherings. The lower level is the ultimate space for entertaining, featuring a bespoke bar and a sprawling lounge designed for hosting at any scale. This floor seamlessly integrates a private cinema, and a sculptural glass elevator. Even from this level, dramatic mountain views follow you around every corner. The living areas extend effortlessly outdoors to expansive terraces, where a custom spa is perfectly positioned to capture the romance of Red Mountain. Offering a front-row seat to the alpenglow and panoramic vistas, this space is the ultimate vantage point. The property effortlessly folds into the natural setting of salvation ditch and the surrounding natural cooridor. Complete with a spacious garage and a premier ADU perfect for guests or staff, this estate is a zen retreat that balances high-octane entertaining with serene mountain beauty.

294 Draw Drive, Aspen

$175,000

Newly completed in Spring 2026, this contemporary Red Mountain residence is available for rent for the first time. The home features five en-suite bedrooms, including a bunk room, generous natural-light filled living spaces and expansive Aspen Mountain views. Set on a private ¾-acre lot with a flat lawn surrounded by mature aspen trees, the property offers multiple decks, front and rear patios, outdoor kitchen and fire pit, along with a jacuzzi and two-car garage. All just minutes from downtown and nearby trails.

5 Beds ⋅ 6 Baths ⋅ 192434 MLS

Newly completed in Spring 2026, this contemporary Red Mountain residence is available for rent for the first time. The home features five en-suite bedrooms, including a bunk room, generous natural-light filled living spaces and expansive Aspen Mountain views. Set on a private ¾-acre lot with a flat lawn surrounded by mature aspen trees, the property offers multiple decks, front and rear patios, outdoor kitchen and fire pit, along with a jacuzzi and two-car garage. All just minutes from downtown and nearby trails.

323 E Reds Road, Aspen

$1,000,000

Perched gracefully on the hillside, this stunning 9,641-square-foot estate captures breathtaking views of Aspen Mountain and the surrounding peaks. Designed for both comfort and grandeur, the open-concept kitchen and dining area provide the perfect setting for entertaining, while the striking fireplace serves as a dramatic focal point in the spacious living room. The home features six luxurious en-suite bedrooms, an elevator for seamless access to all levels, and a lower-level retreat complete with a lounge, full bar, card table, theater, and yoga room—ideal for relaxation or entertaining guests. Step outside to experience the pinnacle of indoor-outdoor living: an outdoor kitchen and dining area, meticulously landscaped grounds, a built-in stone hot tub, and an impressive 80-foot pool offer resort-style living at its finest. From its elevated design to its exceptional amenities, this property delivers the ultimate Aspen luxury experience.

6 Beds ⋅ 10 Baths ⋅ 190380 MLS

Perched gracefully on the hillside, this stunning 9,641-square-foot estate captures breathtaking views of Aspen Mountain and the surrounding peaks. Designed for both comfort and grandeur, the open-concept kitchen and dining area provide the perfect setting for entertaining, while the striking fireplace serves as a dramatic focal point in the spacious living room. The home features six luxurious en-suite bedrooms, an elevator for seamless access to all levels, and a lower-level retreat complete with a lounge, full bar, card table, theater, and yoga room—ideal for relaxation or entertaining guests. Step outside to experience the pinnacle of indoor-outdoor living: an outdoor kitchen and dining area, meticulously landscaped grounds, a built-in stone hot tub, and an impressive 80-foot pool offer resort-style living at its finest. From its elevated design to its exceptional amenities, this property delivers the ultimate Aspen luxury experience.

979 Red Mountain Road, Aspen

$25,000

Perched on Red Mountain, this cozy Aspen cottage is the ultimate winter hideaway. Wake up with coffee overlooking Aspen Mountain, Highlands, Snowmass, and Mount Sopris before heading just 5 minutes down to the slopes. After a day on the mountain, return home to watch the alpenglow from your deck or head into town for world-class dining and après-ski. Available now for monthly winter rentals.

2 Beds ⋅ 3 Baths ⋅ 190052 MLS

Perched on Red Mountain, this cozy Aspen cottage is the ultimate winter hideaway. Wake up with coffee overlooking Aspen Mountain, Highlands, Snowmass, and Mount Sopris before heading just 5 minutes down to the slopes. After a day on the mountain, return home to watch the alpenglow from your deck or head into town for world-class dining and après-ski. Available now for monthly winter rentals.

927 Red Mountain Road, Aspen

$85,000

Experience breathtaking views of Aspen and Highlands Mountains from this stunning Red Mountain home! Set on over an acre of land, you'll enjoy tranquil privacy as well as easy access to the core and the Rio Grande Trail. This spacious residence is perfect for entertaining, featuring high ceilings and large windows that fill the space with natural light. Highlights include parquet floors, a grand piano, and an expansive media and bar area, complete with a disco and dance floor. The gourmet kitchen is a chef's dream, while three luxurious primary suites provide ample privacy. Step outside to a large patio with outdoor dining and a hot tub, perfect for relaxation. Additionally, the property includes a four-car garage and a separate apartment with two bedrooms. Located just minutes from town and adjacent to Forest Service trails, this home combines convenience and luxury.

6 Beds ⋅ 7 Baths ⋅ 189813 MLS

Experience breathtaking views of Aspen and Highlands Mountains from this stunning Red Mountain home! Set on over an acre of land, you'll enjoy tranquil privacy as well as easy access to the core and the Rio Grande Trail. This spacious residence is perfect for entertaining, featuring high ceilings and large windows that fill the space with natural light. Highlights include parquet floors, a grand piano, and an expansive media and bar area, complete with a disco and dance floor. The gourmet kitchen is a chef's dream, while three luxurious primary suites provide ample privacy. Step outside to a large patio with outdoor dining and a hot tub, perfect for relaxation. Additionally, the property includes a four-car garage and a separate apartment with two bedrooms. Located just minutes from town and adjacent to Forest Service trails, this home combines convenience and luxury.

715 Willoughby Way, Aspen

$100,000

This stunning new property is located in Aspen's coveted Red Mountain area just 1 mile to down town Aspen. Guests can relax and enjoy breathtaking mountain views. The grand living room boasts high ceilings, and the gourmet kitchen flows into a dining area, all featuring luxurious finishes. The outdoor space includes a patio with seating, a water feature, custom grill, hot tub, and landscaped lawn for seamless indoor-outdoor living. The spacious primary suite offers privacy on its own level and leads to a private seating area with Aspen Mountain views. Each bedroom suite is elegantly designed for comfort. Enjoy additional entertainment in the lower-level room with a bar or the home theater. The property also features a one-car garage and air conditioning in the primary suite, main living area, and guest suite

4 Beds ⋅ 6 Baths ⋅ 184427 MLS

This stunning new property is located in Aspen's coveted Red Mountain area just 1 mile to down town Aspen. Guests can relax and enjoy breathtaking mountain views. The grand living room boasts high ceilings, and the gourmet kitchen flows into a dining area, all featuring luxurious finishes. The outdoor space includes a patio with seating, a water feature, custom grill, hot tub, and landscaped lawn for seamless indoor-outdoor living. The spacious primary suite offers privacy on its own level and leads to a private seating area with Aspen Mountain views. Each bedroom suite is elegantly designed for comfort. Enjoy additional entertainment in the lower-level room with a bar or the home theater. The property also features a one-car garage and air conditioning in the primary suite, main living area, and guest suite

27 Nighthawk Drive, Aspen

$120,000

Known as the ''5th Avenue'' of Aspen, the homes in the Willoughby Way neighborhood have the best address and views in Aspen. This wonderful home has all of the amenities to create a perfect vacation in Aspen. Easily accessible to town and situated on lower red mountain, the location enables guests to walk or bike to town without having to climb the steep hill to upper red mountain, while still enjoying the best views in Aspen. Each bedroom offers king size beds, white oak floors, marble bathrooms, and spectacular views to make each resident feel comfortable. Master suite includes gas fireplace in the seating area, steam shower, soaking tub with heated floors. The home has 2 kitchens (upstairs and downstairs), bikes, air conditioning throughout, hot tub, gym, heated patios, cable/wifi, and everything else you could desire while in residence. This home is exactly what a discerning guest expects when visiting Aspen. Just a short walk to the Rio Grande Trail or Sunnyside trail. This home has it all.

5 Beds ⋅ 4 Baths ⋅ 183031 MLS

Known as the ''5th Avenue'' of Aspen, the homes in the Willoughby Way neighborhood have the best address and views in Aspen. This wonderful home has all of the amenities to create a perfect vacation in Aspen. Easily accessible to town and situated on lower red mountain, the location enables guests to walk or bike to town without having to climb the steep hill to upper red mountain, while still enjoying the best views in Aspen. Each bedroom offers king size beds, white oak floors, marble bathrooms, and spectacular views to make each resident feel comfortable. Master suite includes gas fireplace in the seating area, steam shower, soaking tub with heated floors. The home has 2 kitchens (upstairs and downstairs), bikes, air conditioning throughout, hot tub, gym, heated patios, cable/wifi, and everything else you could desire while in residence. This home is exactly what a discerning guest expects when visiting Aspen. Just a short walk to the Rio Grande Trail or Sunnyside trail. This home has it all.

59 Herron Hollow Road, Aspen

$75,000

Exquisite Red Mountain Residence: A Fusion of Nature and Luxury, Furnished with RH. The Red Mountain Residence, a magnificent 7-bedroom, 6-bathroom property set on 12 acres, offers the epitome of luxury living. Adorned with exquisite RH furniture, the residence showcases a blend of contemporary design and natural beauty. Its elongated structure is thoughtfully positioned to embrace the breathtaking panoramic vistas. Bathed in natural light through expansive windows, each room highlights the refined elegance of RH furnishings. This retreat offers a unique experience, where the grandeur of nature meets the comfort and sophistication of modern living. Residents will find themselves immersed in a serene, luxurious environment, where every detail resonates with the harmony of nature and contemporary design. Long Term Monthly: $50,000

7 Beds ⋅ 6 Baths ⋅ 182306 MLS

Exquisite Red Mountain Residence: A Fusion of Nature and Luxury, Furnished with RH. The Red Mountain Residence, a magnificent 7-bedroom, 6-bathroom property set on 12 acres, offers the epitome of luxury living. Adorned with exquisite RH furniture, the residence showcases a blend of contemporary design and natural beauty. Its elongated structure is thoughtfully positioned to embrace the breathtaking panoramic vistas. Bathed in natural light through expansive windows, each room highlights the refined elegance of RH furnishings. This retreat offers a unique experience, where the grandeur of nature meets the comfort and sophistication of modern living. Residents will find themselves immersed in a serene, luxurious environment, where every detail resonates with the harmony of nature and contemporary design. Long Term Monthly: $50,000

700 Nell Erickson Road, Aspen

$300,000

There are few properties in Aspen offering this level of sophistication and luxury. Awake to breathtaking views of downtown Aspen, Aspen Highlands, and Buttermilk ski areas from this extraordinary contemporary home. The gourmet kitchen and beautiful living and dining spaces are unparalleled. Experience the main floor primary suite, a serene private oasis, along with four ensuite bedrooms on the lower level with access to the patio, infinity pool, and hot tub. Privacy and proximity to everything Aspen has to offer. STR.0069.2024

6 Beds ⋅ 9 Baths ⋅ 177596 MLS

There are few properties in Aspen offering this level of sophistication and luxury. Awake to breathtaking views of downtown Aspen, Aspen Highlands, and Buttermilk ski areas from this extraordinary contemporary home. The gourmet kitchen and beautiful living and dining spaces are unparalleled. Experience the main floor primary suite, a serene private oasis, along with four ensuite bedrooms on the lower level with access to the patio, infinity pool, and hot tub. Privacy and proximity to everything Aspen has to offer. STR.0069.2024

257 Ridge Road, Aspen

$40,000

This spectacular five-bedroom, four-and-a-half-bathroom home on mid Red Mountain boasts direct Aspen Mountain views and the Roaring Fork Valley beyond. Featuring a formal living area on the top floor, with a gas fireplace and large flat screen TV. The inviting and open floor plan includes living room, kitchen, and formal dining for ten or more. A/C on the top floor, including the main bedroom. A family room on the lower level with a large flat screen TV. Other amenities include a garage space, mud/laundry room, balcony and an expansive backyard deck ... complete with pergula, hot tub, BBQ grill and gas fire pit. This relaxing and private mountain retreat is only a short drive or bike ride to Aspen's Central Core. STR.0012.2025

5 Beds ⋅ 5 Baths ⋅ 151687 MLS

This spectacular five-bedroom, four-and-a-half-bathroom home on mid Red Mountain boasts direct Aspen Mountain views and the Roaring Fork Valley beyond. Featuring a formal living area on the top floor, with a gas fireplace and large flat screen TV. The inviting and open floor plan includes living room, kitchen, and formal dining for ten or more. A/C on the top floor, including the main bedroom. A family room on the lower level with a large flat screen TV. Other amenities include a garage space, mud/laundry room, balcony and an expansive backyard deck ... complete with pergula, hot tub, BBQ grill and gas fire pit. This relaxing and private mountain retreat is only a short drive or bike ride to Aspen's Central Core. STR.0012.2025

185 Nighthawk Drive, Aspen

$125,000

Experience the natural beauty of Aspen from the expansive decking of Red Mountain Rise, all the way to Aspen Mountain, Independence Pass and Maroon Bells. Located on Red Mountain, Aspen's premier residential terrain, this all-season sanctuary is aglow with modern mountain style with snow and stone hues and whimsical Nordic décor. Bask in the open air on uber-private terraces with the utmost privacy, epitomizing the coveted Colorado mountain lifestyle, which draws global travelers to this luxury Aspen home rental on Red Mountain.

5 Beds ⋅ 7 Baths ⋅ 172427 MLS

Experience the natural beauty of Aspen from the expansive decking of Red Mountain Rise, all the way to Aspen Mountain, Independence Pass and Maroon Bells. Located on Red Mountain, Aspen's premier residential terrain, this all-season sanctuary is aglow with modern mountain style with snow and stone hues and whimsical Nordic décor. Bask in the open air on uber-private terraces with the utmost privacy, epitomizing the coveted Colorado mountain lifestyle, which draws global travelers to this luxury Aspen home rental on Red Mountain.

476 Wrights Road, Aspen

$100,000

World-renowned architect Chad Oppenheim created this mountain chalet to be the perfect family enclave. The modern interiors feature reclaimed barnwood accents with floor-to-ceiling windows showcasing dramatic views of Aspen's ski hills. The gourmet kitchen is a cook's dream with Staub cookware, Viking range, dual ovens and a coal or wood-fired grill. Enjoy a dip in the infinity-edge hot tub from the privacy of the backyard complete with mountain stream running through it. There are three bedroom suites and a bonus loft with its own bathroom. A rare design gem on Red Mountain within minutes of town and all outdoor recreation.

3 Beds ⋅ 5 Baths ⋅ 163229 MLS

World-renowned architect Chad Oppenheim created this mountain chalet to be the perfect family enclave. The modern interiors feature reclaimed barnwood accents with floor-to-ceiling windows showcasing dramatic views of Aspen's ski hills. The gourmet kitchen is a cook's dream with Staub cookware, Viking range, dual ovens and a coal or wood-fired grill. Enjoy a dip in the infinity-edge hot tub from the privacy of the backyard complete with mountain stream running through it. There are three bedroom suites and a bonus loft with its own bathroom. A rare design gem on Red Mountain within minutes of town and all outdoor recreation.

178 Bennett Bench, Aspen

How much is your home worth?

How much is your home worth?

TBE Real Estate Team

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