Refine Search
Sort by
$24,500,000
5 Beds 4 Baths 183728 MLS
Perched on one of the most optimal locations above Willoughby Way on Red Mountain, a short walk to the Rio Grande Trail and the Roaring Fork River, this coveted property offers the most spectacular, panoramic views of Aspen. Indulge in the comforts of this exceptionally designed home that features two kitchens, hot tub with the money view, multiple living areas with fireplaces, gym, heated patios, and air conditioning throughout. The primary suite encapsulates the very definition of luxury with a generous soaking tub, steam shower, heated floors, and a seating area with gas fireplace. With the purchase of two County TDRs, this property stands as the perfect blank slate to design and build or expand up to 8,100 square feet*. *Disclaimer: Square footage must be verified by a land planner. Please review Forum Phi Zoning Analysis in documents

59 Herron Hollow Road, Aspen

$120,000
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

$58,000
5 Beds 5 Baths 181403 MLS
This contemporary architectural home has been meticulously crafted to harmonize with its natural surroundings, while boasting an unwavering commitment to quality and artistry. Nestled into the mountainside, it offers breathtaking vistas and a seamless integration of indoor and outdoor living spaces. The Living Room, Dining Room, and European Kitchen open up to sweeping mountain views and a warm wood-burning fireplace. Every room is elegantly furnished with designer pieces, characterized by their minimalistic design and soothing neutral tones. This residence features four bedrooms plus a fifth bedroom/flex room with Murphy bed, as well as a mudroom, a laundry room equipped with two washers and two dryers, a convenient powder room, a concealed pantry, and a spacious two-car garage.

580 Medicine Bow Road, Aspen

$75,000
5 Beds 7 Baths 179871 MLS
Escape to a beautiful home in serene West Aspen, offering views of Aspen Highlands. This well-designed home features an open main level with a chef's kitchen, dining area, living space, and a covered outdoor deck all perfect for gatherings. With five gracious bedroom suites, including an upper-level primary suite with an office, and a main-level secondary suite, comfort and privacy are assured. Additional en-suite bedrooms, guest quarters, and a flexible room for kids provide versatile accommodations. Close to bike paths, hiking trails, cross-country skiing, and steps away from the RFTA shuttle for easy access to all 4 ski areas and downtown Aspen. Floor-to-ceiling windows, steam shower, outdoor hot tub, fire pit, and beautiful wood and stone accents. Experience Aspen at its finest.on the ground floor, and guest quarters with a separate entrance and a convenient kitchenette. For your entertainment and relaxation, a second living room awaits, providing ample space to unwind. Complete with a game table, access to the hot tub and fire pit, and a flexible room downstairs perfect for children to enjoy their own play area, this home offers endless possibilities for enjoyment and recreation. Situated adjacent to the prestigious Aspen Golf Club and in close proximity to bike paths, hiking trails, and cross-country skiing, this residence ensures easy access to outdoor activities and adventure. Furthermore, it is only steps away from the free RFTA shuttle, providing convenient transportation to all four ski areas and downtown Aspen. Indulge in the natural beauty that surrounds you as the floor-to-ceiling windows showcase the majestic landscape. The exquisite river rock showers, complemented by the stunning wood and stone accents throughout the home, add a touch of elegance and charm. Discover the epitome of luxury living in this captivating Aspen retreat, where every detail has been meticulously crafted to provide an extraordinary experience for discerning guests. on the ground floor, and guest quarters with a separate entrance and a convenient kitchenette. For your entertainment and relaxation, a second living room awaits, providing ample space to unwind. Complete with a game table, access to the hot tub and fire pit, and a flexible room downstairs perfect for children to enjoy their own play area, this home offers endless possibilities for enjoyment and recreation. Situated adjacent to the prestigious Aspen Golf Club and in close proximity to bike paths, hiking trails, and cross-country skiing, this residence ensures easy access to outdoor activities and adventure. Furthermore, it is only steps away from the free RFTA shuttle, providing convenient transportation to all four ski areas and downtown Aspen. Indulge in the natural beauty that surrounds you as the floor-to-ceiling windows showcase the majestic landscape. The exquisite river rock showers, complemented by the stunning wood and stone accents throughout the home, add a touch of elegance and charm. Discover the epitome of luxury living in this captivating Aspen retreat, where every detail has been meticulously crafted to provide an extraordinary experience for discerning guests.

1575 Silver King Drive, Aspen

$100,000
5 Beds 7 Baths 179686 MLS
This inviting and comfortable home is a Colorado classic that exudes warmth and tranquility; the perfect home for gathering and creating lasting memories with family & friends. Privacy, large flat lawns, beautiful gardens & outdoor decks/patios surrounded by towering spruce & cottonwood trees create the quintessential ''camp'' setting for long summer evening BBQ's. When you're not on the slopes, snowy winter days can be enjoyed while soaking in the private outdoor hot-tub, curled up with a good book or playing games in front of the massive stone fireplace. The location seems a world away but is only a 5-min walk or bike ride to downtown & other loved attractions such as Rio Grande Park, Aspen Theater on The Park, the John Denver sanctuary and Herron Park. Available seasonally &, monthly Available seasonally, monthly or for school year (till +/-June 15, 2024). $50,000/month + utilities for 10-month school year rental; and $100,000 for Holiday month (12/1/23 - 1/1/24); and $85,000/winter (non-holiday) month.

730 Bay Street, Aspen

$175,000
5 Beds 4 Baths 178817 MLS
Brand new renovation on Willoughby Way. This property is located on over an acre with stunning views of the surrounding mountains. Originally designed by Robin Molny, this unique home has been completely reimagined in an organic, soft-modern-style. Featuring five bedrooms plus an office, top-of-the-line custom kitchen, home gym and multiple living areas for entertaining. Decorated with high end finishes and designer furnishings, including plaster walls, white oak flooring, custom cabinetry, shearling furniture, textured fabrics and vintage antiques. Easy indoor/outdoor living with beautiful stone patios, spa pool & fire pit. A home of this quality and location is rarely available on the Aspen rental market.

763 Willoughby Way, Aspen

$85,000
5 Beds 5 Baths 178308 MLS
West End south facing corner lot home, with great views, available for long term rental. Close to the Aspen Institute, and walking distance to town. West End shuttle is 1 block away. There are 3 en suite bedrooms, with an additional lower level bedroom with lower level bathroom. A fifth main floor en suite bedroom could be configured if necessary. Main Living area features living, dining, kitchen, powder room and the en suite main bedroom. A large south facing deck off of the living room features Aspen and Shadow Mtn. views. Top level has A/C. There are 2 gas fireplaces, one in the living room and 1 in the main upstairs bedroom. A two car attached garage, and laundry room are also featured. Discount offered for multi-month term.

307 N Sixth Street, Aspen

$110,000
5 Beds 7 Baths 177396 MLS
This updated Chateau is truly a work of art. Sleek interior finishes complimented with an extraordinary contemporary art collection and open views of Highlands Mountain make this home an easy decision for your next Aspen vacation. The 5,075 square feet offers five generous bedrooms, a media room with poker table, bar and wine room and large great room with an open layout including dining room and kitchen. A/C on main level and Master Suite. Beautiful BBQ and flat lawn area abutting Aspen Golf Course (summer) and Aspen Nordic Trails (winter). Walking distance to public transportation on the corner of Alta Vista and Cemetery Lane (0:13 & 0:43). Once you stay in this Aspen home, you will never want to leave! STRC 083580

857 Bonita Drive, Aspen

$55,000
5 Beds 6 Baths 127594 MLS
Set just five minutes from Aspen's world-class skiing, hiking, biking and river-rafting, 1232 Mountain View Drive, Unit B offers an ideal blend of convenience and comfort. This spacious townhome features 5 bedrooms, 5.5 bathrooms, and 4,164 sq ft of living space — designed for families or groups looking for both together-time and personal space. Inside, you'll find generous rooms and thoughtful living areas: the main living room opens easily to an outdoor patio and barbeque zone, while an outdoor hot tub and water feature provide a relaxing retreat after a day in the mountains. Located on a landscaped cul-de-sac with a 0.4-acre lot and built in 2008, this home offers a clear sense of privacy and space while remaining just minutes from town. Ideal for extended stays, high-end seasonal rentals, or executive retreats, this Aspen residence balances upscale amenities with a location that connects you directly to the very best of the mountain lifestyle. STR Permit : 083902

1232 Mountain View Drive Unit #B, Aspen

$70,000
5 Beds 7 Baths 168750 MLS
Located at the base of Aspen Highlands ski area and in the heart of Highlands Village, this is the former ''model townhome'' from the original developer. The welcoming open floor plan features 5 bedrooms, 6.5 baths, 6,462 square feet, soaring ceilings, large windows that frame the mountain views, upper level primary suite, recreation room with wet bar, hardwood floors, granite counters, custom cabinetry, chef 's kitchen, multiple fireplaces, private hot tub and elevator, abundant storage, and an oversized two car garage. Enjoy the Elkhorn Lodge amenities of the adjacent Ritz-Carlton Club, which include an outdoor pool, gym, and complimentary taxi service to downtown Aspen and the airport. Walk to dining, shopping, galleries, and skiing just outside the door!

64 Prospector Road Unit #Unit 7, Aspen

$200,000
5 Beds 8 Baths 167298 MLS
This magnificent and timeless Mountain home is situated on a prime corner lot in the heart of the Aspen Core. Only 2 blocks to the Silver Queen Gondola and walking distance to all of the best restaurants, shops & parks. Watch the fireworks on Aspen Mt from the privacy of your living room or step outside and enjoy the panoramic views of Aspen Mountain, Mt Sopris, Smuggler and Red Mountain from one of the many outdoor decks or patios. The home also features oversized ceilings and large closets throughout, a Poker table, wet bar, wine cellar, gym equipment, 3 steam showers, 2 jacuzzi tubs, yard and an outdoor hot tub. It is truly the perfect house for a relaxing mountain vacation or entertaining year-round! STR Permit # 068740

900 Waters Avenue, Aspen

$40,000
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
5 Beds 6 Baths 174842 MLS
This exceptional private mountain-top estate has gorgeous views of the Snowmass Mountain range. The property is part of Pioneer Springs Ranch and boasts over 35 acres of land, with a heated pool and ample outdoor patio space. This home includes a spacious and newly remodeled kitchen, dining room made for entertaining, and all five bedrooms have en-suite bathrooms. A library, an office, and a secondary living room offers generous space for all your guests. 3 car garage and barn allow for plenty of parking and storage. A 15-minute drive to downtown Aspen for shopping and fine dining, an 8-minute drive to Aspen Snowmass ski-mountain and a short drive to hiking, fishing, biking and all this mountain town has to offer. Now available for Short Term Holiday Rental.

650 Pioneer Springs Ranch Road, Aspen

$200,000
5 Beds 7 Baths 173831 MLS
This newly remodeled, down‑to‑the‑studs single‑family home in Aspen's Downtown Core is the epitome of luxury, offering incredible indoor‑outdoor living with unobstructed views of Aspen Mountain. Designed for both comfort and entertaining, it features a spacious clerestory great room, a dedicated office, a gourmet kitchen, and a media room with a king pull‑out sofa, while the rooftop deck is perfect for hosting with breathtaking mountain vistas. Four en‑suite bedrooms provide ultimate privacy, and the lower‑level media room includes its own full bath and private entrance. After a day on the slopes, unwind in your private sauna before enjoying the rooftop views. An elevator services all levels, and thoughtful amenities—air conditioning, a fenced‑in yard, an extended one‑car garage, and three snow‑melted parking spaces—make this an unparalleled Aspen retreat. STR # 095810

624 E Hopkins Avenue, Aspen

$100,000
5 Beds 6 Baths 172236 MLS
Beautiful West End home meticulously crafted by local developer to pay homage to Aspen's historic heritage, with amenities and details for today. Nestled into 3rd and West Bleeker Street, this property is located in the heart of Aspen's favorite neighborhood - close enough to all of your favorite shops and restaurants while maintaining the charming peace of the West End. Incorporating fine millwork and exquisite finishes throughout, the house was designed with privacy in mind thoughtfully placing windows and skylights to invite abundant natural light. Built in 2008 with a gourmet kitchen, two living rooms, five bedrooms (plus a media bunk room), six bathrooms, and 5,135 sq ft of livable space. There is room for everyone and all of your favorite activities! Tenant will not have access to the elevator. STR 085028 Housekeeping $57/hour/housekeeper

330 W Bleeker Street, Aspen

$100,000
5 Beds 8 Baths 171798 MLS
This incredible 5 bedroom/8 bathroom home is the perfect summer retreat for your family. Just across the bridge from the Aspen Core, with easy access to the bike path that will have you in town in minutes! Enjoy the beautiful views of the mountains from the large picture windows and the spacious patios. Ample yard space, a water feature, and a jacuzzi make for spectacular outdoor entertaining and living. The well appointed kitchen is ideal for a large family, or private chef catering a dinner. The primary is upstairs on the main level. The remaining 5 bedrooms are on the garden level. The guest master has French doors that open out to the garden. The basement has a large media room, a separate game room and a gym. Enjoy the quiet of the mountains while still maintaining proximity to town

561 Meadowood Drive, Aspen

$65,000
5 Beds 7 Baths 170287 MLS
A Spectacular contemporary home, located above Maroon Creek in the Pyramid View Sub-Division on private Southwest facing lot. This luxurious private home features four bedrooms, five full and two half baths, a media room, great outdoor entertainment space with infinity hot tub, custom BBQ, and dramatic views of the Maroon Creek Valley. Except for the media room, the homes lives entirely on two levels. The master suite sits alone on the top floor with a private deck with southwest facing views to the buttermilk ski mtn. The entry level has the living kitchen and dining area, office (which could be used for a fifth bedroom), and three guest bedrooms all en-suite. The home is convenient to Aspen and Snowmass via the bike trail, or bus system.About a 5-minute drive to Aspen and 10-minute drive to Snowmass. About a 5-minute drive to Aspen and 10-minute drive to Snowmass.

59 Maroon Drive, Aspen

$75,000
5 Beds 7 Baths 166314 MLS
Modern 5-bedroom residence offering privacy and convenience. The main level living area includes a dining room, gourmet kitchen, and master bedroom with floor to ceiling windows and sliding glass doors. The living area opens to an outdoor entertaining space with mature landscaping, built-in grill, and hot tub. Dining room and gourmet kitchen boast designer light fixtures, Wolf appliances, and provide casual seating for up to 10, with a private patio off the kitchen. Master Suite offers a fireplace, sitting area, views of Aspen Mountain, his and hers vanities, jacuzzi tub, and walk-in closet. Lower level includes a family room with fireplace, bar, 3 bedrooms, and 3.5 bathrooms. The upper level hosts the fifth bedroom with a private deck. Winter rate is $65k, Summer rate is $80k

138 W Lupine Drive, Aspen

$90,000
5 Beds 6 Baths 161703 MLS
Enjoy the private alpine setting of Aspen Highlands, along with the pool, spa, and fitness center of the Ritz-Carlton Club! Ski-in access is via Lower Stein Run or Exhibition Lane. The primary bedroom and two additional en suite guest bedrooms on the second floor, guest bedroom on the first floor overlooking Maroon Creek, and a lower level entertaining space and bunk room provide luxury accommodation for up to 12 guests. Three terraces with views of Maroon Creek or Aspen Highlands, exposed timber trusses, state-of-the-art kitchen appliances, a limestone fireplace, and a welcoming Great Room make for the perfect mountain getaway. Mountain Taxi service is available to the airport and in and out of Aspen. STR 082954

235 Exhibition Lane, Aspen

$80,000
5 Beds 7 Baths 159275 MLS
Perfection! Luxury, high end home in the exclusive west end of Aspen. This location is very convenient to all shops and restaurants in town and just 3 blocks from the famous Aspen music tent! Bring a blanket/picnic to listen to the music every Sunday evening during the summer months! The home has 5 bedrooms and 6 1/2 bathrooms. There is a media room with a large projector movie screen. The home is spacious and modern in all appliances. There is central air conditioning, a gas fireplace, roof deck to sunbathe, large outdoor yard with seating, large kitchen with beautiful banquet and much more. There are 4 washer/dryers, flat screen TV's in all bedrooms, and a pool table in the home. One of the most stunningly beautiful Aspen homes! STRC 094558

716 W Francis Street, Aspen

board logo

© Copyright 2026 by Aspen/Glenwood Springs MLS, Inc. ALL RIGHTS RESERVED WORLDWIDE. No part of this publication may be reproduced, adapted, translated, stored in a retrieval system or transmitted in any form or by any means, electronic, mechanical, photocopying, recording, or otherwise, without the prior written consent of the Aspen/Glenwood Springs MLS, Inc. Aspen/Glenwood Springs MLS, Inc. data last updated on .