luxury houses with pool for sale Pitkin County, United States

On one of the most coveted lots in Five Trees, this extraordinary mountain contemporary estate spans a full acre with commanding views over the Aspen valley. Perfectly positioned on the sunny side of Shadow Mountain, the residence captures extended sunsets and sweeping southwest views towards Aspen Highlands, the Willow Basin, Buttermilk, Basalt Mountain, and Red Mountain. Designed by Studio B Architects, the 7,378-square-foot main residence is a masterclass in seamless indoor-outdoor living. A dramatic floor-to-ceiling glass great room connects the gourmet kitchen to a vaulted living space, all framed by panoramic mountain views. The thoughtfully designed mid-level is anchored by a private primary suite, where floor-to-ceiling sliding glass walls open directly to the mountain views. An executive office and library also enjoy walk-out access to greenspace, while the primary suite and four additional walk-out guest suites are all thoughtfully positioned on this level. Accessible by both elevator and a gracious staircase, the layout creates an exceptionally functional floor plan, offering seamless indoor-outdoor living for family and guests. Outdoor living is equally spectacular, with a 750-square-foot heated terrace, lap pool, hot tub, and a beautifully appointed 628-square-foot guest house, all oriented west to capture Aspen's unforgettable sunsets. The lower level is designed for both entertaining and wellness, featuring a state-of-the-art theater, custom bar, a 1,300-bottle wine cellar with dedicated tasting room, and a fully outfitted fitness center. With ski-in/ski-out access to the private Aspen Highlands lift, exceptional architecture, and every luxury amenity integrated throughout, this is one of Aspen's premier mountain estates, where timeless design, privacy, and recreation come together in an extraordinary setting.

Exclusive Sanctuary located in the prestigious Starwood community, just three miles from downtown Aspen, this 12,172-square-foot residence is nestled within Aspen's premier gated subdivision, with panoramic Elk Mountain views, 24/7 gate security, private tennis courts, groomed Nordic trails, horse pastures, and 70+ acres of protected meadows and hiking paths. Fully remodeled in 2016 by one of Aspen's trusted contractors, the lodge-inspired home evokes a sort of timeless grandeur with dramatic handcrafted timber trusses and beams, stone fireplaces, wide-plank wood floors, and beautiful stonework throughout. The main level unfolds across four principal areas. The living room centers on a grand fireplace befitting a mountain estate, accompanied by a bar and wine cellar. From there, step down to the alluring indoor pool, which extends beneath the grand staircase toward the primary suite and a spa-like steam room. At the far end from the entrance, a sumptuous sitting area leads to the breakfast table and well-appointed kitchen, wrapping around to the formal dining room. Step out to the covered outdoor living area with a double-sided fireplace, open-air bar and kitchen, and additional seating beyond - perfect for large parties, yet cozy enough for everyday enjoyment. Past the fireplace, the patio opens onto cascading ponds, a lounge area, and a hot tub. Just off of the upper water feature sits the primary bedroom with fireplace, vaulted ceilings, a writing desk with inspiring views, and a private terrace. Not to be overlooked is the glamorous primary bathroom with multiple vanities, a spacious steam shower, an opulent soaking tub, and a walk-in closet. Five guest rooms are dispersed throughout the residence, each with a generous en-suite bath: one on the upper level near the office loft with stunning mountain views, one on the main level connecting to the wraparound patio, and three on the lower level, one with its own kitchenette. Three powder rooms serve the home -- two on the main level, one near the garage entrance. The lower level holds a third living area with another cozy fireplace and full bar, plus an elegant theatre for nights in. A glass elevator serves all three levels, and an attached heated three-car garage completes the home. A rare offering of privacy, scale, and mountain setting just minutes from Aspen's core.

A true standout at Wood Run Place, this four bedroom, five-bath ski-in/ski-out residence lives like a private mountain home, only with all the perks of a luxury resort in Snowmass Village. Fully turnkey and ready for instant fun, it blends timeless alpine charm with a refined sense of luxury. Thoughtfully remodeled for comfort and easy living, the home features four en-suite bedrooms, a cozy loft (bonus sleeping area or second living area), and a fifth full bath. Plenty of room for friends, family, and après-ski lounging, this property is meant to entertain and host. Rich hardwood floors run throughout, anchored by a dramatic dual-sided wood-burning fireplace that sets the scene for winter nights. The gourmet kitchen flows effortlessly into the living and dining spaces, and multiple living areas mean everyone can spread out, or come together, after a perfect day on the slopes. Outside, the wow factor continues with sweeping mountain views, easy slope access via the ski-locker room, and a private two-car carport. And when it comes to amenities, Wood Run Place delivers: a fitness center, brand-new upgraded pool and hot tub with locker rooms complete with saunas and steam plus a private shuttle, bell staff, and an on-site rental program that makes ownership refreshingly easy. Whether you are looking for a lock-and-leave or settle in for the mountain season, this townhome is effortless and exceptionally fun!

Set on approximately 6.5 naturally private acres within Starwood, Aspen’s only gated community with 24-hour security and its own on-site fire station, 401 Carroll Drive stands as one of the most significant newly constructed estates delivered in Aspen in recent years. Completed in 2026 after more than five years of meticulous design, permitting, and construction, the property offers exceptional privacy, security, and sweeping 180-degree views of the Elk Mountains and all four Aspen Snowmass ski areas. Encompassing over 15,000 square feet, the residence combines scale, acreage, and an amenity-rich program that cannot be replicated under current Pitkin County land-use regulations and energy codes, making it an exceptionally rare opportunity in Aspen’s tightly constrained market. 401 Carroll offers more than an extraordinary Aspen lifestyle; it represents a strategic store of value in a low–property tax state, at a time when many ultra-high-net-worth individuals are reevaluating high-tax environments such as New York and California. Envisioned by award-winning developer Whitecap Designs and brought to life by award-winning architect KA DesignWorks, with interiors by Studio 133 and construction by Janckila Construction, this home seamlessly blends architectural clarity with modern livability. Expansive walls of glass frame the surrounding mountains, while fluid indoor-outdoor spaces create an ideal setting for both intimate retreats and largescale entertaining. At the heart of the home lies a resort-caliber wellness sanctuary, showcasing a heated swimming pool with integrated spa, fully equipped fitness gym, steam room, infrared sauna, cold plunge, and a dedicated massage room. Complementary lifestyle amenities include a private theater, wine room, executive office, cabana lounge, and expansive outdoor living areas, all enhanced by nearly 4,500 square feet of snowmelt systems for effortless, year-round access. The estate includes seven en-suite bedrooms, highlighted by a primary suite designed as a private sanctuary with unobstructed views and direct access to the terrace. A separate two-bedroom Caretaker Dwelling Unit (CDU) offers flexibility for guests or staff. Engineered for both immediate enjoyment and long-term resilience, the home features solar generation, battery backup, and advanced infrastructure systems. Finished, furnished, and ready for immediate occupancy with a Certificate of Occupancy in hand, 401 Carroll Drive offers a rare combination of acreage, security, privacy, views, and resort-caliber amenities within Aspen’s most exclusive gated enclave. Recently featured in Robb Report, The Resident, and multiple international outlets, this estate is widely recognized as one of Aspen’s most significant new residential offerings.

1/12 interest in a luxury 3 bedroom condominium right at the base of the Aspen Highlands Ski Area. Residence 8209 is in the Elk Horn Lodge and features excellent views looking down the village and an oversized balcony with view of the lift. Summer Interest 9 gets you 2 summer weeks 1 winter week + one float week each year. Great dates upcoming! February 14-21 and July 18-August 1, 2026. February 20-27 and July 31 - August 14, 2027. All the fabulous Ritz services and amenities. Trading privileges to the Ritz clubs in St. Thomas, Vail, Lake Tahoe, and San Francisco. Affiliations with Marriott and Third Home give you a world of vacation opportunities. *Photos are stock photos, not actual unit.

Enjoy effortless mountain living through fractional ownership at the prestigious Timbers Club, with ski-in/ski-out access just steps from the Assay Hill lift. This is a rare opportunity to experience the Aspen/Snowmass lifestyle in a beautifully appointed three-bedroom residence, with access to five-star amenities including a members' lounge, fitness center, slopeside outdoor pool and spa, storage locker, daily housekeeping, concierge services, ski valet services, and transportation to Aspen and throughout Snowmass. This fractional ownership offers 6-8 weeks of usage annually, providing a truly carefree ownership experience with all the benefits of a luxury mountain retreat and none of the responsibilities of full-time ownership. Sellers are in Group B. Current reserved weeks include September 19, 2026, through October 3, 2026, an ideal time to enjoy golden fall colors, crisp mountain air, and world-class recreation, including hiking and biking, before the winter season arrives. Photos shown are representative of Timbers Club interiors and do not correspond to any specific residence.

Winter fractional interest at Ritz Carlton Club in Aspen Highlands, right at the base of some of the best skiing in North America! Unit 8404 is a desirable top floor, 2 bedroom unit with views of the Courtyard. With Interest #1, you receive 2 consecutive winter weeks, a summer week, and a float week every year. Upcoming dates are: April 6 - 20, 2024, May 25 - June 1, 2024, December 7 - December 21, 2024, and June 7- June 14, 2025. Christmas week in 2025: December 13 - December 27. Enjoy exchange privileges with other Ritz Carlton Residence Clubs and partnerships with other vacation clubs and affiliations like 3rd Home and Marriott.

1/12 interest in a luxury condominium right at the base of Aspen Highlands ski area. Residence 8216 is a 3 bedroom 3 and 1/2 bath unit with windows on three sides and a balcony in the Elk Horn Lodge. Summer interest #8 gets you 2 consecutive summer weeks, one ski week, and one float week each year. Interest 8 is in the sweet spot of the rotation, January 24-31(seller to use this week) and June 27-July 11, 2026. January 30-February 6, and July 10-24, 2027. All the fabulous Ritz services & amenities including spa, pool, restaurant, concierge, shuttle & twice a day maid service. Trading privileges with Ritz Carlton Clubs in St. Thomas, Vail, Lake Tahoe & San Francisco. Affiliations with 3rd Home & Marriott give you a world of vacation opportunities. Photos are stocks photos, not actual unit.

1/12 interest in a top floor 2 bedroom luxury condominium in the Elk Horn Lodge, right at the base of Aspen Highlands ski area. Winter Interest #6 gets you two ski weeks, one summer week, and one float week each year. You get March 22 - April 5 (Spring Skiing) and September 20-27, 2025 (Fall colors!). All the fabulous Ritz services and amenities including spa, pool, concierge, restaurant, shuttle. Trading privileges to other Ritz Residence Clubs in St. Thomas, Vail, Lake Tahoe and San Francisco. Affiliations with Marriott and 3rd Home give you a world of vacation opportunities. Photos are stock photos, not actual unit

Discover your dream retreat in this exceptional 5-bedroom, 5-bathroom mountain chic residence, ideally located just minutes from downtown Aspen. This elegant estate offers stunning views and a blend of luxury and comfort. The spacious primary suite features a cozy fireplace, custom closet, dressing room, and private deck, making it a perfect sanctuary. You'll find three beautifully designed bedrooms on the main floor, each with an en suite bathroom. An additional private suite awaits on the lower level, ideal for guests or family. The home is perfect for both relaxation and entertainment, boasting a state-of-the-art gym and a large theatre room. Step outside to enjoy a spectacular outdoor pool and living areas that showcase the breathtaking beauty of Colorado. This unique home is not just a place to live; it's a lifestyle.

Located in a quiet corner of the Seasons 4 complex, this updated 3-bedroom, 3-bathroom condo is conveniently located in the heart of Snowmass with easy access to shopping, designated parking and directly on the TOSV bus shuttle. As one of the larger units in the complex, there's plenty of space for family and friends. This is a rare opportunity to own a 2 bedroom plus loft for well under $2M in SMV. Sitting directly across from the slopes, access to some of the best skiing in North America doesn't get more convenient. After a day on the mountain, enjoy the association's on-site clubhouse with a hot tub, sauna, and seasonal pool. This remodeled condo makes this an ideal lock-and-leave second home or turn-key rental investment.

Great price for a top floor two bedroom in the Elk Horn lodge! 1/12 interest in a luxury condominium right at the base of Aspen Highlands ski area. Residence 8404 Winter Interest 5 gets you two consecutive ski weeks, one summer week and one float week each year. March 1-15 and August 30 - September 6, 2025. March 14-28 and September 12-19, 2026. All the fabulous Ritz services and amenities including spa, pool, concierge, restaurant, shuttle. Trading privileges to other Ritz Residence Clubs in St. Thomas, Vail, Lake Tahoe and San Francisco. Affiliations with Marriott and Third Home give you a world of vacation opportunities! *Photos are stock photos, not actual unit

1/12 interest in a luxury condominium right at the base of Aspen Highlands ski area. Residence 8216 is a 3 bedroom 3 and 1/2 bath unit with windows on three sides and a balcony in the Elk Horn Lodge. Winter Interest #2 gets you 2 consecutive ski weeks, one summer week, and one float week each year. For 2026, seller has traded July 11-18 to Third Home. The 2026 float week is confirmed for November 21-28. For 2027, the assigned weeks are January 16-30. The week of February 13-20 is waitlisted using the float week. Plus excellent summer week July 24-31. All the fabulous Ritz services & amenities including spa, pool, restaurant, concierge, shuttle & twice a day maid service. Trading privileges with Ritz Carlton Clubs in St. Thomas, Vail, Lake Tahoe & San Francisco. Affiliations with 3rd Home & Marriott give you a world of vacation opportunities. *Photos are stock photos, not actual unit. See 'Documents' for map, floor plan, and calendar.

Welcome to Chamonix at Woodrun, where European chalet charm meets premier mountain living. This top-floor, southwest-facing 3-bedroom, 3-bathroom residence offers a serene slopeside setting with stunning alpine views and exceptional ski access to Snowmass Ski Area. The thoughtfully designed two-level floorplan provides both private retreat areas and inviting gathering spaces. The main floor features a large primary suite with a walkout deck, a second guest bedroom, a full-size side-by-side laundry closet, a comfortable living room, a solarium and a dining area that comfortably seats eight, all enjoying views up the Elk Camp ski runs. The second floor features a spacious private ensuite bedroom with beautiful mountain views. Property amenities include an assigned semi-private garage space suitable for year-round vehicle storage (even when in the rental pool), ample owner storage, a slope-side heated pool and hot tub, a ski locker room with an assigned ski locker, a fitness center, a staffed front desk, an arrival center and interior elevators. Perfectly positioned at the confluence of Assay Hill and Funnel Bypass ski trails, the residence offers convenient access to the Elk Camp Gondola midway loading station and all Base Village ski lifts. Enjoy the restaurants, retail and services of Base Village Plaza while maintaining a peaceful distance from the area's hustle and bustle. The property's enduring appeal is evident in its limited availability and devoted ownership community. As the Chamonix has recently embarked on a capital improvements campaign, at the current offering price this property is by far the least expensive ski-in/ski-out three-bedroom condominium on the market in Snowmass and presents an exceptional value opportunity with significant upside potential! *HOA Assessment gross is $54,804.40. Property Management Inducement credit against gross assessment if managed by Frias is $11,746.22. Credit against HOA dues IF managed by Frias whether Rental OR Non-Rental. See listor.