Whether indoors or outdoors, a swimming pool is one of the most requested features of a luxury home—particularly with the booming post-pandemic interest in wellness. It not only offers the opportunity to keep fit and relax, but is an ideal focal point for entertaining and socializing.

Panoramic Views from the Continental Divide to Basalt Mountain

108 Trentaz Drive, Aspen

Nearly seven and a half acres provide tranquil privacy and ample space, surrounded by nature. The charming main house, which spans nearly 5,000 sq. ft., features five bedrooms, a one-car attached garage, a two-car detached garage, and a separate two-bedroom guest house. The main level boasts a spacious primary suite with vaulted ceilings, a large walk-in closet, and an oversized soaking tub and shower. Upstairs are three additional bedrooms and an office/fifth bedroom with a private patio overlooking the swimming pool—offering some of the best views in McLain Flats. The open-concept great room, with its soaring ceilings and floor-to-ceiling windows, connects the dining area, family room, and living room, all with walk-out access to a south-facing patio. A wood-burning moss rock fireplace adds warmth and charm. Adjacent to the kitchen, the cozy hearth room/study boasts stunning views of the Roaring Fork and Brush Creek Valleys. The 648 sq. ft. basement includes a sauna, full bath, storage, and front deck access. With a rare in-ground swimming pool—a feature increasingly hard to create in Pitkin County—this home is ideal for summer entertaining. An expansive deck is perfect for hosting friends, while the 850 sq. ft. guest house with a carport provides comfortable accommodations year-round.

Offered at $9,600,000.

Listed by Chris Klug

A Midsummer’s Night Dream Retreat

975 S Starwood is a beautifully appointed home exceeding 5000 square feet, situated on 2.7 acres of flat land with expansive views of the Elk Mountain Range. This 5-bedroom, 6-bathroom home in the exclusive Starwood gated community is the ultimate family retreat, offering a flat yard ideal for play and activities, along with a swimming pool and hot tub. Over 900 square feet of outdoor deck space is perfect for summer dining and entertaining. Downstairs, an entertainment and game room awaits, complete with ping pong and foosball tables, and lift slide doors that open directly onto the yard, where the pool and hot tub are located. The fifth bedroom can also serve as an office, providing flexibility for your needs. Additionally, a three-car garage offers ample space for storing vehicles and all your gear. 

Available as a Short-Term Luxury Rental.

Listed by Matt Ross

Contemporary Residence Blends Luxurious Mountain Living

62 Bennett Court, Aspen

Set against picturesque mountain views, the property features a refined blend of rustic charm and modern elegance—barnwood accents, wide-plank oak floors, and soaring ceilings harmonize with expansive picture windows and sleek architectural lines. Ideal for entertaining or relaxing in style, the outdoor living area includes a custom-built pool with an integrated spa/hot tub and a gentle beach-style entry, all tucked into a serene, private backyard. Inside, the floor plan offers flexibility with two primary suites—one on the upper level and one with direct access to the pool deck—plus three additional king-size guest suites. Tech-forward amenities include a full Savant smart home system, central A/C, radiant heat floors, a snowmelt driveway, and an elevator. The lower level is designed for both work and play, featuring a private office and a state-of-the-art media/game room complete with a golf simulator. Whether you’re looking for a quiet mountain retreat or an entertainer’s dream just minutes from Aspen’s core, this Red Mountain gem offers it all.

Offered at $25,000,000.

Listed by The McLendon Team

Aspen Masterpiece

1011 Ute Avenue redefines the notion of a luxurious Aspen residence. With ski access and the central core of Aspen just steps away, this residence seamlessly blends location and leisure. Its amenities guarantee an unmatched experience. Your dream home, characterized by magnificent views, is not just a property; it’s an oasis in the heart of Aspen. Enjoy three clay tennis courts, a movie theater, bowling alley, two elevators, indoor pool, spa and easy access to the Silver Queen Gondola. All of these amenities make this a truly one-of-a-kind property. 

Offered at $79,000,000.

Listed by Mandy Welgos

Infinity Pool Living Above Aspen

This exceptional contemporary residence is a true masterpiece, offering the pinnacle of sophistication and luxury in Aspen. With breathtaking panoramic views of downtown Aspen, Aspen Highlands, and Buttermilk ski areas, the home seamlessly blends modern design with natural beauty. The state-of-the-art gourmet kitchen, paired with exquisite living and dining spaces, creates an atmosphere of refined elegance perfect for both intimate gatherings and grand entertaining. The main floor features a serene primary suite that serves as a private sanctuary, while the lower level is home to four luxurious ensuite bedrooms, each with access to the expansive patio, infinity pool, and hot tub. This property offers unmatched privacy yet is just minutes from the vibrant heart of Aspen, providing the perfect balance of seclusion and convenience to world-class skiing, dining, and entertainment.

Available for Short-Term Luxury Rental.

Listed by The Team

Merry Go Ranch

1650 McLain Flats Road, Aspen

Spanning over 30,000 sq. ft. of total improvements, this iconic property offers a lifestyle of limitless possibilities. The centerpiece of the estate is an extraordinary 15,943 sq. ft. indoor athletic facility, complete with a regulation basketball court, professional tennis court, racquetball court, indoor swimming pool, game and lounge room, massage room, steam room, indoor running track, and a fully equipped professional-grade gym. Equestrian enthusiasts will appreciate the 5,428 sq. ft., eight-stall indoor barn, paddocks, and expansive pasture ideal for riding, polo, or simply enjoying the tranquil surroundings. Nearby trails add even more options for outdoor adventure. Situated just moments from Aspen, this private family retreat boasts unobstructed panoramic views stretching from Aspen to Snowmass.

Offered at $44,500,000.

Listed by Soffia Wardy

Make a Splash This Season

Dive into luxury living with properties that feature stunning indoor and outdoor pools—perfect for summer relaxation or year-round enjoyment.

Search for Available Homes with Pools Search for Available Rentals with Pools

Chic, Secluded, and Steps from Downtown Aspen

Enter this sprawling, seven-bedroom, 11,000-square-foot estate through a grand entrance with vaulted ceilings and exposed wood beams. The expansive main living room offers multiple seating areas and a long banquet table for formal dining. Immerse yourself in nature on 1.3 acres with peaceful waterfalls, ponds, manicured lawns and entertaining patios, all with an eye toward Aspen Mountain. Glass doors on the detached pool house open to a private outdoor oasis. Take a dip in the full-sized indoor pool, relax in the sauna or enjoy either the indoor or outdoor hot tubs. Back inside the main house, head past the home office into the chef’s kitchen with Wolf range, Subzero refrigerators, and charming breakfast nook. With dual primary suites on the main level, and five more bedroom suites upstairs divided between the east and west wings, the home is offered for parties up to twelve. While only minutes to the shops and restaurants of downtown Aspen, Villa Noelle offers endless entertainment with a top-of-the-line gym, home theater, and gentleman’s-style game room with a bar, billiards table, foosball and poker table. This beautifully crafted, newly remodeled chalet represents the apex of luxury homes offered in Aspen.

Available for Short-Term and Long-Term Luxury Rental.

Listed by The McLendon Team


We have the strongest collection of exclusive properties and luxury vacation rentals in the Roaring Fork Valley. Whether you’re looking to move in, move on, or find the perfect rental for your next mountain getaway, we’ve got you covered. Explore more of our incredible listings and rentals in Aspen and beyond.

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