Cherry Hills Village Homes with Two Levels

Welcome to Cherry Hills Village, a picturesque gem nestled in Arapahoe County, Colorado. Known for its stunning landscapes and affluent lifestyle, this exclusive subdivision offers a serene retreat just minutes from the vibrant heart of Denver. With tree-lined streets, expansive properties, and a strong sense of community, Cherry Hills Village is the perfect place to call home.

The architectural charm of Cherry Hills Village is truly captivating, and one of its standout features is the abundance of homes with two levels. These spacious residences provide ample room for families to grow, entertain, and create lasting memories. Imagine waking up to breathtaking views from your master suite or hosting gatherings in your grand living room that flows seamlessly into a beautifully landscaped backyard. The two-level homes in this area often boast high ceilings, open floor plans, and modern amenities, all while maintaining a classic elegance that reflects the community's character.

Residents of Cherry Hills Village enjoy a lifestyle rich in recreational opportunities, with access to parks, golf courses, and scenic trails that invite outdoor adventures. The community is also home to top-rated schools and a variety of shopping and dining options, ensuring that all your needs are just a short drive away.

Whether you’re searching for a family-friendly environment, a peaceful retreat, or a vibrant community, Cherry Hills Village offers it all. Discover the charm of two-level homes in this enchanting subdivision, and experience the perfect blend of luxury and comfort in one of Colorado's most desirable neighborhoods. Your dream home awaits!

Newest Cherry Hills Village Homes with Two Levels

4660 S Franklin St, Cherry Hills Village

$14,500,000

6 Beds ⋅ 12 Baths ⋅ 2744750 MLS

Rarely does a property of this scale and privacy become available in the heart of Old Cherry Hills. Set on more than three gated acres in one of Denver’s most coveted neighborhoods, this extraordinary estate is concealed behind a veil of mature trees. Extensively renovated over the past several years, the property brings together an English country-inspired main residence, attached two-bedroom guest house, detached entertaining pavilion, pool, spa, and remarkable grounds. Inside, timeless character meets elevated modern design. The kitchen is a striking centerpiece with Odyssey dolomite waterfall islands, Aspen Leaf cabinetry, a hand-blown John Pomp fixture, and a generous walk-in pantry. The living room centers on a cast-stone fireplace, while the sunroom opens through accordion doors to the gardens, terraces, and reflection pond. In the distinctive dining room, hand-carved paneling and built-ins from a 15th-century English church create a dramatic juxtaposition against refined modern finishes. The primary suite is a private retreat with balcony, fireside sitting room, dual walk-in closets, and beautifully appointed dual baths featuring marble, terrazzo, and Waterworks fixtures. An approximately 2,000-bottle wine cellar provides another memorable space. Connected to the main residence, the guest house offers its own kitchen, living and dining areas, laundry, and two en-suite bedrooms. Beside the pool, the detached entertaining pavilion is a destination of its own, featuring a living area and bar, plus a concealed retreat with golf simulator and media space. A pool and spa, sport court, koi pond, rose garden, fire pit, terraces, and original barn unfold across the secluded grounds. Four garage spaces, Lutron controls, automated shades, and whole-home water filtration add modern ease. With more than three private acres and a collection of spaces unlike anything else in Cherry Hills Village, this remarkable estate stands as a true crown jewel of Old Cherry Hills.

4660 S Franklin St, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . team@thebehrteam.com,303-903-9535

$4,000,000

3 Beds ⋅ 3 Baths ⋅ 1548867 MLS

Set beneath a canopy of mature trees, 3 Vista Road feels peaceful, private and wonderfully removed from the world around it. Its 2.21 level acres feature expansive lawns, mature landscaping, three apple trees and exceptional privacy, creating a serene setting rarely found this close to the city. The covered brick front patio and expansive back porch extend the living spaces outdoors, offering inviting settings for morning coffee, summer dinners and quiet evenings beneath the trees. Inside, the home is warm, inviting and rich with character. Wood-plank ceilings, exposed beams, hardwood floors and substantial brick fireplaces create a sense of authenticity that cannot be replicated. Large windows keep the landscape present throughout the interiors, allowing the rooms to change with the light and seasons. The kitchen features granite countertops, extensive wood cabinetry, stainless-steel appliances and a farmhouse sink, while the adjoining breakfast area looks into the greenery beyond. The wood-paneled living room is especially memorable, with a beamed ceiling, built-in bookshelves, a brick fireplace and an oversized picture window framing the yard. Gracious family and dining rooms offer wonderful spaces for entertaining, with barn-style doors opening directly to the patio. A main-floor office or non-conforming bedroom with an adjacent full bath provides flexibility for guests or working from home. Upstairs, the primary suite and two additional bedrooms enjoy peaceful views into the surrounding tree canopy. The finished lower-level recreation room is anchored by the home’s third fireplace, with more than 800 additional square feet of storage space. Complete with a hot tub, attached two-car garage and access to nearby bridle paths, this cherished residence has been held by only two owners throughout its history. It presents a rare opportunity to experience acreage, privacy and a deeply special sense of place in the heart of Cherry Hills Village.

3 Vista Rd, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . team@thebehrteam.com,303-903-9535

1 Carriage Brook Rd, Cherry Hills Village

$8,300,000

5 Beds ⋅ 11 Baths ⋅ 3162612 MLS

Set atop a nearly two-acre site with expansive mountain views, this newly constructed Cherry Hills Village estate stands alone. The contemporary retreat unfolds with soaring glass, sculptural stone, natural wood and custom Versace tilework. Bay Calacatta, Bay Dolomite and polished porcelain flooring extend throughout the residence, complemented by Taj Mahal countertops. Sunlight moves across the interiors, framing the grounds and mountain views while maintaining exceptional privacy. With more than 11,250 finished square feet, the residence was designed for every version of life at home. Quiet mornings begin in the serene main-level primary retreat, complete with a wet bar, spa-inspired bath, expansive dressing room and additional closet space for shoes and bags. Afternoons flow between work, wellness, and the outdoors, with a private office, a fitness room, and walls of glass opening onto secluded patios. Evenings take on a different energy as friends gather around the sculptural kitchen, dine beside the architectural wine display or move outside to the covered patio and outdoor kitchen. Unexpected details make the home memorable. A statement aquarium and stone-tiled fireplace anchor the main living space, while a tiered theater beneath a twinkling star ceiling creates a cinematic escape. The walk-out lower level feels like a private sanctuary, bringing together a guest suite with its own kitchen, lounge and game spaces, a flexible studio, salon and additional guest accommodations. The eight-car garage supports an extensive collection and offers room for additional lifts, ideal for the astute car collector. With five bedrooms, multiple spaces for entertaining and retreat, proximity to The Village Club, and access to an adjacent bridle path and riding club, this home offers rare freedom, privacy and personality. Architectural plans illustrate the option for a future pool.

1 Carriage Brook Rd, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . team@thebehrteam.com,303-903-9535

$5,500,000

6 Beds ⋅ 8 Baths ⋅ 7130547 MLS

Occupying a prime position in exclusive Old Cherry Hills, this highly desirable property built by Ed Diamond, resides on an acre of supremely private, treed grounds. Offering an abundance of outdoor areas to enjoy, the home includes an expansive brick paved patio with built-in barbecue, exquisite gardens, sport court and inviting pool. The interior is equally impressive, with extraordinary sunlight luminating the sophisticated floor plan, showcasing exceptional gathering areas combined with comfortable private accommodations. Meticulously appointed with attention to every detail, the residence is highlighted by beautifully scaled rooms, five handsome fireplaces, and gorgeous hardwood floors; plus high ceilings, Plantation shutters, wainscoting and brick accent walls. Formal living and dining rooms flank the entrance foyer, each with a fireplace. The home also benefits from a handsome brick accent wall in the beautifully appointed kitchen, featuring two center islands, range plus double wall ovens, two dishwashers, custom cabinetry, and farmhouse sink. A see-through fireplace connects the kitchen/breakfast to a spacious family room, with multiple doors to the patio area. A handsome beamed study, mud room, laundry and two powder rooms complete the main level. Residing upstairs are five pristine bedrooms including the primary suite, which enjoys a gorgeous fireplace, sitting area, large walk-in closet with additional attic storage, and a spa-like five-piece bath. Entertain effortlessly in the professionally finished lower level, comprised of large rec room with fireplace and bar, exercise room, 6th bedroom en suite (non-conforming) with full bath, studio, three-quarter bath, plus multiple storage and mechanical rooms. Truly one of the finest properties in Cherry Hills Village. **Possession no earlier than 8/10/26**

4660 S Downing St, Cherry Hills Village

Courtesy of Kentwood Real Estate DTC, LLC . ginaandkara@kentwood.com,303-570-2042

$3,900,000

4 Beds ⋅ 7 Baths ⋅ 6989865 MLS

New Pricing Opportunity! Nestled on a beautiful 1.7-acre estate in prestigious Cherry Hills, this Mid-Century home offers 7,000 sq ft of sophisticated living space. Historically this quaint neighborhood housed equestrian properties, and its pastoral and country nature survives. Rolling hills, mature trees, split rail fences, and horses meet the eye from all vantage points. The property feels even larger than it is with open space on two sides. A premier venue for grand entertaining, the residence features exceptional public rooms, a welcoming circle drive, and a roadside perfect for valet parking. The butterfly roof beckons you into a breathtaking foyer featuring the original black flagstone flooring, dramatic beamed ceilings, and floor-to-ceiling windows with views for miles. Enjoy the sunny loft atrium that leads into rooftop deck with mountain(ish) views. Cozy enough for solitude morning coffee, large enough to host the perfect dance party. The grand primary suite features the original stone wall and fireplace, a door to the patio hot tub, and a bath with ample space including an epic closet/dressing room. Three more bedrooms flow from the opposite side of the home, maintaining privacy for the primary. All have en suite full baths, and two adjoin from a “hang out” room. Music room opposite the living room has high ceilings, and a door to the fenced backyard with kids' play area. The interior flows effortlessly into an ultra-private patio oasis crafted for superb outdoor living. For the equestrian, this rare sanctuary features two pristine two-stall barns—one fully equipped with utility connections, and an easy conversion to extra living space, add'l bedrooms, or MIL suite—three secure paddocks, another riding ring, and access to the community’s exclusive bridle path system and High Line Canal. The dirt roads in this enclave are easy on equine hooves-it's quite unique. Ideally situated by Kent Denver, St Mary’s Academy, and CHV Elementary, this is a rare property.

26 Cherry Lane Dr, Cherry Hills Village

Courtesy of Camber Realty, LTD . jennifer@camberrealty.com

$19,850,000

7 Beds ⋅ 12 Baths ⋅ 4970050 MLS

This spectacular home has never before been on the market and is truly something very special. Welcome to 12 Lynn Road – A Spanish Revival inspired home designed by renowned architect, Don Ruggles and interior designer, Mikhail Dantes. Located in Cherry Hills Village - Colorado’s most coveted community with close proximity to the city as well as Cherry Hills Country Club - the most exclusive country club in the western United States. Combining luxury and privacy – your own private paradise! An extraordinary property on over 4 acres and graced with an abundance of towering, mature, 100-year old trees, flower gardens, generous garden boxes, a fruit orchard and thriving vineyard – Tuscany in the heart of the Rocky Mountains. This stunning property has hosted multiple weddings, family gatherings as well as visiting dignitaries from around the world. Gorgeous and serene entertaining spaces throughout including the north courtyard and the living area that opens to the loggia and yard/vineyard for a seamless transition from inside to outside. The architectural grandeur is unmistakable – from the breathtaking groin vaulted great room designed for impressive entertaining to the dramatic two-story library that invites quiet reflection. An indulgent primary suite is a private sanctuary with private access via spiral staircase to the lower level exercise room. A theater room, game room, card/poker room and lounge plus an extraordinary wine cellar and tasting room ensure endless opportunities for enjoyment and relaxation. Don't miss the 200 ft tunnel to the bunk room (bedroom 7).This home is truly a sanctuary with old world charm blended with modern conveniences to make this an exceptional, one of a kind, world class masterpiece. Only minutes to the Denver Tech Center, Cherry Creek and downtown Denver, the location of this home is superb. A rare opportunity to own a legacy estate that’s as inviting as it is iconic.

12 Lynn Rd, Cherry Hills Village

Courtesy of RE/MAX Professionals . tomrman@aol.com,303-910-8436

$12,000,000

7 Beds ⋅ 14 Baths ⋅ 6684859 MLS

There are luxury homes in Colorado, and then there are properties that deliver the privacy and presence defining Cherry Hills Village. Welcome to 5800 Piedmont Drive—a distinctive residence in a coveted community. Sophisticated architecture, elite craftsmanship, and beautifully appointed interiors are surrounded by mature trees and the Colorado skyline. 5800 makes a lasting impression. Bold masonry and natural stone bring substance without being overstated, while the expansive grounds flow effortlessly from lawn to gardens, and pond to pool. Soaring ceilings welcome Colorado sunshine, as timeless character provides a balance of serenity and wellness. Every space is meticulously designed. Refined finishes give way to an estate that is elegant yet remarkably livable. Seven suite-style bedrooms, an elegant dining room, private reading room with an intimate courtyard, home theater, climate-controlled wine room, fitness center, and elevator enhance the home's functional design. This estate is built for grand-scale entertaining. Formal spaces provide the perfect backdrop for memorable dinners and celebrations. Relaxed gathering areas invite long, easy weekends and quiet mornings with the Rocky Mountains as your companion. Indoor and outdoor living connect naturally in a setting that is incredibly difficult to replicate. For hosting guests or providing solutions for house staff, the property offers two unique on-site options: a garden-level apartment with a private entrance, and a detached Casita featuring its own 2-car garage. Cherry Hills Village remains one of Colorado's most exclusive communities. Here, privacy doesn't require isolation. Renowned private clubs, elite schools, dining, and shopping are minutes away, yet the location feels completely tucked away from the city's pace. 5800 Piedmont is about owning an exceptional piece of Colorado that simply cannot be mass-produced. This world-class luxury property deserves to be experienced in person.

5800 Piedmont Dr, Cherry Hills Village

Courtesy of RE/MAX Leaders . tracilynkennedy@gmail.com,970-389-7643

$2,950,000

6 Beds ⋅ 6 Baths ⋅ 1731363 MLS

Welcome to 10 Carriage Lane, an exceptional residence in a serene Cherry Hills Village enclave. Set on an elevated 1.5-acre corner lot with southwest mountain views, mature landscaping, and a striking circular drive, this never-before-available custom home offers comfortable living today with potential for future reimagination. With 4,700+ total square feet, six bedrooms and six bathrooms, the two-story floor plan is designed for modern living. The sun-filled family room features a timber-beamed ceiling, solid oak hardwoods, and an exposed-brick, gas dual-sided fireplace shared with the charming kitchen and breakfast nook. A sunken living room and gracious dining room with bay windows provide inviting spaces for formal entertaining. A private study with bookshelves also serves as a main-level guest room with an adjoining bath and closet. A dedicated laundry/mudroom leads to an oversized 3-car side-load garage. Upstairs, the spacious primary suite occupies one wing with a gas fireplace, private deck, ensuite bath, dressing room, and two walk-in closets. Four additional bedrooms, two four-piece baths, and a bonus loft above the garage complete the upper level. The lower level adds a large recreation room with wet bar, plus another bedroom and bath. Designed for indoor-outdoor living, the family room and kitchen open to an extended covered patio overlooking the tranquil backyard—ideal for outdoor dining and Colorado evenings. Just beyond the pastoral lawn and towering trees is the Village Club and the High Line Canal trail system, providing countless options for outdoor recreation and family fun. Carriage Lane is located in the award-winning Cherry Creek School District, just five minutes from the Denver Tech Center and I-25, with convenient access to Cherry Creek and downtown Denver. Homes on this peaceful cul-de-sac rarely come to market, making this a truly special opportunity to enjoy the best of Cherry Hills Village living.

10 Carriage Ln, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . kperry@livsothebysrealty.com,303-810-0474

$3,995,000

7 Beds ⋅ 10 Baths ⋅ 2313240 MLS

Exclusive Sunset Drive Estate: A Gated Sanctuary in Cherry Hills Village. In the illustrious Sunset Drive enclave of Cherry Hills Village, discover an unparalleled fusion of estate grandeur and everyday elegance. This gated masterpiece, sprawled across nearly 2 acres of verdant, park-like grounds, evokes the serenity of a countryside retreat while offering seamless connectivity to major arteries, groceries, and the pulse of Denver life. Built in 1980 and masterfully reimagined in 2022 by acclaimed local designer Marilyn of D'Amore Interiors, every inch exudes timeless sophistication and bespoke luxury. A soaring grand entry flanked by a sweeping staircase leads to the heart of the home—the expansive Great Room, where a crackling fireplace & abundant natural light invite you to linger, unwind, and embrace the art of gracious living. Culinary artistry awaits in the chef-inspired kitchen, a vision of opulence with gleaming cherry cabinetry, top-tier Dacor and Sub-Zero appliances, 4 ovens for epic feasts, and a dedicated warming drawer. Seamless flow to adjacent spaces makes entertaining effortless, whether intimate dinners or grand soirees. As twilight falls, retire to the West Wing's palatial Master Retreat—a private aerie complete with a cozy sitting area anchored by its own fireplace, and a lavish 6-piece spa bath featuring a rejuvenating steam shower, dual vanities, and heated floors for ultimate indulgence. This 10,000+ sq ft haven (7 beds, 9 baths) is a trove of tailored amenities: a temperature-controlled 600-bottle wine cellar for oenophiles, state-of-the-art home theater for cinematic escapes, a dedicated office for productivity, full wet bar for mixology mastery, secure safe/gun room, well-equipped exercise studio, double insulated/sound proof windows and versatile play areas for family joy. Ample parking includes an attached 3-car garage and a detached 4-car haven for collectors and guests alike. View more photos: https://site.windowstill.com/42-Sunset-Dr/

42 Sunset Dr, Englewood

Courtesy of eXp Realty, LLC . vivi@teamvivi.com,303-847-1868

$9,850,000

7 Beds ⋅ 10 Baths ⋅ 3953124 MLS

Behind wrought iron gates and a circular drive lies this exceptional estate set across nearly 2.5 professionally curated acres, offering privacy and convenience. A grand entry introduces the home’s architectural pedigree, where stone and reclaimed hardwood plank flooring set a warm, refined tone. Imported materials, custom millwork, architectural beams, and designer fixtures speak to a depth of quality felt at every turn. Dual staircases, exquisite doors, and thoughtful detailing create both presence and flow. The chef’s kitchen is the heart of the home, featuring dual islands with seating for six, slab stone countertops, custom cabinetry, Wolf 6-burner range with griddle and pot filler, SubZero refrigeration with additional drawers, two dishwashers, warming drawer, and walk-in pantry. Breakfast and hearth rooms overlook the grounds. The two-story family room showcases a stone fireplace, floor-to-ceiling windows with French doors opening to terraces & gas fire pit. A statement bar with backlit slab detail, ice maker & more enhances the entertainer’s appeal. Formal living and dining rooms, butler’s pantry, wine room, private office with fireplace, guest suite, mudroom and powder baths complete the main level. The lower level offers a recreation room with fireplace and full bar, home theater, game room, exercise studio, wellness retreat, and guest suite. Upstairs, four secondary bedroom suites each offer unique finishes and private baths near an oversized loft and laundry with dual washer & dryer. The primary suite is a true retreat with fireplace, sitting room & private balcony. The spa-inspired bath rivals a five-star resort, featuring heated flooring, handmade tiles, steam shower, & soaking tub room to name a few. Outdoor amenities include a pool and spa, outdoor kitchen, fully fenced grounds with irrigation well and an oversized six-car heated garage. This is more than a residence, it's an experience that delivers warmth rarely found at this scale.

1400 E Oxford Ln, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . jbrown@livsothebysrealty.com,303-886-9441

1 Cherry Blossom Ln, Cherry Hills Village

$3,400,000

4 Beds ⋅ 4 Baths ⋅ 2397899 MLS

New makeover on this classic Cherry Hills Village home. Poised on 1.27 acres in a coveted, rural setting, this exceptional residence is surrounded by lush lawns, canopy trees, beautiful gardens, fire pits, a 400 KBTU heated pool with new circulating pumps, filters, automation tile, new paint and leak detection and hot tub. Entertain with the best of them! The sprawling home features a Mid-century modern feel with an open floor plan, custom cherrywood finishes, a dramatic vaulted living room with wood beams, a gas fireplace with a sandstone hearth, spacious dining room with a large deck, and a private study. From the entry area, the layout flows into a bright, remodeled kitchen equipped with a Wolf stove and oven, stainless steel sinks and quartz countertops. The kitchen opens directly to a covered patio, pool, spa, and gas fire pits, all framed by tall evergreens and elevated views. The bedroom wing includes three bedrooms and 3 renovated bathrooms, highlighted by a main-floor Master Suite with an updated marble 5 piece bath, individual his-and-her closets, and custom built-ins. The lower level offers a large office with a gas fireplace and wet bar, a spacious media room with a backlit alabaster bar and glass-conditioned wine closet, a massive conditioned wine room with a humidifier drain pump, for the aficionado, and there is a large bedroom with a separate entrance, perfect for a nanny or in-law. Additionally, the property features two large garages—one with an elevated ceiling for larger vehicles—providing ample storage for cars, sports equipment, bikes, custom storage closets and racking. Updates recently completed include radon mitigation system, Culligan water system with essential reverse osmosis with VOC, stamped 6” thick concrete roundabout driveway, custom built gate, natural gas whole house backup generator, new hot water, heater (2024), massive Savant lighting, electronics and sound sytem and much, much, more. Absolute must see!

1 Cherry Blossom Ln, Cherry Hills Village

Courtesy of Banyan Real Estate LLC . chris@banyanrealestate.com,303-748-3843

$7,750,000

5 Beds ⋅ 5 Baths ⋅ 9584099 MLS

A true architectural masterpiece, this extraordinary glass residence is one of Cherry Hills Village's most iconic homes. Privately situated on 2.42 beautifully landscaped, tree-lined acres, the property seamlessly blends striking modern design, natural beauty, and resort-inspired living with breathtaking views and exceptional privacy. Recently transformed through an extensive, down to the studs, designer renovation; every detail has been thoughtfully curated to enhance the home's architectural significance while introducing a sophisticated, modern aesthetic. Floor-to-ceiling walls of glass bathe the interiors in natural light and create a seamless connection between indoor and outdoor living. From the dramatic glass cube living room and private offices to the stunning glass bridge hallway overlooking the grounds, every space celebrates the surrounding landscape. Created for both grand-scale entertaining and everyday luxury, the outdoor oasis features a spectacular pool with water features, spa, fire pits, expansive patios, and a private pickleball/soft court. The reimagined chef's kitchen is equally impressive, showcasing a Wolf range, multiple Sub-Zero refrigerator and freezer units, dual dishwashers, and an exceptional back-of-house pantry with wine refrigeration, an ice maker, and dumbwaiter. The primary suite offers a private retreat with direct access to the pool and patio, a spa-inspired bath, and an expansive custom walk-in closet. Three additional en-suite bedrooms open directly to the outdoor amenities, while a flexible media room and fitness studio provide options for additional bedrooms, guest accommodations, or work-from-home spaces. Additional highlights include a three-car attached garage and direct access to Cherry Hills Village's renowned bridle path system. Combining iconic architecture, exceptional privacy, and unmatched amenities, this remarkable residence presents a rare opportunity to own one of Cherry Hills Village's most distinctive homes.

14 Random Rd, Cherry Hills Village

Courtesy of LIV Sotheby's International Realty . jbrown@livsothebysrealty.com,303-886-9441

Start Your Search

The content relating to real estate for sale in this Web site comes in part from the Internet Data eXchange (“IDX”) program of METROLIST, INC., DBA RECOLORADO® Real estate listings held by brokers other than META Homes Team with RE/MAX Alliance are marked with the IDX Logo. This information is being provided for the consumers’ personal, non-commercial use and may not be used for any other purpose. All information subject to change and should be independently verified. IDX Terms and Conditions