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A Tour of Upper Skyway

Upper Skyway is one of southwest Colorado Springs' most desirable and serene foothills communities, celebrated for its stunning views and complete immersion in nature. The lifestyle here is that of a peaceful mountain retreat, with winding roads, mature pine trees, and abundant wildlife creating a tranquil environment just minutes from the city's core. The neighborhood offers immediate access to the vast trail systems of Bear Creek Regional Park and North Cheyenne Cañon, making it a paradise for outdoor enthusiasts. The real estate in Upper Skyway is a unique collection of custom, mid-century modern, and contemporary homes, many architecturally designed to capture the spectacular city and mountain views from their hillside perches. As a highly sought-after community within the top-ranked Cheyenne Mountain School District 12, Upper Skyway is a premier choice for those who value tranquility, outdoor access, and academic excellence.

Homes Currently For Sale in Upper Skyway

$350,000
3 Beds ⋅ 1 Baths ⋅ 908 SqFt. ⋅ ACTIVE Status
Who says bigger is better? Sometimes the best things in life come in well-designed, no-nonsense packages. Like a perfectly dialed-in espresso, a single-speed bike, or this brilliantly efficient 3-bedroom, 1-bath home tucked into one of Colorado Springs’ most coveted locations. At 908 square feet, this home proves you don’t need excess when you’ve mastered intentional living. No cavernous formal dining room you’ll use twice a year. No bonus room collecting exercise equipment and regret. Just smart, functional space with zero waste and all the essentials. Because when you live here, the square footage that really matters starts at your front door. Red Rock Canyon Open Space is just a short walk away, giving you instant access to miles of hiking and biking trails, red rock views, and the kind of golden-hour scenery people pretend they “just stumbled upon” on Instagram. Need caffeine, craft beer, tacos, or a spontaneous patio happy hour? Old Colorado City is just a quick bike ride away, putting coffee shops, bars, restaurants, and local hangouts comfortably within reach. Translation: fewer car keys, more bike locks. Back home, the fully fenced backyard offers a private retreat with mature trees providing generous shade; perfect for dogs, hammocks, backyard hangs, or doing absolutely nothing in peace. Up front, the xeriscaped yard creates welcome breathing room between you and the neighbors while keeping maintenance refreshingly low. Less mowing. Less watering. More living. This is the kind of home that makes you rethink what “enough” really means. Efficient, charming, and perfectly placed, it delivers a lifestyle where the neighborhood becomes an extension of your living room. Live small. Live smart. Spend less time maintaining square footage and more time enjoying everything around it.

2517 Wheeler Ave, Colorado Springs

Courtesy of ERA Shields Real Estate. (719) 593-1000

$725,000
5 Beds ⋅ 3 Baths ⋅ 3,268 SqFt. ⋅ ACTIVE Status
Pride of ownership is ever apparent in this Mid-Skyway Gem. Move-in-ready 4-5 bed/3 bath Raised-Ranch home on corner lot with mature landscaping and outdoor living space with upgrades and extras at every turn. Recent upgrades include: New Class 4 Roof, New Combi-boiler system, New Flooring throughout, New Deck, New Master Bath, New Fence, New Oven, Custom Smart Home Security, and the list goes on. Private, park-like back yard with floor to ceiling windows on back of home to enjoy nature in all seasons. Large bedroom in basement can be used for Media/Theater room or a generous 5th bedroom. Lower level laundry room includes ample storage and overflow pantry space. 2-car garage includes generous workshop. Primary Bedroom features fully remodeled en-suite bath and Euro-style built-in closets. Mid-skyway is one of the most established and desirable neighborhoods in Colorado Springs, with easy access to the Broadmoor, OCC, Southgate shopping center and downtown. Bear Creek Park is a short walk through the neighborhood, with access to dozens of miles of trails and park amenities. A house this great will not last long.

2201 Hercules Dr, Colorado Springs

Courtesy of Keller Williams Premier Realty. 719-445-0234

$925,000
5 Beds ⋅ 3 Baths ⋅ 3,264 SqFt. ⋅ ACTIVE Status
Perched above the city in desirable Skyway Park Estates, this spacious walkout ranch pairs an exceptional cul-de-sac setting with spectacular Colorado views. Tucked on a quiet .67-acre lot surrounded by mature trees, the home captures sweeping views of the mountains, city lights, and Garden of the Gods, creating a setting that feels private and peaceful while remaining convenient to everything Colorado Springs has to offer. Inside, the bright main level is designed to take advantage of the scenery, with expansive windows and multiple walkouts bringing the outdoors in. The remodeled kitchen features stone countertops, abundant cabinetry, stainless appliances, and generous workspace, opening easily to the adjoining living and dining areas. The great room offers a fireplace and direct access to the deck, while the main-level primary suite includes a walk-in closet and private 5-piece bath. Two additional bedrooms and a spacious laundry room with utility sink complete the main level. Updated windows (2008) add natural light and efficiency throughout. Outdoor living is a highlight! The huge composite deck, added in 2018, stretches across the back of the home and provides an incredible vantage point for taking in Garden of the Gods, mountain vistas, colorful Colorado sunsets, and sparkling city lights. A covered lower patio extends the outdoor living space, while the 8x18 storage shed adds valuable room for gear, tools, and toys. The walkout basement offers exceptional flexibility with a large family room, second fireplace, wet bar, two additional bedrooms, home theater, sauna, built-in office/library, and abundant storage. All of this in sought-after Skyway, near hiking and biking trails, parks, shopping, dining, and Cheyenne Mountain District 12 schools. A rare combination of space, privacy, views, and location!

2706 Andromeda Dr, Colorado Springs

Courtesy of The Platinum Group. 719-536-4444

$550,000
3 Beds ⋅ 3 Baths ⋅ 1,894 SqFt. ⋅ ACTIVE UNDER CONTRACT Status
Nestled on a beautifully treed lot, this warm and inviting home offers a wonderful blend of character, comfort, and Colorado living. With both a welcoming front deck and private rear patio, there are plenty of opportunities to relax outdoors, entertain friends, or simply enjoy the peaceful surroundings. Step inside to an open and airy main level featuring laminate wood flooring, vaulted ceilings, and an easy-flowing floor plan with two access points to the outdoor living spaces. The well-appointed kitchen opens to the main living area and features Alder cabinetry, stainless steel appliances, solid-surface countertops, and plenty of room for everyday living and entertaining. The living room is truly the heart of the home, highlighted by a cozy wood-burning stove, beautiful built-ins, and a handsome mantle that adds warmth and character to the space. The spacious primary bedroom offers two closets and an updated private bathroom featuring a walk-in shower. Two additional main-level bedrooms share a full bathroom, providing flexibility for family, guests, or a home office. Meander down to the garden level where a second cozy family room awaits, complete with another wood-burning stove, an ideal spot to curl up on a cool Colorado evening. With its inviting spaces, mature trees, multiple outdoor living areas, and comfortable floor plan, this home offers a relaxed lifestyle both inside and out.

2419 Virgo Dr, Colorado Springs

Courtesy of REMAX PROPERTIES. 719-548-8600

$275,000
2 Beds ⋅ 1 Baths ⋅ 750 SqFt. ⋅ ACTIVE Status
Charming Old Colorado City ranch offering true one-level living in one of Colorado Springs’ most distinctive and convenient locations. This 2-bedroom home features a 3/4 bath with an oversized modern shower and a comfortable, functional layout. Outside, the clean, level lot provides a surprisingly spacious backyard with alley access and plenty of room for gardening, entertaining, pets, or creating your own outdoor retreat. Enjoy being just minutes from the restaurants, coffee shops, boutiques, and local favorites along historic Colorado Avenue, while Garden of the Gods, Red Rock Canyon Open Space, Manitou Springs, and downtown Colorado Springs are all close by. The location also provides convenient access to I-25 and Fort Carson. With its manageable size, usable yard, and desirable Westside setting, this home is an appealing option for buyers looking for a primary residence, simpler low-maintenance living, or an investment property.

2219 Hagerman St, Colorado Springs

Courtesy of Keller Williams Partners. 719-955-1999

$735,000
5 Beds ⋅ 3 Baths ⋅ 2,965 SqFt. ⋅ ACTIVE Status
Clean lines, timeless soul. Welcome to this spacious 5-bedroom, 3-bathroom home in Skyway Park Estates, one of Colorado Springs’ most desirable West Side neighborhoods. Tucked along a quiet, tree-lined street in award-winning Cheyenne Mountain School District 12, this home has great bones, a private setting, and a cool mid-century modern vibe that is ready to be brought back to life. Inside, you’ll find a generous floor plan with beautiful wood flooring throughout the main level, freshly painted bedrooms, new carpet, a refreshed primary bathroom, and plenty of space for everyday living and entertaining. While there is still room for remodeling and personal touches, several important updates have already been completed including new flooring, a new roof, radon mitigation system, hot water heater, newer windows, and a recently serviced furnace with a new air-filtration system. Outside, mature trees and established landscaping create a private backyard retreat perfect for relaxing or enjoying Colorado evenings. Located near The Broadmoor, Cheyenne Cañon, Bear Creek Regional Park, hiking and biking trails, shopping, and dining, this home offers a fantastic opportunity to create something truly special in an incredible location.

726 Scorpio Cir, Colorado Springs

Courtesy of REMAX PROPERTIES. 719-548-8600

$665,000
ACTIVE Status
Rare opportunity to own a brand-new duplex on Colorado Springs’ highly sought-after Westside with excellent investment potential. Add to your rental portfolio or occupy one residence while renting the other. Each residence features 3 bedrooms and 2 bathrooms with a bright, open-concept kitchen, dining and living area. Rich dark wood cabinetry, stainless steel appliances, generous counter and storage space, durable flooring, shaker-style doors, 5-inch baseboards and contemporary fixtures create a clean, cohesive interior. Large windows provide abundant natural light, while walk-out access leads to private rear concrete patio. Each unit is equipped for a full-size washer and dryer. Built for long-term ownership with 2x6 wall construction, stucco exterior, individually metered utilities, separate 200-amp electrical service, high-efficiency natural gas forced-air furnaces plumbed for future central air, IRC-certified modular design and a fully encapsulated crawl space. Individual metering allows occupants to establish and pay their own utilities. A newly paved driveway provides convenient off-street parking, complemented by attractive landscaping and surrounding foothill and mountain scenery. The Westside location offers convenient access to Old Colorado City, Garden of the Gods, Red Rock Canyon Open Space, Manitou Springs, Downtown Colorado Springs and the greater Pikes Peak recreation area, placing shopping, dining, entertainment and outdoor recreation within the surrounding area. The development is planned to include four multifamily properties, with two additional properties being constructed next door, creating a unique opportunity for buyers interested in potential expansion through adjacent properties. Brand-new construction, modern finishes, separate utilities, private outdoor space and a desirable Westside location create a versatile opportunity for investors or owner-occupants. Both residences are currently furnished, operated as 30+ day mid-term rentals

2515 Busch Ave, Colorado Springs

Courtesy of Pulse Real Estate Group LLC. 719-399-0000

$665,000
ACTIVE Status
Rare opportunity to own a brand-new duplex on Colorado Springs’ highly sought-after Westside with excellent investment potential. Add to your rental portfolio or occupy one residence while renting the other. Each residence features 3 bedrooms and 2 bathrooms with a bright, open-concept kitchen, dining and living area. Rich dark wood cabinetry, stainless steel appliances, generous counter and storage space, durable flooring, shaker-style doors, 5-inch baseboards and contemporary fixtures create a clean, cohesive interior. Large windows provide abundant natural light, while walk-out access leads to private rear concrete patio. Each unit is equipped for a full-size washer and dryer. Built for long-term ownership with 2x6 wall construction, stucco exterior, individually metered utilities, separate 200-amp electrical service, high-efficiency natural gas forced-air furnaces plumbed for future central air, IRC-certified modular design and a fully encapsulated crawl space. Individual metering allows occupants to establish and pay their own utilities. A newly paved driveway provides convenient off-street parking, complemented by attractive landscaping and surrounding foothill and mountain scenery. The Westside location offers convenient access to Old Colorado City, Garden of the Gods, Red Rock Canyon Open Space, Manitou Springs, Downtown Colorado Springs and the greater Pikes Peak recreation area, placing shopping, dining, entertainment and outdoor recreation within the surrounding area. The development is planned to include four multifamily properties, with two additional properties being constructed next door, creating a unique opportunity for buyers interested in potential expansion through adjacent properties. Brand-new construction, modern finishes, separate utilities, private outdoor space and a desirable Westside location create a versatile opportunity for investors or owner-occupants. Both residences are currently furnished, operated as 30+ day mid-term rentals

2511 Busch Ave, Colorado Springs

Courtesy of Pulse Real Estate Group LLC. 719-399-0000

$134,000
ACTIVE Status
ADDIONAL PHOTOS WILL BE ADDED SOON. Construction of a custom residence was started and stopped. There is a partially complete circular poured concrete foundation and wall system, built with corrugated galvanized steel. There's a precast concrete block dwelling. A gravel drive and pad cover part of the site. There's a salvaged galvanized steel grain bin with a conical roof stands separately on the lot and has not been erected on the foundation. The owners report that sewer, water, gas and electric service have been installed. Buyer and buyer's agent must verify this information.

1015 Race St, Colorado Springs

Courtesy of The Platinum Group. 719-536-4444

$495,900
3 Beds ⋅ 2 Baths ⋅ 1,656 SqFt. ⋅ ACTIVE Status
Enjoy this NEW luxury floorplan at Evergreen Ridge. With effortless, low-maintenance living, this phone offers an inviting blend of style, comfort, and functionality, making everyday living feel easy. The open-concept main level is designed to bring people together, with a spacious kitchen overlooking the dining and living areas to create a seamless flow for entertaining and daily life. Featuring elegant wood cabinetry, beautiful quartz countertops, a large island, and modern finishes, the kitchen serves as the heart of the home. Upstairs, all 3 bedrooms are conveniently located on the same level, along with 2 full bathrooms and a dedicated laundry closet, providing a practical layout that maximizes comfort and convenience. Thoughtfully designed living spaces and contemporary finishes throughout make the Jade an exceptional place to call home. Nestled within the Evergreen Ridge community, you'll enjoy easy access to some of Colorado Springs' most iconic attractions and outdoor destinations. Spend weekends exploring Garden of the Gods, Red Rock Canyon Open Space, Bear Creek Regional Park, Cheyenne Mountain, and miles of nearby hiking trails. Everyday conveniences including shopping, dining, healthcare, and major employers are just minutes away, while Downtown Colorado Springs offers local breweries, entertainment, museums, and vibrant community events throughout the year. Don't miss your chance to make this home your own and enjoy the perfect combination of modern living, outdoor adventure, and exceptional Colorado Springs convenience. Some images have been virtually staged to better showcase the true potential of the rooms and spaces in the home.

1122 Juliette Hts, Colorado Springs

Courtesy of LGI Realty Colorado LLC.

$505,900
3 Beds ⋅ 3 Baths ⋅ 1,593 SqFt. ⋅ ACTIVE Status
This brand NEW home plan delivers the perfect combination of modern design, functional living space, and stylish finishes. With effortless, low-maintenance living, this phone offers an inviting blend of style, comfort, and functionality, making everyday living feel easy. The open-concept main level creates a bright and welcoming environment where the kitchen, dining area, and living room flow seamlessly together, making it easy to entertain or enjoy everyday life. The thoughtfully designed kitchen features elegant quartz countertops, ample cabinetry, and modern appliances, while the living room is enhanced by a cozy electric fireplace that creates a warm and inviting atmosphere. Upstairs, each bedroom includes exceptional storage and organization space. The spacious primary suite serves as a private retreat with a glass-enclosed shower, dual-sink vanity, and convenient linen closet. Designed with both comfort and practicality in mind, this home offers everything today's homeowners are looking for! Nestled within the Evergreen Ridge community, you'll enjoy easy access to some of Colorado Springs' most iconic attractions and outdoor destinations. Spend weekends exploring Garden of the Gods, Red Rock Canyon Open Space, Bear Creek Regional Park, Cheyenne Mountain, and miles of nearby hiking trails. Everyday conveniences including shopping, dining, healthcare, and major employers are just minutes away, while Downtown Colorado Springs offers local breweries, entertainment, museums, and vibrant community events throughout the year. Don't miss your chance to make this home your own and enjoy the perfect combination of modern living, outdoor adventure, and exceptional Colorado Springs convenience. Some images have been virtually staged to better showcase the true potential of the rooms and spaces in the home.

1114 Juliette Hts, Colorado Springs

Courtesy of LGI Realty Colorado LLC.

$900,000
5 Beds ⋅ 3 Baths ⋅ 3,382 SqFt. ⋅ ACTIVE Status
Tucked into the coveted Cheyenne Canyon neighborhood, this inviting five-bedroom residence offers an exceptional combination of space, privacy, and direct access to the beauty of Colorado’s outdoors. Set against open space with a private gate leading directly to trails, the property feels wonderfully secluded—yet remains close to the amenities and character of the city. Inside, generous living spaces unfold across two levels, with beautiful hardwood floors and a thoughtfully updated kitchen creating an inviting main level. Fresh paint and new basement carpet bring a sense of ease and freshness, while five bedrooms and three baths provide room to spread out, gather, and enjoy the home in every season. A deck running the length of the large den is the perfect location to enjoy the beautiful view of Cheyenne Mountain and listen to the chimes of the Will Rogers Shrine. Beyond the interior, the property’s true magic may be found outdoors. A remarkably private patio, complete with a built-in grill, creates an ideal setting for quiet mornings, evening gatherings, and lingering nights beneath the stars. The mature landscaping offers the rare opportunity to shape an intimate, enchanting retreat and a spectacular secret garden. With a two-car attached garage, abundant living space, and an extraordinary connection to open space and trails just beyond the gate, this is a home with both immediate appeal and tremendous potential. In one of Colorado Springs’ most sought-after locations, it offers a rare opportunity to create something truly special in the heart of Cheyenne Canyon.

325 Altura Way, Colorado Springs

Courtesy of LIV Sotheby's International Realty CO Springs. 719-578-8800

$1,395,000
6 Beds ⋅ 6 Baths ⋅ 5,164 SqFt. ⋅ ACTIVE Status
This home is truly in a category all its own! An incredible custom residence offering privacy, spectacular views, exceptional outdoor living & something nearly impossible to find—a FULL multigenerational suite inside the home w/its own private entrance, garage, full kitchen & living space! Tucked away at the end of one of Top of Skyway/Forest Oaks’ quietest streets on a private acre surrounded by native landscaping & wildlife, yet just 15 min from Downtown! Step inside to soaring ceilings, freshly painted interiors & beautifully refinished REAL wide-plank hardwood floors. The open great room flows into the dining area & impressive entertainer’s kitchen featuring Silestone counters, huge breakfast bar, prep sink, walk-in pantry, skylight, double ovens AND dual cooktops w/6 gas burners, plus updated appliances including 2026 built-in oven & microwave. New designer lighting throughout the main level includes pendants, chandeliers & dining room sconces. Rare MAIN-LEVEL primary suite w/ 2 large his-and-hers walk-in closets & upgraded bath! Upstairs offers another spacious primary suite w/sitting area/office, built-ins & covered deck plus Jack & Jill bedrooms reconfigured in 2016 to add an additional bedroom connection to the bath. The walkout lower level takes multigenerational living to another level w/a FULL kitchen added in 2016, generous living/rec space, fireplace, private entrance, oversized private garage & completely remodeled ADA full bath w/brand-new EVERYTHING! Additional media/flex space, abundant storage & multiple decks/patios create incredible versatility. Majority of deck replaced in 2026 + extensive new landscaping! 2 furnaces, 2 A/C units, 2 water heaters, sump pump, central vac & more. Walk to Gold Camp Rd & access HUNDREDS of miles of nearby hiking, biking & running trails. District 12 schools, amazing views, incredible privacy & a floorplan you simply cannot replicate. A RARE opportunity and absolute MUST SEE!

585 Vista Grande Dr, Colorado Springs

Courtesy of Keller Williams Clients Choice Realty. 719-535-0355

$1,100,000
4 Beds ⋅ 4 Baths ⋅ 4,001 SqFt. ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this one-of-a-kind custom home tucked into the highly desirable Skyway neighborhood, offering privacy, character, and incredible Colorado Springs views. Set among mature trees at the end of a long driveway, the property offers views toward Downtown Colorado Springs and Kissing Camels at Garden of the Gods, plus RV/trailer parking. A welcoming front patio with new iron railings provides the perfect place to enjoy the scenery before double doors open to a light-filled sunroom. Natural wood beams, hardwood floors, a custom dual fireplace mantel, and inviting living spaces create a warm, timeless feel throughout. The beautifully updated kitchen is the heart of the home, featuring a massive island, quartzite surfaces, updated appliances, and a picture-perfect Garden of the Gods view from the window above the oven. Just off the kitchen is an additional living area with a fireplace, traditional dining room, and access to a large partially enclosed patio surrounded by mature trees, creating a peaceful setting for entertaining or relaxing. The main level includes a spacious primary suite with a 5-piece bath and walk-in closet, plus two additional bedrooms with oversized closets and a full bath featuring a unique sunken tub. The finished basement adds flexibility with a living area, full kitchenette/bar, bedroom, and bathroom, ideal for guests, entertaining, or a separate suite-style space. Additional highlights include A/C, a new Class 4 shingle roof, oversized 4-car tandem garage, attached workshop, and abundant storage. Meticulously maintained with pride of ownership evident throughout, the home and grounds were designed to offer a private and tranquil setting. Located within D-12 schools and walking distance to Bear Creek Regional Park and dog park, with convenient access to Downtown, Fort Carson, and Cheyenne Mountain. A truly special Skyway property that is difficult to replicate. Rarely do privacy, views, space, and location come together quite like this.

720 Scorpio Cir, Colorado Springs

Courtesy of The Cutting Edge. 719-999-5067

$50,000
ACTIVE Status
This property has access to Colorado Springs Utilities. It offers a prime building site with city and mountain views and is located close to Bear Creek Park, Red Rock trail head, shopping, Old Colorado City, Manitou Springs and Downtown. Easy access to Highway 24 and I-25.

1295 S 26th St, Colorado Springs

Courtesy of The Platinum Group. 719-536-4444

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