Hillside Homes for Sale

Welcome to Hillside, a hidden gem nestled in the heart of Colorado! This charming neighborhood offers a perfect blend of serene living and vibrant community life, making it an ideal place for families, professionals, and retirees alike. With its picturesque landscapes framed by the majestic Rocky Mountains, Hillside boasts an abundance of outdoor recreational opportunities. Residents enjoy easy access to hiking trails, parks, and the stunning natural beauty that Colorado is renowned for.

Hillside is characterized by its friendly atmosphere and tight-knit community, where neighbors become friends and gatherings are frequent. The area features a variety of local shops, cafes, and restaurants that add to its unique charm. Families will appreciate the top-rated schools and safe environment, making it a wonderful place to raise children.

As for homes for sale in Hillside, you’ll find a diverse range of properties that cater to different tastes and budgets. From cozy single-family homes with spacious yards to modern townhouses that provide a low-maintenance lifestyle, there’s something for everyone. Many homes showcase beautiful architecture and are situated on tree-lined streets, creating an inviting ambiance.

Whether you're looking to invest in your first home or searching for a peaceful retreat, Hillside offers an array of options that combine comfort and style. With the stunning Colorado backdrop and a welcoming community, Hillside is not just a place to live, but a place to thrive. Explore the homes for sale and discover your dream residence in this enchanting neighborhood!

Newest Hillside Homes for Sale

$532,000

3 Beds ⋅ 2 Baths ⋅ 1,540 SqFt. ⋅ ACTIVE Status

Discover a rare blend of charm, space, and investment upside in the vibrant heart of Downtown Colorado Springs. This fully renovated home sits on a generous double lot with coveted R2 zoning—allowing a duplex, ADU (accessory dwelling unit), or multi-family use—making it ideal for owner-occupants, house-hackers, and investors. Bright, open-concept main level with natural light, updated flooring, and fresh paint throughout. The kitchen features quartz countertops, stainless-steel appliances (gas range, dishwasher, refrigerator), shaker cabinetry, tile backsplash, and a serving buffet—designed for daily living and entertaining. Spacious living and dining areas flow seamlessly for easy gatherings. The fully finished basement has a private entrance and a complete ADU: living room, full kitchen, bedroom, and modern full bath. Perfect for long-term rental income, short-term guests (check local STR rules), multi-generational living, or home office/guest suite. Key Features & Lifestyle • Double lot with expansive yard—gardening, entertaining, or future development (subject to zoning). • R2 zoning = flexibility for duplex conversion, ADU, or additional units—rare downtown. • Prime Downtown Colorado Springs location: walk/bike to restaurants, breweries, shopping, parks, trails, CC, and the Pikes Peak Greenway. Quick access to I-25, Old Colorado City, and Memorial Park. • Updated systems, modern finishes, and move-in ready condition. Whether you’re seeking a primary residence with income potential, a turnkey house-hack, or a long-term investment, this renovated downtown home delivers lifestyle + cash flow in one of Colorado’s most desirable urban neighborhoods.

421 S Prospect St, Colorado Springs

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

$225,000

3 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ ACTIVE Status

This charming 3-bedroom, 2-bathroom home is nestled in a quiet neighborhood and features a desired split-bedroom design, offering both privacy and comfort. Inside, the residence boasts hardwood floors throughout, complemented by stylish tile in the kitchen. The kitchen also includes stainless steel appliances. The main bathroom showcases attractive tiling. Outdoor living is a delight with a large wooden porch and stone patio in the private backyard, and a covered front porch with a decorative railing providing welcoming curb appeal. Practical updates include a 3-year-old water heater and a recently serviced swamp cooler. This home is being sold "as is." Schedule a showing today.

2810 7th Ave, Pueblo

Courtesy of Keller Williams Performance Realty. 719-583-1100

Start Your Search

The real estate listing information and related content displayed on this site is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information and related content is deemed reliable but is not guaranteed accurate by the Pikes Peak REALTOR® Services Corp d/b/a elevateMLS.