Hillside Homes for Sale

Welcome to Hillside, a hidden gem nestled in the heart of Castle Rock, Colorado. This charming neighborhood is a perfect blend of natural beauty and modern convenience, making it an ideal place for families, professionals, and anyone looking to enjoy a serene lifestyle. With stunning views of the Rocky Mountains and lush green spaces, Hillside offers a picturesque backdrop for your dream home.

The community is known for its friendly atmosphere and strong sense of belonging. Residents enjoy a variety of outdoor activities, from hiking and biking on the nearby trails to picnicking in the local parks. Families will appreciate the top-rated schools within the Douglas County School District, ensuring a quality education for children of all ages. Additionally, Hillside is conveniently located near shopping, dining, and entertainment options in Castle Rock, providing easy access to everything you need.

When it comes to homes for sale in Hillside, you’ll find a diverse range of options that cater to various tastes and budgets. From charming single-family homes with spacious yards to modern properties with contemporary designs, there’s something for everyone. Many homes feature beautiful finishes, open floor plans, and outdoor living spaces perfect for entertaining or simply enjoying the breathtaking Colorado sunsets.

If you’re looking to make Hillside your new home, now is the perfect time to explore the available properties. Embrace the vibrant community and serene lifestyle that this enchanting neighborhood has to offer, and discover why so many people are proud to call Hillside home!

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

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