Hillside Homes for Sale

Welcome to Hillside, Colorado – a hidden gem nestled in the foothills of the Rocky Mountains. This vibrant neighborhood offers a perfect blend of natural beauty and community spirit, making it an ideal place for families, outdoor enthusiasts, and anyone looking to escape the hustle and bustle of city life. With its stunning mountain views, lush parks, and serene trails, Hillside provides a picturesque backdrop for daily living.

The charm of Hillside lies not only in its breathtaking scenery but also in its welcoming atmosphere. Residents enjoy a tight-knit community with friendly neighbors and a variety of local events that foster connections and create lasting memories. The area is known for its excellent schools, making it a sought-after destination for families. Additionally, nearby amenities such as shopping centers, dining options, and recreational facilities ensure that everything you need is just a short drive away.

For those considering a move, Hillside boasts a diverse range of homes for sale, catering to various tastes and budgets. From cozy single-family homes to modern townhouses, the real estate options here are as appealing as the landscape itself. Many properties feature spacious yards, perfect for outdoor gatherings or quiet evenings under the stars. With the real estate market thriving, now is the perfect time to explore the possibilities of calling Hillside home.

In Hillside, you’ll find not just a house, but a place where you can truly thrive. Discover the beauty, community, and charm that await you in this enchanting Colorado neighborhood!

Newest Hillside Homes for Sale

$725,000

5 Beds ⋅ 3 Baths ⋅ IR1067228 MLS

Simply gorgeous! This Baseggio-built custom brick ranch combines exceptional craftsmanship, generous living space and a peaceful setting with sweeping prairie views. Oversized windows frame the landscape from the sunny breakfast nook, while the back deck and spacious patio invite you to enjoy quiet mornings watching birds, deer and other wildlife-or memorable evenings gathered around the built-in outdoor fireplace beneath wide-open skies. Inside, vaulted ceilings, beautiful oak trim, ceramic tile flooring and a cozy gas-log fireplace create a warm and inviting atmosphere. The custom Oak Tree kitchen features Corian and marble surfaces, abundant cabinetry and a charming breakfast nook, while the formal dining room provides an elegant space for entertaining. The spacious basement is already partially framed and finished, offering an excellent head start toward additional living space, a recreation room, home theater or whatever best suits the next owner's vision. An oversized, heated three-car garage provides excellent parking, storage and workspace, complemented by a generous area for RV parking. Established trees, attractive landscaping, and wrought-iron fencing complete this impressive property. A beautiful home, a remarkable setting and room to make it your own.

114 Hillside Drive, Sterling

$199,900

4 Beds ⋅ 2 Baths ⋅ 6516743 MLS

Only two owners in 113 years! Opportunities like this don’t come along often. This character-filled 1913 home sits on four combined lots and offers the charm buyers love with the opportunity to make it their own. Original ceiling beams, vintage wall sconces, and classic architectural details provide a solid foundation for restoration, while the generously sized property offers ample parking and room to grow. Perfect for investors, flippers, or buyers with a vision, this home is priced to reflect the updates it deserves. Ideally located with quick I-25 access and just minutes from downtown Pueblo, the Pueblo Mall, shopping, restaurants, and everyday conveniences, this is your chance to bring new life to a piece of Pueblo history.

2714 High Street, Pueblo

$532,000

3 Beds ⋅ 2 Baths ⋅ 2834134 MLS

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

$225,000

3 Beds ⋅ 2 Baths ⋅ 2282554 MLS

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

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