Hillside Homes for Sale

Hillside Homes for Sale

Welcome to Hillside, a hidden gem nestled in the heart of Colorado! Known for its picturesque landscapes and a strong sense of community, Hillside offers a unique blend of suburban tranquility and outdoor adventure, making it an ideal place to call home.

The neighborhood is characterized by its charming tree-lined streets, well-maintained parks, and friendly neighbors who take pride in their community. Hillside boasts a variety of local amenities, including cozy cafes, boutique shops, and family-owned restaurants that reflect the area’s warm, inviting atmosphere. Residents often gather at the local parks for weekend picnics or community events, fostering connections and creating lasting memories.

For those who appreciate nature, Hillside is surrounded by breathtaking mountain views and offers easy access to numerous hiking and biking trails. Whether you’re taking a leisurely stroll or seeking a more challenging outdoor experience, the natural beauty of Colorado is right at your doorstep.

Currently, there are a variety of homes for sale in Hillside, catering to diverse lifestyles and budgets. From charming single-family homes with spacious yards to modern townhomes with stunning views, there’s something for everyone. Each property reflects the warmth and character of the neighborhood, providing a perfect canvas for you to create lasting memories.

If you’re looking for a community that combines the best of suburban living with access to nature and a vibrant local culture, Hillside is the place for you. Explore the available homes for sale today and discover your dream home in this enchanting Colorado 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

$435,000
3 Beds 2 Baths 1,509 SqFt. ACTIVE UNDER CONTRACT Status
Discover this beautifully updated downtown-area home for sale offering the perfect blend of historic charm, modern upgrades, and an unbeatable location on a spacious corner lot just minutes from downtown Colorado Springs! This move-in ready 3-bedroom, 2-bath home welcomes you with a charming covered front porch, freshly refinished hardwood floors, new carpet, fresh interior paint, and multiple light-filled living spaces designed for comfort and entertaining. The main level features versatile bedrooms ideal for guest rooms or home offices, a full bathroom, stylish dry bar, and an inviting dining area that flows seamlessly into the spacious kitchen with abundant storage, ample counter space, and direct access to the large backyard. Upstairs, the private primary suite offers a relaxing retreat with a walk-in closet and beautifully appointed bath featuring a classic clawfoot tub. Thoughtful upgrades throughout include a new roof, new radon mitigation system, fully lined sewer line, new refrigerator, and new washer and dryer for added peace of mind. Outside, enjoy a firepit area, outdoor dining space, and plenty of room for gardening, pets, play, or entertaining. The oversized two-car garage is a rare find with built-in shelving, workbenches, and abundant storage for hobbies or equipment. Conveniently located near downtown Colorado Springs restaurants, shopping, parks, schools, and entertainment, this exceptional home combines vintage character, major system upgrades, and modern convenience in one incredible property!

801 E Costilla St, Colorado Springs

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

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