Hillside Homes for Sale

Hillside Homes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Hillside and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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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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.