Hillside Real Estate

Welcome to Hillside, a charming neighborhood nestled in the heart of Colorado Springs, Colorado. Known for its picturesque views and friendly community atmosphere, Hillside is a hidden gem that offers the perfect blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets, you'll be greeted by a warm sense of belonging. The neighborhood is characterized by its diverse architecture, featuring everything from cozy bungalows to modern townhomes, each exuding unique charm and character. Hillside is also home to several parks and green spaces, providing ample opportunities for outdoor activities, picnics, and leisurely walks with family and friends.

Families will appreciate the excellent schools in the area, which are committed to nurturing young minds and fostering a love for learning. The local community is vibrant, with various events throughout the year, from farmers' markets to neighborhood block parties, ensuring there's always something happening to bring residents together.

For those who love the great outdoors, Hillside is just a stone's throw away from the stunning natural beauty of the Rocky Mountains, offering hiking, biking, and breathtaking scenery. Additionally, the neighborhood's convenient location means you're only a short drive away from downtown Colorado Springs, where you'll find an array of dining, shopping, and entertainment options.

Whether you're a first-time homebuyer, looking to downsize, or seeking a family-friendly community, Hillside offers a welcoming environment that feels like home. Come and discover the charm of Hillside, where community spirit and natural beauty harmoniously intertwine.

Newest Listings in Hillside

$155,000

2480123 MLS

Urban Infill Redevelopment Opportunity – Colorado Springs. Build your home in the heart of Colorado Springs! This residential lot offers an outstanding in-town location just minutes from vibrant downtown Colorado Springs, where you’ll enjoy popular dining, local breweries, shopping, entertainment, and year-round events. Nearby Memorial Park provides endless recreation opportunities with Prospect Lake, trails, sports fields, tennis courts, and open green space, all set against the stunning backdrop of Pikes Peak. Enjoy concerts, Broadway performances, and community events at Pikes Peak Center, while still having quick access west to the mountains for hiking, fishing, skiing, and weekend adventures. Rare opportunity to own a residential homesite close to urban amenities while embracing the Colorado lifestyle. All city utilities are available to make this fully functional and ready to go for a new build. The surrounding neighborhood is experiencing significant urban revitalization and rehabilitation, making this an exciting opportunity to invest in a rapidly improving area. A structure previously existed on the property and has already been demolished, potentially simplifying future development plans. Don't miss this exceptional opportunity to acquire a strategically located infill parcel in the heart of Colorado Springs. Zoned R-2, this vacant lot offers excellent potential for duplex, paired-home, ADUs, or other residential redevelopment, subject to City approval. Situated within a designated Opportunity Zone and located in Qualified Census Tract 22, the property may appeal to developers seeking projects in areas targeted for community reinvestment. These designations can provide meaningful advantages such as Low Income Housing Tax credits, depending on a buyer’s investment strategy and should be independently verified.The lot is surrounded by established neighborhoods, existing utilities, employment centers, schools, parks, and convenient access to downtown Colorado Springs, making it an ideal candidate for urban infill development. As available buildable land within the city continues to become increasingly scarce, opportunities like this are attracting builders, investors, and organizations focused on neighborhood revitalization. Whether your vision is market-rate housing or a thoughtfully designed redevelopment project, this property offers the location, zoning, and redevelopment potential to bring that vision to life. Buyers are encouraged to verify all zoning regulations, allowable uses, development standards, utility availability, Opportunity Zone status, Qualified Census Tract eligibility, and any applicable local, state, or federal incentive programs.

824 E Costilla St, Colorado Springs

$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

$532,000

8848423 MLS

*Charming Fully Renovated Downtown Home with R2 Zoning and Income Potential!* Welcome to your dream home in the vibrant heart of Colorado Springs! This beautifully renovated residence, situated on a generous double lot, features highly desirable R2 zoning that creates a fantastic investment opportunity for savvy buyers. As you step inside, you'll be greeted by a bright and open layout that immediately makes you feel at home. The stunning kitchen showcases stainless steel appliances, quartz countertops, and ample cabinetry with serving buffet makes it a perfect space for entertaining. The main floor houses a spacious living area that is infused with natural light, and a convenient dining space that flows seamlessly into the kitchen. Venturing downstairs, you'll discover a fully finished basement that offers a private entrance, providing independence and privacy for guests or tenants alike. This versatile basement includes a fully equipped accessory dwelling unit (ADU) featuring its own inviting living area, a full kitchen, a cozy bedroom and bath, and a modern bathroom—making it ideal for generating rental income or providing comfortable accommodations for visiting friends and family. KEY FEATURES: *Double Lot* Enjoy an expansive outdoor area that presents endless possibilities for gardening, entertaining, or future development projects. *R2 Zoning* Take advantage of the versatile zoning that enhances the property's potential, opening doors for various residential and investment opportunities. *Prime Location* Immerse yourself in the vibrant downtown Colorado Springs lifestyle, with an array of nearby shopping, dining, cultural attractions, and beautiful parks just moments away. This property is the perfect blend of a charming home and a lucrative investment opportunity, making it a rarity in today’s market. Don’t miss out on this exceptional chance to become part of the Colorado Springs community. explore all that this remarkable property has to offer!

421 S Prospect St, Colorado Springs

$399,000

8066314 MLS

Located on a corner lot in downtown Colorado Springs' beautiful Hillside community, this shovel ready, urban infill apartment complex offers 10 luxury, Class A units, with amazing mountain views and immediate proximity to downtown amenities. Take advantage of this property's Opportunity Zone tax benefits, which means you pay zero capital gains taxes on the sale after building and owning the apartments for ten years. This project is ready for builder permits, with all drawings and site variances approved and stamped by the city and tap fees already paid. As Hillside's future anchor point for urban living, all units will feature 9' interior ceilings, 8 tuck-under covered parking spots, 8 storage units, 8 bike storage units, a dedicated dog wash, and electric vehicle charging stations. Investment opportunities like this rarely make it to the open market. Make this one yours today!

703 E Costilla St, Colorado Springs

$435,000

3 Beds ⋅ 2 Baths ⋅ 8992924 MLS

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

$210,000

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

$399,000

3995094 MLS

Located on a corner lot in downtown Colorado Springs' beautiful Hillside community, this shovel ready, urban infill apartment complex offers 10 luxury, Class A units, with amazing mountain views and immediate proximity to downtown amenities. Take advantage of this property's Opportunity Zone tax benefits, which means you pay zero capital gains taxes on the sale after building and owning the apartments for ten years. This project is ready for builder permits, with all drawings and site variances approved and stamped by the city and tap fees already paid.As Hillside's future anchor point for urban living, all units will feature 9' interior ceilings, 8 tuck-under covered parking spots, 8 storage units, 8 bike storage units, a dedicated dog wash, and electric vehicle charging stations.Investment opportunities like this rarely make it to the open market. Make this one yours today!

703 E Costilla Street, Colorado Springs

Start Your Search

The content relating to real estate for sale in this Web site comes in part from the Internet Data eXchange (“IDX”) program of METROLIST, INC., DBA RECOLORADO® Real estate listings held by brokers other than Espi Agency, L.L.C. are marked with the IDX Logo. This information is being provided for the consumers’ personal, non-commercial use and may not be used for any other purpose. All information subject to change and should be independently verified. IDX Terms and Conditions

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.