Hillside Real Estate

Hillside Real Estate

Welcome to Hillside, a charming neighborhood nestled in the heart of Castle Rock, Colorado. Known for its stunning natural beauty and friendly community atmosphere, Hillside offers a perfect blend of suburban tranquility and convenient access to urban amenities.

One of the standout features of this neighborhood is its breathtaking views of the Rocky Mountains, which serve as a picturesque backdrop for daily life. Residents can take advantage of a variety of outdoor activities, from hiking and biking in the nearby trails to enjoying leisurely strolls in the well-maintained parks that dot the area. The lush greenery and vibrant landscapes create an inviting environment that appeals to families, retirees, and everyone in between.

Hillside is also celebrated for its strong sense of community. With regular neighborhood events, social gatherings, and friendly neighbors, it’s easy to feel right at home. Families will appreciate the highly-rated schools in the Douglas County School District, which are known for their commitment to academic excellence and extracurricular opportunities.

Convenience is a key aspect of life in Hillside. Just a short drive away, residents can explore the charming downtown area of Castle Rock, offering a delightful mix of local boutiques, restaurants, and entertainment options. For those who enjoy a bit of adventure, the nearby Castle Rock Outlets provide ample shopping opportunities.

With its picturesque surroundings, welcoming community, and convenient location, Hillside is not just a place to live—it's a lifestyle. Discover the charm of Hillside and make it your new home today!

Newest Listings in Hillside

$155,000
ACTIVE Status
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

Courtesy of Mason & Morse Ranch Co. 970-928-7100

$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

$532,000
ACTIVE Status
*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

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

$399,000
ACTIVE Status
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

Courtesy of Better Homes and Gardens Real Estate Kenney & Company. 719-550-1515

$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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