Highland Hills Homes for Sale

Welcome to Highland Hills, a picturesque neighborhood nestled in the heart of Woodland Park, Colorado. Known for its stunning mountain views and serene natural surroundings, Highland Hills offers a perfect blend of tranquility and accessibility. Just a short drive from Colorado Springs, this charming community is ideal for those seeking a peaceful retreat without sacrificing modern conveniences.

Highland Hills is characterized by its well-maintained homes, many of which boast spacious lots and beautiful landscaping. The architectural styles range from cozy cabins to contemporary designs, catering to diverse tastes and lifestyles. With a variety of homes for sale, prospective buyers will find options suitable for families, retirees, and everyone in between. Each property is a gateway to the breathtaking beauty that Colorado is renowned for, with many homes featuring expansive decks or patios that invite you to soak in the stunning vistas.

The neighborhood is also rich in recreational opportunities. Residents can explore nearby Pike National Forest, where hiking, biking, and wildlife watching are just a stone's throw away. The local parks and playgrounds provide ample space for families to enjoy outdoor activities, and the vibrant community spirit is evident in the various events and gatherings held throughout the year.

In Highland Hills, you'll not only find a home but a lifestyle that embraces nature, community, and adventure. With homes for sale that reflect the charm of this enchanting neighborhood, now is the perfect time to discover your dream home in Highland Hills. Come experience the magic of Woodland Park, where your new life awaits!

Newest Highland Hills Homes for Sale

$420,000

2 Beds ⋅ 1 Baths ⋅ 1,412 SqFt. ⋅ ACTIVE Status

Escape to the mountains and enjoy the perfect blend of comfort, convenience, and Colorado charm in this beautiful Woodland Park retreat! Nestled on a large, treed lot with peaceful surroundings, this inviting raised ranch floorplan offers two bedrooms, one remodeled bathroom, and a one-car attached garage plus a one-car carport for additional parking and flexibility. Inside, you'll find luxury vinyl flooring throughout the common areas and cozy carpet in the bedrooms, creating a warm and welcoming atmosphere. The updated bathroom adds a touch of modern style, while the functional layout makes everyday living easy. A versatile bonus area with its own private entrance provides excellent flexibility and could easily serve as a third bedroom, home office, guest space, or hobby room. Step outside to the expansive wood deck, an ideal place to enjoy morning coffee, entertain guests, or simply take in the tranquil mountain setting. Surrounded by mature trees and quiet surroundings, this property offers the peaceful mountain lifestyle you've been searching for. Located just minutes from downtown Woodland Park, you'll enjoy quick access to shopping, dining, local events, and outdoor recreation while still feeling tucked away in your own private mountain oasis. This is Colorado mountain living at its best!

1257 W Midland Ave, Woodland Park

Courtesy of Coldwell Banker Realty. 719-550-2500

$499,000

3 Beds ⋅ 3 Baths ⋅ 1,782 SqFt. ⋅ ACTIVE UNDER CONTRACT Status

Nestled among mature pines on a beautifully treed lot, this inviting 3-bedroom, 3-bathroom mountain retreat offers the perfect combination of privacy, comfort, and modern updates. Step inside to a bright and welcoming living room featuring vaulted ceilings, abundant natural light, a stunning stone fireplace, and access to the spacious deck where you can relax and enjoy the peaceful woodland surroundings. The updated kitchen boasts stylish cabinetry, solid surface countertops, stainless steel appliances, and ample storage. The main level offers convenient one-level living with the primary suite featuring an attached bathroom, an additional bedroom, and a second full bathroom. Downstairs, you’ll find a spacious third bedroom, another bathroom, and a versatile bonus room ideal for a home office, gym, hobby room, or guest space. The lower level provides flexibility to fit a variety of lifestyles and needs. Outside, enjoy the beauty of Colorado living with mature trees, multiple outdoor gathering spaces, and a rare fenced backyard with lush grass, perfect for pets, play, or entertaining. Whether you’re enjoying your morning coffee on the deck or spending time outdoors with family and friends, this property offers a peaceful mountain setting while remaining conveniently close to Woodland Park amenities, schools, shopping, dining, and endless outdoor recreation. Move-in ready and full of charm, this home is the perfect opportunity to enjoy mountain living year-round.

1231 W Midland Ave, Woodland Park

Courtesy of Coldwell Banker Beyond. 719-577-4300

$579,000

6 Beds ⋅ 3 Baths ⋅ 2,360 SqFt. ⋅ ACTIVE UNDER CONTRACT Status

Well maintained ranch style home on a beautiful treed lot on the west side of Woodland Park, surrounded by mature pines and aspens. This six bedroom home offers a functional layout with three bedrooms on each level and multiple living spaces. The main level features hardwood flooring, a spacious kitchen with ample cabinet and counter space, and a living room anchored by a floor to ceiling moss rock fireplace. The primary suite includes an attached and recently updated bath. The lower level adds significant flexibility with a large family room, second fireplace, and a newly added kitchen and bedroom, creating an ideal setup for guests, multi generational living, or extended stay options. Walkout access enhances usability and privacy. Recent updates include remodeled bathrooms and primary shower in 2023, addition of a lower level kitchen and bedroom, upgraded 200 amp electrical service, and added digital wall heating units in the lower level. In 2025, new carpet was installed upstairs and the back deck was replaced. Additional features include newer vinyl windows, newer roof, oversized two car garage, paved driveway with extra parking, fenced backyard, and front and rear decks to enjoy the peaceful mountain setting. Located just minutes from Woodland Park amenities with easy access to Colorado Springs, national forest, and outdoor recreation.

1210 W Lorraine Ave, Woodland Park

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

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