Highland Hills Real Estate

Welcome to Highland Hills, a hidden gem nestled in the heart of Colorado! This charming neighborhood offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place to call home. Known for its picturesque streets lined with mature trees and well-maintained parks, Highland Hills is a sanctuary for families, professionals, and retirees alike.

One of the standout features of Highland Hills is its accessibility. Located just a short drive from downtown Denver, residents enjoy the convenience of urban amenities while relishing the peaceful atmosphere of suburban living. The neighborhood boasts excellent schools, making it a top choice for families seeking quality education for their children. Additionally, the local community centers and recreational facilities provide countless opportunities for sports, fitness, and social events, fostering a strong sense of belonging among residents.

Nature enthusiasts will adore the proximity to stunning outdoor spaces. With several parks and walking trails nearby, including the scenic Highland Hills Park, residents can immerse themselves in Colorado's breathtaking natural beauty. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, the great outdoors is right at your doorstep.

The local dining and shopping scene is equally appealing, with a variety of quaint cafes, restaurants, and boutiques that reflect the unique character of Highland Hills. From cozy coffee shops to delicious eateries, there’s always something new to discover.

In Highland Hills, you’ll find not just a place to live but a vibrant community where neighbors become friends and every day feels like a new adventure. Come and experience the warmth and charm of Highland Hills, where your dream home awaits!

Newest Listings in Highland Hills

$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

Start Your Search

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.