Woodland Park, Colorado

Find Your Place
in the Mountains

Jonathan Dickey and Boulder Street Real Estate help you buy, sell, and discover mountain living in Woodland Park, Teller County, and the Pikes Peak region.

Search Homes (405) 588-7650

8,465'

Elevation

18 mi

To CO Springs

$565K

Median Price

300+

Sunny Days/Year

Where we roam

Mountain Communities We Serve

From the heart of Woodland Park to the quiet meadows of Florissant — we know every trail, every neighborhood, every hidden gem in Teller County.

Aerial view of Woodland Park at sunset with Pikes Peak

Woodland Park

The City Above the Clouds. Stunning Pikes Peak views, vibrant downtown, excellent schools, and easy access to Colorado Springs. The hub of Teller County living.

Primary Market → Wildflower meadow in Divide, Colorado

Divide

Just west of Woodland Park with larger lots, peaceful meadows, and proximity to Mueller State Park. Perfect for those who want a little more space and solitude.

Explore Divide → Ranch properties and mountain views in Florissant, Colorado

Florissant

Home to the Florissant Fossil Beds National Monument. Ranch properties, acreage, and a true off-the-beaten-path mountain lifestyle with unbeatable stargazing.

Explore Florissant → Historic downtown Cripple Creek, Colorado with mountain backdrop

Cripple Creek & Victor

Historic gold mining towns with character to spare. Affordable mountain properties with a rich history and growing community just south of Woodland Park.

Explore CC & Victor → Pine forest with mountain peaks near Green Mountain Falls

Green Mountain Falls

A charming, artsy mountain village between Woodland Park and Manitou Springs. Cozy cabins, a gazebo lake, and a tight-knit creative community.

Explore GMF → Forest trails and mountain scenery near Cascade and Chipita Park

Cascade & Chipita Park

Nestled along Fountain Creek on the Ute Pass corridor. Mountain retreat living that's halfway between Woodland Park and Colorado Springs.

Explore Cascade →
Why Boulder Street

Mountain Properties Need a Mountain Expert

Buying or selling in the mountains isn't the same as the city. Well water, septic systems, wildfire mitigation, altitude considerations, seasonal road access — you need someone who lives it every day.

Local to the Core

Jonathan Dickey is based right here in Woodland Park. He knows every neighborhood, every street, every hidden pocket of Teller County because he lives here too.

Mountain Property Expertise

Well & septic inspections, wildfire defensible space, altitude building codes, seasonal access — we guide you through what makes mountain real estate unique.

Relocation Friendly

Whether you're moving from Colorado Springs, out of state, or retiring to the mountains — we make the transition smooth and stress-free.

Market Data Driven

Monthly market reports, real-time pricing data, and honest assessments. No guesswork — just clear information to make confident decisions.

Jonathan Dickey, Boulder Street Real Estate agent in Woodland Park, Colorado

"Your trail to home starts here."

Woodland Park Market

Know Your Market

Real data for real decisions. Here's a snapshot of the Woodland Park, CO real estate market.

$565K

Median Home Price

7,920

Population

45

Avg Days on Market

8,465'

Elevation

Life Outside

Trails & Outdoor Recreation

One of the biggest reasons people move to Woodland Park: world-class hiking, biking, and outdoor adventure right from your doorstep.

The Crags Trail

A 5-mile moderate hike to dramatic granite pinnacles on the shoulders of Pikes Peak. Wildflower meadows, creek crossings, and 360° summit views. Family friendly.

Divide · 5 mi · Moderate →

Raspberry Mountain

Known as "the sleeping giant," this summit delivers stunning views of the Front Range, Sangre de Cristos, and Pikes Peak. A local favorite year-round.

Divide · 5 mi · Moderate →

Avenger Open Space

Woodland Park's newest 120-acre open space, acquired in 2024. Meadows, aspen groves, and Pikes Peak views — a true community treasure.

Woodland Park · Easy-Moderate →

Lovell Gulch

A peaceful 5.2-mile loop through Pike National Forest, just minutes from downtown Woodland Park. Creek crossings, ridge views, and little caves to explore.

Woodland Park · 5.2 mi · Moderate →

Manitou Lake

A serene 2.5-mile lakeside loop off Highway 67. Perfect for families, fishing, and birdwatching with Pikes Peak as your backdrop.

Hwy 67 · 2.5 mi · Easy →
Local Insight

Short-Term Rentals in Woodland Park: What You Need to Know

If you're considering an investment property or Airbnb in Woodland Park, the regulatory landscape has changed dramatically. Here's the full picture.

What Happened?

In December 2023, Woodland Park voters overwhelmingly passed a citizens' initiative (1,347 to 947) that restricts short-term rentals to owner-occupied properties only in residential zones. Non-owner-occupied STRs are only permitted in commercially zoned areas. The ordinance was set to take effect December 31, 2024.

The Lawsuit

Property owners — including out-of-state investors and local STR operators — filed suit against the city, arguing the ordinance violates constitutional property rights. A key issue: the new rules do not grandfather in existing licensed STR properties, which is unusual. As of early 2025, the city delayed enforcement while legal challenges continue.

Impact on Property Owners

Over 150 short-term rental properties could be affected. Some owners report potential annual revenue losses of $45,000–$65,000. Many former STR hosts are pivoting to medium-term rentals (30+ day stays) as an alternative strategy.

What This Means for Buyers & Sellers

If you're buying property in Woodland Park as an STR investment, proceed with caution and understand the current regulations. If you're selling an existing STR property, we can help you navigate the changing landscape and find the right buyer. Contact us for the latest updates on this evolving situation.

Common Questions

Frequently Asked Questions About Woodland Park Real Estate

Everything you need to know about buying, selling, and living in the mountains.

What is the average home price in Woodland Park, CO?

The median home price in Woodland Park is approximately $565,000–$650,000 depending on the season and property type. Prices range from around $200,000 for smaller cabins to over $1 million for custom mountain estates on acreage. The market has seen steady appreciation as more remote workers and retirees discover mountain living.

How far is Woodland Park from Colorado Springs?

Woodland Park is approximately 18 miles (25–30 minutes) west of Colorado Springs via US Highway 24 through Ute Pass. Many residents commute to Colorado Springs for work, shopping, and healthcare while enjoying the peace of mountain living. The drive is scenic but can be slower during winter storms or summer tourist season.

Is Woodland Park a good place to live?

Woodland Park is known as the "City Above the Clouds" at 8,465 feet elevation. It offers stunning Pikes Peak views, 300+ sunny days per year, excellent schools (RE-2 district), low crime, a vibrant downtown, and world-class outdoor recreation. It's especially popular with families, remote workers, military retirees, and outdoor enthusiasts.

What should I know about buying a mountain home?

Mountain properties in Teller County often have well water and septic systems instead of city utilities. Key considerations include wildfire mitigation and defensible space, snow removal access, altitude adjustment (8,000+ feet), year-round road access, and utility infrastructure. A local mountain property expert is essential to navigate these unique factors.

What are the best neighborhoods in Woodland Park?

Popular subdivisions include Paradise Estates (easy highway access, diverse home styles), Westwood Lakes (small lakeside community), Sunnywood Manor (larger homes, north end), and The Reserve at Tamarac (newer construction). Each neighborhood offers different lot sizes, views, and proximity to downtown or outdoor recreation.

Can I have an Airbnb in Woodland Park?

Short-term rental regulations changed significantly in 2023-2024. Voters passed restrictions limiting STRs to owner-occupied properties in residential zones. Non-owner-occupied vacation rentals are only allowed in commercial zones. Legal challenges are ongoing, so consult us for the latest updates before purchasing an investment property.

Let's talk

Ready to Find Your Mountain Home?

Whether you're buying your first mountain property, selling your Woodland Park home, or just exploring the area — we're here to help.

Call (405) 588-7650 Email Jonathan
(405) 588-7650