Revolutionizing · Modernizing · SimplifyingRevolutionizing · Modernizing · SimplifyingHighlands Ranch and Trailhead Community Condos are both neighbourhoods of Littleton, CO. There are 20 homes for sale in Highlands Ranch and 31 in Trailhead Community Condos as this page loaded. Highlands Ranch is the more expensive of the two: a median asking price of $648,950 against $385,000 in Trailhead Community Condos, about 69% higher. By the foot it is $262 in Highlands Ranch against $830 in Trailhead Community Condos — so the cheaper home is the dearer space, which usually means the homes in Highlands Ranch are simply bigger. A typical home is 2,692 square feet in Highlands Ranch and 464 in Trailhead Community Condos, built around 1996 and 2024 respectively. Homes are moving faster in Highlands Ranch: a median of 84 days on the market against 92 in Trailhead Community Condos. Highlands Ranch is in the Douglas RE-1 school district and Trailhead Community Condos is in Jefferson County R-1.
| Measure | Highlands Ranch | Trailhead Community Condos |
|---|---|---|
| For sale today | ||
| Homes for sale | 20 | 31 |
| Median asking price | $648,950 | $385,000 |
| Cheapest home for sale | $460,000 | $385,000 |
| Dearest home for sale | $1,100,000 | $510,000 |
| Median price per sq ft | $262 | $830 |
| Median days on market | 84 | 92 |
| The homes themselves | ||
| Median size (sq ft) | 2,692 | 464 |
| Median bedrooms | 4 | 1 |
| Typical year built | 1996 | 2024 |
| What actually sold, last 12 months | ||
| Homes sold | 63 | — |
| Median sold price | $668,000 | — |
| Schools the homes for sale are assigned to | ||
| School district | Douglas RE-1 | Jefferson County R-1 |
| Elementary | Coyote Creek | Mount Carbon |
| Middle | Mountain Ridge | Summit Ridge |
| High school | Mountain Vista | Dakota Ridge |
| Getting around, out of 10 | ||
| Walkability | 4/10 | 6/10 |
| Transit | 2/10 | 5/10 |
| Biking | 6/10 | 7/10 |
| Quiet | 7/10 | 7/10 |
| Calm streets | 7/10 | 7/10 |
| Getting around | 6/10 | 8/10 |
The darker figure in each row is the lower price, the shorter wait, the bigger number or the higher score — which of those is good news depends entirely on whether you are buying or selling, and on what you want from a street.
Highlands Ranch is a master-planned community in southern Douglas County, known for its suburban character, good schools, and family-oriented atmosphere. Located between Denver and Castle Rock, it offers a mix of residential neighborhoods with parks, trails, and recreation centers. The area features shopping at The Promenade and nearby dining options along major corridors like Highland Ranch Parkway.
Trailhead Community Condos is a well-established condo community in Littleton, offering convenient access to shopping, dining, and recreation along the Highway 85 corridor. The neighborhood provides a mix of suburban convenience with proximity to parks and trails, making it appealing to buyers seeking maintenance-free living in the south Denver metro area.
Highlands Ranch is more expensive. The median asking price is $648,950 in Highlands Ranch against $385,000 in Trailhead Community Condos. By price per square foot they run $262 in Highlands Ranch and $830 in Trailhead Community Condos, which is the fairer comparison when the homes are different sizes.
A typical home for sale is 2,692 square feet in Highlands Ranch and 464 square feet in Trailhead Community Condos, with a median of 4 and 1 bedrooms respectively.
Going by the homes on the market today, Highlands Ranch is the older of the two: a typical home there was built around 1996, against 2024 in Trailhead Community Condos.
Homes for sale in Highlands Ranch have been listed a median of 84 days, against 92 days in Trailhead Community Condos.
Highlands Ranch is in the Douglas RE-1 district and Trailhead Community Condos is in Jefferson County R-1. The homes for sale in Highlands Ranch are most often assigned to Coyote Creek Elementary, Mountain Ridge Middle, Mountain Vista High School; in Trailhead Community Condos it is Mount Carbon Elementary, Summit Ridge Middle, Dakota Ridge High School. School assignment can change, so confirm with the district before it decides anything.
Symbio rates Trailhead Community Condos 6 out of 10 for walkability, against 4 for Highlands Ranch. On transit they score 2 and 5.
They are not a monthly snapshot. Both neighbourhoods are worked out from the live MLS feed every fifteen minutes and both sides are read from the same instant, so the two sides are always measured against each other rather than against different weeks. The exact moment is stamped at the foot of this page.
Both neighbourhoods come from the live MLS feed, worked out again every fifteen minutes, and both are read from the same instant, so the two sides are always comparable. Figures cover residential homes; rentals, land and commercial are excluded, as are fractional co-ownership shares, which are priced per share and would distort the medians. Sold figures cover the last twelve months. Schools shown are the ones the homes for sale today are assigned to and can change - check with the district before relying on them. Market data is deemed reliable but not guaranteed.
These figures were worked out from the live MLS feed at October 27, 2026 at 11:08 AM Mountain time, and are recomputed every fifteen minutes.