Revolutionizing · Modernizing · SimplifyingRevolutionizing · Modernizing · SimplifyingHolly Hills and Windsor Gardens are both neighbourhoods of Denver, CO. There are 9 homes for sale in Holly Hills and 93 in Windsor Gardens as this page loaded. Holly Hills is the more expensive of the two: a median asking price of $799,500 against $199,900 in Windsor Gardens, about 300% higher. By the foot it is $282 in Holly Hills against $196 in Windsor Gardens. A typical home is 2,608 square feet in Holly Hills and 945 in Windsor Gardens, built around 1961 and 1969 respectively. Homes are moving faster in Holly Hills: a median of 110 days on the market against 111 in Windsor Gardens. Holly Hills is in the Cherry Creek 5 school district and Windsor Gardens is in Denver 1.
| Measure | Holly Hills | Windsor Gardens |
|---|---|---|
| For sale today | ||
| Homes for sale | 9 | 93 |
| Median asking price | $799,500 | $199,900 |
| Cheapest home for sale | $275,000 | $109,900 |
| Dearest home for sale | $1,100,000 | $339,000 |
| Median price per sq ft | $282 | $196 |
| Median days on market | 110 | 111 |
| The homes themselves | ||
| Median size (sq ft) | 2,608 | 945 |
| Median bedrooms | 5 | 2 |
| Typical year built | 1961 | 1969 |
| What actually sold, last 12 months | ||
| Homes sold | 31 | 139 |
| Median sold price | $674,000 | $180,000 |
| Schools the homes for sale are assigned to | ||
| School district | Cherry Creek 5 | Denver 1 |
| Elementary | Holly Hills | Place Bridge Academy |
| Middle | West | Place Bridge Academy |
| High school | Cherry Creek | George Washington |
| Getting around, out of 10 | ||
| Walkability | 5/10 | 6/10 |
| Transit | 4/10 | 5/10 |
| Biking | 6/10 | 6/10 |
| Quiet | 8/10 | 7/10 |
| Calm streets | 8/10 | 7/10 |
| Getting around | 7/10 | 7/10 |
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.
Holly Hills is a quiet, tree-lined residential neighborhood in south Denver known for its peaceful, family-friendly character. tree-lined streets, well-maintained homes, and strong community feel attract long-term residents. The area offers good access to shopping and dining along nearby corridors while maintaining a distinctly residential atmosphere.
Windsor Gardens is a residential neighborhood in north-central Denver characterized by tree-lined streets, single-family homes, and a quiet, family-oriented atmosphere. The area offers convenient access to shopping, dining, and services along nearby corridors, with good proximity to major employers and downtown Denver.
Holly Hills is more expensive. The median asking price is $799,500 in Holly Hills against $199,900 in Windsor Gardens. By price per square foot they run $282 in Holly Hills and $196 in Windsor Gardens, which is the fairer comparison when the homes are different sizes.
A typical home for sale is 2,608 square feet in Holly Hills and 945 square feet in Windsor Gardens, with a median of 5 and 2 bedrooms respectively.
Going by the homes on the market today, Holly Hills is the older of the two: a typical home there was built around 1961, against 1969 in Windsor Gardens.
Homes for sale in Holly Hills have been listed a median of 110 days, against 111 days in Windsor Gardens. Over the last twelve months 31 homes sold in Holly Hills and 139 in Windsor Gardens, which is the better measure of how busy each one is.
Holly Hills is in the Cherry Creek 5 district and Windsor Gardens is in Denver 1. The homes for sale in Holly Hills are most often assigned to Holly Hills Elementary, West Middle, Cherry Creek High School; in Windsor Gardens it is Place Bridge Academy Elementary, Place Bridge Academy Middle, George Washington High School. School assignment can change, so confirm with the district before it decides anything.
Symbio rates Windsor Gardens 6 out of 10 for walkability, against 5 for Holly Hills. On transit they score 4 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 2:23 PM Mountain time, and are recomputed every fifteen minutes.