Flying Horse and Winsome are both neighbourhoods of Colorado Springs, CO. There are 22 homes for sale in Flying Horse and 8 in Winsome as this page loaded. Winsome is the more expensive of the two: a median asking price of $1,862,450 against $994,000 in Flying Horse, about 87% higher. By the foot it is $241 in Flying Horse against $394 in Winsome. A typical home is 4,023 square feet in Flying Horse and 4,692 in Winsome, built around 2018 and 2024 respectively. Homes are moving faster in Flying Horse: a median of 102 days on the market against 126 in Winsome. Flying Horse is in the Academy 20 school district and Winsome is in District 49.
| Measure | Flying Horse | Winsome |
|---|---|---|
| For sale today | ||
| Homes for sale | 22 | 8 |
| Median asking price | $994,000 | $1,862,450 |
| Cheapest home for sale | $625,000 | $975,000 |
| Dearest home for sale | $4,750,000 | $2,350,000 |
| Median price per sq ft | $241 | $394 |
| Median days on market | 102 | 126 |
| The homes themselves | ||
| Median size (sq ft) | 4,023 | 4,692 |
| Median bedrooms | 5 | 5 |
| Typical year built | 2018 | 2024 |
| What actually sold, last 12 months | ||
| Homes sold | 30 | 3 |
| Median sold price | $944,950 | $1,700,000 |
| Schools the homes for sale are assigned to | ||
| School district | Academy 20 | District 49 |
| Elementary | Discovery Canyon | Bennett Ranch |
| Middle | Discovery Canyon | Falcon |
| High school | Discovery Canyon | Falcon |
| Getting around, out of 10 | ||
| Walkability | 3/10 | 3/10 |
| Transit | 2/10 | 2/10 |
| Biking | 4/10 | 4/10 |
| Quiet | 8/10 | 7/10 |
| Calm streets | 8/10 | 7/10 |
| Getting around | 7/10 | 6/10 |
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.
Flying Horse is a master-planned community in northeast Colorado Springs known for its equestrian heritage and spacious lots. Residents enjoy a semi-rural feel with modern amenities, including the Flying Horse Golf Club and well-maintained common areas.
Winsome is a residential neighborhood in Colorado Springs offering a quieter, more suburban feel while maintaining reasonable proximity to the city's amenities. The area is characterized by single-family homes and tree-lined streets, appealing to families and those seeking a peaceful setting away from the urban core.
Winsome is more expensive. The median asking price is $1,862,450 in Winsome against $994,000 in Flying Horse. By price per square foot they run $241 in Flying Horse and $394 in Winsome, which is the fairer comparison when the homes are different sizes.
A typical home for sale is 4,023 square feet in Flying Horse and 4,692 square feet in Winsome, both with a median of 5 bedrooms.
Going by the homes on the market today, Flying Horse is the older of the two: a typical home there was built around 2018, against 2024 in Winsome.
Homes for sale in Flying Horse have been listed a median of 102 days, against 126 days in Winsome. Over the last twelve months 30 homes sold in Flying Horse and 3 in Winsome, which is the better measure of how busy each one is.
Flying Horse is in the Academy 20 district and Winsome is in District 49. The homes for sale in Flying Horse are most often assigned to Discovery Canyon Elementary, Discovery Canyon Middle, Discovery Canyon High School; in Winsome it is Bennett Ranch Elementary, Falcon Middle, Falcon High School. School assignment can change, so confirm with the district before it decides anything.
Symbio rates both 3 out of 10 for walkability. On transit they score 2 and 2.
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 September 22, 2026 at 8:08 PM Mountain time, and are recomputed every fifteen minutes.