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Flying Horse vs Winsome

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.

Side by side

MeasureFlying HorseWinsome
For sale today
Homes for sale228
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 market102126
The homes themselves
Median size (sq ft)4,0234,692
Median bedrooms55
Typical year built20182024
What actually sold, last 12 months
Homes sold303
Median sold price$944,950$1,700,000
Schools the homes for sale are assigned to
School districtAcademy 20District 49
ElementaryDiscovery CanyonBennett Ranch
MiddleDiscovery CanyonFalcon
High schoolDiscovery CanyonFalcon
Getting around, out of 10
Walkability3/103/10
Transit2/102/10
Biking4/104/10
Quiet8/107/10
Calm streets8/107/10
Getting around7/106/10

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

22
Homes for sale
$994,000
Median asking price
$241
Median per sq ft
102
Median days on market

Winsome

8
Homes for sale
$1,862,450
Median asking price
$394
Median per sq ft
126
Median days on market

What each one is like

Flying Horse

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.

Full Flying Horse guide

Winsome

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.

Full Winsome guide

Questions people ask

Is Flying Horse or Winsome more expensive?

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.

Which has bigger homes, Flying Horse or Winsome?

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.

Which is the older neighborhood?

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.

Which sells faster, Flying Horse or 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.

What schools serve Flying Horse and Winsome?

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.

Which is more walkable, Flying Horse or Winsome?

Symbio rates both 3 out of 10 for walkability. On transit they score 2 and 2.

How current are these figures?

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.

Other Colorado Springs comparisons

Look at either one on its own

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.

Common questions, answered with live Colorado numbers

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.