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Comparisons › Neighborhoods › Colorado Springs › Security vs Winsome

Security vs Winsome

Security and Winsome are both neighbourhoods of Colorado Springs, CO. There are 7 homes for sale in Security and 7 in Winsome as this page loaded. Winsome is the more expensive of the two: a median asking price of $1,849,900 against $325,000 in Security, about 469% higher. By the foot it is $298 in Security against $390 in Winsome. A typical home is 1,137 square feet in Security and 4,680 in Winsome, built around 1956 and 2023 respectively. Homes are moving faster in Security: a median of 25 days on the market against 172 in Winsome. Security is in the Widefield 3 school district and Winsome is in District 49.

Side by side

MeasureSecurityWinsome
For sale today
Homes for sale77
Median asking price$325,000$1,849,900
Cheapest home for sale$249,000$975,000
Dearest home for sale$359,900$2,350,000
Median price per sq ft$298$390
Median days on market25172
The homes themselves
Median size (sq ft)1,1374,680
Median bedrooms35
Typical year built19562023
What actually sold, last 12 months
Homes sold203
Median sold price$325,000$1,700,000
Schools the homes for sale are assigned to
School districtWidefield 3District 49
ElementaryPinelloBennett Ranch
MiddleSproulFalcon
High schoolWidefieldFalcon
Getting around, out of 10
Walkability3/103/10
Transit2/102/10
Biking4/104/10
Quiet7/107/10
Calm streets7/107/10
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.

Security

7
Homes for sale
$325,000
Median asking price
$298
Median per sq ft
25
Median days on market

Winsome

7
Homes for sale
$1,849,900
Median asking price
$390
Median per sq ft
172
Median days on market

What each one is like

Security

Security is a residential neighborhood in northeast Colorado Springs characterized by quieter, family-oriented streets and a suburban feel. The area offers affordable housing options and is conveniently located near major employers and retail corridors, with easy access to I-25 for commuting throughout the metro region. Daily life centers around local schools, parks, and neighborhood shopping.

Full Security 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 Security or Winsome more expensive?

Winsome is more expensive. The median asking price is $1,849,900 in Winsome against $325,000 in Security. By price per square foot they run $298 in Security and $390 in Winsome, which is the fairer comparison when the homes are different sizes.

Which has bigger homes, Security or Winsome?

A typical home for sale is 1,137 square feet in Security and 4,680 square feet in Winsome, with a median of 3 and 5 bedrooms respectively.

Which is the older neighborhood?

Going by the homes on the market today, Security is the older of the two: a typical home there was built around 1956, against 2023 in Winsome.

Which sells faster, Security or Winsome?

Homes for sale in Security have been listed a median of 25 days, against 172 days in Winsome. Over the last twelve months 20 homes sold in Security and 3 in Winsome, which is the better measure of how busy each one is.

What schools serve Security and Winsome?

Security is in the Widefield 3 district and Winsome is in District 49. The homes for sale in Security are most often assigned to Pinello Elementary, Sproul Middle, Widefield 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, Security 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 October 27, 2026 at 2:23 PM Mountain time, and are recomputed every fifteen minutes.