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Town comparisons › Wellington vs Windsor

Wellington vs Windsor

Wellington and Windsor are both Colorado towns. There are 69 homes for sale in Wellington and 290 in Windsor as this page loaded. Windsor is the more expensive of the two: a median asking price of $595,350 against $495,000 in Wellington, about 20% higher. Homes are moving faster in Wellington — a median of 51 days on market against 66 in Windsor. On months of supply both are a balanced market right now.

Side by side

MeasureWellingtonWindsor
Homes for sale69290
New in last 30 days2165
Median asking price$495,000$595,350
Median price per sq ft$265$259
Median size (sq ft)2,0162,430
Median bedrooms44
Median days on market5166
Months of supply3.53.8
Sold, last 12 months236911
Median sold price$460,000$599,900
Median days to sell6977
Sold vs asking price100.0%99.0%

The darker figure in each row is the lower price, the shorter wait or the larger number — which of those is the good news depends entirely on whether you are buying or selling.

What each market is doing

Wellington is a balanced marketBetween three and six months of supply is the range where neither side has the upper hand - well-priced homes sell and buyers still have room to negotiate.
Windsor is a balanced marketBetween three and six months of supply is the range where neither side has the upper hand - well-priced homes sell and buyers still have room to negotiate.

Wellington

69
Homes for sale
$495,000
Median asking price
$265
Median per sq ft
51
Median days on market

Windsor

290
Homes for sale
$595,350
Median asking price
$259
Median per sq ft
66
Median days on market

Look at either town on its own

Questions people ask

Is Wellington or Windsor more expensive?

Windsor is more expensive. The median asking price is $595,350 in Windsor against $495,000 in Wellington. By price per square foot, Wellington runs $265 and Windsor $259.

Which moves faster, Wellington or Windsor?

Homes for sale in Wellington have been on the market a median of 51 days, against 66 days in Windsor. Of the homes that actually closed in the last twelve months, Wellington took a median of 69 days and Windsor 77.

Is Wellington or Windsor the better market for a buyer?

Wellington is a balanced market and Windsor is a balanced market, measured on months of supply — 3.5 months in Wellington and 3.8 in Windsor. More months of supply means more choice and more room to negotiate, so on that measure Windsor is the easier of the two to buy in today. That is the arithmetic, not advice — the right town is the one you want to live in.

How many homes are for sale in Wellington and Windsor?

There are 69 homes for sale in Wellington and 290 in Windsor as this page loaded, 21 and 65 of them new in the last 30 days.

How current are these figures?

They are not published on a schedule and they are not a monthly snapshot. Both towns are read from the live MLS feed at the same instant, when you open this page, so the two sides are always measured against each other rather than against different weeks.

Both sides of this comparison are recalculated from the live MLS feed at the moment the page loads - neither is a monthly snapshot, and the two are read at the same instant so they are always comparable. Figures cover residential homes for sale; 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 complete calendar months. Market data is deemed reliable but not guaranteed - talk to us before making a decision on it.

The listings these figures are drawn from were last changed at the MLS on November 6, 2026 at 10:01 PM Mountain time. The figures themselves are worked out again from scratch every time this page is opened.

Common questions, answered with live Colorado numbers