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2025 Compare Cities Housing:
Chesterfield, MO vs Windermere, FL

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Highlights
- The median age of a home in Chesterfield is 12.8% older than the median age of a home in Windermere.
 Chesterfield, MOWindermere, FLUnited States
 Median Home Age39  Unlock42
 Median Home Cost  Unlock$689,100$338,100
 Home Appr. Last 12 months14.9%  Unlock16.6%
 Home Appr. Last 5 yrs.  Unlock93.4%57.0%
 Home Appr. Last 10 yrs.70.0%  Unlock101.1%
 Property Tax Rate  Unlock$9.6$11.0
 Homes Owned77.5%  Unlock57.4%
 Housing Vacant  Unlock8.6%11.2%
 Homes Rented18.8%  Unlock31.4%
 space
 Avg Rent For Home Or Apartment
 Chesterfield, MOWindermere, FLUnited States
 Average Rent  Unlock$3,040$1,840
 Studio Apartment$960  Unlock$1,080
 1 Bedroom Home or Apartment  Unlock$2,120$1,180
 2 Bedroom Home or Apartment$1,280  Unlock$1,430
 3 Bedroom Home or Apartment  Unlock$3,080$1,860
 4 Bedroom Home or Apartment$1,940  Unlock$2,160
 space1
 Vacant Housing
 Chesterfield, MOWindermere, FLUnited States
 Vacant For Rent  Unlock2.1%1.9%
 Vacant Rented0.8%  Unlock0.4%
 Vacant For Sale  Unlock4.4%0.7%
 Vacant Sold0.1%  Unlock0.4%
 Vacant Vacation  Unlock2.2%3.6%
 Vacant Other1.0%  Unlock4.1%
 space2
 Owner-Occupied Housing Value
 Chesterfield, MOWindermere, FLUnited States
 Less Than $20,000  Unlock2.5%2.6%
 $20,000 to $39,9990.5%  Unlock2.4%
 $40,000 to $59,999  Unlock0.7%2.8%
 $60,000 to $79,9990.2%  Unlock3.9%
 $80,000 to $99,999  Unlock0.0%4.5%
 $100,000 to $149,9993.1%  Unlock11.3%
 $150,000 to $199,999  Unlock0.2%13.0%
 $200,000 to $299,99915.4%  Unlock20.1%
 $300,000 to $399,999  Unlock9.2%13.6%
 $400,000 to $499,99919.1%  Unlock8.3%
 $500,000 to $749,999  Unlock34.6%9.7%
 $750,000 to $999,9996.0%  Unlock3.9%
 $1,000,000 to $1,499,999  Unlock8.5%2.2%
 $1,500,000 to $1,999,9990.2%  Unlock0.8%
 $2,000,000 and over  Unlock13.3%1.1%
 space3
 Housing Units By Year Built
 Chesterfield, MOWindermere, FLUnited States
 2015 and Newer0.1%  Unlock0.2%
 2010 to 2014  Unlock8.3%13.6%
 2000 to 20099.0%  Unlock13.6%
 1990 to 1999  Unlock26.4%13.6%
 1980 to 198924.3%  Unlock13.2%
 1970 to 1979  Unlock15.2%14.8%
 1960 to 196916.4%  Unlock13.6%
 1950 to 1959  Unlock5.4%10.0%
 1940 to 19490.6%  Unlock4.7%
 1939 or Earlier  Unlock2.7%12.2%
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Reviews for Chesterfield    7 Reviews
Cindy · De Soto, MO
Look elsewhere if you can help it
Over 4 years ago

I've lived in St. Louis for roughly ten years and I grew up in the surrounding area. I do not recommend St. Louis to live for two reasons: crime and the weather. A lot  More

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Joel · Chesterfield, MO
No Wind
Over 17 years ago

The climate in Chesterfield is moderate winters, hot humid summers. The best season is spring and the worst season is winter. The worst problem with the climate in  More

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gnd · St. Louis, MO
underestimated
Over 17 years ago

The good things about Chesterfield are relatively inexpensive cost combined with many things to do in the area and proximity to an airport. Unlike many areas growing  More

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Reviews for Windermere    3 Reviews
Connie · Windermere, FL
Windermere is a very inconvenient place to live
Over 13 years ago

I moved to Windermere from Chicago and I am having a difficult time adjusting here. Sure, the weather is great, but everything else is not. I have to drive for long  More

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Bp · Windermere, FL
Upscale Town trying to keep a tight reign on progr
Over 15 years ago

Windermere, Florida is home to many top athletes and famous people including Tiger Woods & Shaq O'Neil. This is a quaint little town that guards itself against too much  More

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Candice · Windermere, FL
Living in Windermere
Over 16 years ago

I've spent the last 5 years in Windermere Fl. and 31 years in the state of Florida. Windermere is a small town set amongst the Butler Chain of Lakes. It has it's older  More

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Learn More About Chesterfield, Missouri
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