117 Homes
Winter Park, FL homes for sale under $450,000
In the last 30 days, Winter Park home prices were up 49% compared to last year. The median price of a home was $745,000. View Winter Park Market Insights
1 / 43
New 3 Hours Ago
$215,000
COMPASS FLORIDA LLC • MLS O6356756 • Status: Active
1 / 23
3 Days on Orchard
$449,900
MP FLORIDA PROPERTY & REALTY INC • MLS O6356284 • Status: Active
1 / 8
3 Days on Orchard
$110,000
EMPIRE NETWORK REALTY • MLS O6355536 • Status: Active
1 / 21
4 Days on Orchard
$269,900
REALCOM REAL ESTATE SERVICES INC • MLS O6356633 • Status: Active
1 / 36
4 Days on Orchard
$364,900
USCO CAPITAL GROUP • MLS O6355767 • Status: Active
1 / 27
4 Days on Orchard
$320,000
RE/MAX DOWNTOWN • MLS O6356439 • Status: Active
1 / 35
5 Days on Orchard
$269,000
ORLANDO HOME DEALER LLC • MLS O6353956 • Status: Active
1 / 4
$425,000
LOKATION • MLS O6355208 • Status: Active
1 / 24
$179,900
EDEN CREST REALTY, LLC • MLS G5103457 • Status: Active
1 / 25
$428,900
WRA BUSINESS & REAL ESTATE • MLS O6355099 • Status: Active
1 / 21
Price Drop
$167,000
$170,000
CLARA HERRERA REALTY • MLS O6354114 • Status: Active
1 / 11
$347,500
SAVVY AVENUE, LLC • MLS A4669103 • Status: Active
1 / 18
$365,000
DAHLIA REALTY GROUP • MLS O6354237 • Status: Active
1 / 37
$319,900
GULF POINTE PROPERTIES • MLS C7514746 • Status: Active
1 / 15
$189,900
ACME REAL ESTATE FLORIDA LLC • MLS O6353841 • Status: Active
1 / 34
$158,000
P & C PROPERTIES • MLS O6352820 • Status: Active
1 / 26
$425,000
EXP REALTY LLC • MLS TB8437929 • Status: Active
1 / 28
$379,990
ORANGE SLICE PROPERTIES • MLS S5136728 • Status: Active
1 / 30
$410,000
COMPASS FLORIDA LLC • MLS O6349002 • Status: Active
1 / 16
$40,000
FLORIDA REALTY INVESTMENTS • MLS O6352795 • Status: Active
1 / 7
$100,000
REALSOURCE PROPERTY MANGNT LLC • MLS O6352884 • Status: Active
1 / 26
$85,000
REAL BROKER, LLC • MLS O6350080 • Status: Active
1 / 41
$140,000
PROFESSIONAL REAL ESTATE TEAM • MLS S5136332 • Status: Active
1 / 26
$205,000
RE/MAX TOWN & COUNTRY REALTY • MLS O6350310 • Status: Active
1 / 18
$136,000
$130,000
CREATIVE HOMES OF ORLANDO • MLS O6337449 • Status: Active
1 / 33
$198,800
RE/MAX PRIME PROPERTIES • MLS O6344026 • Status: Active
1 / 36
Price Drop
$448,800
$450,000
CAMERON REALTY GROUP LLC • MLS O6349150 • Status: Active
1 / 29
Price Drop
$419,900
$429,000
LPT REALTY, LLC • MLS O6348885 • Status: Active
1 / 12
$295,000
PR REAL ESTATE SERVICES • MLS O6342993 • Status: Active
1 / 32
Price Drop
$424,900
$439,000
COLLADO REAL ESTATE • MLS NS1086064 • Status: Active
1 / 17
$275,000
REALCOM REAL ESTATE SERVICES INC • MLS O6348568 • Status: Active
1 / 22
Price Drop
$299,900
$310,900
HOME SOLD REALTY LLC • MLS TB8432886 • Status: Active
1 / 26
$235,000
FANNIE HILLMAN & ASSOCIATES • MLS O6347944 • Status: Active
1 / 22
$80,000
REAL BROKER, LLC • MLS O6344876 • Status: Active
1 / 11
$95,000
HOMEVEST REALTY • MLS O6346368 • Status: Active
1 / 1
$80,000
KELLER WILLIAMS REALTY AT THE PARKS • MLS O6346135 • Status: Active
Viewing 1-36 of 117 homes
Winter Park Market Trends
All Home Types
In the last 30 days, homes for sale in Winter Park, FL sold for a median price of $745,000, up 49% compared to the same period last year. The median price per square foot was $363.26, up 17.9% year-over-year. There were 43 homes sold, down from 64 last year.
Median Sale Price
$745,000
+49% year-over-year
Median Price per Sq. Ft.
$363.26
+17.9% year-over-year
Number of Homes Sold
43
-32.8% year-over-year
Frequently Asked Questions
What is the median home sale price in Winter Park, FL?
In the last 30 days, the median home sale price in Winter Park was $745,000, up 49% compared to the same period last year. The "median" price is the middle price - half of the homes here were sold for less, the other half for more.
How many homes are for sale in Winter Park, FL?
There were 300 homes for sale in Winter Park as of November 02, 2025. There were 102 new listings within the last 30 days as well. The more homes on the market, the more choices buyers have.
How up-to-date are Orchard's new listings in Winter Park, FL?
The new homes and houses for sale on Orchard's listings pages are updated hundreds of times each day, with listings in Winter Park last seen updated at . New listings can appear every day, but many listings first appear on the market mid-week.
How much competition is there to buy a home in Winter Park, FL?
In the last 30 days, the median number of days a home in Winter Park remained on the market (DOM) was 45. In areas with a low DOM, homes are sold quickly and the competition is fierce; in areas with higher DOMs, you may have more options and more time to make an offer.
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Based on information submitted to the MLS GRID as of 11/3/2025, 11:05PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.