Winter Park, FL Homes for Sale

Perle Du Lac Condominiums, Winter Park, Orlando
$1,150,000
$502
/ ft²
For Sale
3
Bed
3.5
Bath
2,290
ft²
$502
/ ft²
Condo, Updated 2 days ago
$10,482 / mo
Expenses
No data
Cap Rate
Listed 5 days ago
Maitland Shores, Winter Park, Orange County
$959,000
$258
/ ft²
For Sale
4
Bed
3.5
Bath
3,713
ft²
$258
/ ft²
House, Updated 1 day ago
$10,431 / mo
Expenses
0%
Cap Rate
Price dropped $10,000
Winter Park, Orlando
$939,900
$331
/ ft²
For Sale
4
Bed
3
Bath
2,841
ft²
$331
/ ft²
House, Updated 2 days ago
$6,340 / mo
Expenses
No data
Cap Rate
Price increased $900
Cortland Park, Winter Park, Orlando
$614,900
$271
/ ft²
For Sale
4
Bed
3.5
Bath
2,273
ft²
$271
/ ft²
House, Updated 4 days ago
$1,907 / mo
Expenses
No data
Cap Rate
Amenities Updated
Kenilworth Shores, Winter Park, Orlando
$350,000
$169
/ ft²
For Sale
3
Bed
2
Bath
2,077
ft²
$169
/ ft²
House, Updated 2 days ago
$4,240 / mo
Expenses
No data
Cap Rate
Price dropped $9,800
Ethel Park, Winter Park, Orlando
$1,695,000
$331
/ ft²
For Sale
4
Bed
4.5
Bath
5,120
ft²
$331
/ ft²
House, Updated 3 days ago
$15,133 / mo
Expenses
No data
Cap Rate
Listed 5 days ago
Killarney Bay, Winter Park, Orlando
$284,900
$250
/ ft²
For Sale
2
Bed
2
Bath
1,140
ft²
$250
/ ft²
Condo, Updated 3 days ago
$364 / mo
Expenses
No data
Cap Rate
Listed 6 days ago
Maitland Shores, Winter Park, Orlando
$1,175,000
$303
/ ft²
For Sale
4
Bed
3.5
Bath
3,883
ft²
$303
/ ft²
House, Updated 3 days ago
$11,936 / mo
Expenses
0%
Cap Rate
Price dropped $20,000
Magnolia Gardens, Winter Park, Orlando
$249,900
$263
/ ft²
For Sale
2
Bed
1
Bath
950
ft²
$263
/ ft²
House, Updated 4 days ago
$1,724 / mo
Expenses
No data
Cap Rate
Listed 6 days ago
Winter Park, Orlando
$259,900
$302
/ ft²
For Sale
2
Bed
1
Bath
860
ft²
$302
/ ft²
House, Updated 3 days ago
$2,468 / mo
Expenses
No data
Cap Rate
Listed 5 days ago
Orwin Manor Westminster, Winter Park, Orlando
$869,000
$254
/ ft²
For Sale
4
Bed
4
Bath
3,427
ft²
$254
/ ft²
House, Updated 3 days ago
$6,212 / mo
Expenses
No data
Cap Rate
Price dropped $5,000
Green Terrace, Winter Park, Orlando
$495,000
$253
/ ft²
For Sale
3
Bed
2.5
Bath
1,954
ft²
$253
/ ft²
House, Updated 4 days ago
$3,489 / mo
Expenses
No data
Cap Rate
Listed 6 days ago
Winflor Court, Winter Park, Orlando
$925,000
$273
/ ft²
For Sale
4
Bed
3.5
Bath
3,388
ft²
$273
/ ft²
House, Updated 4 days ago
$10,433 / mo
Expenses
No data
Cap Rate
Amenities Updated
Comstock Park, Winter Park, Orlando
$1,895,000
$464
/ ft²
For Sale
4
Bed
4.5
Bath
4,088
ft²
$464
/ ft²
House, Updated 5 days ago
$8,358 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Orwin Manor Westminster, Winter Park, Orlando
$899,000
$332
/ ft²
For Sale
4
Bed
3.5
Bath
2,704
ft²
$332
/ ft²
House, Updated 4 days ago
$3,488 / mo
Expenses
No data
Cap Rate
Listed 2 weeks ago
Brookshire Heights, Winter Park, Orlando
$497,500
$193
/ ft²
For Sale
4
Bed
2.5
Bath
2,578
ft²
$193
/ ft²
House, Updated 4 days ago
$3,497 / mo
Expenses
No data
Cap Rate
Price dropped $2,500
Quarters at Winter Park, Winter Park, Orlando
$439,000
$206
/ ft²
For Sale
3
Bed
2.5
Bath
2,136
ft²
$206
/ ft²
Townhouse, Updated 6 days ago
$2,400 / mo
Expenses
0%
Cap Rate
Price dropped $10,000
Lakeside Manor Apartments, Winter Park, Orlando
$125,000
$194
/ ft²
For Sale
1
Bed
1
Bath
645
ft²
$194
/ ft²
Condo, Updated 4 days ago
$486 / mo
Expenses
No data
Cap Rate
Listed 6 days ago
Osceola Summit, Winter Park, Orlando
$599,000
$250
/ ft²
For Sale
4
Bed
3.5
Bath
2,394
ft²
$250
/ ft²
House, Updated 1 week ago
$7,416 / mo
Expenses
0%
Cap Rate
Price dropped $26,000
Winter Park, Orlando
$205,000
$180
/ ft²
For Sale
2
Bed
2
Bath
1,140
ft²
$180
/ ft²
Condo, Updated 6 days ago
$1,445 / mo
Expenses
No data
Cap Rate
Price dropped $4,000
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Largest Recent Price Drops
2502 LAFAYETTE AVENUE -$45,000 (-12.0%)
1845 HARLAND PARK DRIVE -$145,000 (-10.4%)
141 N VIRGINIA AVENUE -$200,000 (-8.5%)
1335 CHAPMAN CIRCLE -$100,000 (-7.7%)
102 BELL PLACE -$20,000 (-6.8%)
Largest Recent Price Drops
-$45,000 (-12.0%)
3 Bed / 1 Bath
-$145,000 (-10.4%)
4 Bed / 6 Bath
-$200,000 (-8.5%)
5 Bed / 5.5 Bath
-$100,000 (-7.7%)
4 Bed / 3.5 Bath
2019-03-27
-$20,000 (-6.8%)
Stu / 0 Bath
-$25,000 (-6.3%)
3 Bed / 1 Bath
-$75,000 (-6.2%)
4 Bed / 3.5 Bath
-$112,000 (-6.2%)
5 Bed / 3.5 Bath
-$150,000 (-5.7%)
6 Bed / 6.5 Bath
-$50,000 (-5.6%)
4 Bed / 3.5 Bath
-$49,000 (-5.5%)
5 Bed / 5 Bath
-$100,001 (-4.8%)
3 Bed / 4 Bath
-$19,500 (-4.3%)
3 Bed / 2.5 Bath
-$31,900 (-4.3%)
3 Bed / 3 Bath
-$20,000 (-4.2%)
4 Bed / 2 Bath
-$26,000 (-4.2%)
4 Bed / 3.5 Bath
-$35,000 (-4.0%)
4 Bed / 3.5 Bath
-$24,000 (-3.4%)
4 Bed / 3.5 Bath
2019-04-04
-$36,975 (-3.3%)
4 Bed / 4.5 Bath
-$23,950 (-3.3%)
3 Bed / 3 Bath
-$23,950 (-3.3%)
3 Bed / 3 Bath
-$10,000 (-3.3%)
2 Bed / 2 Bath
-$25,000 (-3.2%)
3 Bed / 2.5 Bath
-$25,000 (-3.0%)
5 Bed / 4 Bath
2019-03-29
-$10,000 (-2.9%)
3 Bed / 2 Bath
-$6,000 (-2.8%)
2 Bed / 2 Bath
-$50,000 (-2.8%)
4 Bed / 3.5 Bath
-$9,800 (-2.7%)
3 Bed / 2 Bath
-$9,000 (-2.6%)
4 Bed / 2 Bath
-$49,999 (-2.5%)
3 Bed / 4 Bath
-$30,000 (-2.4%)
4 Bed / 3.5 Bath
-$10,000 (-2.4%)
3 Bed / 2 Bath
-$9,900 (-2.1%)
3 Bed / 2.5 Bath
-$26,000 (-2.0%)
4 Bed / 4 Bath
-$4,000 (-1.9%)
2 Bed / 2 Bath
-$15,000 (-1.9%)
3 Bed / 3.5 Bath
-$24,000 (-1.8%)
4 Bed / 4 Bath
-$21,000 (-1.8%)
3 Bed / 3.5 Bath
-$10,000 (-1.8%)
3 Bed / 2.5 Bath
-$6,000 (-1.7%)
4 Bed / 2 Bath
-$20,000 (-1.7%)
4 Bed / 3.5 Bath
-$20,000 (-1.3%)
5 Bed / 5.5 Bath
-$5,000 (-1.2%)
3 Bed / 2 Bath
-$9,600 (-1.2%)
4 Bed / 4.5 Bath
-$11,000 (-1.2%)
4 Bed / 3 Bath
2019-04-22
-$10,000 (-1.0%)
4 Bed / 3.5 Bath
2019-04-06
-$10,000 (-1.0%)
4 Bed / 3.5 Bath
-$7,000 (-1.0%)
3 Bed / 3 Bath
-$5,000 (-0.6%)
4 Bed / 4 Bath
-$2,500 (-0.5%)
4 Bed / 2.5 Bath
Winter Park currently has 148 residential homes for sale on the market. The median list price is $812,400 or $305 / ft². These listings range from $384,750 in the lower quartile to $1,336,250 in the upper quartile. The average home currently for sale in Winter Park is around 35 years old and 2,542 ft². There are currently 11 studio, 3 one-bedroom, 23 two-bedroom, 36 three-bedroom, and 75 four+ bedroom listings for sale.
A more detailed breakdown of sizes and prices is below:
Median
Bedrooms Price Price / ft²
Studio $424,900 $0
1 BR $125,000 $194
2 BR $259,900 $257
3 BR $619,450 $266
4+ BR $1,280,000 $331

Out of the 148 listings that are currently on the market, there are 23 condos, 110 houses, 4 townhouses, and 0 multifamilies. Our real-time inventory refreshes every hour, so that you see the best new inventory available on the market.

This search area is located within Orange County, Florida. Orange County, Florida has 1,256,055 residents in 444,852 households. The median age of this county is 34.5 with a majority of inhabitants unmarried. At least 54.27% of those living in this county currently own their homes. Roughly 28.60% of population here speak a language other than English at home.

The median income in this county is $49,391, with an employment rate of 61.9%. It tends to take those living in Orange County, Florida an average of 27.1 minutes to get to work, with a majority commuting by car. Out of the total population of those 25 and older, 10.61% have a master’s or above, 21.32% have a bachelor’s, and 25.74% have a high school degree.

More broadly, Orange County, Florida is a part of the Orlando, FL Urban Area. The Orlando, FL Urban Area has around 1,639,556 residents, or 580,594 households with a median age of 35.7. Residents in this urban area have a median income of $51,507 and a home ownership rate of 57.57%.

Searching on Zillow Winter Park, Trulia, or Realtor.com? RealtyHop has the most comprehensive mortgage and property record data to help you make the best buying decision.

Nearby Counties & Divisions
Casselberry-Altamonte Springs Homes for Sale
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Maintenance
HOA dues, common charges, etc.
month
year
Property Taxes
Tax Year: 2018
month
year