Winter Park, FL Homes for Sale & Real Estate

Winter Park, Orlando
$149,900
$143
/ ft²
For Sale
3
Bed
1
Bath
1,048
ft²
$143
/ ft²
House, Updated 17 hours ago
$1,854 / mo
Expenses
No data
Cap Rate
Listed 3 days ago
Winter Park, Orlando
$550,000
$153
/ ft²
For Sale
Stu
0
Bath
3,604
ft²
$153
/ ft²
Commercial, Updated 17 hours ago
No data
Expenses
No data
Cap Rate
Listed 2 days ago
Winflor Court, Winter Park, Orlando
$2,195,000
$476
/ ft²
For Sale
5
Bed
6
Bath
4,610
ft²
$476
/ ft²
House, Updated 17 hours ago
$5,769 / mo
Expenses
No data
Cap Rate
Price dropped $154,990
Winter Park, Orlando
$467,000
$227
/ ft²
For Sale
3
Bed
2.5
Bath
2,054
ft²
$227
/ ft²
Townhouse, Updated 17 hours ago
$5,062 / mo
Expenses
No data
Cap Rate
Listed 3 days ago
Northwood Terrace, Winter Park, Orlando
$399,000
$217
/ ft²
For Sale
4
Bed
2
Bath
1,838
ft²
$217
/ ft²
House, Updated 17 hours ago
$2,622 / mo
Expenses
No data
Cap Rate
Listed 2 days ago
Golfside Villas Condominiums, Golfside, Winter Park, Orlando
$94,000
$88
/ ft²
For Sale
2
Bed
2
Bath
1,072
ft²
$88
/ ft²
Condo, Updated 17 hours ago
$17 / mo
Expenses
No data
Cap Rate
Price dropped $11,000
Sylvan Lake Shores, Winter Park, Orlando
$850,000
$269
/ ft²
For Sale
4
Bed
3
Bath
3,159
ft²
$269
/ ft²
House, Updated 2 days ago
$11,724 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Windsong Knowles Place, Windsong, Winter Park, Orlando
$1,165,000
$283
/ ft²
For Sale
4
Bed
4.5
Bath
4,110
ft²
$283
/ ft²
House, Updated 1 day ago
$15,955 / mo
Expenses
No data
Cap Rate
Amenities Updated
Cortland Park, Winter Park, Orlando
$679,000
$299
/ ft²
For Sale
4
Bed
3.5
Bath
2,273
ft²
$299
/ ft²
House, Updated 3 days ago
$1,907 / mo
Expenses
No data
Cap Rate
Price increased $79,000
Cherokee Park, Winter Park, Orlando
$685,000
$291
/ ft²
For Sale
3
Bed
2.5
Bath
2,358
ft²
$291
/ ft²
Townhouse, Updated 2 days ago
$7,475 / mo
Expenses
No data
Cap Rate
Listed 4 days ago
Aloma, Winter Park, Orlando
$153,000
$126
/ ft²
For Sale
2
Bed
1.5
Bath
1,219
ft²
$126
/ ft²
Condo, Updated 2 days ago
$1,831 / mo
Expenses
No data
Cap Rate
Listed 4 days ago
Charmont, Winter Park, Orlando
$699,000
$254
/ ft²
For Sale
4
Bed
2.5
Bath
2,750
ft²
$254
/ ft²
House, Updated 2 days ago
$3,467 / mo
Expenses
No data
Cap Rate
Listed 4 days ago
Brookshire Heights, Winter Park, Orlando
$320,000
$197
/ ft²
For Sale
4
Bed
2
Bath
1,624
ft²
$197
/ ft²
House, Updated 2 days ago
$4,097 / mo
Expenses
No data
Cap Rate
Price dropped $5,000
Northwood Terrace, Winter Park, Orlando
$240,000
$168
/ ft²
For Sale
3
Bed
1
Bath
1,431
ft²
$168
/ ft²
House, Updated 2 days ago
$2,962 / mo
Expenses
No data
Cap Rate
Listed 5 weeks ago
Sylvan Lake Shores, Winter Park, Orlando
$425,000
$275
/ ft²
For Sale
2
Bed
2
Bath
1,545
ft²
$275
/ ft²
House, Updated 5 days ago
$5,855 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Windsong Elizabeths Walk, Windsong, Winter Park, Orlando
$1,325,000
$327
/ ft²
For Sale
4
Bed
4
Bath
4,049
ft²
$327
/ ft²
House, Updated 3 days ago
$16,736 / mo
Expenses
No data
Cap Rate
Listed 5 days ago
Waterfall Cove at Winter Park, Winter Park, Orlando
$105,900
$120
/ ft²
For Sale
2
Bed
1
Bath
881
ft²
$120
/ ft²
Condo, Updated 3 days ago
$915 / mo
Expenses
No data
Cap Rate
Listed 8 weeks ago
Chateaux Du Lac, Winter Park, Orlando
$193,000
$188
/ ft²
For Sale
2
Bed
2
Bath
1,026
ft²
$188
/ ft²
Condo, Updated 4 days ago
$2,045 / mo
Expenses
No data
Cap Rate
Price dropped $1,000
Fontainbleau, Winter Park, Orlando
$927,000
$246
/ ft²
For Sale
4
Bed
3.5
Bath
3,768
ft²
$246
/ ft²
House, Updated 4 days ago
$11,686 / mo
Expenses
No data
Cap Rate
Price dropped $52,000
Mead Garden Condominiums, Winter Park, Orlando
$189,000
$213
/ ft²
For Sale
2
Bed
2
Bath
889
ft²
$213
/ ft²
Condo, Updated 5 days ago
$415 / mo
Expenses
No data
Cap Rate
Price dropped $10,900
Aloma, Winter Park, Orlando
$899,000
For Sale
Stu
0
Bath
Land, Updated 5 days ago
$3,080 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Green Oaks, Winter Park, Orlando
$4,795,000
$495
/ ft²
For Sale
5
Bed
7
Bath
9,692
ft²
$495
/ ft²
House, Updated 5 days ago
$64,300 / mo
Expenses
No data
Cap Rate
Villa View Park, Winter Park, Orlando
$1,300,000
$407
/ ft²
For Sale
3
Bed
3.5
Bath
3,192
ft²
$407
/ ft²
House, Updated 1 week ago
$15,475 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Seville Park, Winter Park, Orlando
$265,000
$309
/ ft²
For Sale
2
Bed
1
Bath
857
ft²
$309
/ ft²
House, Updated 1 week ago
$2,965 / mo
Expenses
No data
Cap Rate
Listed 1 week ago
Winter Park, Orlando
$899,900
$317
/ ft²
For Sale
4
Bed
3
Bath
2,841
ft²
$317
/ ft²
House, Updated 1 week ago
$6,340 / mo
Expenses
No data
Cap Rate
Price dropped $40,000
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United States   ›   Florida   ›   Winter Park   ›   Winter Park
Largest Recent Price Drops
1560 CARDINAL COURT -$154,990 (-6.6%)
1250 S DENNING DRIVE - #127 -$10,900 (-5.5%)
2383 LAFAYETTE AVENUE -$52,000 (-5.3%)
1701 PALMER AVENUE -$40,000 (-4.3%)
2442 FIFESHIRE DRIVE -$5,000 (-1.5%)
Largest Recent Price Drops
-$154,990 (-6.6%)
5 Bed / 6 Bath
-$10,900 (-5.5%)
2 Bed / 2 Bath
-$52,000 (-5.3%)
4 Bed / 3.5 Bath
-$40,000 (-4.3%)
4 Bed / 3 Bath
-$5,000 (-1.5%)
4 Bed / 2 Bath
-$1,000 (-0.5%)
2 Bed / 2 Bath
Winter Park currently has 134 residential homes for sale on the market. The median list price is $666,750 or $287 / ft². These listings range from $346,250 in the lower quartile to $1,275,000 in the upper quartile. The average home currently for sale in Winter Park is around 49 years old and 2,137 ft². There are currently 10 studio, 1 one-bedroom, 24 two-bedroom, 38 three-bedroom, and 61 four+ bedroom listings for sale.
A more detailed breakdown of sizes and prices is below:
Median
Bedrooms Price Price / ft²
Studio $674,450 $0
1 BR $130,000 $189
2 BR $246,200 $229
3 BR $420,500 $267
4+ BR $1,200,000 $327

Out of the 134 listings that are currently on the market, there are 21 condos, 96 houses, 7 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
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