Apartments and houses for sale in Winter Park, FL
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37 listings

216 Blossom Ln, Winter Park, FL 32789
$624,900
1933 sqft
4 beds
2 baths
$323/sqft
July 20, 2026 - Source: zillow.com +2 more
New
4 hours ago

1927 S Lakemont Ave, Winter Park, FL 32792
$925,000
2093 sqft
3 beds
4 baths
$442/sqft
July 18, 2026 - Source: trulia.com +1 more
New
2 days ago

240 Killarney Dr, Winter Park, FL 32789
$1,275,000
1329 sqft
3 beds
3 baths
$959/sqft
July 17, 2026 - Source: realtor.com
New
3 days ago

230 Killarney Dr, Winter Park, FL 32789
$1,250,000
1260 sqft
4 beds
1 bath
$992/sqft
July 17, 2026 - Source: realtor.com
New
3 days ago

1003 Lake Bell Dr, Winter Park, FL 32789
$579,900
1837 sqft
3 beds
2 baths
$316/sqft
July 17, 2026 - Source: trulia.com
New
3 days ago

1351 Oneco Ave, Winter Park, FL 32789
$1,150,000
2474 sqft
4 beds
3 baths
$465/sqft
July 16, 2026 - Source: realtor.com
New
3 days ago

2504 Forfarshire Dr, Winter Park, FL 32792
$630,000
1915 sqft
3 beds
2 baths
$329/sqft
July 16, 2026 - Source: realtor.com
New
4 days ago

1310 Fairview Ave, Winter Park, FL 32789
$925,000
2552 sqft
4 beds
3 baths
$362/sqft
July 14, 2026 - Source: zillow.com +2 more
New
6 days ago

250 Killarney Dr, Winter Park, FL 32789
$1,600,000
2568 sqft
4 beds
4 baths
$623/sqft
July 14, 2026 - Source: zillow.com +2 more
New
6 days ago

462 W Lyman Ave, Winter Park, FL 32789
$1,595,000
1944 sqft
3 beds
3 baths
$820/sqft
July 13, 2026 - Source: realtor.com
New
7 days ago

436 W Swoope Ave, Winter Park, FL 32789
$719,900
2602 sqft
4 beds
4 baths
$277/sqft
July 12, 2026 - Source: zillow.com +2 more
New
8 days ago

786 McIntyre Ave, Winter Park, FL 32789
$625,000
1934 sqft
3 beds
3 baths
$323/sqft
July 12, 2026 - Source: realtor.com +1 more
New
8 days ago

1750 Walnut Ave, Winter Park, FL 32789
$2,195,000
3691 sqft
4 beds
5 baths
$595/sqft
July 10, 2026 - Source: zillow.com +2 more
New
10 days ago

229 Alexander Pl, Winter Park, FL 32789
$4,250,000
4375 sqft
4 beds
5 baths
$971/sqft
July 10, 2026 - Source: redfin.com
New
10 days ago

2010 Summerfield Rd, Winter Park, FL 32792
$594,500
1889 sqft
3 beds
2 baths
$315/sqft
July 10, 2026 - Source: zillow.com +2 more
New
10 days ago

2905 Parkland Dr, Winter Park, FL 32789
$3,395,000
4850 sqft
6 beds
7 baths
$700/sqft
July 08, 2026 - Source: trulia.com
New
12 days ago

1695 Lee Rd APT B108, Winter Park, FL 32789
$89,999
638 sqft
1 bed
1 bath
$141/sqft
July 07, 2026 - Source: zillow.com
New
13 days ago

1823 Sunset Dr, Winter Park, FL 32789
$2,549,000
3479 sqft
5 beds
5 baths
$733/sqft
July 07, 2026 - Source: realtor.com
New
13 days ago
What's the average cost of properties in Winter Park, FL?
Based on the last 30 days, the average property price in Winter Park, FL is $1,435,568.
This is 129.1% higher than the average price of properties for sale in Florida.
This is 129.1% higher than the average price of properties for sale in Florida.
How often do new properties for sale come on the market in Winter Park, FL?
On average, 1 properties are put on the market for sale in Winter Park, FL per day.
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