Apartments and houses for sale in Winter Park, FL
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For Sale
For Rent66 listings
2322 WOODCREST DRIVE, Winter Park, FL 32792
$675,000
1650 sqft
4 beds
2 baths
$409/sqft
October 05, 2026 - Source: trulia.com +1 more
New
Yesterday
200 SAINT ANDREWS BOULEVARD #3408, Winter Park, FL 32792
$170,000
793 sqft
1 bed
1 bath
$214/sqft
October 02, 2026 - Source: trulia.com
New
5 days ago
918 ENCLAVE PLACE, WINTER PARK, FL 32792
$2,125,000
3713 sqft
5 beds
5 baths
$572/sqft
October 02, 2026 - Source: zillow.com
New
5 days ago
170 BALFOUR DRIVE #1, Winter Park, FL 32792
$299,000
1032 sqft
2 beds
2 baths
$290/sqft
October 02, 2026 - Source: trulia.com
New
5 days ago
100 S Interlachen Ave Apt 401, Winter Park, FL 32789
$850,000
1639 sqft
3 beds
2 baths
$519/sqft
October 01, 2026 - Source: realtor.com
New
6 days ago
640 N PARK AVENUE #3, Winter Park, FL 32789
$774,000
897 sqft
2 beds
2 baths
$863/sqft
October 01, 2026 - Source: trulia.com
New
6 days ago
2500 Lee Rd Apt 123, Winter Park, FL 32789
$169,900
645 sqft
1 bed
1 bath
$263/sqft
October 01, 2026 - Source: realtor.com
New
6 days ago
188 SANDLEWOOD #2, WINTER PARK, FL 32789
$290,000
1133 sqft
2 beds
3 baths
$256/sqft
September 30, 2026 - Source: zillow.com
New
7 days ago
200 SAINT ANDREWS BOULEVARD #704, WINTER PARK, FL 32792
$159,000
793 sqft
1 bed
1 bath
$201/sqft
September 29, 2026 - Source: zillow.com +1 more
New
8 days ago
2823 PARKLAND CIRCLE, WINTER PARK, FL 32789
$3,250,000
4459 sqft
5 beds
6 baths
$729/sqft
September 29, 2026 - Source: zillow.com +2 more
New
8 days ago
870 N PHELPS AVENUE, WINTER PARK, FL 32789
$850,000
2301 sqft
4 beds
3 baths
$369/sqft
September 29, 2026 - Source: zillow.com +1 more
New
8 days ago
2007 Edwin Blvd, Winter Park, FL 32792
$1,995,000
3314 sqft
4 beds
4 baths
$602/sqft
September 28, 2026 - Source: realtor.com
New
8 days ago
2007 EDWIN BOULEVARD, WINTER PARK, FL 32792
$1,995,000
3314 sqft
4 beds
4 baths
$602/sqft
September 28, 2026 - Source: zillow.com
New
8 days ago
513 Dunraven Dr, Winter Park, FL 32792
$1,950,000
3560 sqft
5 beds
5 baths
$548/sqft
September 28, 2026 - Source: realtor.com
New
9 days ago
Northfield Plan, Pick Your Lot - Winter Park | OLO Builders
$1,017,125
2300 sqft
3 beds
3 baths
$442/sqft
September 28, 2026 - Source: zillow.com
New
9 days ago
1760 OAKHURST AVENUE, Winter Park, FL 32789
$2,500,000
3700 sqft
5 beds
5 baths
$676/sqft
September 27, 2026 - Source: trulia.com +1 more
New
9 days ago
2029 Oakhurst Ave, Winter Park, FL 32792
$710,000
1381 sqft
4 beds
2 baths
$514/sqft
September 26, 2026 - Source: zillow.com +1 more
New
10 days ago
1695 LEE ROAD #C206, Winter Park, FL 32789
$140,000
881 sqft
2 beds
1 bath
$159/sqft
September 26, 2026 - Source: trulia.com +1 more
New
11 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 $1,648,026.
This is 165.3% higher than the average price of properties for sale in Florida.
This is 165.3% 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, 2 properties are put on the market for sale in Winter Park, FL per day.
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