Winter Park

There are 366 properties for sale, the median listing price is $364,900 and properties spend an estimated 46 days on the market before selling.

Stats last updated 01/15/2026

366
Properties Available
46
Average Days on Market
$364,900
Median List Price

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Properties for sale

366 Results

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Newest
Newest Price (low to high) Price (high to low) Square FeetLot SizePrice/sq. ft.

$649,900

3 beds

2.5 baths

1,818 sqft

1809 hammerlin avenue, winter park, fl 32789

nicole-hudson realty corpMLS info watermark

$2,100,000

5 beds

3 baths

3,669 sqft

1711 barcelona way, winter park, fl 32789

voss realty incMLS info watermark

$659,000

3 beds

2 baths

1,252 sqft

2805 northwood boulevard, winter park, fl 32789

live oak equitiesMLS info watermark

$4,199,000

5 beds

5.5 baths

4,891 sqft

1417 williams drive, winter park, fl 32789

one luxury international llcMLS info watermark

$6,000

3 beds

2.5 baths

2,112 sqft

1049 n kentucky avenue, winter park, fl 32789

the agency orlandoMLS info watermark

$2,000

3 beds

2 baths

1,080 sqft

3070 autumn court, winter park, fl 32792

keller williams advantage 2 realtyMLS info watermark

$4,000

2 beds

2 baths

1,400 sqft

840 w canton avenue, winter park, fl 32789

premier sotheby's intl. realtyMLS info watermark

$225,000

2 beds

1.5 baths

1,219 sqft

200 saint andrews boulevard 3203, winter park, fl 32792

winter park real estate co llcMLS info watermark

$650,000

3 beds

2 baths

1,735 sqft

513 cornwall road, winter park, fl 32792

premier sotheby's intl. realtyMLS info watermark

$985,000

4 beds

3.5 baths

2,824 sqft

512 clarendon avenue, winter park, fl 32789

compass florida llcMLS info watermark

$264,900

2 beds

2.5 baths

1,295 sqft

2487 tahoe circle, winter park, fl 32792

real property management and realtyMLS info watermark

$3,599,000

4 beds

3.5 baths

3,676 sqft

948 poinciana lane, winter park, fl 32789

kelly price & company llcMLS info watermark

$250,000

2 beds

2 baths

927 sqft

205 lewfield circle 205, winter park, fl 32792

lpt realty, llcMLS info watermark

$1,495

2 beds

2 baths

840 sqft

3651 n goldenrod road c205, winter park, fl 32792

cfrp realty llcMLS info watermark

$171,000

2 beds

2 baths

927 sqft

256 lewfield circle 256, winter park, fl 32792

la rosa realty llcMLS info watermark

$230,000

2 beds

2 baths

908 sqft

1250 s denning drive 104, winter park, fl 32789

serhantMLS info watermark

$80,000

2 beds

2 baths

1,020 sqft

304 scottsdale square 304, winter park, fl 32792

charles rutenberg realty orlandoMLS info watermark

$2,400

3 beds

2.5 baths

1,872 sqft

7522 aloma pines court, winter park, fl 32792

riva realty group llcMLS info watermark

$3,175

3 beds

2 baths

1,436 sqft

1835 edwin boulevard, winter park, fl 32789

corcoran premier realtyMLS info watermark

$2,700

3 beds

2 baths

1,456 sqft

2352 smiley avenue, winter park, fl 32792

florida prestigious homes incMLS info watermark

$4,795

3 beds

2.5 baths

2,317 sqft

438 w swoope avenue, winter park, fl 32789

specialized property managementMLS info watermark

$495,000

2 beds

2 baths

1,148 sqft

690 osceola avenue 503, winter park, fl 32789

keller williams realty at the parksMLS info watermark

$778,000

4 beds

2 baths

2,015 sqft

1317 medinah court, winter park, fl 32792

sand dollar realty group incMLS info watermark

$436,000

3 beds

2.5 baths

1,907 sqft

2834 bright bird lane, winter park, fl 32792

lifestyle international realtyMLS info watermark

$2,900

4 beds

2 baths

1,776 sqft

2913 abbey court, winter park, fl 32792

mainframe real estateMLS info watermark

$364,900

3 beds

2.5 baths

1,682 sqft

1552 florentino lane, winter park, fl 32792

coldwell banker residential reMLS info watermark

$190,000

2 beds

1.5 baths

1,219 sqft

200 saint andrew 3103, winter park, fl 32792

lpt realty, llcMLS info watermark

$499,000

3 beds

2 baths

1,088 sqft

2231 nairn drive, winter park, fl 32792

park town real estate llcMLS info watermark

$249,900

2 beds

1 bath

818 sqft

1996 indiana avenue, winter park, fl 32789

re/max 200 realtyMLS info watermark

$2,000

2 beds

1.5 baths

1,219 sqft

200 saint andrews boulevard 1805, winter park, fl 32792

live mvrk llcMLS info watermark

$329,000

3 beds

2.5 baths

1,408 sqft

3136 crown jewel court, winter park, fl 32792

realty resource of central fl.MLS info watermark

$1,350

1 bed

1 bath

638 sqft

1695 lee road b210, winter park, fl 32789

gm sunshine realty llcMLS info watermark

$1,299,000

4 beds

2.5 baths

1,837 sqft

244 osceola court, winter park, fl 32789

fannie hillman & associatesMLS info watermark

$1,550,000

5 beds

4 baths

3,164 sqft

1523 miller avenue, winter park, fl 32789

charles rutenberg realty orlandoMLS info watermark

$2,200

2 beds

1 bath

800 sqft

151 n orlando avenue 203, winter park, fl 32789

sand dollar realty group incMLS info watermark

$1,300

2 beds

2 baths

840 sqft

3651 n goldenrod road e205, winter park, fl 32792

coldwell banker realtyMLS info watermark

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