Homes for Sale in Winter Park

Waterfront homes and docks across a lake, framed by tropical plants beneath a cloudy sky.

Property Listings

Price

Living Area

Single-story gray house with a broad paver driveway, covered porch, and mature trees at dusk.

$775,000

1562 ARBOR PARK DR, WINTER PARK, FL 32789

4 Beds 3 Baths 1,899 Sq.Ft.

1118 Washington Ave 5c

$895,000

1118 WASHINGTON AVE #5C, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,170 Sq.Ft.

3019 Antique Oaks Cir 127

$139,998

3019 ANTIQUE OAKS CIR #127, WINTER PARK, FL 32792

1 Bed 1 Bath 749 Sq.Ft.

1398 Grove Ter

$1,949,000

1398 GROVE TER, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,450 Sq.Ft.

220 Killarney Bay Ct 6 2

$335,000

220 KILLARNEY BAY CT #6-2, WINTER PARK, FL 32789

2 Beds 2 Baths 1,140 Sq.Ft.

1261 Michigan Ave

$650,000

1261 MICHIGAN AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 1,798 Sq.Ft.

2535 Leeward Way

$325,000

2535 LEEWARD WAY, WINTER PARK, FL 32792

3 Beds 2 Baths 1,783 Sq.Ft.

700 Melrose Ave A22

$325,000

700 MELROSE AVE #A22, WINTER PARK, FL 32789

2 Beds 2 Baths 1,074 Sq.Ft.

1350 Lyndale Blvd

$1,499,000

1350 LYNDALE BLVD, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,478 Sq.Ft.

1441 Grove Ter

$5,950,000

1441 GROVE TER, WINTER PARK, FL 32789

5 Beds 6 Baths 5,796 Sq.Ft.

1534 Miller Ave

$1,379,900

1534 MILLER AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,984 Sq.Ft.

125 S Interlachen Ave 4

$3,995,000

125 S INTERLACHEN AVE #4, WINTER PARK, FL 32789

3 Beds 4 Baths 3,885 Sq.Ft.

3462 Seagrape Dr

$225,000

3462 SEAGRAPE DR, WINTER PARK, FL 32792

3 Beds 1 Bath 1,227 Sq.Ft.

7361 Grand Ave

$385,000

7361 GRAND AVE, WINTER PARK, FL 32792

3 Beds 2 Baths 1,305 Sq.Ft.

2237 Woodcrest Dr

MLS® TB8563139

$1,425,000

2237 WOODCREST DR, WINTER PARK, FL 32792

4 Beds 4.5 Baths 3,563 Sq.Ft.

3471 Athena Dr

$389,000

3471 ATHENA DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,416 Sq.Ft.

1935 Azalea Ave

$410,000

1935 AZALEA AVE, WINTER PARK, FL 32792

3 Beds 2 Baths 1,300 Sq.Ft.

1780 Bryan Ave

$825,000

1780 BRYAN AVE, WINTER PARK, FL 32789

2011 Harmon Ave

$849,900

2011 HARMON AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 2,434 Sq.Ft.

1441 Palm Ave

$2,449,000

1441 PALM AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,391 Sq.Ft.

4940 Tangerine Ave 4940

$249,000

4940 TANGERINE AVE #4940, WINTER PARK, FL 32792

3 Beds 2 Baths 1,345 Sq.Ft.

200 St Andrews Blvd 906

$175,000

200 ST ANDREWS BLVD #906, WINTER PARK, FL 32792

1 Bed 1 Bath 727 Sq.Ft.

2718 Eastern Pkwy

$2,450,000

2718 EASTERN PKWY, WINTER PARK, FL 32789

4 Beds 4.5 Baths 3,308 Sq.Ft.

2168 Ridge Dr

$365,000

2168 RIDGE DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,208 Sq.Ft.

1355 Hibiscus Ave

$2,100,000

1355 HIBISCUS AVE, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,155 Sq.Ft.

1900 Sunset Dr

Active Under Contract

$1,650,000

1900 SUNSET DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,754 Sq.Ft.

1552 Little Wren Ln

Active Under Contract

$440,000

1552 LITTLE WREN LN, WINTER PARK, FL 32792

3 Beds 2.5 Baths 2,308 Sq.Ft.

541 Virginia Dr

$5,695,000

541 VIRGINIA DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 4,725 Sq.Ft.

1825 Chilean Ln

$450,000

1825 CHILEAN LN, WINTER PARK, FL 32792

5 Beds 3 Baths 1,636 Sq.Ft.

3027 Aaron Bur Ave L1

MLS® TB8562681

$169,999

3027 AARON BUR AVE #L1, WINTER PARK, FL 32792

2 Beds 2.5 Baths 1,090 Sq.Ft.

1500 Harris Cir

$1,175,000

1500 HARRIS CIR, WINTER PARK, FL 32789

3 Beds 3 Baths 2,096 Sq.Ft.

257 Lincolnshire Rd

$550,000

257 LINCOLNSHIRE RD, WINTER PARK, FL 32792

3 Beds 2 Baths 1,610 Sq.Ft.

2038 Ponderosa Ave

$415,000

2038 PONDEROSA AVE, WINTER PARK, FL 32792

3 Beds 2 Baths 1,360 Sq.Ft.

345 Beloit Ave

$1,625,000

345 BELOIT AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,884 Sq.Ft.

2141 Lake Dr

Active Under Contract

$569,900

2141 LAKE DR, WINTER PARK, FL 32789

3 Beds 2 Baths 1,824 Sq.Ft.

470 W Comstock Ave

$5,480,000

470 W COMSTOCK AVE, WINTER PARK, FL 32789

6 Beds 6.5 Baths 6,134 Sq.Ft.

Winter Park Listings & Sales

For Sale

Under Contract

Active Under Contract

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Neighborhood Guides

Browse things to do, places to see, and landmarks to explore in Winter Park and nearby areas.

Winter Park

Winter Park

Maitland

Maitland

Apopka

Apopka

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