Windward Square Homes for Sale

Homes for sale in Winter Park

Windward Square sits within Winter Park. These are active listings across the wider area.

New Listing - 2 days on site

1 / 14

$1,550,000

Commercial Sale For Sale

Active

3,430

SQFT

271 S ORLANDO AVENUE
WINTER PARK, FL 32789
KILLARNEY ESTATES Subdivision

New Listing - 2 days on site

1 / 16

$329,000

Single Family Residence For Sale

Active

3

BEDS

2

TOTAL BATHS

1,229

SQFT

1740 PURITAN AVENUE
WINTER PARK, FL 32792
EASTBROOK SUB UNIT 06 2ND REP Subdivision

New Listing - 2 days on site

1 / 43

$750,000

Single Family Residence For Sale

Active

5

BEDS

4

TOTAL BATHS

3,496

SQFT

8061 PLEASANT PINE CIRCLE
WINTER PARK, FL 32792
ENCLAVE AT ALOMA Subdivision

New Listing - 2 days on site

1 / 70

$6,000,000

Single Family Residence For Sale

Active

5

BEDS

7

TOTAL BATHS

4,806

SQFT

1011 MCKEAN CIRCLE
WINTER PARK, FL 32789
PALMER PARK Subdivision

1 / 6

$2,100,000

Single Family Residence

Coming Soon

5

BEDS

6

TOTAL BATHS

4,155

SQFT

1355 HIBISCUS AVENUE
WINTER PARK, FL 32789
LAKE KNOWLES TERRACE ADD 02 Subdivision

New Listing - 2 days on site

1 / 37

$575,000

Single Family Residence For Sale

Active

4

BEDS

2

TOTAL BATHS

1,891

SQFT

346 ELKHORN COURT
WINTER PARK, FL 32792
WINTER PARK PINES MERRIE OAKS Subdivision

New Listing - 3 days on site

1 / 42

$460,000

Townhouse For Sale

Active

3

BEDS

3

TOTAL BATHS

2,076

SQFT

2356 SHADOWLAND LOOP
WINTER PARK, FL 32792
ENCLAVE AT HAWKS CREST Subdivision

New Listing - 3 days on site

1 / 25

$230,000

Condominium For Sale

Active

3

BEDS

2

TOTAL BATHS

1,268

SQFT

216 LEWFIELD CIR 216
WINTER PARK, FL 32792
STRATFORD A WINTER PARK CONDOMINIUM Subdivision

New Listing - 4 days on site

1 / 29

$305,000

Single Family Residence For Sale

Active

3

BEDS

1

TOTAL BATH

1,216

SQFT

2640 BEVERLY AVENUE
WINTER PARK, FL 32789
KILLARNEY CIRCLE Subdivision

New Listing - 4 days on site

1 / 30

$575,000

Land For Sale

Active

0.19

ACRES

ORANGE

COUNTY

1399 ALOMA AVENUE
WINTER PARK, FL 32789
GALLOWAY PLACE REP Subdivision

New Listing - 4 days on site

1 / 30

$575,000

Single Family Residence For Sale

Active

3

BEDS

2

TOTAL BATHS

1,804

SQFT

1399 ALOMA AVENUE
WINTER PARK, FL 32789
GALLOWAY PLACE REP Subdivision

New Listing - 4 days on site

1 / 67

$3,390,000

Single Family Residence For Sale

Active

5

BEDS

7

TOTAL BATHS

4,520

SQFT

1751 GLENCOE ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision

New Listing - 4 days on site

1 / 23

$479,999

Single Family Residence For Sale

Active

3

BEDS

3

TOTAL BATHS

1,776

SQFT

2219 WINTER WOODS BOULEVARD
WINTER PARK, FL 32792
WINTER WOODS UNIT 01 Subdivision

New Listing - 5 days on site

1 / 44

$1,249,000

Single Family Residence For Sale

Active

6

BEDS

6

TOTAL BATHS

5,021

SQFT

1445 VIA SANGRO PLACE
WINTER PARK, FL 32792
LAKESIDE ESTATES Subdivision

New Listing - 5 days on site

1 / 20

$449,000

Single Family Residence For Sale

Active

3

BEDS

2

TOTAL BATHS

1,388

SQFT

1320 BUCKINGHAM ROAD
WINTER PARK, FL 32789
ORWIN MANOR WESTMINSTER SEC Subdivision

New Listing - 6 days on site

1 / 47

$950,000

Single Family Residence For Sale

Active

2

BEDS

2

TOTAL BATHS

1,947

SQFT

1411 DEVON ROAD
WINTER PARK, FL 32789
ORWIN MANOR WESTMINSTER Subdivision

New Listing - 6 days on site

1 / 30

$415,900

Single Family Residence For Sale

Active

3

BEDS

2

TOTAL BATHS

1,412

SQFT

3409 FERNDELL DRIVE
WINTER PARK, FL 32792
EASTBROOK SUB UNIT 8 Subdivision

New Listing - 6 days on site

1 / 55

$985,000

Single Family Residence For Sale

Active

4

BEDS

4

TOTAL BATHS

2,916

SQFT

1611 CHESTNUT AVENUE
WINTER PARK, FL 32789
LAKE KNOWLES TERRACE Subdivision

New Listing - 6 days on site

1 / 58

$1,349,000

Single Family Residence For Sale

Active

4

BEDS

4

TOTAL BATHS

2,575

SQFT

1939 WOODCREST DRIVE
WINTER PARK, FL 32792
ACREAGE Subdivision

New Listing - 6 days on site

1 / 30

$575,000

Single Family Residence For Sale

Active

3

BEDS

3

TOTAL BATHS

2,031

SQFT

1931 ASTER DRIVE
WINTER PARK, FL 32792
GARDEN LAKE ESTATES UNIT 2 Subdivision

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