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Winter Park · Orange County

Bennington Homes for Sale

Bennington is a residential community in Winter Park, Central Florida.

Live Listings

Active Listings

Homes for sale in Winter Park

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

271 S ORLANDO AVENUE WINTER PARK FL 32789

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

1740 PURITAN AVENUE WINTER PARK FL 32792

New Listing - 2 days on site

1 / 16

$329,000

Single Family Residence For Sale

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

8061 PLEASANT PINE CIRCLE WINTER PARK FL 32792

New Listing - 2 days on site

1 / 43

$750,000

Single Family Residence For Sale

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

1011 MCKEAN CIRCLE
WINTER PARK, FL 32789
PALMER PARK Subdivision

1355 HIBISCUS AVENUE WINTER PARK FL 32789

1 / 6

$2,100,000

Single Family Residence

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

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

2356 SHADOWLAND LOOP WINTER PARK FL 32792

New Listing - 4 days on site

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

216 LEWFIELD CIR 216 WINTER PARK FL 32792

New Listing - 4 days on site

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

2640 BEVERLY AVENUE WINTER PARK FL 32789

New Listing - 4 days on site

1 / 29

$305,000

Single Family Residence For Sale

2640 BEVERLY AVENUE
WINTER PARK, FL 32789
KILLARNEY CIRCLE Subdivision

New Listing - 4 days on site

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

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

1751 GLENCOE ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision

2219 WINTER WOODS BOULEVARD WINTER PARK FL 32792

New Listing - 4 days on site

1 / 23

$479,999

Single Family Residence For Sale

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

1445 VIA SANGRO PLACE WINTER PARK FL 32792

New Listing - 5 days on site

1 / 44

$1,249,000

Single Family Residence For Sale

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

1320 BUCKINGHAM ROAD WINTER PARK FL 32789

New Listing - 5 days on site

1 / 20

$449,000

Single Family Residence For Sale

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

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

3409 FERNDELL DRIVE WINTER PARK FL 32792

New Listing - 6 days on site

1 / 30

$415,900

Single Family Residence For Sale

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

1611 CHESTNUT AVENUE WINTER PARK FL 32789

New Listing - 6 days on site

1 / 55

$985,000

Single Family Residence For Sale

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

1939 WOODCREST DRIVE WINTER PARK FL 32792

New Listing - 6 days on site

1 / 58

$1,349,000

Single Family Residence For Sale

1939 WOODCREST DRIVE
WINTER PARK, FL 32792
ACREAGE Subdivision

New Listing - 6 days on site

1 / 30

$575,000

Single Family Residence For Sale

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

Community at a Glance

The facts

School District

Orange County Public Schools

Also in Winter Park

Nearby subdivisions

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