Single Family listings in Winter Park FL – Page 2

MLS® #: O6339739

MLS #O6339739 image #0

1751 GLENCOE ROAD
WINTER PARK FL 32789
$3,490,000
5 Beds | 6 Baths | 4,520 SqFt
0.3 Acres

MLS® #: O6378905

MLS #O6378905 image #0

1742 TEMPLE DRIVE
WINTER PARK FL 32789
$3,449,999
4 Beds | 5 Baths | 3,658 SqFt
0.25 Acres

MLS® #: O6386920

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2040 RANDALL CIRCLE
WINTER PARK FL 32789
$3,350,000
5 Beds | 5 Baths | 4,636 SqFt
0.27 Acres

MLS® #: O6384717

MLS #O6384717 image #0

700 PINETREE ROAD
WINTER PARK FL 32789
$3,295,000
4 Beds | 4.5 Baths | 3,897 SqFt
0.41 Acres

MLS® #: O6302616

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1761 LEGION DRIVE
WINTER PARK FL 32789
$3,270,000
5 Beds | 5.5 Baths | 4,955 SqFt
0.39 Acres

MLS® #: O6393616

MLS #O6393616 image #0

141 GLENRIDGE WAY
WINTER PARK FL 32789
$3,250,000
5 Beds | 4.5 Baths | 5,243 SqFt
0.48 Acres

MLS® #: O6357810

MLS #O6357810 image #0

473 FLETCHER PLACE
WINTER PARK FL 32789
$3,250,000
5 Beds | 5.5 Baths | 4,296 SqFt
0.31 Acres

MLS® #: O6372165

MLS #O6372165 image #0

948 POINCIANA LANE
WINTER PARK FL 32789
$3,174,000
4 Beds | 3.5 Baths | 3,676 SqFt
0.3 Acres

MLS® #: O6345085

MLS #O6345085 image #0

1821 ENGLEWOOD ROAD
WINTER PARK FL 32789
$3,135,000
5 Beds | 5.5 Baths | 3,863 SqFt
0.28 Acres

MLS® #: O6345511

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457 E NEW ENGLAND AVENUE
WINTER PARK FL 32789
$3,100,000
5 Beds | 4.5 Baths | 3,896 SqFt
0.41 Acres

MLS® #: O6380037

MLS #O6380037 image #0

151 OAKWOOD WAY
WINTER PARK FL 32789
$2,950,000
4 Beds | 4.5 Baths | 4,129 SqFt
0.26 Acres

MLS® #: O6393777

MLS #O6393777 image #0

1300 MAYFIELD AVENUE
WINTER PARK FL 32789
$2,850,000
5 Beds | 5.5 Baths | 4,389 SqFt
0.45 Acres

MLS® #: O6388598

MLS #O6388598 image #0

609 S PHELPS AVENUE
WINTER PARK FL 32789
$2,829,000
5 Beds | 4.5 Baths | 4,018 SqFt
0.26 Acres

MLS® #: O6389829

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541 W CANTON AVENUE
WINTER PARK FL 32789
$2,800,000
4 Beds | 3.5 Baths | 3,553 SqFt
0.2 Acres

MLS® #: O6395062

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1529 HOLTS GROVE CIRCLE
WINTER PARK FL 32789
$2,795,000
4 Beds | 5 Baths | 4,356 SqFt
0.37 Acres

MLS® #: O6390186

MLS #O6390186 image #0

432 WORTHINGTON DRIVE
WINTER PARK FL 32789
$2,719,000
5 Beds | 4.5 Baths | 3,845 SqFt
0.23 Acres

MLS® #: O6392394

MLS #O6392394 image #0

1130 PARK NORTH PLACE
WINTER PARK FL 32789
$2,495,000
5 Beds | 3.5 Baths | 4,011 SqFt
0.4 Acres

MLS® #: O6388219

MLS #O6388219 image #0

2550 VENETIAN WAY
WINTER PARK FL 32789
$2,399,000
4 Beds | 4 Baths | 5,051 SqFt
0.27 Acres

MLS® #: O6399931

MLS #O6399931 image #0

2838 WRIGHT AVENUE
WINTER PARK FL 32789
$2,399,000
5 Beds | 4.5 Baths | 3,479 SqFt
0.23 Acres

MLS® #: O6396840

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2361 MULBRY DRIVE
WINTER PARK FL 32789
$2,395,000
4 Beds | 4 Baths | 3,111 SqFt
0.19 Acres

MLS® #: O6381552

MLS #O6381552 image #0

2412 CHANTILLY AVENUE
WINTER PARK FL 32789
$2,394,500
5 Beds | 6.5 Baths | 4,506 SqFt
0.27 Acres

MLS® #: O6388606

MLS #O6388606 image #0

1630 ELM AVENUE
WINTER PARK FL 32789
$2,385,000
5 Beds | 4.5 Baths | 3,408 SqFt
0.21 Acres

MLS® #: O6396611

MLS #O6396611 image #0

800 JUANITA RAEL
WINTER PARK FL 32789
$2,300,000
5 Beds | 4 Baths | 4,021 SqFt
0.36 Acres

MLS® #: O6383603

MLS #O6383603 image #0

1760 LEGION DRIVE
WINTER PARK FL 32789
$2,295,000
4 Beds | 5.5 Baths | 4,392 SqFt
0.34 Acres

The data relating to real estate for sale on this site comes from Stellar MLS. All properties are subject to prior sale, changes, or withdrawal.
This site was last updated Apr-25-2026 10:00:53 pm.