Single Family listings in Winter Park FL – Page 2

MLS® #: O6442410

MLS #O6442410 image #0

1751 GLENCOE ROAD
WINTER PARK FL 32789
$3,390,000
5 Beds | 6 Baths | 4,520 SqFt
0.3 Acres

MLS® #: O6435967

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1761 LEGION DRIVE
WINTER PARK FL 32789
$3,265,000
5 Beds | 5.5 Baths | 4,949 SqFt
0.42 Acres

MLS® #: O6444919

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2823 PARKLAND CIRCLE
WINTER PARK FL 32789
$3,250,000
5 Beds | 6 Baths | 4,459 SqFt
0.28 Acres

MLS® #: O6442111

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2119 HOWARD DRIVE
WINTER PARK FL 32789
$3,195,000
5 Beds | 5.5 Baths | 4,139 SqFt
0.29 Acres

MLS® #: O6450811

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1825 WHITEHALL DRIVE
WINTER PARK FL 32789
$3,195,000
4 Beds | 5 Baths | 4,311 SqFt
0.27 Acres

MLS® #: O6345085

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1821 ENGLEWOOD ROAD
WINTER PARK FL 32789
$3,075,000
5 Beds | 5.5 Baths | 3,863 SqFt
0.28 Acres

MLS® #: O6416158

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1836 WHITEHALL DRIVE
WINTER PARK FL 32789
$2,995,000
5 Beds | 6.5 Baths | 4,168 SqFt
0.25 Acres

MLS® #: O6442823

MLS #O6442823 image #0

532 LANGHOLM DRIVE
WINTER PARK FL 32789
$2,990,000
5 Beds | 4.5 Baths | 4,050 SqFt
0.26 Acres

MLS® #: O6388598

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609 S PHELPS AVENUE
WINTER PARK FL 32789
$2,800,000
5 Beds | 4.5 Baths | 4,018 SqFt
0.26 Acres

MLS® #: O6437159

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1773 WALNUT AVENUE
WINTER PARK FL 32789
$2,725,000
5 Beds | 4.5 Baths | 3,784 SqFt
0.23 Acres

MLS® #: O6430279

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648 WORTHINGTON DRIVE
WINTER PARK FL 32789
$2,700,000
5 Beds | 4.5 Baths | 3,588 SqFt
0.22 Acres

MLS® #: O6449440

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1681 WOODLAND AVENUE
WINTER PARK FL 32789
$2,629,000
5 Beds | 4.5 Baths | 3,682 SqFt
0.23 Acres

MLS® #: O6421927

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1754 TAYLOR AVENUE
WINTER PARK FL 32789
$2,569,999
5 Beds | 4.5 Baths | 3,670 SqFt
0.22 Acres

MLS® #: O6421690

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1823 SUNSET DRIVE
WINTER PARK FL 32789
$2,549,000
5 Beds | 4.5 Baths | 3,479 SqFt
0.22 Acres

MLS® #: O6403490

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450 LAKEWOOD DRIVE
WINTER PARK FL 32789
$2,500,000
5 Beds | 5 Baths | 4,572 SqFt
0.35 Acres

MLS® #: O6441988

MLS #O6441988 image #0

1760 OAKHURST AVENUE
WINTER PARK FL 32789
$2,500,000
5 Beds | 4.5 Baths | 3,700 SqFt
0.25 Acres

MLS® #: O6389829

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541 W CANTON AVENUE
WINTER PARK FL 32789
$2,495,000
4 Beds | 3.5 Baths | 3,553 SqFt
0.2 Acres

MLS® #: O6430918

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2812 MULFORD AVENUE
WINTER PARK FL 32789
$2,495,000
5 Beds | 5.5 Baths | 3,656 SqFt
0.24 Acres

MLS® #: O6407733

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2228 HOWARD DRIVE
WINTER PARK FL 32789
$2,460,000
4 Beds | 3.5 Baths | 3,294 SqFt
0.21 Acres

MLS® #: O6381552

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

MLS® #: O6428967

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645 PANSY AVENUE
WINTER PARK FL 32789
$2,390,000
4 Beds | 4.5 Baths | 3,661 SqFt
0.17 Acres

MLS® #: O6408090

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938 ENCLAVE PLACE
WINTER PARK FL 32792
$2,300,000
5 Beds | 4.5 Baths | 3,865 SqFt
0.21 Acres

MLS® #: O6428841

MLS #O6428841 image #0

1840 LAUREL ROAD
WINTER PARK FL 32789
$2,299,000
5 Beds | 5 Baths | 2,868 SqFt
0.18 Acres

MLS® #: O6403032

MLS #O6403032 image #0

930 ENCLAVE PLACE
WINTER PARK FL 32792
$2,275,000
5 Beds | 4.5 Baths | 3,813 SqFt
0.21 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 Oct-22-2026 5:40:30 pm.