Rental listings in Winter Park FL – Page 3

MLS® #: O6416050

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301 S CAPEN AVE
WINTER PARK FL 32789
$2,200
3 Beds | 2 Baths | 1,158 SqFt
0.16 Acres

MLS® #: O6444527

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WINTER PARK FL 32792
$2,200
3 Beds | 2 Baths | 1,266 SqFt
0.11 Acres

MLS® #: O6446888

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690 OSCEOLA AVENUE UNIT 407
WINTER PARK FL 32789
$2,200
1 Beds | 1.5 Baths | 915 SqFt
1.56 Acres

MLS® #: O6425110

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151 N ORLANDO AVENUE UNIT 207
WINTER PARK FL 32789
$2,150
2 Beds | 1 Baths | 710 SqFt
0.02 Acres

MLS® #: O6444709

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2300 BARBADOS DRIVE
WINTER PARK FL 32792
$2,149
2 Beds | 2.5 Baths | 1,250 SqFt
0.07 Acres

MLS® #: O6433149

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1751 WESTCHESTER AVENUE
WINTER PARK FL 32789
$2,100
3 Beds | 2 Baths | 1,068 SqFt
0.16 Acres

MLS® #: O6441796

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WINTER PARK FL 32792
$2,100
3 Beds | 2 Baths | 1,467 SqFt
0.08 Acres

MLS® #: O6440142

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2577 GALLIANO CIRCLE
WINTER PARK FL 32792
$2,095
2 Beds | 2.5 Baths | 1,550 SqFt
0.04 Acres

MLS® #: O6412797

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5171 LAZY OAKS DRIVE
WINTER PARK FL 32792
$2,050
2 Beds | 2.5 Baths | 1,236 SqFt
0 Acres

MLS® #: R4911711

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2534 LEEWARD WAY
WINTER PARK FL 32792
$2,000
3 Beds | 2 Baths | 1,072 SqFt
0.07 Acres

MLS® #: O6448658

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1824 HOWELL BRANCH ROAD
WINTER PARK FL 32789
$2,000
2 Beds | 1 Baths | 1,100 SqFt
0.19 Acres

MLS® #: O6434416

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524 N LAKEMONT AVENUE
WINTER PARK FL 32792
$2,000
3 Beds | 2 Baths | 1,432 SqFt
0.19 Acres

MLS® #: O6436654

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937 ARAGON AVE
WINTER PARK FL 32789
$1,995
2 Beds | 1.5 Baths | 988 SqFt
0.16 Acres

MLS® #: O6441515

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3217 ROYAL STREET
WINTER PARK FL 32792
$1,995
3 Beds | 2 Baths | 1,174 SqFt
0.13 Acres

MLS® #: O6432598

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2028 ALBERT LEE PARKWAY
WINTER PARK FL 32789
$1,995
3 Beds | 1.5 Baths | 1,514 SqFt
0.18 Acres

MLS® #: O6442153

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155 STEFANIK ROAD
WINTER PARK FL 32792
$1,950
2 Beds | 2 Baths | 1,040 SqFt
0.45 Acres

MLS® #: O6445665

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1603 WINTER GREEN BOULEVARD
WINTER PARK FL 32792
$1,950
3 Beds | 2 Baths | 1,096 SqFt
0.04 Acres

MLS® #: O6386414

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151 N ORLANDO AVENUE UNIT 118
WINTER PARK FL 32789
$1,900
2 Beds | 1 Baths | 1,500 SqFt
0.23 Acres

MLS® #: O6444613

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2503 TAHOE CIRCLE UNIT 2503
WINTER PARK FL 32792
$1,900
2 Beds | 2 Baths | 1,173 SqFt
0.05 Acres

MLS® #: O6446373

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1954 SPRING STREET
WINTER PARK FL 32792
$1,900
3 Beds | 2 Baths | 1,230 SqFt
0.08 Acres

MLS® #: O6444878

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307 SANDLEWOOD TRAIL
WINTER PARK FL 32789
$1,895
2 Beds | 2.5 Baths | 960 SqFt
0.29 Acres

MLS® #: O6441540

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7101 SWALLOW RUN
WINTER PARK FL 32789
$1,895
3 Beds | 2.5 Baths | 1,565 SqFt
0.02 Acres

MLS® #: O6434749

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1695 LEE ROAD UNIT E215
WINTER PARK FL 32789
$1,850
3 Beds | 2 Baths | 1,149 SqFt
0.41 Acres

MLS® #: O6449179

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1357 INDIANA AVENUE
WINTER PARK FL 32789
$1,850
2 Beds | 2 Baths | 1,090 SqFt
0.16 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-18-2026 3:44:30 PM.