Condos for Rent in Winter Park, FL

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ABOUT THIS HOME
Condo for Rent in Winter Park:
Location location location. This charming unit features an open floor plan with a bright living area and a modern kitchen equipped with new stove. Enjoy spacious bedrooms, including a primary suite wi

$1,650/mo

2 beds2 baths— sq ft

2936 Antique Oaks Cir #67, Winter Park, FL 32792

Pets welcome • Laundry in unit • A/C

ABOUT THIS HOME
Condo for Rent in Winter Park:
Walking distance to Winter Park Hospital, Publix, Panera , Starbucks 3 Community Pools, tennis courts Owner pays association fees, which includes water

$1,900/mo

3 beds1.5 baths1,219 sq ft

200 Saint Andrews Blvd #3306, Winter Park, FL 32792

A/C • Car-dependent • Patio/Balcony

ABOUT THIS HOME
Condo for Rent in Winter Park:
Virgina Heights Walk to Park Ave around lake and Rollins College. 12 mo 5595 6 + mo 6595 3 mo 8595 This Quite distinctive and dramatic 3bedroom, 2.5 bath unit boasts custom wood cabinets, granite coun

$5,550/mo

3 beds2.5 baths1,957 sq ft

1250 S Pennsylvania Ave #8, Winter Park, FL 32789

Pets welcome • Laundry in unit • Parking

NEW 14 HRS AGO

ABOUT THIS HOME
Condo for Rent in Winter Park:
Amazing 3 bedroom, 2 bathroom condo in The Four Seasons Condos in beautiful Winter Park. Walk to parks, playgrounds, fitness trails, pickleball courts, Crosby Wellness Center and WP Hospital. 5-min. d

$2,250/mo

3 beds2 baths1,322 sq ft

200 Saint Andrews Blvd #1203, Winter Park, FL 32792

Available 09/15 • Dogs welcome • Laundry in unit

NEW 1 DAY AGO

ABOUT THIS HOME
Condo for Rent in Winter Park:
Beautiful and very spacious 3BR/2.5BA with 2 car garage, large upstairs balcony, fenced patio, New wood flooring throughout the unit, All freshlypainted, all appliances including side by side refriger

$2,998/mo

3 beds2.5 baths1,852 sq ft

1127 Minnesota Ave #3, Winter Park, FL 32789

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Condo for Rent in Winter Park:
Discover your new home! This beautiful 2-bedroom, 2-bathroom apartment offers the perfect balance between comfort and style. Ideal for families, couples, or professionals looking for a modern and func

$1,680/mo

2 beds2 baths1,105 sq ft

2923 Antique Oaks Cir Unit GE, Winter Park, FL 32792

Pets welcome • Parking • A/C

Property at 1695 Lee Rd Unit B114, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,650/mo

2 beds1 bath881 sq ft

1695 Lee Rd Unit B114, Winter Park, FL 32789

Property at 7417 Daniel Webster Dr #3, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$1,200/mo

0 beds1 bath546 sq ft

7417 Daniel Webster Dr #3, Winter Park, FL 32792

Property at 1695 Lee Rd Unit D212, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,550/mo

2 beds1 bath881 sq ft

1695 Lee Rd Unit D212, Winter Park, FL 32789

Property at 4968 Tangerine Ave #4968, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,700/mo

2 beds2 baths1,059 sq ft

4968 Tangerine Ave #4968, Winter Park, FL 32792

Property at 1695 Lee Rd, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,500/mo

2 beds1 bath881 sq ft

1695 Lee Rd, Winter Park, FL 32789

Property at 1500 Gay Rd Unit 9B, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,000/mo

2 beds2 baths1,026 sq ft

1500 Gay Rd Unit 9B, Winter Park, FL 32789

Property at 200 Saint Andrews Blvd #3502, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,695/mo

2 beds2 baths987 sq ft

200 Saint Andrews Blvd #3502, Winter Park, FL 32792

Property at 644 N Knowles Ave #8, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,875/mo

3 beds2 baths1,130 sq ft

644 N Knowles Ave #8, Winter Park, FL 32789

Property at 640 N Park Ave #4, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$2,000/mo

1 bed1 bath673 sq ft

640 N Park Ave #4, Winter Park, FL 32789

Property at 3038 Antique Oaks Cir #163, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,699/mo

2 beds2 baths1,018 sq ft

3038 Antique Oaks Cir #163, Winter Park, FL 32792

Property at 1250 S Denning Dr #232, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,600/mo

2 beds2 baths913 sq ft

1250 S Denning Dr #232, Winter Park, FL 32789

Property at 1250 S Denning Dr #233, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,650/mo

2 beds2 baths913 sq ft

1250 S Denning Dr #233, Winter Park, FL 32789

Property at 1250 S Denning Dr #204, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,750/mo

2 beds2 baths908 sq ft

1250 S Denning Dr #204, Winter Park, FL 32789

Property at 3651 N Goldenrod Rd Unit A206, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,600/mo

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit A206, Winter Park, FL 32792

Property at 1250 S Denning Dr #105, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,850/mo

2 beds2 baths908 sq ft

1250 S Denning Dr #105, Winter Park, FL 32789

Property at 645 Huntington Ave #7, Winter Park, FL, 32789, 2 beds, 2.5 baths, [object Object]

$2,500/mo

2 beds2.5 baths1,204 sq ft

645 Huntington Ave #7, Winter Park, FL 32789

Property at 690 Osceola Ave #407, Winter Park, FL, 32789, 1 bed, 1.5 baths, [object Object]

$2,250/mo

1 bed1.5 baths915 sq ft

690 Osceola Ave #407, Winter Park, FL 32789

Property at 3057 Aaron Burr Ave #1, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,750/mo

2 beds2 baths1,066 sq ft

3057 Aaron Burr Ave #1, Winter Park, FL 32792

Property at 690 Osceola Ave #405, Winter Park, FL, 32789, 1 bed, 1.5 baths, [object Object]

$2,795/mo

1 bed1.5 baths850 sq ft

690 Osceola Ave #405, Winter Park, FL 32789

Property at 260 Scottsdale Sq #260, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,450/mo

2 beds1 bath1,085 sq ft

260 Scottsdale Sq #260, Winter Park, FL 32792

Property at 7449 Wynnewood Sq #182, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,595/mo

2 beds2.5 baths1,031 sq ft

7449 Wynnewood Sq #182, Winter Park, FL 32792

Property at 851 Miles Ave #21, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,695/mo

2 beds1 bath808 sq ft

851 Miles Ave #21, Winter Park, FL 32789

Property at 3267 Forest Oaks Ct #111, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,600/mo

2 beds2 baths1,031 sq ft

3267 Forest Oaks Ct #111, Winter Park, FL 32792

Property at 3271 Oak Lake Pl #130, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,550/mo

2 beds2 baths1,031 sq ft

3271 Oak Lake Pl #130, Winter Park, FL 32792

Property at 7473 Belle River Ct #16, Winter Park, FL, 32792, 3 beds, 2.5 baths, [object Object]

$1,995/mo

3 beds2.5 baths1,151 sq ft

7473 Belle River Ct #16, Winter Park, FL 32792

Property at 3045 Aaron Burr Ave Unit C, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,500/mo

1 bed1 bath940 sq ft

3045 Aaron Burr Ave Unit C, Winter Park, FL 32792

Property at 851 Miles Ave #8, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,705/mo

2 beds1 bath808 sq ft

851 Miles Ave #8, Winter Park, FL 32789

Property at 200 Sandlewood Trl #4, Winter Park, FL, 32789, 2 beds, 2.5 baths, [object Object]

$1,895/mo

2 beds2.5 baths1,133 sq ft

200 Sandlewood Trl #4, Winter Park, FL 32789

Property at 2340 Sun Vly #2340, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$2,400/mo

2 beds2.5 baths1,495 sq ft

2340 Sun Vly #2340, Winter Park, FL 32792

Property at 3651 N Goldenrod Rd Unit E109, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,550/mo

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit E109, Winter Park, FL 32792

Property at 1500 Gay Rd Unit 18-C, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,795/mo

2 beds2 baths1,026 sq ft

1500 Gay Rd Unit 18-C, Winter Park, FL 32789

Property at 4392 Wardell Pl #303, Orlando, FL, 32814, 3 beds, 2 baths, [object Object]

$2,995/mo

3 beds2 baths1,400 sq ft

4392 Wardell Pl #303, Orlando, FL 32814

Property at 1500 Gay Rd Unit 3B, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,050/mo

2 beds2 baths1,100 sq ft

1500 Gay Rd Unit 3B, Winter Park, FL 32789

Property at 104 S Interlachen Ave #114, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$4,850/mo

2 beds2 baths1,143 sq ft

104 S Interlachen Ave #114, Winter Park, FL 32789

Property at 7429 Daniel Webster Dr Unit C, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,840/mo

2 beds2 baths1,036 sq ft

7429 Daniel Webster Dr Unit C, Winter Park, FL 32792

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Based on information submitted to the MLS GRID as of Mon Sep 15 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Condos for Rent in Winter Park, FL

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