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Winter Park FL Condos for Rent from $1,000

160 Moyses Rd Unit 160 Moyses Road

160 Moyses Rd, Winter Park, FL 32792
1 / 20
$1,795

2 Beds, 1.5 Baths, 900 sq ft

Pets Allowed Fenced Lot
1307 Formosa Ave Unit ID1250011P

1307 Formosa Ave, Winter Park, FL 32789
1 / 20
$3,920

2 Beds, 1 Bath, 1,141 sq ft

Pets Allowed Balcony Furnished Garden
2500 Euston Rd

2500 Euston Rd, Winter Park, FL 32789
1 / 16
$2,082

2 Beds, 2 Baths

Pets Allowed Security System
261 Scottsdale Square Unit 261

261 Scottsdale Square Unit 261, Winter Park, FL 32792
1 / 5
$1,199

1 Bed, 1 Bath, 756 sq ft

Pets Allowed Pool Tennis Court
1695 Lee Rd Unit E103

1695 Lee Rd Unit E103, Winter Park, FL 32789
1 / 5
$1,800

2 Beds, 1 Bath, 881 sq ft

Cats Allowed Pool Walk-In Closets
7296 Daniel Webster Dr Unit 1

7296 Daniel Webster Dr, Winter Park, FL 32792
1 / 19
$1,925

2 Beds, 2.5 Baths, 1,230 sq ft

Pets Allowed Pool
2667 Rook Cv Unit 2667 Rook Cove

2667 Rook Cv, Winter Park, FL 32792
1 / 20
$1,795

2 Beds, 1.5 Baths, 900 sq ft

Pets Allowed Fenced Lot
2500 Euston Rd

2500 Euston Rd, Winter Park, FL 32789
1 / 16
$2,700

3 Beds, 2 Baths

Pets Allowed Security System
2500 Euston Rd

2500 Euston Rd, Winter Park, FL 32789
1 / 16
$1,838

1 Bed, 1 Bath

Pets Allowed Security System
2521 Caper Ln Unit 205

2521 Caper Ln, Maitland, FL 32751
1 / 9
$1,350

1 Bed, 1 Bath, 550 sq ft

Pets Allowed Pool Fitness Center
102 W King St Unit ID1018188P

102 W King St, Orlando, FL 32804
1 / 20
$2,540

1 Bed, 1 Bath

Balcony Furnished Garden
111 E King St Unit ID1018200P

111 E King St, Orlando, FL 32804
1 / 20
$3,570

3 Beds, 2 Baths, 1,119 sq ft

Pets Allowed Balcony Furnished Garden
2407 Branch Way

2407 Branch Way, Maitland, FL 32751
1 / 5
$1,550

2 Beds, 1 Bath

Cats Allowed Pool Fitness Center
821 Mulberry St

821 Mulberry St, Maitland, FL 32751
1 / 13
$1,800

2 Beds, 1 Bath, 921 sq ft

Furnished
1606 Ridgewood Ave Unit 1606 Ridgewood Ave

1606 Ridgewood Ave, Maitland, FL 32751
1 / 18
$1,975

2 Beds, 1 Bath, 1,200 sq ft

Pets Allowed Hardwood Floors Fenced Lot Vaulted Ceiling
102 W King St Unit ID1029870P

102 W King St, Orlando, FL 32804
1 / 20
$2,230

2 Beds, 1 Bath, 710 sq ft

Pets Allowed Balcony Furnished
2423 Branch Way Unit 201

2423 Branch Way, Maitland, FL 32751
1 / 11
$1,875

3 Beds, 2 Baths, 1,428 sq ft

Pets Allowed Pool
1331 Harmon Ave Unit 1333 Harmon Ave

1331 Harmon Ave Unit 1333 Harmon Ave, Winter Park, FL 32789

For Rent

By Owner
1 / 23
$1,700

2 Beds, 1.5 Baths, 1,000 sq ft

Patio Hardwood Floors Smoke Free
5101 Orange Ave Unit A

5101 Orange Ave Unit A, Winter Park, FL 32792

For Rent

By Owner
1 / 24
$2,400

3 Beds, 1 Bath, 1,000 sq ft

Pets Allowed Walk-In Closets Yard Garden Wheelchair Accessible
1360 Formosa Ave Unit 1360 Formosa

1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789

For Rent

By Owner
1 / 12
$1,375

2 Beds, 1 Bath, 600 sq ft

Patio Hardwood Floors
2519 Amherst Ave Unit Amherst Ave

2519 Amherst Ave Unit Amherst Ave, Orlando, FL 32804

For Rent

By Owner
1 / 42
$3,000

2 Beds, 1 Bath, 800 sq ft

Furnished Yard Smoke Free Wheelchair Accessible EV Charging
2892 Lincroft Ave Unit Baldwin Park lakefront

2892 Lincroft Ave Unit Baldwin Park lakefront, Orlando, FL 32814

For Rent

By Owner
1 / 22
$2,100

1 Bed, 1 Bath, 1,000 sq ft

Pets Allowed Pool Walk-In Closets Waterfront Smoke Free Fitness Center
1913 South Blvd Unit B

1913 South Blvd Unit B, Maitland, FL 32751

For Rent

By Owner
1 / 32
$1,700

1 Bed, 1 Bath, 750 sq ft

Cats Allowed Pool Yard Fireplace Smoke Free
1695 Lee Rd Unit # C-214

1695 Lee Rd Unit # C-214, Winter Park, FL 32789

For Rent

By Owner
1 / 10
$1,500

2 Beds, 1 Bath, 1,078 sq ft

Pets Allowed Balcony Smoke Free
174 Scottsdale Square Unit 174

174 Scottsdale Square Unit 174, Winter Park, FL 32792
1 / 5
$1,500

2 Beds, 2 Baths, 1,085 sq ft
660 Killarney Bay Ct Unit 6

660 Killarney Bay Ct Unit 6, Winter Park, FL 32789
1 / 5
$2,995

2 Beds, 2.5 Baths, 1,214 sq ft

Pets Allowed Fireplace Waterfront
7449 Wynnewood Square Unit 182

7449 Wynnewood Square Unit 182, Winter Park, FL 32792
1 / 5
$1,695

2 Beds, 2.5 Baths, 1,031 sq ft
316 Scottsdale Square Unit 316

316 Scottsdale Square Unit 316, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 1.5 Baths, 1,085 sq ft
3045 Aaron Burr Ave Unit 12D

3045 Aaron Burr Ave Unit 12D, Winter Park, FL 32792
1 / 5
$1,650

2 Beds, 2 Baths, 1,062 sq ft

Pets Allowed
3267 Forest Oaks Ct Unit 111

3267 Forest Oaks Ct Unit 111, Winter Park, FL 32792
$1,600

2 Beds, 2 Baths, 1,031 sq ft
690 Osceola Ave Unit 502

690 Osceola Ave Unit 502, Winter Park, FL 32789
1 / 5
$3,500

2 Beds, 2 Baths, 1,400 sq ft

Waterfront
1695 Lee Rd Unit C103

1695 Lee Rd Unit C103, Winter Park, FL 32789
1 / 5
$1,600

2 Beds, 1 Bath, 881 sq ft

Pets Allowed
293 Scottsdale Square Unit 293

293 Scottsdale Square Unit 293, Winter Park, FL 32792
1 / 5
$1,250

1 Bed, 1 Bath, 785 sq ft

Pets Allowed
3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
1 / 5
$1,550

2 Beds, 2 Baths, 1,066 sq ft

Pets Allowed
614 Grenadine Ct Unit 614

614 Grenadine Ct Unit 614, Winter Park, FL 32792
1 / 5
$1,450

1 Bed, 1 Bath, 759 sq ft

Fireplace
1000 S Semoran Blvd Unit 703

1000 S Semoran Blvd Unit 703, Winter Park, FL 32792
1 / 5
$1,550

1 Bed, 1 Bath, 735 sq ft

Pets Allowed
3035 George Mason Ave Unit 20D

3035 George Mason Ave Unit 20D, Winter Park, FL 32792
1 / 5
$1,175

1 Bed, 1 Bath, 549 sq ft
1000 S Semoran Blvd Unit 813

1000 S Semoran Blvd Unit 813, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 1,003 sq ft

Pets Allowed
3651 N Goldenrod Rd Unit F103

3651 N Goldenrod Rd Unit F103, Winter Park, FL 32792
1 / 5
$1,595

2 Beds, 2 Baths, 840 sq ft

Pets Allowed
261 Scottsdale Square Unit 261

261 Scottsdale Square Unit 261, Winter Park, FL 32792
1 / 5
$1,199

1 Bed, 1 Bath, 756 sq ft

Pets Allowed
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Winter Park, FL Condos for Rent

Search for condos for rent in Winter Park, FL on Apartments.com. With 1,733 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are Pet Friendly and furnished to fit renters' lifestyles. When you rent a condo, you’ll likely rent from an individual owner rather than a property management company. This means units in the same building may have different features and layouts. Be sure to check out the photos and take a tour of the unit as you search for your Winter Park home. There are some terrific Winter Park neighborhoods with condos for rent, including Eastside and East Orlando. While the average rent for a condo in Winter Park is $1,658, prices can vary by location, ranging anywhere from $1,000 to $3,600. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Azalea Park.