Where can I find affordable condos for rent in Winter Park, FL?

Find affordable condos for rent in Winter Park, FL by browsing listings in budget-friendly neighborhoods such as Winter Park Pines , Laurel Springs , and Whisperwood . Filters by price, amenities, and commute options.

What is the average rent for a condo in Winter Park, FL?

The average rent for a condo in Winter Park, FL is $1,960 per month. For more details and trends, visit our average rent page.

What are the most popular neighborhoods for renters in Winter Park, FL?

Popular neighborhoods for condo rentals in Winter Park, FL include Lawndale , Winter Park DT Historic District , and Sevilla .

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Winter Park FL Condos for Rent from $999

63 Rentals Available

2500 Lee Rd Unit 212

2500 Lee Rd Unit 212, Winter Park, FL 32789

For Rent

By Owner
1 / 27
$1,375
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

2 Beds, 1 Bath, 851 sq ft

Pool Walk-In Closets Waterfront Smoke Free Clubhouse
2500 Lee Rd Unit 244

2500 Lee Rd Unit 244, Winter Park, FL 32789
1 / 5
1 Bed, 1 Bath, 645 sq ft

$1,465

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool
151 N Orlando Ave Unit 101

151 N Orlando Ave Unit 101, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 804 sq ft

$1,799

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Tennis Court Fitness Center
1500 Gay Rd Unit 18A

1500 Gay Rd Unit 18A, Winter Park, FL 32789
1 / 5
2 Beds, 2 Baths, 1,026 sq ft

$1,750

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Patio Walk-In Closets
1140 S Orlando Ave Unit Exeter E2

1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751
1 / 35
1 Bed, 1 Bath, 612 sq ft

$1,850

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Hardwood Floors Waterfront Wheelchair Accessible Clubhouse
1695 Lee Rd Unit B106

1695 Lee Rd Unit B106, Winter Park, FL 32789

For Rent

By Owner
1 / 40
2 Beds, 1 Bath, 881 sq ft

$1,550

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Balcony Patio Gated Smoke Free
2924 Antique Oaks Cir Unit 48

2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792

For Rent

By Owner
1 / 6
2 Beds, 2.5 Baths, 1,100 sq ft

$1,850

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Smoke Free
2520 Caper Ln Unit 102

2520 Caper Ln Unit 102, Maitland, FL 32751

For Rent

By Owner
1 Bed, 1 Bath, 750 sq ft

$1,300

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Smoke Free Fitness Center
311 E Morse Blvd Unit 1-5

311 E Morse Blvd Unit 1-5, Winter Park, FL 32789
1 / 5
3 Beds, 3 Baths, 2,462 sq ft

$8,950

Pets Allowed Waterfront
1695 Lee Rd Unit B114

1695 Lee Rd Unit B114, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 881 sq ft

$1,500

Pets Allowed
3651 N Goldenrod Rd Unit B#104

3651 N Goldenrod Rd Unit B#104, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,350
3651 N Goldenrod Rd Unit C204

3651 N Goldenrod Rd Unit C204, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,395

Pets Allowed
1695 Lee Rd Unit C216

1695 Lee Rd Unit C216, Winter Park, FL 32789
1 / 5
3 Beds, 2 Baths, 1,149 sq ft

$1,650
3651 N Goldenrod Rd Unit C205

3651 N Goldenrod Rd Unit C205, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,575
205 Lewfield Cir Unit 205

205 Lewfield Cir Unit 205, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 927 sq ft

$1,800

Pets Allowed Pool
3651 N Goldenrod Rd Unit 110

3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,450

Pets Allowed
1380 Indiana Ave Unit 3

1380 Indiana Ave Unit 3, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 920 sq ft

$1,425

Furnished
1695 Lee Rd Unit C110

1695 Lee Rd Unit C110, Winter Park, FL 32789
1 / 5
1 Bed, 1 Bath, 638 sq ft

$1,400

Pets Allowed
782 S Pennsylvania Ave Unit 1

782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
1 / 5
3 Beds, 2.5 Baths, 2,354 sq ft

$5,490
612 Trinidad Ct Unit 612

612 Trinidad Ct Unit 612, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,037 sq ft

$1,850

Pets Allowed Fireplace
1130 Washington Ave Unit 11C

1130 Washington Ave Unit 11C, Winter Park, FL 32789
1 / 5
3 Beds, 2.5 Baths, 2,069 sq ft

$5,495

Fireplace
200 St Andrews Blvd Unit 2302

200 St Andrews Blvd Unit 2302, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 987 sq ft

$1,750

Pets Allowed
7326 Swallow Run Unit 7326

7326 Swallow Run Unit 7326, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 800 sq ft

$1,500

Pets Allowed
2936 Antique Oaks Cir Unit 70

2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,018 sq ft

$1,650

Pets Allowed
4818 Tangerine Ave Unit 4818

4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
1 / 5
1 Bed, 1 Bath, 753 sq ft

$1,350

Pets Allowed
1695 Lee Rd Unit C206

1695 Lee Rd Unit C206, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 881 sq ft

$1,750
2929 Antique Oaks Cir Unit 53

2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792
1 / 5
1 Bed, 1 Bath, 749 sq ft

$1,350

Pets Allowed
2517 Caper Ln Unit 203

2517 Caper Ln Unit 203, Maitland, FL 32751
1 / 5
1 Bed, 1 Bath, 550 sq ft

$999

Pets Allowed
1162 Carmel Cir Unit 100

1162 Carmel Cir Unit 100, Casselberry, FL 32707
1 / 5
3 Beds, 2.5 Baths, 1,578 sq ft

$1,950

Pets Allowed Furnished
2517 Caper Ln Unit 205

2517 Caper Ln Unit 205, Maitland, FL 32751
1 / 5
1 Bed, 1 Bath, 550 sq ft

$1,200
400 Banyon Tree Cir Unit 102

400 Banyon Tree Cir Unit 102, Maitland, FL 32751
1 / 5
3 Beds, 2 Baths, 1,612 sq ft

$1,780
206 Quayside Cir Unit 503

206 Quayside Cir Unit 503, Maitland, FL 32751
1 / 5
2 Beds, 2 Baths, 1,203 sq ft

$2,850

Waterfront
1159 Calle Del Norte Unit A

1159 Calle Del Norte Unit A, Casselberry, FL 32707
1 / 5
2 Beds, 2 Baths, 1,040 sq ft

$1,500

Pets Allowed Waterfront
1140 S Orlando Ave Unit E2

1140 S Orlando Ave Unit E2, Maitland, FL 32751
1 / 5
1 Bed, 1 Bath, 612 sq ft

$1,785

Pool Waterfront
492 Banyon Tree Cir Unit 206

492 Banyon Tree Cir Unit 206, Maitland, FL 32751
1 / 5
2 Beds, 1 Bath, 1,051 sq ft

$1,600
4351 Anson Ln Unit 205

4351 Anson Ln Unit 205, Orlando, FL 32814
1 / 5
3 Beds, 2 Baths, 1,434 sq ft

$3,750

Dogs Allowed
$1,450

1695 Lee Rd Unit # D211, Winter Park, FL 32789

2 Beds | 1 Bath | 881 sq ft
$1,024

2326 Wellington Blvd, Winter Park, FL 32789

1 Bed | 1 Bath | 755 sq ft
$1,700

4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

2 Beds | 2 Baths | 1,059 sq ft
$1,499

200 St Andrews Blvd Unit 1803, Winter Park, FL 32792

2 Beds | 1.5 Baths | 1,219 sq ft
Showing 40 of 63 Results - Page 1 of 2
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Condos Florida Orange County Winter Park

Winter Park, FL Condos for Rent

Search for condos for rent in Winter Park, FL on Apartments.com. With 63 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 Lawndale, Winter Park DT Historic District and Sevilla. While the average rent for a condo in Winter Park is $1,960, prices can vary by location, ranging anywhere from $999 to $8,950. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Maitland, Fairview Shores and Eatonville.

Learn more about living in Winter Park, FL

Winter Park, FL Rental Insights

: Find affordable condos for rent in Winter Park, FL by browsing listings in budget-friendly neighborhoods such as Winter Park Pines, Laurel Springs, and Whisperwood. Filters by price, amenities, and commute options.
: The average rent for a condo in Winter Park, FL is $1,960 per month. For more details and trends, visit our average rent page.
: Popular neighborhoods for condo rentals in Winter Park, FL include Lawndale, Winter Park DT Historic District, and Sevilla.

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