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Newest Winter Park FL Condos for Rent from $999 - 5 New Listings

5 Rentals Available

1500 Gay Rd Unit 9D

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

For Rent

By Owner
1 / 9
2 Beds, 2 Baths, 1,026 sq ft

$1,850

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool
7340 Swallow Run Unit 7340

7340 Swallow Run Unit 7340, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 802 sq ft

$1,500

Pets Allowed
2517 Caper Ln Unit 205

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

$1,100
$1,695

3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792

2 Beds | 2 Baths | 1,104 sq ft
$1,360

3651 N Goldenrod Rd Unit C204, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft
More Rentals Near Winter Park, FL

We found 25 more rentals that closely match your search.
2840 Plaza Terrace Dr Unit 2840

2840 Plaza Terrace Dr Unit 2840, Orlando, FL 32803
1 / 5
2 Beds, 2 Baths, 890 sq ft

$1,995

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Hardwood Floors
822 Camargo Way Unit 210

822 Camargo Way Unit 210, Altamonte Springs, FL 32714
1 / 5
2 Beds, 1 Bath, 767 sq ft

$1,425

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Gated Fitness Center
138 America St Unit 38

138 America St Unit 38, Orlando, FL 32801
1 / 5
1 Bed, 1 Bath, 636 sq ft

$1,595

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Hardwood Floors
839 Grand Regency Pointe Unit 203

839 Grand Regency Pointe Unit 203, Altamonte Springs, FL 32714
1 / 5
3 Beds, 2 Baths, 1,266 sq ft

$1,800

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Walk-In Closets Gated Tennis Court
803 Pine St

803 Pine St, Casselberry, FL 32730
1 / 13
2 Beds

$1,700

Pets Allowed Fenced Lot
1412 Dauphin Ln Unit 1

1412 Dauphin Ln, Orlando, FL 32803
1 / 9
2 Beds

$2,200
10 N Ohio Ave

10 N Ohio Ave, Orlando, FL 32805
1 / 7
2 Beds

$1,375
820 Camargo Way

820 Camargo Way, Altamonte Springs, FL 32714

For Rent

By Owner
1 / 6
1 Bed

$1,500

3 Beds

$1,900

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Gated Smoke Free Fitness Center Wheelchair Accessible
1215 Austin Rd Unit Delaney park apartment

1215 Austin Rd Unit Delaney park apartment, Orlando, FL 32806

For Rent

By Owner
1 / 5
2 Beds, 1 Bath, 800 sq ft

$1,850

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.
525 Conway Rd Unit 220

525 Conway Rd Unit 220, Orlando, FL 32807
1 / 5
2 Beds, 1 Bath, 965 sq ft

$1,550

Pets Allowed
3764 Idlebrook Cir Unit 204

3764 Idlebrook Cir Unit 204, Casselberry, FL 32707
1 / 5
2 Beds, 1 Bath, 768 sq ft

$1,495
2146 Shaw Ln

2146 Shaw Ln, Orlando, FL 32814
1 / 5
Studio, 1 Bath, 600 sq ft

$1,600
1100 Lake Shadow Cir Unit 2302

1100 Lake Shadow Cir Unit 2302, Maitland, FL 32751
1 / 5
2 Beds, 2 Baths, 1,111 sq ft

$1,625

Pets Allowed
852 Grand Regency Pointe Unit 100

852 Grand Regency Pointe Unit 100, Altamonte Springs, FL 32714
1 / 5
2 Beds, 2 Baths, 1,106 sq ft

$1,700

Pets Allowed
1475 Lake Shadow Cir Unit 6107

1475 Lake Shadow Cir Unit 6107, Maitland, FL 32751
1 / 3
2 Beds, 2 Baths, 1,111 sq ft

$1,850

Pets Allowed
100 S Eola Dr Unit 606

100 S Eola Dr Unit 606, Orlando, FL 32801
2 Beds, 2 Baths, 1,600 sq ft

$3,800

Pets Allowed
5273 Tunbridge Wells Ln Unit 1601

5273 Tunbridge Wells Ln Unit 1601, Orlando, FL 32812
1 / 5
3 Beds, 2 Baths, 1,395 sq ft

$2,000

Pets Allowed
162 Olive Tree Cir

162 Olive Tree Cir, Altamonte Springs, FL 32714
1 / 5
3 Beds, 3 Baths, 1,314 sq ft

$2,300

Pets Allowed Fireplace
948 N Lake Destiny Rd Unit C

948 N Lake Destiny Rd Unit C, Altamonte Springs, FL 32714
1 / 5
1 Bed, 1 Bath, 625 sq ft

$1,400
1166 Carmel Cir Unit 100

1166 Carmel Cir Unit 100, Casselberry, FL 32707
1 / 5
3 Beds, 2 Baths, 1,443 sq ft

$2,200

Waterfront
150 E Robinson St Unit 427

150 E Robinson St Unit 427, Orlando, FL 32801
1 / 5
1 Bed, 1.5 Baths, 957 sq ft

$2,100

Pets Allowed Furnished
2013 Dixie Belle Dr Unit A

2013 Dixie Belle Dr Unit A, Orlando, FL 32812
1 / 5
3 Beds, 2 Baths, 993 sq ft

$1,850
4388 Lake Underhill Rd Unit 21C2

4388 Lake Underhill Rd Unit 21C2, Orlando, FL 32803
1 / 5
2 Beds, 2 Baths, 1,250 sq ft

$2,050
1167 Calle Del Rey Unit A

1167 Calle Del Rey Unit A, Casselberry, FL 32707
1 / 5
1 Bed, 1 Bath, 781 sq ft

$1,250

Pets Allowed
1175 Lake Shadow Cir Unit 4207

1175 Lake Shadow Cir Unit 4207, Maitland, FL 32751
1 / 5
4 Beds, 2 Baths, 1,372 sq ft

$1,950

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 5 available, you can find the right condo with the floor plan and amenities that fit your needs. 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.

Learn more about living in Winter Park, FL

Winter Park, FL Rental Insights

: The average rent for a condo in Winter Park, FL is $1,970.
: A one bedroom condo in Winter Park, FL costs an average of $1,402 per month.
: Expect to pay around $1,700 per month for a two bedroom condo in Winter Park, FL.
: Need extra space? A three bedroom condo in Winter Park, FL costs $3,636 per month on average.

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