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Houses for Rent in Winter Park FL

98 Rentals Available

1627 Orange Ave

1627 Orange Ave, Winter Park, FL 32789
1 / 5
3 Beds, 2 Baths, 1,302 sq ft

$2,750

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Hardwood Floors Skylights
1657 Tremont Ln

1657 Tremont Ln, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,380 sq ft

$2,100

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Cats Allowed Hardwood Floors
3016 Village Hill Pl

3016 Village Hill Pl, Winter Park, FL 32792
3 Beds

$2,545

Pets Allowed Patio Yard Fenced Lot
Keep Your Winter Park House Search on Budget

Filter by price to find a house in Winter Park you can afford.

$1,000 $1,500 $2,000 $2,500 $3,000
853 W Lyman Ave

853 W Lyman Ave, Winter Park, FL 32789
1 / 10
3 Beds

$3,300

Furnished Fenced Lot Security System
3908 Woodglade Cove

3908 Woodglade Cove, Winter Park, FL 32792
1 / 16
3 Beds

$2,480

Pets Allowed Patio Fenced Lot
7423 Antietam Ct E

7423 Antietam Ct E, Winter Park, FL 32792
1 / 16
3 Beds

$2,515

Pets Allowed Walk-In Closets Fenced Lot
3043 Antique Oaks Cir

3043 Antique Oaks Cir, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,018 sq ft

$1,650

Pets Allowed
3628 Datura Ct

3628 Datura Ct, Winter Park, FL 32792
1 / 20
5 Beds

$2,395

Pets Allowed Patio
2866 Euston Rd

2866 Euston Rd, Winter Park, FL 32789
1 / 16
3 Beds

$2,340

Pets Allowed
1546 Peruvian Ln

1546 Peruvian Ln, Winter Park, FL 32792
1 / 20
3 Beds

$2,149

Pets Allowed Fireplace Fenced Lot
Narrow Your Winter Park House Search

Filter by bedroom to find a house in Winter Park that fits your needs.

1 Bed 2 Beds 3 Beds 4+ Beds
2500 Lee Rd

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

$1,299
3372 Riverview Way

3372 Riverview Way, Winter Park, FL 32792
1 / 5
3 Beds, 2.5 Baths, 1,151 sq ft

$1,665

Pets Allowed
1403 Michigan Ave

1403 Michigan Ave, Winter Park, FL 32789
1 / 5
4 Beds, 3.5 Baths, 2,379 sq ft

$6,400

Pets Allowed
3340 Alena Ct

3340 Alena Ct, Winter Park, FL 32792
1 / 5
3 Beds, 2 Baths, 1,602 sq ft

$2,395
2661 Tierra Cir

2661 Tierra Cir, Winter Park, FL 32792
1 / 5
3 Beds, 2 Baths, 1,650 sq ft

$2,675

Pets Allowed Fenced Lot
5119 Ferncrest Dr

5119 Ferncrest Dr, Winter Park, FL 32792
1 / 5
3 Beds, 2 Baths, 1,500 sq ft

$2,650

Pets Allowed
7039 Pecan Ct

7039 Pecan Ct, Winter Park, FL 32792
1 / 5
4 Beds, 2 Baths, 2,218 sq ft

$3,305

Pets Allowed
7418 Antietam Ct E

7418 Antietam Ct E, Winter Park, FL 32792
1 / 19
3 Beds

$2,245

Pets Allowed Patio Fenced Lot
4040 Waterview Loop

4040 Waterview Loop, Winter Park, FL 32792
1 / 20
3 Beds

$2,625

Pets Allowed Patio Walk-In Closets Tennis Court
2721 E Marks St

2721 E Marks St, Orlando, FL 32803
1 / 5
3 Beds, 2 Baths, 1,569 sq ft

$5,800

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Furnished Fireplace
Find Your Perfect Winter Park House

Filter by amenity to find a house in Winter Park you'll love.

For Rent By Owner Furnished Pool Utilities Included Yard
5415 Alloway St

5415 Alloway St, Orlando, FL 32810
1 / 16
3 Beds

$2,275

Pets Allowed
2406 Branch Way

2406 Branch Way, Maitland, FL 32751
1 / 5
2 Beds, 1 Bath, 1,051 sq ft

$1,499

Pets Allowed
1725 Durock Ct

1725 Durock Ct, Orlando, FL 32807
1 / 16
3 Beds

$2,290

Pets Allowed
31 Bel Air St

31 Bel Air St, Eatonville, FL 32751
1 / 15
3 Beds

$2,275
470 Sunnyview Cir

470 Sunnyview Cir, Orlando, FL 32810
1 / 16
4 Beds

$2,070

Pets Allowed
1 E King St

1 E King St, Orlando, FL 32804
1 / 5
3 Beds, 1 Bath, 1,040 sq ft

$1,795
5058 Seminole Ave

5058 Seminole Ave, Winter Park, FL 32792

For Rent

By Owner
1 / 32
1 Bed

$1,000

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Furnished Yard Smoke Free
2810 Sandwell Dr

2810 Sandwell Dr, Winter Park, FL 32792

For Rent

By Owner
1 / 12
3 Beds, 2 Baths, 1,519 sq ft

$2,000

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Patio Fireplace Security System
1901 Magnolia Ave

1901 Magnolia Ave, Winter Park, FL 32792

For Rent

By Owner
1 / 10
2 Beds, 1 Bath, 1,200 sq ft

$1,350

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.
530 Byron Rd

530 Byron Rd, Winter Park, FL 32792

For Rent

By Owner
1 / 16
3 Beds, 2 Baths, 1,350 sq ft

$2,400

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.
1368 Hibiscus Ave

1368 Hibiscus Ave, Winter Park, FL 32789
1 / 5
4 Beds, 2.5 Baths, 2,394 sq ft

$7,500

Pets Allowed Pool Fireplace
438 Lakeview Ave

438 Lakeview Ave, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 1,250 sq ft

$3,200

Pets Allowed Waterfront
540 W Comstock Ave

540 W Comstock Ave, Winter Park, FL 32789
1 / 5
3 Beds, 1 Bath, 1,056 sq ft

$2,900

Pets Allowed
7864 Broken Arrow Trail

7864 Broken Arrow Trail, Winter Park, FL 32792
1 / 5
4 Beds, 2.5 Baths, 2,219 sq ft

$3,200

Pets Allowed
5117 Lake Howell Rd

5117 Lake Howell Rd, Winter Park, FL 32792
1 / 5
3 Beds, 1 Bath, 1,300 sq ft

$2,295

Pets Allowed
5212 N Indiana Ave

5212 N Indiana Ave, Winter Park, FL 32792
1 / 5
3 Beds, 1.5 Baths, 975 sq ft

$2,200

Pets Allowed
508 Dunblane Dr

508 Dunblane Dr, Winter Park, FL 32792
1 / 5
3 Beds, 2 Baths, 1,600 sq ft

$2,900
1830 Staunton Ave

1830 Staunton Ave, Winter Park, FL 32789
1 / 5
3 Beds, 2.5 Baths, 1,774 sq ft

$3,200

Pets Allowed
1340 Paradise Ln

1340 Paradise Ln, Winter Park, FL 32792
1 / 5
3 Beds, 2 Baths, 1,200 sq ft

$2,300
5354 Lanyard Ct

5354 Lanyard Ct, Winter Park, FL 32792
1 / 5
5 Beds, 3 Baths, 2,300 sq ft

$3,500

Dogs Allowed Pool
Showing 40 of 98 Results - Page 1 of 3
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Houses Florida Orange County Winter Park

Winter Park, FL Homes for Rent

If you're ready to find a single-family home for rent in Winter Park, FL, you've come to the right place. Whether you're looking for a 4-bedroom in the suburbs or a house in the city, you can find your perfect place on Apartments.com. To get started, use our custom filters to view the best rental homes in Winter Park. Take a look at houses with your preferred amenities, such as modern appliances, private garages, and fenced yards. Filter to view homes for rent with a pool, with utilities included, or with a finished basement. You can even search homes for rent by private owners. Click on any listing to find out more about neighborhoods, school districts, specific features, and view photos to help you picture how you'll settle into your new home.

Learn more about living in Winter Park, FL

Winter Park, FL Rental Insights

: The average rent for a house in Winter Park, FL is $2,607 per month. To compare across neighborhoods or home sizes, visit our average rent page.
: Look for short-term rentals for temporary stays, or browse furnished houses for move-in ready options.

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