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Townhomes for Rent under $2,000 in Winter Park FL - 22 Townhouses

Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Matterport 3D Tours
$1,639 - $1,897

Studio - 1 Bed

Pets Allowed Pool Balcony Patio Walk-In Closets Yard Controlled Access
3019 Casselwood St

3019 Casselwood St, Winter Park, FL 32792
1 / 5
$1,850

2 Beds, 2 Baths, 1,038 sq ft
2534 Zelina Point

2534 Zelina Point, Winter Park, FL 32792
1 / 5
$1,650

2 Beds, 2 Baths, 1,100 sq ft

Furnished
2515 Formosa Ave

2515 Formosa Ave, Orlando, FL 32804
1 / 5
$1,500

2 Beds, 1 Bath, 878 sq ft
$1,995

3 Beds, 2 Baths, 1,200 sq ft

758 Warrenton Rd, Winter Park, FL 32792
$1,650

1 Bed, 1 Bath, 790 sq ft

628 Trinidad Ct, Winter Park, FL 32792
$1,895

2 Beds, 2.5 Baths, 1,130 sq ft

152 Sandlewood Trail, Winter Park, FL 32789
$1,249

1 Bed, 1 Bath, 600 sq ft

2307 Formosa Ave, Orlando, FL 32804
More Rentals Near Winter Park, FL

We found 25 more rentals that closely match your search.
Village Townhomes

4401 Scenic Lake Dr, Orlando, FL 32808
1 / 35

Matterport 3D Tours
$1,640 - $1,985

2 Beds

Pets Allowed Pool Balcony Patio Walk-In Closets Fireplace Controlled Access
4835 Lighthouse Cir

4835 Lighthouse Cir, Orlando, FL 32808
1 / 5
$1,650

2 Beds, 2 Baths, 1,169 sq ft

Cats Allowed
2815 Shadow View Cir

2815 Shadow View Cir, Maitland, FL 32751
1 / 5
$1,100

2 Beds, 2 Baths, 1,265 sq ft
606 Harwood Street

606 Harwood Street Unit 606 Harwood, Orlando, FL 32803

For Rent

By Owner
1 / 19
$1,750

2 Beds, 1 Bath, 820 sq ft

Patio Yard
1215 Lake Highland Dr

1215 Lake Highland Dr, Orlando, FL 32803
1 / 5
$1,700

2 Beds, 1 Bath, 1,713 sq ft
1016 Atkins Pl

1016 Atkins Pl, Orlando, FL 32804
1 / 5
$1,800

2 Beds, 1 Bath, 750 sq ft

Pets Allowed
520 Via Verona Ln

520 Via Verona Ln, Altamonte Springs, FL 32714
1 / 5
$1,700

2 Beds, 2 Baths, 1,316 sq ft
4019 Dijon Dr

4019 Dijon Dr, Orlando, FL 32808
1 / 5
$1,800

2 Beds, 2.5 Baths, 1,402 sq ft
3648 Seneca Club Loop

3648 Seneca Club Loop, Orlando, FL 32808
1 / 5
$1,850

2 Beds, 2 Baths, 1,147 sq ft

Pets Allowed
3441 Seneca Club Loop

3441 Seneca Club Loop, Orlando, FL 32808
1 / 5
$1,950

2 Beds, 2 Baths, 1,147 sq ft

Pets Allowed
1910 Canton St

1910 Canton St, Orlando, FL 32803
1 / 5
$1,625

2 Beds, 1 Bath, 810 sq ft

Dogs Allowed
5812 Blue Dahlia Way

5812 Blue Dahlia Way, Orlando, FL 32807

For Rent

By Owner
1 / 8
$1,600

2 Beds, 2 Baths, 1,300 sq ft
2909 Hambleton Ave

2909 Hambleton Ave, Orlando, FL 32810
1 / 5
$1,723

2 Beds, 2 Baths, 836 sq ft
1024 Manor Dr

1024 Manor Dr, Orlando, FL 32807
1 / 5
$1,699

2 Beds, 1.5 Baths, 895 sq ft
2936 Lowell Ct

2936 Lowell Ct, Casselberry, FL 32707
1 / 5
$1,895

2 Beds, 2.5 Baths, 1,223 sq ft

Pets Allowed
129 Georgetown Dr

129 Georgetown Dr, Casselberry, FL 32707
1 / 5
$1,750

2 Beds, 1.5 Baths, 1,120 sq ft
228 Everest Point

228 Everest Point, Casselberry, FL 32707
1 / 5
$1,695

3 Beds, 2 Baths, 1,271 sq ft

Pets Allowed
512 Derby Dr

512 Derby Dr, Altamonte Springs, FL 32714
1 / 5
$1,900

2 Beds, 2 Baths, 1,100 sq ft

Pets Allowed
1419 E Harding St

1419 E Harding St, Orlando, FL 32806
1 / 5
$1,900

2 Beds, 1 Bath, 767 sq ft

Pets Allowed
2120 Carlton Dr

2120 Carlton Dr, Orlando, FL 32806
$1,500

1 Bed, 1 Bath, 450 sq ft

Pets Allowed
613 Citrus St

613 Citrus St, Orlando, FL 32805
1 / 5
$1,000

Studio, 1 Bath, 325 sq ft

Pets Allowed
2021 Schuller Way

2021 Schuller Way, Casselberry, FL 32707
$2,000

3 Beds, 2.5 Baths, 1,536 sq ft

Pets Allowed
221 S Cypress Way

221 S Cypress Way, Casselberry, FL 32707
1 / 5
$1,575

2 Beds, 1.5 Baths, 2,112 sq ft

Pets Allowed
414 Sunset Dr

414 Sunset Dr, Orlando, FL 32805
1 / 5
$1,350

1 Bed, 1 Bath, 1,768 sq ft
600 W Princeton St

600 W Princeton St, Orlando, FL 32804
1 / 2
$1,650

2 Beds, 1 Bath, 760 sq ft

Pets Allowed

Townhomes Florida Orange County Winter Park

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Winter Park Townhomes Under $1,500

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Winter Park, FL Townhomes for Rent Under $2,000

Choose from 22 available Winter Park, FL townhomes for rent to find a floor plan that fits your lifestyle. Find your Pet Friendly and furnished Winter Park townhouse with popular features to complement your lifestyle. Most townhomes are multi-level, with bedrooms located on the top floor. Some townhouses have basements for additional space, and some offer features like paid utilities. Be sure to view photos or take an online tour to find a rental that works for you! Some terriffic Winter Park neighborhoods with townhomes for rent include Eastside, Downtown Orlando and South Orlando. While the average rent for a townhome in Winter Park is $2,675, remember that price varies by location, ranging anywhere from $1,500 to $4,150. If price is a factor, consider looking in nearby cities like Maitland, Fairview Shores and Eatonville.