minimum rent select combobox

maximum rent select combobox

Only show listings with no broker’s fee

Housing Type

Lifestyle select combobox

Short-Term

Short term select combobox

Additional Specialties

Low Income/Income Restricted

Pet Policy select combobox

School data provided by

(opens in new window/tab)

Properties accepting online applications

Properties with move-in specials

Properties that are for rent by owner

Rooms for rent

Keyword search, separate by commas.

Clear

Townhomes for Rent in Oakcrest - Winter Park

100 Rentals

We expanded your search area to show more results.

Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Virtual Tours
Studio

$1,750

1 Bed

$1,590+

2 Beds+

$2,167+

Total Monthly Price

Total Monthly Price New

Prices include required monthly fees of $75.

Base Rent:

Studio

$1,675

1 Bed

$1,515+

2 Beds+

$2,092+

2 Months Free

Pets Allowed Pool Balcony Patio Walk-In Closets Yard Controlled Access
Valencia Isle

946 valencia isles dr, Orlando, FL 32825
1 / 39

Virtual Tours
3 Beds

$2,845

Total Monthly Price
14 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

1 Month Free

Patio Lounge Island Kitchen Smoke Free Vaulted Ceiling EV Charging Double Vanities
12008 Pepperdine Pl

12008 Pepperdine Pl, Orlando, FL 32826

For Rent

By Owner
1 / 14
$1,800
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

2 Beds, 2.5 Baths, 1,000 sq ft
7454 Wynnewood Square

7454 Wynnewood Square, Winter Park, FL 32792
1 / 5
3 Beds, 3 Baths, 1,151 sq ft

$1,950

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool
703 Drywood Ave

703 Drywood Ave, Fern Park, FL 32730
1 / 16
2 Beds

$1,940

Pets Allowed Vaulted Ceiling
7290 Daniel Webster Dr

7290 Daniel Webster Dr, Winter Park, FL 32792
1 / 18
2 Beds

$1,890

Fenced Lot
232 Hill Street

232 Hill Street Unit Room C, Casselberry, FL 32707

For Rent

By Owner
1 / 24
1 Bed

$725

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Room for Rent

Furnished Walk-In Closets Hardwood Floors Smoke Free Vaulted Ceiling
7518 Aloma Pines Ct

7518 Aloma Pines Ct, Winter Park, FL 32792

For Rent

By Owner
1 / 4
3 Beds, 2.5 Baths, 1,886 sq ft

$2,695

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Patio Walk-In Closets Gated Security System
2825 Cliffe Ct

2825 Cliffe Ct, Oviedo, FL 32765

For Rent

By Owner
1 / 16
3 Beds, 2.5 Baths, 1,878 sq ft

$2,500

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Double Vanities
12006 Pepperdine Pl

12006 Pepperdine Pl, Orlando, FL 32826

For Rent

By Owner
1 / 13
2 Beds, 2.5 Baths, 1,000 sq ft

$1,650

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed
1513 Woodward St

1513 Woodward St, Orlando, FL 32803

For Rent

By Owner
1 / 26
3 Beds, 2.5 Baths, 1,542 sq ft

$2,950

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Yard
1351 Merrydale Way

1351 Merrydale Way, Winter Park, FL 32792

For Rent

By Owner
1 / 8
3 Beds, 2.5 Baths, 1,755 sq ft

$3,150

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Patio Gated Double Vanities
1024 Manor Dr

1024 Manor Dr, Orlando, FL 32807
1 / 5
2 Beds, 1.5 Baths, 895 sq ft

$1,600
544 N Bumby Ave

544 N Bumby Ave, Orlando, FL 32803
1 / 5
3 Beds, 3 Baths, 1,727 sq ft

$3,495

Pets Allowed
30 Lemon Ln

30 Lemon Ln, Casselberry, FL 32707
1 / 5
2 Beds, 1 Bath, 712 sq ft

$1,400
908 Tucker Ave

908 Tucker Ave, Orlando, FL 32807
1 / 5
2 Beds, 1 Bath, 912 sq ft

$1,595
10376 Riva Ridge Trail

10376 Riva Ridge Trail, Orlando, FL 32817
1 / 5
2 Beds, 2 Baths, 936 sq ft

$1,800
5331 Hidden Cypress Ln

5331 Hidden Cypress Ln, Oviedo, FL 32765
1 / 5
3 Beds, 2.5 Baths, 1,558 sq ft

$2,350
1470 Lake Baldwin Ln

1470 Lake Baldwin Ln, Orlando, FL 32814
1 / 5
3 Beds, 2.5 Baths, 1,903 sq ft

$3,800
1565 Michigan Ave

1565 Michigan Ave, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 900 sq ft

$1,500
2523 Alexa Ct

2523 Alexa Ct, Winter Park, FL 32792
1 / 5
2 Beds, 1.5 Baths, 825 sq ft

$1,600
1611 Little Wren Ln

1611 Little Wren Ln, Winter Park, FL 32792
1 / 5
3 Beds, 2.5 Baths, 1,755 sq ft

$2,670

Pets Allowed
2510 Boyd Ave

2510 Boyd Ave, Orlando, FL 32803
1 / 5
1 Bed, 1 Bath, 754 sq ft

$1,900

Pets Allowed
1510 Lake Baldwin Ln

1510 Lake Baldwin Ln, Orlando, FL 32814
1 / 5
3 Beds, 2.5 Baths, 2,150 sq ft

$5,400
2316 E Concord St

2316 E Concord St, Orlando, FL 32803
1 / 5
3 Beds, 3 Baths, 1,727 sq ft

$3,495

Pets Allowed
295 Sandlewood Trail

295 Sandlewood Trail, Winter Park, FL 32789
1 / 5
2 Beds, 2.5 Baths, 959 sq ft

$1,850
4571 Virginia Dr

4571 Virginia Dr, Orlando, FL 32814
1 / 5
3 Beds, 3.5 Baths, 2,284 sq ft

$4,150

Pets Allowed
4307 Corrine Dr

4307 Corrine Dr, Orlando, FL 32814
1 / 5
3 Beds, 2.5 Baths, 2,077 sq ft

$3,775

Pets Allowed
469 Glastonbury Dr

469 Glastonbury Dr, Orlando, FL 32825
1 / 5
3 Beds, 2.5 Baths, 1,300 sq ft

$2,195

Pets Allowed
4329 Roush Ave

4329 Roush Ave, Orlando, FL 32803
1 / 5
3 Beds, 2.5 Baths, 1,742 sq ft

$3,800

Pets Allowed
9767 Piney Point Cir

9767 Piney Point Cir, Orlando, FL 32825
1 / 5
2 Beds, 2 Baths, 890 sq ft

$1,700

Pets Allowed
1555 Michigan Ave

1555 Michigan Ave, Winter Park, FL 32789
1 / 5
1 Bed, 1 Bath, 800 sq ft

$1,450

Dogs Allowed
4523 Sunset Ln

4523 Sunset Ln, Oviedo, FL 32765
1 / 5
3 Beds, 2.5 Baths, 1,705 sq ft

$2,400

Pets Allowed
1525 Cloverbay Ln

1525 Cloverbay Ln, Casselberry, FL 32707
1 / 5
4 Beds, 3.5 Baths, 2,342 sq ft

$2,750

Pets Allowed Hardwood Floors
1313 Canton St

1313 Canton St, Orlando, FL 32803
1 / 5
2 Beds, 1 Bath, 760 sq ft

$1,915

Cats Allowed
2372 Shadowland Lp

2372 Shadowland Lp, Winter Park, FL 32792
1 / 5
3 Beds, 3 Baths, 1,755 sq ft

$2,850

Dogs Allowed
1508 Florentino Ln

1508 Florentino Ln, Winter Park, FL 32792
1 / 5
2 Beds, 2.5 Baths, 1,550 sq ft

$2,350

Pets Allowed
3315 Amberwood Way

3315 Amberwood Way, Winter Park, FL 32792
1 / 5
2 Beds, 1.5 Baths, 990 sq ft

$1,750

Dogs Allowed
247 N Pine Ave

247 N Pine Ave, Oviedo, FL 32765
1 / 5
3 Beds, 2 Baths, 2,002 sq ft

$2,400

Pets Allowed
1776 Mondrian Cir

1776 Mondrian Cir, Winter Park, FL 32789
1 / 5
3 Beds, 3.5 Baths, 2,193 sq ft

$5,500

Townhomes Florida Orange County Winter Park Oakcrest

Townhomes for Rent in Oakcrest, Winter Park, FL

You searched for townhomes in Oakcrest. Let Apartments.com help you find your perfect fit. Click to view any of these 100 available rental units in Winter Park to see photos, reviews, floor plans and verified information about schools, neighborhoods, unit availability and more. Apartments.com has the most extensive inventory of any apartment search site, with more than 1 million currently available apartments for rent. You can trust Apartments.com to find your next Oakcrest rental.

Find the Perfect Oakcrest - Winter Park, FL Rental

Other Rental Types

Search Nearby Rentals

New Rental Listings

Map Options

Map View

Default

Satellite

Nearby Point of Interests

Campuses

Restaurants

Transit

Neighborhoods

None

Travel Time

Search By Commute Time

Set a destination, transportation method, and your ideal commute time to see results.

Choose a destination

Select transportation method

Ideal commute time

Under 30 minutes

Commute Time is calculated at rush hour.