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Luxury Apartments for Rent in Virginia Heights, Winter Park, FL

25 rentals

1661 Hillcrest Ave - Photo 1 of 1

5d+ ago

Luxury Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1661 Hillcrest Ave, Winter Park, FL 32789

Luxury | Balcony | Walk-in closets

4 beds

3 baths

$11,000

$10,000

Price drop

House for rent

Top amenities
Ceiling Fan
High Ceilings
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
1250 S Pennsylvania Ave #8 - Photo 1 of 1

5d+ ago

Luxury Virginia Heights apartment for rent in Winter Park

$5750 - 3 brm townhome -walkable downtown WP / chain of lake access, private community park.

1250 S Pennsylvania Ave #8, Winter Park, FL 32789

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$5,550

Apartment for rent

Available Jul 14

Top amenities
Assigned Parking
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
Storage
1250 S Denning Dr #232 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

1250 S Denning Dr #232, Winter Park, FL 32789

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,900

$1,600

Price drop

Condo for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
On-Site Laundry
Swimming Pool
939 Aragon Ave - Photo 1 of 1

4d ago

Luxury house for rent in Winter Park

Luxury | In-unit laundry | Dishwasher

2 beds

2 baths

$2,725

House for rent

Top amenities
In-Unit Laundry
700 Melrose Ave #K32 - Photo 1 of 1
Age restricted

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

700 Melrose Ave #K32, Winter Park, FL 32789

Luxury | Swimming pool | In-unit laundry

1 bed

1 bath

$1,300

Condo for rent

Top amenities
Ceiling Fan
Elevator
In-Unit Laundry
Package Service
Storage
1096 Azalea Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Park

1096 Azalea Ln, Winter Park, FL 32789

Luxury | In-unit laundry | Dishwasher

3 beds

2 baths

$3,250

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

$3,250

Winter Park

Nearby rental good for social life

$2,600

Winter Park

645 Huntington Ave - Photo 1 of 1

1d ago

Luxury townhouse for rent in Winter Park

645 Huntington Ave, Winter Park, FL 32789

Luxury | In-unit laundry | Dishwasher

2 beds

2 baths

$2,380

House for rent

Top amenities
In-Unit Laundry
645 Huntington Ave #7 - Photo 1 of 1

1d ago

Luxury house for rent in Winter Park

645 Huntington Ave #7, Winter Park, FL 32789

Luxury | In-unit laundry | Assigned parking

2 beds

2 baths

$2,380

House for rent

Available Jun 30

Top amenities
Concierge Service
In-Unit Laundry
On-Site Management
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250 Carolina Ave #250 - Photo 1 of 1

16h ago

Luxury condo for rent in Winter Park

250 Carolina Ave #250, Winter Park, FL 32789

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,900

Condo for rent

Available Sep 20

Top amenities
Carpet
Garage Parking
High Ceilings
Swimming Pool
830 Douglas Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

830 Douglas Ave, Winter Park, FL 32789

Luxury | In-unit laundry | Ceiling fan

4 beds

2 baths

$3,500

$3,295

Price drop

House for rent

Top amenities
In-Unit Laundry
Advertisement

Find sweet deals near Virginia Heights

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,600

Winter Park

$1,300

Winter Park

$1,499

Fairview Shores

$3,550

Winter Park

851 Miles Ave #21 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #21, Winter Park, FL 32789

Luxury | Swimming pool | In-unit laundry

2 beds

1 bath

$1,695

Condo for rent

Top amenities
Assigned Parking
Ceiling Fan
In-Unit Laundry
1450 Cavendish Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1450 Cavendish Rd, Winter Park, FL 32789

Luxury | In-unit laundry | Garage parking

2 beds

1 bath

$2,100

House for rent

Top amenities
In-Unit Laundry
Storage
848 Miles Ave - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Park

848 Miles Ave, Winter Park, FL 32789

Luxury | In-unit laundry | Garage parking

2 beds

1 bath

$2,250

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
1357 Indiana Ave - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Park

Half Duplex - WINTER PARK, FL

1357 Indiana Ave, Winter Park, FL 32789

Luxury | In-unit laundry | Ceiling fan

2 beds

2 baths

$1,800

Apartment for rent

Top amenities
Carpet
In-Unit Laundry
690 Osceola Ave #407 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #407, Winter Park, FL 32789

Luxury | Balcony | Swimming pool

1 bed

1 bath

$2,250

Condo for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
851 Miles Ave #8 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #8, Winter Park, FL 32789

Luxury | Swimming pool | Hardwood floor

2 beds

1 bath

$1,825

$1,705

Price drop

Condo for rent

1288 Michigan Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Park

1288 Michigan Ave, Winter Park, FL 32789

Luxury

5 beds

3 baths

$3,550

House for rent

690 Osceola Ave #502 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #502, Winter Park, FL 32789

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,300

$2,950

Price drop

Condo for rent

Top amenities
Air Conditioning
Elevator
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Advertisement
1235 Ayrshire St - Photo 1 of 1

5d+ ago

Luxury Orwin Manor house for rent in Orlando

1235 Ayrshire St, Orlando, FL 32803

Luxury

4 beds

2 baths

$4,000

House for rent

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

Luxury | Balcony | Swimming pool

3 beds

5 baths

$10,500

Apartment for rent

Available Oct 8

Top amenities
Assigned Parking
Elevator
In-Unit Laundry
Storage
Swimming Pool
Wheelchair Accessible
Listings within 5 miles
850 W Canton Ave - Photo 1 of 1

5d+ ago

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Verified

850 W Canton Ave, Winter Park, FL 32789

Luxury | In-unit laundry | Dishwasher

2 beds

2 baths

$2,600

House for rent

Top amenities
In-Unit Laundry
1500 Michigan Avenue- Unit B - Photo 1 of 1

1d ago

8.3

Very good

1500 Michigan Avenue- Unit B

1500 Michigan Ave Apt B, Fairview Shores, FL 32789

Luxury

2 beds

1 bath

$1,499

Apartment for rent

550 Killarney Bay Ct #5 - Photo 1 of 1

2d ago

Luxury condo for rent in Winter Park

550 Killarney Bay Ct #5, Winter Park, FL 32789

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$3,500

Condo for rent

Top amenities
Ceiling Fan
Fireplace
In-Unit Laundry
151 N Orlando Ave #131 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Park

Condominium - WINTER PARK, FL

151 N Orlando Ave #131, Winter Park, FL 32789

Luxury | Swimming pool | Fitness center

2 beds

1 bath

$3,000

Condo for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
Hardwood Floor
In-Unit Laundry
On-Site Laundry
3851 Ethan Ln #3851 - Photo 1 of 1

1d ago

Luxury Baldwin Park townhouse for rent in Orlando

Baldwin Park Townhome

3851 Ethan Ln #3851, Orlando, FL 32814

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,650

House for rent

Available Nov 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Virginia Heights > Virginia Heights Luxury Apartments For Rent
Updated: September 21, 2025

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Looking for apartments in Virginia Heights, Winter Park, FL near you?

🔑Available apartment rentals25
💰Best rent deal700 Melrose Ave #K32
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Virginia Heights, Winter Park, FL rent data, which covers average and median rents in Virginia Heights, Winter Park, FL.

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