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Best Luxury Apartments for Rent in Winter Park FL - 1,774 Rentals

Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789
1 / 50

Matterport 3D Tours
$1,635 - $18,721

Studio - 3 Beds, 1-2 Baths
Enders Place at Baldwin Park

4220 New Broad St, Orlando, FL 32814
1 / 30

Matterport 3D Tours
$1,809 - $9,543

1-4 Beds, 1-2 Baths
The Village at Lake Lily

925 S Orlando Ave, Maitland, FL 32751
1 / 40

Videos

Matterport 3D Tours
$1,595 - $7,210

1-3 Beds

Discounts

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
311 E Morse Blvd Unit 2-3

311 E Morse Blvd Unit 2-3, Winter Park, FL 32789
1 / 5
$6,800

2 Beds, 2 Baths
Juno Winter Park

1305 Morgan Stanley Ave, Winter Park, FL 32789
1 / 23

Videos

Matterport 3D Tours
$1,860 - $6,780

Studio - 3 Beds

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Clubhouse High-Speed Internet Controlled Access
MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814
1 / 34

Videos

Matterport 3D Tours
$1,775 - $6,395

1-3 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Gables Baldwin Park

2050 Jake St, Orlando, FL 32814
1 / 7
$2,052 - $5,785

Studio - 3 Beds

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Walk-In Closets Clubhouse EV Charging
Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804
1 / 50

Matterport 3D Tours
$1,599 - $5,361

Studio - 3 Beds, 1-3 Baths
Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792
1 / 74

Videos

Matterport 3D Tours
$1,546 - $5,175

1-3 Beds

1 Month Free

Pets Allowed Fitness Center Pool Dishwasher In Unit Washer & Dryer Gated
Baldwin Harbor

1771-1887 Jake St, Orlando, FL 32814
1 / 46

Videos

Matterport 3D Tours
$2,081 - $4,516

1-3 Beds

Pets Allowed Fitness Center Pool Dishwasher Kitchen In Unit Washer & Dryer
111 E King St Unit ID1018200P

111 E King St, Orlando, FL 32804
1 / 20
$4,280

3 Beds, 2 Baths
Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814
1 / 109

Videos

Matterport 3D Tours
$1,811 - $4,199

1-3 Beds

Specials

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets Clubhouse
Paseo at Winter Park Village

940 W Canton Ave, Winter Park, FL 32789
1 / 103

Videos

Matterport 3D Tours
$2,047 - $4,161

1-3 Beds

Specials

Pets Allowed Pool Stainless Steel Appliances Package Service
The Ivy Residences at Health Village Apart...

2650 Dade Ave, Orlando, FL 32804
1 / 33

Videos

Matterport 3D Tours
$1,788 - $4,079

Studio - 3 Beds

Pets Allowed Fitness Center Pool Maintenance on site Package Service Online Services
690 Osceola Ave Unit 607

690 Osceola Ave Unit 607, Winter Park, FL 32789
1 / 5
$3,900

3 Beds, 2.5 Baths
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
1 / 47

Videos

Matterport 3D Tours
$1,433 - $3,873

1-3 Beds

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets Clubhouse
690 Osceola Ave Unit 502

690 Osceola Ave Unit 502, Winter Park, FL 32789
1 / 5
$3,850

2 Beds, 2 Baths
Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792
1 / 12

Matterport 3D Tours
$1,158 - $3,753

Studio - 3 Beds, 1-2 Baths

Specials
1419 Lake Baldwin Ln

1419 Lake Baldwin Ln, Orlando, FL 32814
1 / 5
$3,680

3 Beds, 2.25 Baths
Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707
1 / 40

Videos

Matterport 3D Tours
$1,517 - $3,644

1-3 Beds

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Walk-In Closets Stainless Steel Appliances Granite Countertops
Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
1 / 43

Videos

Matterport 3D Tours
$1,565 - $3,416

1-3 Beds

1 Month Free

Pets Allowed Fitness Center Pool Refrigerator Kitchen In Unit Washer & Dryer
Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751
1 / 37

Matterport 3D Tours
$2,097 - $3,401

1-3 Beds, 1-2 Baths

Specials
Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751
1 / 55

Matterport 3D Tours
$1,686 - $3,372

1-2 Beds, 1-2 Baths
The Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807
1 / 50

Matterport 3D Tours
$1,363 - $3,349

1-3 Beds, 1.5-2 Baths

Specials
660 Killarney Bay Ct Unit 6

660 Killarney Bay Ct Unit 6, Winter Park, FL 32789
1 / 5
$3,295

2 Beds, 2.5 Baths
The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814
1 / 108

Videos

Matterport 3D Tours
$1,750 - $3,270

Studio - 2 Beds

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Controlled Access Elevator
Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792
1 / 36

Matterport 3D Tours
$1,217 - $3,254

1-3 Beds, 1-2 Baths

Discounts
Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Matterport 3D Tours
$1,731 - $3,132

Studio - 3 Beds, 1-2 Baths

Specials
5401 Decatur St

5401 Decatur St, Orlando, FL 32807
1 / 5
$3,100

3 Beds, 2.5 Baths
ARIUM Winter Park

3250 Bishop Park Dr, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
$1,470 - $3,060

1-2 Beds, 1-2 Baths
The Adeline

304 Lake Ave, Maitland, FL 32751
1 / 20

Videos

Matterport 3D Tours
$1,678 - $2,954

1-2 Beds

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792
1 / 35

Matterport 3D Tours
$1,497 - $2,902

1-3 Beds, 1-2 Baths
1504 Broad Wing Ln

1504 Broad Wing Ln, Winter Park, FL 32792
1 / 5
$2,850

3 Beds, 2.5 Baths
Sovereignty at Winter Park Apartments

7745 Brandywood Cir, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
$1,211 - $2,848

1-2 Beds, 1-2 Baths
2749 Bright Bird Ln

2749 Bright Bird Ln, Winter Park, FL 32792
1 / 5
$2,800

3 Beds, 2.5 Baths
1943 Canny Cv

1943 Canny Cv, Winter Park, FL 32792
1 / 5
$2,800

3 Beds, 2.5 Baths
400 North Apartments

400 N Orlando Ave, Maitland, FL 32751
1 / 50

Matterport 3D Tours
$1,653 - $2,782

1-3 Beds, 1-2 Baths

1 Month Free
Hannibal Square

433 W New England Ave, Winter Park, FL 32789
1 / 35

Matterport 3D Tours
$1,500 - $2,750

1-3 Beds, 1-2 Baths
Seven41 Winter Park

741 Clay St, Winter Park, FL 32789
1 / 50

Matterport 3D Tours
$1,750 - $2,709

Studio - 2 Beds, 1-2 Baths
7518 Aloma Pines Ct

7518 Aloma Pines Ct, Winter Park, FL 32792
1 / 4
$2,695

3 Beds, 2.5 Baths
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Winter Park, FL Luxury Apartments for Rent

Elevate your lifestyle with 1,774 luxury apartments for rent in Winter Park, FL. Whether you’re drawn to sleek high-rises, modern downtown penthouses, or spacious retreats in quieter neighborhoods, Winter Park offers a range of upscale living options to match your style. Inside each apartment, you’ll find premium features like walk-in closets, gourmet kitchens with stainless steel appliances, spa-style bathrooms, and private balconies. Step outside and enjoy community perks such as resort-style pools, state-of-the-art fitness centers, and professional concierge services designed with your comfort in mind. Browse all available luxury apartments in Winter Park and discover your next-level living experience today.