2 BEDS, 1 BATH
$1,299
Deals & Discount Filters
Apartments under $1,900 for Rent in Winter Park, FL
1,107 Rentals
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2 BEDS, 1 BATH$1,5751565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,2952183 Crandon Ave
2183 Crandon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,300
3060 George Mason Ave Unit 10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,700
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,7003057 Aaron Burr Ave Unit 1
3057 Aaron Burr Ave, Winter Park, FL 32792 -
STUDIO, 1 BATH$1,100
7417 Daniel Webster Dr Unit 3
7417 Daniel Webster Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,475
2500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,450
1000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,8957337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,750
7412 Woodburn Ct
7412 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,550
316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,890
4435 Fairview Ave
4435 Fairview Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,000421 E KENNEDY Blvd
421 E KENNEDY Blvd, EATONVILLE, FL 32751 -
1 BED, 1 BATH$1,2002517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,575
4425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,600
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,565
1418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
3 BEDS, 2 BATHS$1,800404 Banyon Tree Cir Unit 200
404 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,400496 Banyon Tree Cir Unit 104
496 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,400
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,290
64 Taylor Ave
64 Taylor Ave, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,600
5314 Andrus Ave
5314 Andrus Ave, Orlando, FL 32810 -
1 BED, 1 BATH$1,2002521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$1,4502512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,650
1425 Virginia Dr
1425 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,3003044 Antique Oaks Cir Unit 178
3044 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,895200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,3991502 Michigan Ave
1502 Michigan Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,5257431 Glen Oaks Way Unit 89
7431 Glen Oaks Way, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
650 Trinidad Ct
650 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,3953011 George Mason Ave Unit 3B
3011 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,0502326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550
2651 Cayman Way
2651 Cayman Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,129
3651 N Goldenrod Rd
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,2952183 Crandon Ave Unit 1
2183 Crandon Ave, Winter Park, FL 32789
Showing 42 of 166 results, Page 3 of 4
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,375 / mo
- 1 Bedroom 707 Sq Ft $1,440 / mo
- 2 Bedrooms 1,019 Sq Ft $1,748 / mo
- 3 Bedrooms 1,273 Sq Ft $2,014 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 604 Sq Ft $1,368/mo
- Winter Park Pines Merrie Oaks 604 Sq Ft $1,368/mo
- Winter Park Woods 763 Sq Ft $1,375/mo
- Winter Park Pines 682 Sq Ft $1,409/mo
- Laurel Springs 741 Sq Ft $1,418/mo
- Eastbrook 747 Sq Ft $1,449/mo
- Lake Howell 747 Sq Ft $1,517/mo
- Villas of Casselberry 768 Sq Ft $1,532/mo
- Windward Square 783 Sq Ft $1,540/mo
- Glenmoor 713 Sq Ft $1,560/mo
Getting Around Winter Park
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
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Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
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Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.