Apartments Under $2000 for Rent in Winter Park, FL

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ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, includin

Studio: $1,200

1 bd: $1,265 • 2 bd: $1,595

Winter Park Woods

| 349 Scottsdale Sq, Winter Park, FL 32792

13 units available • Pets welcome • A/C

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident

$1,700/mo

2 beds1 bath1,100 sq ft

Park East - Park Knowles Apartments

| 311 N Knowles Ave, Winter Park, FL 32789

2 units available • Very walkable • Patio/Balcony

NEW 7 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
NICE PRIVATE -2 BEDROOM ONE BATH- GREAT SCHOOL DISTRICT IN WINTER PARK, FL - VERY CONVENIENT LOCATION- CLOSE TO MALL SHOPPING CENTER - CALL PROPERTY MANAGER ON SITE TO SEE APT AT: show contact info -

$1,350/mo

2 beds1 bath800-900 sq ft

2610 EASTBROOK (EVEN)

| 2610 Eastbrook Blvd, Winter Park, FL 32792

No deposit • Somewhat walkable

NEW 11 HRS AGO1 MONTH FREE

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of env

Studio: $1,843

1 bd: $1,930

Juno Winter Park

| 1305 Morgan Stanley Ave, Winter Park, FL 32789

18 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Welcome to our community, where our apartment homes will exceed your expectations! Enjoy a leisurely Florida lifestyle in an oasis of comfort, style, and tranquility!

1 bd: $1,555

2 bd: $1,400

La Aloma Apartments

| 3040 Aloma Ave, Winter Park, FL 32792

5 units available • Pets welcome • Parking

NEW 11 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community pr

1 bd: $1,365

2 bd: $1,692

ARIUM Winter Park

| 3250 Bishop Park Dr, Winter Park, FL 32792

11 units available • Pets welcome • Parking

Property at Azure Winter Park - 3650 Summer Wind Dr, Winter Park, FL, 32792, 2 beds, 1.5-2 baths, [object Object]

$1,599+/mo

2 beds1.5-2 baths1,049-1,052 sq ft

Azure Winter Park

| 3650 Summer Wind Dr, Winter Park, FL 32792

Property at Westmount at Winter Park - 1701 Lee Rd, Winter Park, FL, 32789, 1-2 bed, 1-2 bath, [object Object]

$1,522+/mo

1-2 bed1-2 bath776-1,047 sq ft

Westmount at Winter Park

| 1701 Lee Rd, Winter Park, FL 32789

Property at Signal Pointe - 2500 Howell Branch Rd, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,245+/mo

1-3 bed1-2 bath520-1,320 sq ft

Signal Pointe

| 2500 Howell Branch Rd, Winter Park, FL 32792

Property at The Vista at Winter Park - 4704 Lucier Ct, Winter Park, FL, 32792, 2 beds, 2-2.5 baths, [object Object]

$1,499+/mo

2 beds2-2.5 baths910-958 sq ft

The Vista at Winter Park

| 4704 Lucier Ct, Winter Park, FL 32792

Property at Solis at Winter Park - 7502 Sun Key Blvd, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,263+/mo

1-2 bed1-2 bath600-1,030 sq ft

Solis at Winter Park

| 7502 Sun Key Blvd, Winter Park, FL 32792

Property at The Lofts of Winter Park Village - 520 N Orlando Ave, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,595+/mo

1 bed1 bath667-947 sq ft

The Lofts of Winter Park Village

| 520 N Orlando Ave, Winter Park, FL 32789

Property at Liv at Winter Park Apartment Homes - 4755 N Goldenrod Rd, Winter Park, FL, 32792, 0-3 beds, 1-2 bath, [object Object]

$1,160+/mo

0-3 beds1-2 bath500-1,186 sq ft

Liv at Winter Park Apartment Homes

| 4755 N Goldenrod Rd, Winter Park, FL 32792

Property at Seven41 Winter Park - 741 Clay St, Winter Park, FL, 32789, 1-2 bed, 1-2 bath, [object Object]

$1,880+/mo

1-2 bed1-2 bath725-1,055 sq ft

Seven41 Winter Park

| 741 Clay St, Winter Park, FL 32789

Property at The Taylor at Winter Park - 2000 Village Ln, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,391+/mo

1-2 bed1-2 bath528-1,095 sq ft

The Taylor at Winter Park

| 2000 Village Ln, Winter Park, FL 32792

Property at 7785 Branchwood Ln, Winter Park, FL, 32792, 0-1 beds, 1 bath, [object Object]

$945+/mo

0-1 beds1 bath288-576 sq ft

7785 Branchwood Ln, Winter Park, FL 32792

Property at Sovereignty at Winter Park - 7745 Brandywood Cir, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,275+/mo

1-2 bed1-2 bath650-950 sq ft

Sovereignty at Winter Park

| 7745 Brandywood Cir, Winter Park, FL 32792

Property at Venue At Winter Park - 5 Autumn Breeze Way, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,191+/mo

1-3 bed1-2 bath720-1,270 sq ft

Venue At Winter Park

| 5 Autumn Breeze Way, Winter Park, FL 32792

Property at Sapphire Winter Park - 1699 Semoran North Cir, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,499+/mo

1-3 bed1-2 bath782-1,347 sq ft

Sapphire Winter Park

| 1699 Semoran North Cir, Winter Park, FL 32792

Property at The Park Apartments - 7528 Park Promenade Dr, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,300+/mo

1-3 bed1-2 bath750-1,150 sq ft

The Park Apartments

| 7528 Park Promenade Dr, Winter Park, FL 32792

Property at Whisper Lake Apartments - 3250 Whisper Lake Ln, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,410+/mo

1-2 bed1-2 bath750-1,050 sq ft

Whisper Lake Apartments

| 3250 Whisper Lake Ln, Winter Park, FL 32792

Property at Tuscany Villas - 3656 N Goldenrod Rd, Winter Park, FL, 32792, 1-2 bed, 1-2.5 bath, [object Object]

$1,599+/mo

1-2 bed1-2.5 bath711 sq ft

Tuscany Villas

| 3656 N Goldenrod Rd, Winter Park, FL 32792

Property at Indigo Winter Park - 220 S Semoran Blvd, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,399+/mo

1 bed1 bath501 sq ft

Indigo Winter Park

| 220 S Semoran Blvd, Winter Park, FL 32792

Property at Seabrook - 3114 Terry Brook Dr, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,269+/mo

1-2 bed1-2 bath629-1,061 sq ft

Seabrook

| 3114 Terry Brook Dr, Winter Park, FL 32792

Property at Calibre Bend Apartments - 3924 Calibre Bend Ln, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,799+/mo

2 beds2 baths1,065-1,169 sq ft

Calibre Bend Apartments

| 3924 Calibre Bend Ln, Winter Park, FL 32792

Property at Summerlin at Winter Park Apartments - 3207 Rosebud Ln, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,299+/mo

1-3 bed1-2 bath732-1,232 sq ft

Summerlin at Winter Park Apartments

| 3207 Rosebud Ln, Winter Park, FL 32792

Property at Carlton Arms of Winter Park - 300 Jamestown Dr, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$934+/mo

0 beds1 bath475 sq ft

Carlton Arms of Winter Park

| 300 Jamestown Dr, Winter Park, FL 32792

Property at POSTE Winter Park - 800 Semoran Park Dr, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,439+/mo

1-2 bed1-2 bath810-1,050 sq ft

POSTE Winter Park

| 800 Semoran Park Dr, Winter Park, FL 32792

Property at Serena Winter Park - 2890 Red Lion Sq, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,489/mo

1 bed1 bath530 sq ft

Serena Winter Park

| 2890 Red Lion Sq, Winter Park, FL 32792

Property at Sunbay Apartments - 7001 Aloma Ave, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,240+/mo

1 bed1 bath501-750 sq ft

Sunbay Apartments

| 7001 Aloma Ave, Winter Park, FL 32792

Property at Rosalia Winter Park - 55+ Active Adult LIving - 3045 Aloma Ave, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,802+/mo

1 bed1 bath704-790 sq ft

Rosalia Winter Park - 55+ Active Adult LIving

| 3045 Aloma Ave, Winter Park, FL 32792

Property at Berkshire Winter Park - 1874 Harmon Ave, Winter Park, FL, 32789, 0-2 beds, 1-2 bath, [object Object]

$1,485+/mo

0-2 beds1-2 bath676-1,064 sq ft

Berkshire Winter Park

| 1874 Harmon Ave, Winter Park, FL 32789

Property at Elon Winter Park - 712 Nicolet Ave, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,569+/mo

1 bed1 bath740 sq ft

Elon Winter Park

| 712 Nicolet Ave, Winter Park, FL 32789

Property at The Fisher Apartments ! Modern 1 & 2 Bedrooms in Winter Park, FL - 2001 Glenridge Way, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,799/mo

2 beds1 bath838 sq ft

The Fisher Apartments ! Modern 1 & 2 Bedrooms in Winter Park, FL

| 2001 Glenridge Way, Winter Park, FL 32792

Property at 2617 Eastbrook Blvd Unit 137, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,350/mo

2 beds1 bath900 sq ft

2617 Eastbrook Blvd Unit 137, Winter Park, FL 32792

Property at 7309 Daniel Webster Dr Unit A, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$995/mo

0 beds1 bath597 sq ft

7309 Daniel Webster Dr Unit A, Winter Park, FL 32792

Property at 758 Warrenton Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,895/mo

3 beds2 baths1,200 sq ft

758 Warrenton Rd, Winter Park, FL 32792

Property at 1107 S Pennsylvania Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,900/mo

2 beds1 bath737 sq ft

1107 S Pennsylvania Ave, Winter Park, FL 32789

Property at 2617 Eastbrook Blvd Unit 209, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,250/mo

1 bed1 bath850 sq ft

2617 Eastbrook Blvd Unit 209, Winter Park, FL 32792

Property at 1338 Peruvian Ln Unit 2, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$1,099/mo

0 beds1 bath350 sq ft

1338 Peruvian Ln Unit 2, Winter Park, FL 32792

Property at 6805 Bonavista Ct, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,750/mo

3 beds2 baths1,622 sq ft

6805 Bonavista Ct, Winter Park, FL 32792

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Based on information submitted to the MLS GRID as of Sun Sep 28 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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