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

$1,500 OFF3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Our one and two-bedroom apartments in Winter Park, Florida are nestled on 31 acres of wide-open space and surrounding nature. Whisper Lake is centered around a glistening lake sure to enhance your sen

1 bd: $1,199

2 bd: $1,499

Whisper Lake Apartments

| 3250 Whisper Lake Ln, Winter Park, FL 32792

26 units available • Pets welcome • Parking

2 MONTHS FREE3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
We're open & available by appointment only for an in-person or virtual tour of your new apartment home! Whether you are a resident or are looking for a new place to call home, we are available during

1 bd: $1,275

2 bd: $1,530 • 3 bd: $1,765

Signal Pointe

| 2500 Howell Branch Rd, Winter Park, FL 32792

42 units available • Pets welcome • Somewhat walkable

3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Sapphire Winter Park offers the ultimate luxury oasis as a sanctuary of good living tucked away on 26-acres of lush landscaping. Located in the city of Winter Park, Florida, select apartments offer br

1 bd: $1,449

2 bd: $1,749 • 3 bd: $1,799

Sapphire Winter Park

| 1699 Semoran North Cir, Winter Park, FL 32792

18 units available

3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Azure Winter Park offers the perfect environment for relaxed, carefree, apartment home living, surrounded by tall pines and lush palms. Our Azure Winter Park studio, one, two, and three bedroom apartm

Studio: $1,299

1 bd: $1,349 • 2 bd: $1,699

Azure Winter Park

| 3650 Summer Wind Dr, Winter Park, FL 32792

16 units available • Car-dependent

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Park:
Welcome Home to Solis at Winter Park Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park,

1 bd: $1,382

2 bd: $1,639

Solis at Winter Park

| 7502 Sun Key Blvd, Winter Park, FL 32792

12 units available • Somewhat walkable • Fitness Center

Property at The Taylor at Winter Park - 2000 Village Ln, Winter Park, FL, 32792, 0-2 beds, 1-2 bath, [object Object]

$991+/mo

0-2 beds1-2 bath378-1,095 sq ft

The Taylor at Winter Park

| 2000 Village Ln, Winter Park, FL 32792

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

$1,202+/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 The Vista at Winter Park - 4704 Lucier Ct, Winter Park, FL, 32792, 2 beds, 2-2.5 baths, [object Object]

$1,399+/mo

2 beds2-2.5 baths910-958 sq ft

The Vista at Winter Park

| 4704 Lucier Ct, Winter Park, FL 32792

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

$1,225+/mo

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

Seabrook

| 3114 Terry Brook Dr, Winter Park, FL 32792

Property at 7785 Branchwood Ln, Winter Park, FL, 32792, 1-2 bed, 1 bath, [object Object]

$950+/mo

1-2 bed1 bath576-864 sq ft

7785 Branchwood Ln, Winter Park, FL 32792

Property at ARIUM Winter Park - 3250 Bishop Park Dr, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,243+/mo

1-2 bed1-2 bath660-1,100 sq ft

ARIUM Winter Park

| 3250 Bishop Park Dr, Winter Park, FL 32792

Property at Central Place At Winter Park - 7000 University Blvd, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,205+/mo

1-3 bed1-2 bath550-1,178 sq ft

Central Place At Winter Park

| 7000 University Blvd, Winter Park, FL 32792

Property at Calibre Bend Apartments - 3924 Calibre Bend Ln, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,499+/mo

1-2 bed1-2 bath773-1,198 sq ft

Calibre Bend Apartments

| 3924 Calibre Bend Ln, 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 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 Summerlin at Winter Park Apartments - 3207 Rosebud Ln, Winter Park, FL, 32792, 1-3 bed, 1-2 bath, [object Object]

$1,286+/mo

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

Summerlin at Winter Park Apartments

| 3207 Rosebud Ln, Winter Park, FL 32792

Property at Westmount at Winter Park - 1701 Lee Rd, Winter Park, FL, 32789, 1-3 bed, 1-2 bath, [object Object]

$1,349+/mo

1-3 bed1-2 bath776-1,218 sq ft

Westmount at Winter Park

| 1701 Lee Rd, Winter Park, FL 32789

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

$1,489+/mo

1-2 bed1-2 bath710-1,050 sq ft

POSTE Winter Park

| 800 Semoran Park Dr, Winter Park, FL 32792

Property at La Aloma Apartments - 3040 Aloma Ave, Winter Park, FL, 32792, 1-2 bed, 1-2 bath, [object Object]

$1,300+/mo

1-2 bed1-2 bath730-1,140 sq ft

La Aloma Apartments

| 3040 Aloma Ave, 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]

$1,620+/mo

1 bed1 bath667-812 sq ft

The Lofts of Winter Park Village

| 520 N Orlando Ave, Winter Park, FL 32789

Property at Juno Winter Park - 1305 Morgan Stanley Ave, Winter Park, FL, 32789, 0 beds, 1 bath, [object Object]

$1,733+/mo

0 beds1 bath573-640 sq ft

Juno Winter Park

| 1305 Morgan Stanley Ave, Winter Park, FL 32789

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 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 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 Sorrento Apartments - 2400 Howell Branch Rd, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$1,180/mo

0 beds1 bath474 sq ft

Sorrento Apartments

| 2400 Howell Branch Rd, Winter Park, FL 32792

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

$1,935+/mo

1 bed1 bath725-767 sq ft

Seven41 Winter Park

| 741 Clay St, Winter Park, FL 32789

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

$1,470+/mo

0-1 beds1 bath676-772 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]

$1,579+/mo

1 bed1 bath740 sq ft

Elon Winter Park

| 712 Nicolet Ave, Winter Park, FL 32789

Property at Park East - Park Knowles Apartments - 311 N Knowles Ave, Winter Park, FL, 32789, 0-1 beds, 1 bath, [object Object]

$1,280+/mo

0-1 beds1 bath475-775 sq ft

Park East - Park Knowles Apartments

| 311 N Knowles Ave, Winter Park, FL 32789

Property at 3000 Oaks Cir Unit 300299, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,300/mo

1 bed1 bath750 sq ft

3000 Oaks Cir Unit 300299, Winter Park, FL 32792

Property at 3656 N Goldenrod Rd Unit 3640106, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,899/mo

2 beds2.5 baths1,175 sq ft

3656 N Goldenrod Rd Unit 3640106, Winter Park, FL 32792

Property at 2617 Eastbrook Blvd - 2617 Eastbrook Blvd, Winter Park, FL, 32792, 1-2 bed, 1 bath, [object Object]

$1,200+/mo

1-2 bed1 bath850-900 sq ft

2617 Eastbrook Blvd

| 2617 Eastbrook Blvd, Winter Park, FL 32792

Property at 2610 Eastbrook Blvd Unit 216, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,300/mo

2 beds1 bath850 sq ft

2610 Eastbrook Blvd Unit 216, Winter Park, FL 32792

Property at 115 Stefanik Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,599/mo

3 beds2 baths1,795 sq ft

115 Stefanik Rd, Winter Park, FL 32792

Property at 3656 N Goldenrod Rd Unit 3624105, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,599/mo

1 bed1 bath711 sq ft

3656 N Goldenrod Rd Unit 3624105, Winter Park, FL 32792

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

$899/mo

0 beds1 bath350 sq ft

1338 Peruvian Ln Unit 2, Winter Park, FL 32792

Property at 1565 Michigan Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,575/mo

2 beds1 bath900 sq ft

1565 Michigan Ave, Winter Park, FL 32789

Property at 2045 S Lakemont Ave Unit 3, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,750/mo

2 beds1 bath826 sq ft

2045 S Lakemont Ave Unit 3, Winter Park, FL 32792

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

$925/mo

0 beds1 bath597 sq ft

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

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

$1,595/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 Nov 30 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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