Apartments Under $2000 for Rent in Winter Garden, FL

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2 MONTHS FREE3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
With walkability to top-rated schools and surrounding neighborhood parks and walking trails, our Winter Garden apartments offer all the perks of living in Independence plus the peaceful scenery of lif

$1,679+/mo

1 bed1 bath751 sq ft

Cortland Independence

| 14600 Avenue of the Grvs, Winter Garden, FL 34787

42 units available • Pets welcome • A/C

NEW 27 HRS AGO2 MONTHS FREE

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Write Your Next Chapter at Prose Avalon Pointe Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL,

$1,550+/mo

1 bed1 bath835 sq ft

Prose Avalon Pointe

| 14505 Tristan Cir, Winter Garden, FL 34787

32 units available • Car-dependent • Fitness Center

DEAL

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Price shown is Base Rent. Residents are required to pay: At Application: Application Fee ($50.00/applicant, nonrefundable); At Move-in: Admin Fee ($250.00/unit); Security Deposit (Refundable) ($200.0-

$1,600+/mo

1 bed1 bath742-759 sq ft

Windermere Cay

| 8200 Jayme Dr, Winter Garden, FL 34787

7 units available • Pets welcome • Parking

NEW 24 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Welcome to Palm Crossing. Located in the historic Winter Garden, FL, Palm Crossing is the perfect community to call home. With a collection of modern floorplans paired with a robust list of resort-sty

1 bd: $1,478

2 bd: $1,734 • 3 bd: $1,809

Palm Crossing

| 1240 Winter Garden Vineland Rd, Winter Garden, FL 34787

15 units available • Pets welcome • Parking

NEW 2 DAYS AGO$250 OFF

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Learn more about our current Move-In Specials and save today! Stylish design at a price that's right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida'

$1,750+/mo

2 beds2 baths951 sq ft

Country Gardens

| 15122 W Colonial Dr, Winter Garden, FL 34787

3 units available • Pets welcome • Parking

DEAL

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Residents are required to pay: At Move-in: Admin Fee($250.00/unit); Security Deposit (Refundable)($400.00/unit); Utility-New Account Fee($20.00/unit); At Application: Application Fee($75.00/applicant,

$1,683+/mo

1 bed1 bath702-854 sq ft

The Lodge at Hamlin

| 6151 Lake Lodge Dr, Winter Garden, FL 34787

30 units available • Dogs welcome • Car-dependent

Property at Registry on Grass Lake - 14520 Avalon Rd, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,574+/mo

1 bed1 bath617-840 sq ft

Registry on Grass Lake

| 14520 Avalon Rd, Winter Garden, FL 34787

Property at Apollo Apartments - 7000 Kiran Patel Dr, Winter Garden, FL, 34787, 0-2 beds, 1-2 bath, [object Object]

$1,579+/mo

0-2 beds1-2 bath653-1,051 sq ft

Apollo Apartments

| 7000 Kiran Patel Dr, Winter Garden, FL 34787

Property at Overture Hamlin - 5620 Hamlin Groves Trl, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,932+/mo

1 bed1 bath758 sq ft

Overture Hamlin

| 5620 Hamlin Groves Trl, Winter Garden, FL 34787

Property at Ascend Waterleigh Village - 16200 Ascend Village Ln, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,540+/mo

1 bed1 bath786-987 sq ft

Ascend Waterleigh Village

| 16200 Ascend Village Ln, Winter Garden, FL 34787

Property at Corban Horizon West - 15000 Stratus Loop, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,756+/mo

1 bed1 bath729-873 sq ft

Corban Horizon West

| 15000 Stratus Loop, Winter Garden, FL 34787

Property at Halston Waterleigh - 10091 Tuller Loop, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,725+/mo

1 bed1 bath769-796 sq ft

Halston Waterleigh

| 10091 Tuller Loop, Winter Garden, FL 34787

Property at The Westerly - 14680 Westerly Dr, Winter Garden, FL, 34787, 0-1 beds, 1 bath, [object Object]

$1,625+/mo

0-1 beds1 bath678-858 sq ft

The Westerly

| 14680 Westerly Dr, Winter Garden, FL 34787

Property at Prose Horizons Village - 16810 Easthampstead Rd, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,620+/mo

1-2 bed1-2 bath835-1,180 sq ft

Prose Horizons Village

| 16810 Easthampstead Rd, Winter Garden, FL 34787

Property at Homestead at Hamlin - 15100 Free Range Run, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,647+/mo

1 bed1 bath627-790 sq ft

Homestead at Hamlin

| 15100 Free Range Run, Winter Garden, FL 34787

Property at Slate Luxury Apartments - 584 W Bay St, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,735+/mo

1 bed1 bath622 sq ft

Slate Luxury Apartments

| 584 W Bay St, Winter Garden, FL 34787

Property at The Haven at Lake Britt - 15145 Havencrest Cir, Winter Garden, FL, 34787, 0-1 beds, 1 bath, [object Object]

$1,655+/mo

0-1 beds1 bath680-830 sq ft

The Haven at Lake Britt

| 15145 Havencrest Cir, Winter Garden, FL 34787

Property at 5652 Lemon Grass St Unit B, Oakland, FL, 34787, 1 bed, 1 bath, [object Object]

$1,400/mo

1 bed1 bath480 sq ft

5652 Lemon Grass St Unit B, Oakland, FL 34787

Property at 2693 Armstrong Ave Unit B, Clermont, FL, 34714, 1 bed, 1 bath, [object Object]

$1,400/mo

1 bed1 bath386 sq ft

2693 Armstrong Ave Unit B, Clermont, FL 34714

Property at 14200 Avalon Rd Unit 430, Winter Garden, FL, 34787, 2 beds, 2 baths, [object Object]

$1,750/mo

2 beds2 baths1,288 sq ft

14200 Avalon Rd Unit 430, Winter Garden, FL 34787

Property at 2895 Haze Rd Unit B, Clermont, FL, 34714, 1 bed, 1 bath, [object Object]

$1,300/mo

1 bed1 bath480 sq ft

2895 Haze Rd Unit B, Clermont, FL 34714

Property at 236 E Lafayette St Unit 1, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,750/mo

2 beds1 bath— sq ft

236 E Lafayette St Unit 1, Winter Garden, FL 34787

Property at 9223 Vintage Hills Way, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,992/mo

1 bed1 bath765 sq ft

9223 Vintage Hills Way, Winter Garden, FL 34787

Property at 505 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,749/mo

2 beds1 bath780 sq ft

505 Varsity St, Winter Garden, FL 34787

Property at 150 North St Unit 4, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,300/mo

2 beds1 bath700 sq ft

150 North St Unit 4, Winter Garden, FL 34787

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Based on information submitted to the MLS GRID as of Fri Jan 02 2026. 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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