Apartments Under $2000 for Rent in Winter Garden, FL

23 rentals

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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: $1,471

2 bd: $1,704

Palm Crossing

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

14 units available • Pets welcome • Parking

2 MONTHS FREE3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
Welcome Home to Ascend Waterleigh Village! Elevate Your Lifestyle! Brand New Apartments. Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, an

$1,685+/mo

1 bed1 bath786-987 sq ft

Ascend Waterleigh Village

| 16200 Ascend Village Ln, Winter Garden, FL 34787

47 units available • Pets welcome • A/C

NEW 10 HRS AGO8 WEEKS FREE

ABOUT THIS HOME
Apartment Under $2000 for Rent in Winter Garden:
There's no place like Home(stead). Inspired by nature's bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create

$1,825+/mo

1 bed1 bath667-790 sq ft

Homestead at Hamlin

| 15100 Free Range Run, Winter Garden, FL 34787

24 units available • Patio/Balcony • Fitness Center

$750 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

2 bd: $1,699

3 bd: $1,959

Country Gardens

| 15122 W Colonial Dr, Winter Garden, FL 34787

5 units available • Pets welcome • Parking

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 luxury apartment community offers all the perks of living in Independence. Scenic nature

$1,669+/mo

1 bed1 bath751 sq ft

Cortland Independence

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

31 units available • Pets welcome • A/C

$4,300 OFF

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 ($75.00/applicant, nonrefundable); At Move-in: Admin Fee ($250.00/unit); Security Deposit (Refundable) ($200.0-

$1,684+/mo

1 bed1 bath702-790 sq ft

The Lodge at Hamlin

| 6151 Lake Lodge Dr, Winter Garden, FL 34787

24 units available • Dogs welcome • Car-dependent

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

$1,806+/mo

1 bed1 bath729 sq ft

Corban Horizon West

| 15000 Stratus Loop, Winter Garden, FL 34787

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

$1,599+/mo

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

Apollo Apartments

| 7000 Kiran Patel Dr, Winter Garden, FL 34787

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

$1,549+/mo

1 bed1 bath617-840 sq ft

Registry on Grass Lake

| 14520 Avalon Rd, Winter Garden, FL 34787

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

$1,635+/mo

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

Prose Horizons Village

| 16810 Easthampstead Rd, Winter Garden, FL 34787

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

$1,755+/mo

1 bed1 bath622 sq ft

Slate Luxury Apartments

| 584 W Bay St, 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 bath769-884 sq ft

Halston Waterleigh

| 10091 Tuller Loop, Winter Garden, FL 34787

Property at Windermere Cay - 8200 Jayme Dr, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,613+/mo

1 bed1 bath742-759 sq ft

Windermere Cay

| 8200 Jayme Dr, Winter Garden, FL 34787

Property at Vintage Horizon West - 9223 Vintage Hills Way, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,499+/mo

1-2 bed1-2 bath762-1,192 sq ft

Vintage Horizon West

| 9223 Vintage Hills Way, Winter Garden, FL 34787

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

$1,627+/mo

1 bed1 bath724-803 sq ft

The Westerly

| 14680 Westerly Dr, Winter Garden, FL 34787

Property at Prose Avalon Pointe - 14505 Tristan Cir, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,599+/mo

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

Prose Avalon Pointe

| 14505 Tristan Cir, 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 The Haven at Lake Britt - 15145 Havencrest Cir, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,655+/mo

1 bed1 bath742-830 sq ft

The Haven at Lake Britt

| 15145 Havencrest Cir, Winter Garden, FL 34787

Property at Integra Avalon - 17825 Avalon Rd, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,534+/mo

1-2 bed1-2 bath641-1,095 sq ft

Integra Avalon

| 17825 Avalon Rd, Winter Garden, 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 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

Property at 5636 Lemon Grass St Unit B, Oakland, FL, 34787, 1 bed, 1 bath, [object Object]

$1,400/mo

1 bed1 bath480 sq ft

5636 Lemon Grass St Unit B, Oakland, 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

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Based on information submitted to the MLS GRID as of Mon Dec 01 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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