Apartments Under $2000 for Rent in 34787, FL

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ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
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...

1 bd: $1,511

2 bd: $1,669 • 3 bd: $1,923

17 units available • Pets welcome • Parking

Palm Crossing

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

(407) 802-5589

DEAL

ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
Relax. You're Home. So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World,...

$1,943+/mo

Total price

1 bed1 bath742-759 sq ft

9 units available • Pets welcome • Parking

Windermere Cay

| 8200 Jayme Dr, Winter Garden, FL 34787

(689) 305-2009

NEW 1 DAY AGODEAL

ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
Welcome Home at Avenue on Oakland Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike....

Studio: $1,726

Total price

1 bd: $1,729

28 units available • Pets welcome • Parking

Avenue on Oakland

| 751 W Oakland Ave, Oakland, FL 34787

(407) 501-6420

NEW 18 HRS AGO2 MONTHS FREE

ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
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,...

1 bd: $1,399

Total price

2 bd: $1,650

20 units available • Pets welcome • Car-dependent

Prose Avalon Pointe

| 14505 Tristan Cir, Winter Garden, FL 34787

(689) 305-2098

3D WALKTHROUGH

ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
Discover Smith & Main, a stunning addition to the sought-after Downtown Winter Garden district. Built in 2023, this exclusive community features striking Mediterranean-style architecture that blends...

$1,850/mo

1 bed1 bath746 sq ft

9 units available • Dishwasher • Walker's paradise

Experience Modern Luxury at Smith & Main: Premier Living in Downtown Winter Garden

| 11 E Smith St, Winter Garden, FL 34787

(689) 240-1568

NEW 28 HRS AGODEAL

ABOUT THIS HOME
Apartment Under $2000 for Rent in 34787:
Located in Downtown Winter Garden, Slate Luxury Apartments offers a boutique living experience designed for the way you want to live, work, and unwind. Our thoughtfully designed apartment homes and...

$1,654+/mo

Total price

1 bed1 bath622 sq ft

9 units available • Dogs welcome • Very walkable

Slate Luxury Apartments

| 584 W Bay St, Winter Garden, FL 34787

(407) 558-2076

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

$1,599+/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, 0-1 beds, 1 bath, [object Object]

$1,571+/mo

Studio-1 bed1 bath653-868 sq ft

Apollo Apartments

| 7000 Kiran Patel Dr, Winter Garden, FL 34787

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

$1,444+/mo

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

Integra Avalon

| 17825 Avalon Grove Loop, Winter Garden, FL 34787

Property at Cortland Independence - 14600 Avenue of the Grvs, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,836+/mo

1 bed1 bath751 sq ft

Cortland Independence

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

Property at Country Gardens - 15122 W Colonial Dr, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,399+/mo

1-2 bed1-2 bath698-951 sq ft

Country Gardens

| 15122 W Colonial Dr, Winter Garden, FL 34787

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

$1,454+/mo

1 bed1 bath769-884 sq ft

Halston Waterleigh

| 10091 Tuller Loop, Winter Garden, FL 34787

Property at Birchstone Waterleigh - 9405 Ascend Falls Dr, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,408+/mo

1 bed1 bath782-880 sq ft

Birchstone Waterleigh

| 9405 Ascend Falls 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]

$1,450+/mo

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

Prose Horizons Village

| 16810 Easthampstead Rd, Winter Garden, FL 34787

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

$1,795+/mo

1 bed1 bath729-873 sq ft

Corban Horizon West

| 15000 Stratus Loop, 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]

$1,688+/mo

Studio-1 bed1 bath680-787 sq ft

The Haven at Lake Britt

| 15145 Havencrest Cir, Winter Garden, FL 34787

Property at The Overlook - 15055 Lake Britt Cir, Winter Garden, FL, 34787, 0-1 beds, 1 bath, [object Object]

$1,528+/mo

Studio-1 bed1 bath679-789 sq ft

The Overlook

| 15055 Lake Britt Cir, Winter Garden, FL 34787

Property at Solay Horizon West - 9005 Solay Rd, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,604+/mo

1 bed1 bath684-852 sq ft

Solay Horizon West

| 9005 Solay Rd, Winter Garden, FL 34787

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

$1,730+/mo

1 bed1 bath627-790 sq ft

Homestead at Hamlin

| 15100 Free Range Run, Winter Garden, FL 34787

Property at The Westerly - 14680 Westerly Dr, Winter Garden, FL, 34787, 1-2 bed, 1-2 bath, [object Object]

$1,556+/mo

1-2 bed1-2 bath724-1,161 sq ft

The Westerly

| 14680 Westerly Dr, Winter Garden, FL 34787

Property at 502 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,675/mo

2 beds1 bath780 sq ft

502 Varsity St, Winter Garden, FL 34787

Property at 508 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,675/mo

2 beds1 bath780 sq ft

508 Varsity St, Winter Garden, FL 34787

Property at 721 Foster Ave Apt B, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]

$1,700/mo

2 beds1 bath928 sq ft

721 Foster Ave Apt B, Winter Garden, FL 34787

Property at 722 S Woodland St Apt B5, Winter Garden, FL, 34787, 1 bed, 1 bath, [object Object]

$1,050/mo

1 bed1 bath— sq ft

722 S Woodland St Apt B5, Winter Garden, FL 34787

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Based on information submitted to the MLS GRID as of Fri Sep 11 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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