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Apartments Under $1,500 in Winter Garden, FL

25 rentals

377 Eron Way - Photo 1 of 1

2d ago

Under 1500 apartment for rent in Winter Garden

377 Eron Way, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

Studio

1 bath

$1,295

Apartment for rent

Description

Quaint studio apartment on Park Ave Winter Garden, short distance from Plant St Restaurants & Bars and just off 50 and major highways. The property is in great condition and available now. Please call Jose for more info and to schedule a showing at 407.230.0900. Professionally managed by Premier Estate Agency, LLC. For this and other amazing properties please visit our website at www PremierEstateAgency com

150 North Street - Photo 1 of 1

3d ago

7.1

Very good

150 North Street

150 North St, Winter Garden, FL 34787

Microwave | Oven

2 beds

1 bath

$1,300

Apartment for rent

Fresh and Bright Living Near Plant Street

Located in a cozy community, this fully remodeled 2-bedroom, 1-bath apartment is just 4 minutes from vibrant Plant Street. The inviting space features modern appliances like a fridge, oven, and microwave, providing a perfect blend of comfort and function. Pets are welcome with a fee, making this an ideal choice for all residents. Enjoy everyday living in this updated retreat designed for a relaxed lifestyle!

12516 Cemetery Road - Photo 1 of 1

4d ago

Under 1500 apartment for rent in Winter Garden

2BR/2.0BA

12516 Cemetery Road, Winter Garden, FL 34787

2 beds

2 baths

$1,200

Apartment for rent

428 Eron Way #32 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Garden

428 Eron Way #32, Winter Garden, FL 34787

Swimming pool

2 beds

2 baths

$1,495

House for rent

Charming First-Floor Unit with Pool Access

This delightful 2-bedroom, 2-bath end unit boasts easy-care ceramic tile flooring throughout and includes all appliances for convenience. Enjoy relaxing on the front and back porches, plus access to fantastic community amenities like a clubhouse and sparkling pool. Ideally located near major highways for quick trips to shopping and dining, this move-in-ready home offers both comfort and great accessibility in a well-maintained community.

1315 Eastern Pecan Place #1 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Garden

1315 EASTERN PECAN CIR #107 - 1

1315 Eastern Pecan Place #1, Winter Garden, FL 34787

Swimming pool | Fitness center | Walk-in closets

1 bed

1 bath

$1,400

Condo for rent

Available Dec 1

Inviting First-Floor Condo in Gated Community

This charming 1-bed, 1-bath first-floor condo features an open floor plan with a versatile office/solarium, granite countertops in the kitchen and bath, and a spacious walk-in closet in the master bedroom. Enjoy a range of community amenities, including a pool, tennis courts, and a fitness room, all just minutes from shopping, dining, and Disney attractions. Ideal for those seeking a comfortable and convenient lifestyle in a pet-friendly environment.

Windermere at Lakes Edge Apartments - Photo 1 of 1
Highly rated

2d ago

9.9

Excellent

Our team has verified this company

Verified

Windermere at Lakes Edge Apartments

2415 Treasure Landing Parkway, Ocoee, FL 34761

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,355–$1,992

Price drop

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
Garage Parking
On-Site Management
Residents Lounge

Call

Nearby rental good for eco-living

$1,150

Clermont

Nearby rental good for pet owners

$1,300

150 North St

Park Place at Maguire Apartments - Photo 1 of 1
Highly rated

1d ago

9.6

Excellent

Our team has verified this company

Verified

Park Place at Maguire Apartments

100 Maguire Park St, Ocoee, FL 34761

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,460–$1,988

Apartment for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
Garage Parking
High Ceilings
On-Site Management

Call

Advenir at The Oaks - Photo 1 of 1
Highly rated
3D tour

5d+ ago

8.8

Very good

Advenir at The Oaks

3100 Old Winter Garden Road, Ocoee, FL 34761

In-unit laundry | Air conditioning | Balcony

1–2 beds

1–2 baths

$1,300–$1,649

Apartment for rent

Available Dec 5

Description

Dogwood Renovated

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LAKE JOHNS APARTMENTS & RV PARK LLC - Photo 1 of 1

1d ago

8

Very good

LAKE JOHNS APARTMENTS & RV PARK LLC

15992 West Colonial Drive, Oakland, FL 34787

Studio–1 bed

1 bath

$865–$985

Apartment for rent

Description

If you're looking for a no-frills, budget-friendly place to stay in beautiful Winter Garden, this studio RV might be just what you need. It's an older model with some character, but it's clean, functional, and has everything you need for a simple, comfortable stay. Located just minutes from historic downtown Winter Garden, you'll have easy access to local shops, restaurants, bike trails, and parks. It's also a great home base for visiting nearby Orlando attractions without the high price tag. Utilities are included. It's not luxury—but it's private, peaceful, and perfect f

Find sweet deals near Winter Garden

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,295

Winter Garden

$1,495

Winter Garden

$1,355

Ocoee

$1,300–$1,649

Ocoee

Listings within 10 miles
16071 Micelli Drive - Photo 1 of 1

10h ago

Under 1500 condo for rent in Winter Garden

16071 Micelli Drive, Winter Garden, FL 34787

Garage parking | Carpet | On-site management

1 bed

1 bath

$1,399

Condo for rent

Available Oct 14

Description

AVAILABLE: NOW Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) ***EASY TO VIEW AT A CONVENIENT TIME*** https app tenantturner com qualify 16071-micelli-dr ***EASY TO APPLY*** Once ALL ADULTS have VIEWED this property, go here: https orlandorealestatepropertymanagement findigs com apply unitid=2fff4e60-da70-429b-89fc-010406dcbdf2 SAVE MONEY ON THE APPLICATION FEES: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid balances due to landlords, a Credit score below 500, insufficient income (Household inc

Abaco Key - Photo 1 of 1
Highly rated
Rent special

3d ago

8.8

Very good

Abaco Key

10712 Mystic Circle, Orlando, FL 32836

Swimming pool | Fitness center | On-site management

2 beds

1 bath

$1,495–$2,365

Apartment for rent

Top amenities
Fitness Center
On-Site Management
Swimming Pool
8450 Powder Ridge Trail #2 - Photo 1 of 1

5d+ ago

Under 1500 townhouse for rent in Windermere

8450 Powder Ridge Trail - 2

8450 Powder Ridge Trail #2, Windermere, FL 34786

Garage parking | Swimming pool | Walk-in closets

1 bed

1 bath

$1,400

House for rent

Available Nov 19

Description

Charming guest house above a 2-car garage available for rent! Fantastic location – just minutes to Disney and about 15 minutes to Winter Garden Village Shopping Center. Details: About 500 sqft of cozy living space 1 spacious bedroom with walk-in closet 1 full bathroom Small kitchen for light cooking Private entrance Access to community swimming pool Additional Info: Garage (2-car) is included Tenants responsible for utilities, cable, and internet NO PETS Minimum income requirement: 3x rent Credit and background check required Perfect for a single professional or couple loo

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10529 3rd Avenue - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Ocoee

10529 3rd Avenue - 10

10529 3rd Avenue, Ocoee, FL 34761

Outdoor space

2 beds

1 bath

$900

House for rent

Available Nov 21

Description

Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this charming 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. Approaching the home, you will find a spacious yard with enough space for chairs to enjoy the outdoors. As you enter the house, you will be greeted with an open fl

The Cottages @ Clermont - Photo 1 of 1
Rent special

2d ago

9.9

Excellent

Our team has verified this company

Verified

The Cottages @ Clermont

600 South Highway 27, Clermont, FL 34711

Air conditioning | Ceiling fan | Storage

1 bed

1 bath

$1,275

Apartment for rent

Available Jun 25

Top amenities
On-Site Laundry
On-Site Management
Storage

Call

Fusion Orlando - Photo 1 of 1
Highly rated
Rent special

47m ago

9.9

Excellent

Our team has verified this company

Verified

Fusion Orlando

7975 Canada Avenue, Orlando, FL 32819

Furnished | Air conditioning | On-site laundry

Studio

1 bath

$1,399–$2,398

Apartment for rent

Description

Fusion Orland Single Studio Floorplan

Call

The Summit at MetroWest - Photo 1 of 1

3d ago

9.9

Excellent

Our team has verified this company

Verified

The Summit at MetroWest

6500 Metrowest Boulevard, Orlando, FL 32835

In-unit laundry | Garage parking | Swimming pool

1 bed

1 bath

$1,344–$1,665

Apartment for rent

Top amenities
Fitness Center
In-Unit Laundry
Residents Lounge
Swimming Pool

Call

The Park at Milano - Photo 1 of 1
Rent special

5d+ ago

9.6

Excellent

Our team has verified this company

Verified

The Park at Milano

649 Cannon Ridge Drive, Orlando, FL 32818

In-unit laundry | Air conditioning | Balcony

2 beds

2 baths

$1,499

Apartment for rent

Available Dec 5

Top amenities
Air Conditioning
Business Center
Fitness Center
In-Unit Laundry
On-Site Management
Swimming Pool

Call

Listings within 20 miles
The Oaks at Southlake Commons - Photo 1 of 1
Highly rated
Rent special

20h ago

8.3

Very good

The Oaks at Southlake Commons

130 Town Center Boulevard, Clermont, FL 34714

In-unit laundry | Air conditioning | Garage parking

1–2 beds

1–2 baths

$1,135–$1,940

Apartment for rent

Top amenities
Ceiling Fan
Controlled Access
Dishwasher
In-Unit Laundry
Package Service
Swimming Pool
2511 Lemonwood Ave ##135 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Clermont

2511 Lemonwood Ave ##135, Clermont, FL 34714

On-site laundry | Assigned parking | Swimming pool

Studio

1 bath

$1,150

Apartment for rent

Description

This is an RV LOT ONLY, bring your own rig. Welcome to this unique All-Ages RV Resort, situated in the serene community of Citrus Valley, notorious for its charm and proximity to desirable amenities. Well-suited for your distinct lifestyle needs, this 2,613 square foot property is perfect for work-from-home, commuting, vacationing, or retirement. Key property features embrace the existence of a dedicated parking spot and allowance for pets. There is a 10x10 Shed w/ Electirc, as well as a hard top Gazebo. A standout feature of this rental is the communal pool, ideal for b

Ascend Reunion Crossing - Photo 1 of 1
Rent special
New construction

20h ago

9.6

Excellent

Our team has verified this company

Verified

Ascend Reunion Crossing

7900 Ascend Drive, Kissimmee, FL 34747

In-unit laundry | Garage parking | Swimming pool

1 bed

1 bath

$1,499–$1,574

Apartment for rent

Top amenities
EV Charging
Fitness Center
Garage Parking
Residents Lounge
Storage
Swimming Pool

Call

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Talia at Maitland - Photo 1 of 1
Highly rated
Rent special

1d ago

9.6

Excellent

Our team has verified this company

Verified

Talia at Maitland

6750 Woodlake Drive, Lockhart, FL 32810

Furnished | Air conditioning | Swimming pool

1 bed

1 bath

$1,199–$1,464

Apartment for rent

Top amenities
Air Conditioning
Business Center
Fitness Center
Hardwood Floor
On-Site Management
Swimming Pool

Call

Ancora - Photo 1 of 1
Rent special

1d ago

9.6

Excellent

Our team has verified this company

Verified

Ancora

10107 Ancora Cir, Orlando, FL 32821

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,476–$1,990

Price drop

Apartment for rent

Top amenities
Ceiling Fan
Controlled Access
Elevator
In-Unit Laundry
On-Site Management
Storage

Call

Northbridge at Millenia Lake - Photo 1 of 1
Rent special

2d ago

9.6

Excellent

Our team has verified this company

Verified

Northbridge at Millenia Lake

4902 Millenia Boulevard, Orlando, FL 32839

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,350–$2,070

Apartment for rent

Top amenities
Business Center
Controlled Access
Fitness Center
In-Unit Laundry
On-Site Management

Call

Oasis at Shingle Creek - Photo 1 of 1
3D tour

22h ago

9.6

Excellent

Our team has verified this company

Verified

Oasis at Shingle Creek

4350 Osceola Trail Road, Kissimmee, FL 34746

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,350–$1,613

Price drop

Apartment for rent

Top amenities
Air Conditioning
EV Charging
Fireplace
Package Service
Storage
Swimming Pool

Call

Explore surrounding listings that match your search:
Ascend Ridgewood Lakes - Photo 1 of 1
Highly rated
Rent special

3d ago

9.9

Excellent

Our team has verified this company

Verified

Ascend Ridgewood Lakes

3025 Ascend Ridge Dr, Davenport, FL 33837

Air conditioning | Garage parking | Balcony

1 bed

1 bath

$1,349–$1,484

Apartment for rent

Top amenities
Business Center
Ceiling Fan
Controlled Access
EV Charging
Fitness Center
Residents Lounge

Call

Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden
Updated: December 5, 2025

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Looking for under $1,500 apartments in Winter Garden, FL near you?

🔑Available apartment rentals25
💰Best rent deal15992 West Colonial Drive
✨Popular amenities, ,
🏠With photos

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