How much is the average rent in Winter Garden, FL for 1-bedroom and 2-bedroom apartments?

Winter Garden's 2025 rental market shows 1-bedroom apartments averaging around $1,800 per month, while 2-bedroom units average around $2,300 monthly. Both bedroom types experienced increases from the previous year, with 2-bedrooms seeing stronger growth at 5.3% compared to 1-bedrooms at 1.4%.

When is the best time to look for an apartment in Winter Garden, FL?

October offers the lowest rental prices in Winter Garden, while December sees the highest rent with approximately a 3% difference between peak and off-peak pricing. August and November show less competition with reduced demand compared to supply, while March and April are the most competitive months for apartment hunting.

What are the best neighborhoods to rent an apartment in Winter Garden, FL?

Tucker Oaks and Stoneybrook West represent Winter Garden's most in-demand rental areas, generating higher consumer interest despite comprising just 3% of the total rental market. Courtlea Oaks, Tucker Oaks, and Stoneybrook West offer strong community connections with high walk scores and well-developed street infrastructure that encourage neighborhood interaction.

Are there pet-friendly apartments in Winter Garden, FL?

Winter Garden's rental market centers on pet-friendly living, with Tucker Oaks particularly accommodating for pet owners. The neighborhood offers comprehensive pet amenities including pet waste stations, dedicated pet spaces, and pet events that build community among animal lovers, while maintaining no breed restrictions.

Are utilities usually included in rent in Winter Garden, FL?

Utilities are rarely included in Winter Garden rental properties, appearing in less than 1% of total listings across all apartment types. One-bedroom apartments have the highest rate of utility inclusion at 0.14% of listings, while studios, two-bedrooms, and three-bedrooms each include utilities in fewer than 0.02% of available properties.

Cheap Apartments for Rent in Winter Garden, FL

50 rentals available

1d ago

7.3

Very good

Lake Apopka Place

Lake Apopka Blvd, Winter Garden, FL 34787

Affordable

Studio–2 beds

1 bath

$650–$900

Apartment for rent

5d+ ago

Cheap apartment for rent in Winter Garden

Lake Apopka Place - Apt 1

17517 Cottage Ct #1, Winter Garden, FL 34787

Affordable

1 bed

1 bath

$650

Apartment for rent

Available Jun 9

5d+ ago

Cheap condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

80 Windtree Ln #203, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,650

Condo for rent

Top amenities

Ceiling Fan

In-Unit Laundry

5d+ ago

Cheap apartment for rent in Winter Garden

Half Duplex - WINTER GARDEN, FL

508 Varsity St, Winter Garden, FL 34787

Affordable | Fitness center | Outdoor space

2 beds

1 bath

$1,695

Apartment for rent

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1066 Dolphin Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,700

House for rent

Top amenities

In-Unit Laundry

On-Site Laundry

5d+ ago

Cheap townhouse for rent in Winter Garden

165 Windtree Lane - 165WL

165 Windtree Ln #165WL, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,700

House for rent

Available Apr 1

Top amenities

Air Conditioning

Ceiling Fan

Dishwasher

In-Unit Laundry

On-Site Laundry

Swimming Pool

Nearby rental good for eco-living

$2,550

1838 Portcastle Circle

Nearby rental good for pet owners

$1,458–$2,463

8200 Jayme Dr

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1309 Cardinal Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,800

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

Tucker Oaks

1535 Broken Oak Dr #37B, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

3 baths

$2,195

$2,095

Price drop

House for rent

Available Jun 20

Top amenities

Air Conditioning

Carpet

Dishwasher

Garage Parking

In-Unit Laundry

On-Site Management

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5d+ ago

Cheap house for rent in Winter Garden

Affordable | On-site management

3 beds

2 baths

$2,099

House for rent

Available Jun 1

Top amenities

On-Site Management

5d+ ago

Cheap Tucker Oaks condo for rent in Winter Garden

1516 Scarlet Oak Loop #B, Winter Garden, FL 34787

Affordable | Swimming pool | Controlled access

3 beds

2.5 baths

$2,100

Condo for rent

Find sweet deals in Winter Garden

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

$1,520

36 Windtree Ln #202

$1,650

80 Windtree Ln #203

$1,695

508 Varsity St

$1,700

165 Windtree Ln #165WL

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1000 Dolphin Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,100

House for rent

Top amenities

In-Unit Laundry

13527 Daniels Landing Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

13527 Daniels Landing Cir, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,300

House for rent

Top amenities

Dishwasher

Garage Parking

In-Unit Laundry

Swimming Pool

143 Southern Pecan Cir #201 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

143 Southern Pecan Cir #201, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,400

Condo for rent

Top amenities

Air Conditioning

Ceiling Fan

In-Unit Laundry

Swimming Pool

5d+ ago

Cheap Tucker Oaks apartment for rent in Winter Garden

15603 Boggy Oak Cir, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

Apartment for rent

Available Jul 15

Top amenities

Ceiling Fan

Garage Parking

In-Unit Laundry

On-Site Management

Swimming Pool

5d+ ago

Cheap house for rent in Winter Garden

$2,525 - 4 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

1331 Daniels Cove Dr #NA, Winter Garden, FL 34787

Affordable | Garage parking | Dishwasher

4 beds

2 baths

$2,500

House for rent

Available Jul 1

Top amenities

Air Conditioning

Central Heat

Dishwasher

Garage Parking

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16039 Juniper Inlet Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities

Carpet

Dishwasher

Fitness Center

Garage Parking

In-Unit Laundry

On-Site Laundry

5d+ ago

Cheap townhouse for rent in Winter Garden

11007 Bookmark Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

525 Garden Heights Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,550

House for rent

Top amenities

Fireplace

Garage Parking

In-Unit Laundry

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

10030 Salt Point Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,550

House for rent

Top amenities

Carpet

Concierge Service

Dishwasher

In-Unit Laundry

On-Site Laundry

Swimming Pool

5d+ ago

Cheap townhouse for rent in Winter Garden

11019 Bookmark Lane, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,550

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

1838 Portcastle Circle, Winter Garden, FL 34787

Affordable

3 beds

2.5 baths

$2,550

House for rent

5d+ ago

Cheap townhouse for rent in Winter Garden

9496 Bauer Aly, Winter Garden, FL 34787

Affordable | In-unit laundry

3 beds

2.5 baths

$2,600

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap Stoneybrook West townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1122 Priory Cir, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities

Ceiling Fan

Garage Parking

In-Unit Laundry

On-Site Laundry

Storage

Swimming Pool

5d+ ago

Cheap townhouse for rent in Winter Garden

10083 Salt Point Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Assigned parking

3 beds

2.5 baths

$2,600

House for rent

Available Jun 3

Top amenities

Assigned Parking

In-Unit Laundry

Swimming Pool

5d+ ago

Cheap townhouse for rent in Winter Garden

13127 Bounty Ave, Winter Garden, FL 34787

Affordable | Swimming pool | Fitness center

3 beds

2.5 baths

$2,600

House for rent

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15467 Sugar Citrus Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,700

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

11055 Folklore Street, Winter Garden, FL 34787

Affordable | In-unit laundry | Walk-in closets

4 beds

3.5 baths

$2,800

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap townhouse for rent in Winter Garden

Luxurious Single Unit Rental in Winter Garden, FL | Available 6/15/2026 | $2850/mo

11060 Hanlon Terrace Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,850

House for rent

Available Jun 15

Top amenities

Carpet

Dishwasher

Garage Parking

In-Unit Laundry

On-Site Laundry

New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

6385 Breeze Filled Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,850

House for rent

Top amenities

Dishwasher

In-Unit Laundry

5d+ ago

Cheap apartment for rent in Winter Garden

4BR/3.5BA

7670 Bowery Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$2,900

Apartment for rent

Top amenities

Dishwasher

Garage Parking

In-Unit Laundry

New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14387 Braemar St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,950

House for rent

Top amenities

Ceiling Fan

Dishwasher

In-Unit Laundry

On-Site Laundry

Swimming Pool

5d+ ago

Cheap house for rent in Winter Garden

6204 Sunset Isle Drive, Winter Garden, FL 34787

Affordable | Swimming pool | Fitness center

4 beds

3.5 baths

$2,950

House for rent

5d+ ago

Cheap house for rent in Winter Garden

5923 Cypress Hill Road, Winter Garden, FL 34787

Affordable | Hardwood floor | Swimming pool

4 beds

2.5 baths

$2,950

House for rent

Top amenities

Hardwood Floor

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1954 Pantheon Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,150

House for rent

Top amenities

Dishwasher

Garage Parking

High Ceilings

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

9129 Pinch Shot Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

3 baths

$3,150

House for rent

Top amenities

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

1065 Vinsetta Cir, Winter Garden, FL 34787

Affordable | Dishwasher | Microwave

5 beds

3 baths

$3,250

House for rent

5d+ ago

Cheap house for rent in Winter Garden

427 Tierra Verde Ln, Winter Garden, FL 34787

Affordable | Carpet | Furnished

4 beds

2 baths

$3,300

House for rent

5d+ ago

Cheap house for rent in Winter Garden

Meditation Aly, Winter Garden, FL 34777

Affordable | In-unit laundry | Garage parking

6 beds

4 baths

$3,390

House for rent

Available May 23

Top amenities

Garage Parking

In-Unit Laundry

On-Site Management

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

8119 Laughing Gull St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,395

House for rent

Top amenities

Dishwasher

In-Unit Laundry

Swimming Pool

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7148 Desert Mandarin St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,400

House for rent

Top amenities

In-Unit Laundry

New construction

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

13007 Tollcross Way, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,400

House for rent

Top amenities

Dishwasher

High Ceilings

In-Unit Laundry

Swimming Pool

5d+ ago

Cheap house for rent in Winter Garden

5518 Thomas Square Drive, Winter Garden, FL 34787

Affordable | On-site laundry | Garage parking

5 beds

4.5 baths

$3,450

House for rent

Top amenities

Garage Parking

On-Site Laundry

Storage

Swimming Pool

5d+ ago

Cheap house for rent in Winter Garden

9238 Cut Shot Dr, Winter Garden, FL 34787

Affordable | Walk-in closets | Outdoor space

5 beds

3 baths

$3,450

House for rent

7254 Desert Mandarin 7254 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - Other City - In The State Of Florida, FL

7254 Desert Mandarin 7254, Winter Garden, FL 34787

Affordable | Walk-in closets | Outdoor space

5 beds

3 baths

$3,700

House for rent

5d+ ago

Cheap house for rent in Winter Garden

15602 Compass Rose Street - 1

15602 Compass Rose St #1, Winter Garden, FL 34787

Affordable

5 beds

4.5 baths

$3,900

House for rent

Available Jun 12

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17876 Adrift Rd, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

4 baths

$3,999

House for rent

Top amenities

Dishwasher

Garage Parking

In-Unit Laundry

5d+ ago

Cheap house for rent in Winter Garden

12182 Eastmoor Dr - 1

12182 Eastmoor Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

4 baths

$4,300

House for rent

Available Jul 5

Top amenities

Air Conditioning

Assigned Parking

Dishwasher

Garage Parking

In-Unit Laundry

Storage

Showing 1 - 47 of 47 results

Home > Apartments in Winter Garden > Winter Garden Cheap Apartments For Rent

Updated: June 21, 2026

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