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Apartments for Rent in Winter Garden, FL

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The Westerly - Photo 1 of 1

2h ago

9.6

Excellent

Our team has verified this company

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The Westerly

14680 Westerly Drive, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2–3 beds

2 baths

$2,199–$3,121

Apartment for rent

Pet-friendly Winter Garden apartments with pool

Located in Winter Garden, FL, these apartments feature contemporary interiors with quartz countertops, hardwood-style flooring, and in-unit laundry. The community includes a private pool with elevated deck, clubhouse, fitness center, sauna, gaming room, and pet park with attached garages - near Flamingo Crossings Town Center dining and entertainment.

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Ascend Waterleigh Village - Photo 1 of 1
Rent special
New construction

5h ago

9.6

Excellent

Our team has verified this company

Verified

Ascend Waterleigh Village

16200 Ascend Village Ln, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,605–$2,715

Apartment for rent

1-3 BR lakeside apartments near Orlando

Ascend Waterleigh Village offers 1-3 bedroom apartments in Winter Garden, FL's lakeside neighborhood with modern kitchens, stainless steel appliances, and oversized walk-in closets. The community features a resort-style saltwater pool, 24-hour fitness center, agility dog park, and garage parking - a good fit for fitness enthusiasts and pet owners with extensive amenities and green spaces.

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Corban Horizon West - Photo 1 of 1
Rent special

1d ago

9.6

Excellent

Our team has verified this company

Verified

Corban Horizon West

15000 Stratus Loop, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,805–$3,369

Apartment for rent

Pet-friendly Winter Garden apartments with garage

Corban Horizon West offers modern apartments in Winter Garden, FL with in-unit laundry, stainless steel Whirlpool appliances, kitchen islands, and oversized balconies. The community includes a fitness center, pool, hammock garden, detached garages, and game room with billiards - a good fit for remote workers with high-speed internet and quiet common areas for meetings.

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15911 Grafton Way #1 - Photo 1 of 1

1d ago

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$2,750 - Luxury 3-Bedroom + Flex Room Townhome | Home Office | Encore at Ovation

15911 Grafton Way #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2.5 baths

$2,750

House for rent

Available Sep 1

559 Grand Royal Cir - Photo 1 of 1

5d+ ago

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Verified

559 Grand Royal Cir, Winter Garden, FL 34787

Garage parking | Outdoor space

3 beds

2 baths

$2,215

House for rent

Available Oct 13

1337 Brandy Lake View Cir - Photo 1 of 1

5d+ ago

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1337 Brandy Lake View Cir, Winter Garden, FL 34787

Garage parking | Ceiling fan | Deck

4 beds

2 baths

$3,520

$2,605

Price drop

House for rent

Available Sep 14

Charming Smart Home with Spacious Outdoor Living

This beautiful 3-bedroom, 2-bathroom home spans 1,813 square feet, featuring a bright open floor plan with vaulted ceilings and an eat-in kitchen equipped with stainless steel appliances. The comfortable bedrooms offer ample space, while the large screened-in patio is perfect for entertaining. An oversized 2-car garage adds convenience. Enjoy the benefits of smart home technology for modern living in a welcoming setting!

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1198 Maxey Dr - Photo 1 of 1

5d+ ago

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1198 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Walk-in closets | Ceiling fan

3 beds

1.5 baths

$1,890

House for rent

Available Sep 14

15308 Honeybell Dr #NA - Photo 1 of 1

5d+ ago

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Verified

$3,350 - 4 Bedroom 3.5 Bathroom House In Horizon West

15308 Honeybell Dr #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

3.5 baths

$3,350

House for rent

Available Aug 1

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1847 Portcastle Cir - Photo 1 of 1

1d ago

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1847 Portcastle Cir Winter Garden, FL 34787

1847 Portcastle Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets | Outdoor space

3 beds

2.5 baths

$2,949

House for rent

Available Aug 27

419 Home Grove Dr - Photo 1 of 1

2d ago

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Verified

419 Home Grove Dr Winter Garden, FL 34787

419 Home Grove Dr, Winter Garden, FL 34787

Garage parking | Swimming pool | Fireplace

4 beds

3 baths

$3,265

House for rent

Available Aug 7

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Swimming Pool

Dishwasher

In-Unit Laundry

Outdoor Space

6162 Whispering Glen Dr - Photo 1 of 1

3d ago

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6162 Whispering Glen Winter Garden, FL 34787

6162 Whispering Glen Dr, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$2,899

House for rent

Available May 19

4-bed Winter Garden house with smart home tech

This pet-friendly 4-bed, 2.5-bath house in Winter Garden's Silverleaf Oaks community offers 1,913 sqft with smart home technology, granite countertops, and a 2-car garage. Located just outside Orlando with easy access to scenic trails and public lagoons, it's a fit for pet owners with outdoor space and nearby dog parks. Top-rated schools within a mile.

16372 Grey Pine Dr - Photo 1 of 1

3d ago

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16372 Grey Pine Dr Winter Garden, FL 34787

16372 Grey Pine Dr, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,399

House for rent

Available Aug 20

Modern Family Retreat with Smart Home Features

Lease this spacious 5-bedroom, 3-bath home, featuring 2,231 sq ft of modern living. Enjoy high-end amenities, granite countertops, and Smart Home technology designed for comfort. Located in Silverleaf Oaks, this pet-friendly community offers easy access to trails and retailers. Designed for a hassle-free lifestyle with professional management and required services, this home blends style and value in the heart of Winter Garden.

427 S Main St - Photo 1 of 1

5d+ ago

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427 S Main St, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$3,000

House for rent

Available Oct 14

16984 Tradewind Pt - Photo 1 of 1

5d+ ago

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Verified

16984 Tradewind Pt, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$3,330

House for rent

Available Oct 14

6463 Breeze Filled Ln - Photo 1 of 1

5d+ ago

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Verified

6463 Breeze Filled Lane Lot 473 Winter Garden, FL 34787

6463 Breeze Filled Ln, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$2,949

House for rent

Available Jul 31

Modern Home with Smart Features & Great Amenities

Enjoy contemporary living in this spacious 4-bedroom, 2.5-bath home spanning 1,913 square feet. This inviting residence features Smart Home technology, granite countertops, and a 2-car garage. Located in the wonderful Silverleaf Oaks community, residents benefit from professional property management and are moments away from scenic trails and public lagoons. Pet-friendly and equipped with convenient amenities, this home is perfect for a comfortable, hassle-free lifestyle.

1030 Maxey Dr - Photo 1 of 1

5d+ ago

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Verified

1030 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

1.5 baths

$2,075

$1,670

Price drop

House for rent

Available Jul 27

1961 Portcastle Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1961 Portcastle Cir, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

4 beds

2.5 baths

$2,820

$2,575

Price drop

House for rent

Available Sep 2

988 Glenview Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

988 Glenview Cir, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

3 baths

$2,680

$2,530

Price drop

House for rent

Available Aug 9

4-bed Winter Garden house with pool and patio

Set in Winter Garden, FL, this 4-bed, 3-bath house offers 2,022 sqft with a private patio and community swimming pool. Large closets provide extra storage throughout, while laundry hookups and on-site management add convenience. A top-rated high school sits just over a mile away.

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16675 Silver Brook Way - Photo 1 of 1

5d+ ago

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Verified

16675 Silver Brook Way Winter Garden, FL 34787

16675 Silver Brook Way, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$2,949

House for rent

Available Aug 5

16669 Silver Brook Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

16669 Silver Brook Way Winter Garden, FL 34787

16669 Silver Brook Way, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,399

House for rent

Available Aug 4

16657 Silver Brook Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

16657 Silver Brook Way Winter Garden, FL 34787

16657 Silver Brook Way, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,699

House for rent

Available Aug 5

Solay Horizon West - Photo 1 of 1
Rent special

23m ago

8.5

Very good

Solay Horizon West

9005 Solay Rd, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,529–$2,864

Apartment for rent

New Winter Garden apartments with 59 amenities

Solay Horizon West offers brand new spacious apartments in Winter Garden, FL with quartz countertops, in-unit laundry, walk-in closets, and screened patios. The community features 59 amenities including a fitness center, yoga room, movie theater, pool, and garage parking - a good fit for fitness enthusiasts with the on-site gym, pool, and yoga space.

Halston Waterleigh - Photo 1 of 1
Rent special
3D tour

12h ago

8.8

Very good

Halston Waterleigh

10091 Tuller Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

1–3 beds

1–2 baths

$1,537–$3,962

Apartment for rent

Available Aug 21

Pet-friendly Winter Garden apartments with pool

Halston Waterleigh offers upscale apartments in Winter Garden, FL with stainless steel appliances, in-unit laundry, kitchen islands, and private patios. The community features a heated saltwater pool, expansive fitness center, sand volleyball court, EV charging, and smart home technology - a good fit for fitness enthusiasts and remote workers with the on-site gym and quiet work spaces.

15501 Hamlin Park Dr - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15501 Hamlin Park Dr, Winter Garden, FL 34787

Furnished | Walk-in closets | Carpet

3 beds

3.5 baths

$3,200

House for rent

353 Lake Amberleigh Dr - Photo 1 of 1

2h ago

House for rent in Winter Garden

Swimming pool | Dishwasher | Outdoor space

4 beds

2.5 baths

$6,500

House for rent

Windermere Cay - Photo 1 of 1

6h ago

8.8

Very good

Windermere Cay

8200 Jayme Dr, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,721–$2,685

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Pet-friendly apartments near Disney World

With convenient access to Walt Disney World and Magic Kingdom Park, Windermere Cay is a good option for renters who want quick access to theme parks and Orlando International Airport. The smoke-free community features 1-3 bedroom layouts with granite counters, hardwood floors, fireplaces, and in-unit laundry, plus a fitness center, pool, dog park, and free cable/internet bundle.

Summary of resident reviews

Windermere Cay residents praise the welcoming staff, particularly Christy Duryee, Eddie, and Fred for their helpfulness and quick problem resolution. Many love the prime location near Disney, beautiful grounds, excellent amenities including pools, gym, and dog park. Long-term residents appreciate the peaceful, friendly community atmosphere and responsive maintenance. While most experiences are positive, some acknowledge the area can be pricey.

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10264 Love Story St - Photo 1 of 1

10h ago

House for rent in Winter Garden

10264 Love Story St, Winter Garden, FL 34787

Garage parking | Swimming pool | Fitness center

5 beds

3 baths

$5,300

House for rent

10067 Austrina Oak Loop - Photo 1 of 1

21h ago

House for rent in Winter Garden

10067 Austrina Oak Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

6 beds

5 baths

$5,500

House for rent

13800 Golden Russet Dr - Photo 1 of 1

23h ago

Townhouse for rent in Winter Garden

13800 Golden Russet Dr, Winter Garden, FL 34787

Garage parking | Swimming pool | Storage

4 beds

2.5 baths

$2,345

House for rent

Available Jul 31

15045 Groveside Rd - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

15045 Groveside Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

4 beds

3.5 baths

$3,450

House for rent

Available Aug 1

1300 Eastern Pecan Pl #207 - Photo 1 of 1

1d ago

Condo for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

1300 Eastern Pecan Pl #207, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,950

Condo for rent

8221 Lakeview Crossing Dr #1 - Photo 1 of 1

1d ago

House for rent in Winter Garden

8221 Lakeview Crossing Drive - 1

8221 Lakeview Crossing Dr #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,800

House for rent

Available Sep 1

6131 Elfin Herb Way - Photo 1 of 1

1d ago

Townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

6131 Elfin Herb Way, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,800

$2,700

Price drop

House for rent

14200 Avalon Rd #212 - Photo 1 of 1

1d ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$1,850

Condo for rent

Available Aug 7

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14200 Avalon Rd #333 - Photo 1 of 1

1d ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,000

Condo for rent

Available Aug 7

442 Home Grove Dr - Photo 1 of 1

1d ago

House for rent in Winter Garden

3 BR / 2 BA Home In Winter Garden

442 Home Grove Dr, Winter Garden, FL 34787

High ceilings | Outdoor space

3 beds

2 baths

$2,795

$2,695

Price drop

House for rent

1938 Sherbourne St - Photo 1 of 1
3D tour

2d ago

House for rent in Winter Garden

1938 Sherbourne St, Winter Garden, FL 34787

Walk-in closets | Storage | On-site management

3 beds

2 baths

$2,399

House for rent

Available Jul 17

12560 Westhaven Oak Dr - Photo 1 of 1
New construction

2d ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

12560 Westhaven Oak Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Walk-in closets

4 beds

3 baths

$3,500

$3,350

Price drop

House for rent

13613 Larsen Ln - Photo 1 of 1

2d ago

House for rent in Winter Garden

13613 Larsen Ln, Winter Garden, FL 34787

In-unit laundry | Walk-in closets | Ceiling fan

5 beds

4 baths

$3,400

House for rent

225 Deepcove Rd - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

$2,350 - Beautiful Renovated Townhome in Gated Winter Garden Community

225 Deepcove Rd, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

2 beds

2.5 baths

$2,350

House for rent

Available Oct 1

131 Southern Pecan Cir #201 - Photo 1 of 1

2d ago

Condo for rent in Winter Garden

1 bed 1 bath in Southern Pines with GARAGE

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

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,475

Condo for rent

Available Feb 5

Cozy Condo Retreat with Pool and Fitness Center

This charming 1-bed, 1-bath condo offers 738 sq ft of comfortable living space, complete with a garage and all essential appliances. Located in a gated community, residents can enjoy a refreshing pool, a fitness center, and more amenities. Ideal for a relaxed lifestyle, this unit combines convenience and vibrant community living. HOA approval required, with a nominal fee of $100.

16848 Hamlin Vista Aly - Photo 1 of 1

2d ago

House for rent in Winter Garden

16848 Hamlin Vista Aly, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Balcony

4 beds

3 baths

$3,500

$3,395

Price drop

House for rent

Available Jul 18

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8119 Laughing Gull St - Photo 1 of 1

2d ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

8119 Laughing Gull St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$3,500

$3,300

Price drop

House for rent

4-bed Winter Garden house with screened room

Located in Winter Garden, FL, this 4-bed, 2-bath house in Summerlakes offers 2,043 sqft with wood-style ceramic tile and a chef's kitchen featuring stainless steel appliances, gas stove, and reverse osmosis filtration. The screened Florida room with French door access adds entertainment space, while plantation shutters, ceiling fans throughout, and garage parking complete the layout.

9321 Jaywood Rd #1 - Photo 1 of 1

2d ago

House for rent in Winter Garden

9321 Jaywood Rd, Winter Garden, FL 34787 - 1

9321 Jaywood Rd #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Microwave

3 beds

2 baths

$2,800

House for rent

Available Aug 24

1642 Scarlet Oak Loop - Photo 1 of 1

3d ago

Tucker Oaks house for rent in Winter Garden

House for rent

5879 Chestnut Chase Rd - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

5879 Chestnut Chase Rd, Winter Garden, FL 34787

Swimming pool | Fitness center | Outdoor space

3 beds

2.5 baths

$2,700

$2,600

Price drop

House for rent

Experience Modern Luxury at Smith & Main: Premier Living in Downtown Winter Garden - Photo 1 of 1

3d ago

8.3

Very good

1 bed

1 bath

$1,895–$2,095

Apartment for rent

New 2023 apartments in downtown Winter Garden

Set in Winter Garden, FL, these new 2023 Mediterranean-style apartments feature granite counters, stainless appliances, LVP flooring, and select balconies. The building includes elevator access, resident grill area, and on-site Ginger's Baking Co. Steps from Plant Street Market, West Orange Trail, and minutes from SR-429 and Florida's Turnpike for Orlando access.

12761 Harvest Rain Ave - Photo 1 of 1
New construction

3d ago

Apartment for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

12761 Harvest Rain Ave, Winter Garden, FL 34787

Garage parking | Swimming pool | Walk-in closets

1 bed

1 bath

$1,475

Apartment for rent

9247 LEGADO Drive - Photo 1 of 1

3d ago

House for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

9247 LEGADO Drive, Winter Garden, FL 34787

In-unit laundry | Furnished | Carpet

4 beds

2.5 baths

$5,500

House for rent

15175 Chapter Way - Photo 1 of 1

3d ago

House for rent in Winter Garden

15175 Chapter Way, Winter Garden, FL 34787

In-unit laundry | Air conditioning | On-site laundry

4 beds

3.5 baths

$3,550

House for rent

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Home > Apartments in Winter Garden
Updated: August 22, 2026

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Winter Garden, FL apartments for rent

Renting in Winter Garden, FL at a glance

As of today, Winter Garden's median rent price is $2,702 per month, which is down 2%, or $57, compared to last year.

Median rent

$2,702

YoY change

−2%

−$57/mo

Rentals, last 30 days

145

Rent by unit type
SizeValueYoY
All bedrooms$2,702−2%
1 bedroom$1,600N/A
2 bedroom$1,943N/A
Not sure what you can afford? Try our rent calculator

Local insights: What it's like to live in Winter Garden, FL

Residents of Winter Garden, FL appreciate the vibrant downtown area, which is filled with shops and restaurants, making it easy to enjoy a night out. Many enjoy the year-round warm weather and outdoor spaces, like parks and trails, ideal for walking or biking. However, some mention that traffic can be an issue, particularly during peak hours. Overall, the mix of suburban and urban vibes, along with community events, contributes to a lively local atmosphere.

Frequently asked questions

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

Based on Zumper's July 2026 data, one-bedroom apartments in Winter Garden average around $1,740/month and two-bedrooms approximately $2,260/month.

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

October offers the lowest rents in Winter Garden, running about 2.9% below December rates, which see the highest prices of the year. November is the least competitive month with lower demand, while March and April are the most competitive.

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

Tucker Oaks and Stoneybrook West are Winter Garden's top neighborhoods, both offering one-bedrooms at around $1,600/month with high walk scores and strong community connections. Tucker Oaks generates about 8% more inquiries than the market average, making it the most in-demand area.

What areas of Winter Garden, FL are best for budget-conscious renters?

Tucker Oaks and Stoneybrook West offer the most affordable options at approximately $1,600/month for one-bedrooms, which is significantly lower than the city median.

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

Tucker Oaks is particularly pet-welcoming, featuring pet-safe windows, specialized pet flooring, dedicated outdoor spaces, and no breed restrictions. The neighborhood also provides pet waste stations and hosts regular pet events.

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

In our current listings, utilities-included rentals are extremely rare in Winter Garden, appearing in just 0.02% of units, with one-bedrooms leading at 0.13% of listings.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winter Garden, FL near you?

Winter Garden, FL rental availability
🔑Available apartment rentals290
💰Best rent deal12761 Harvest Rain Ave
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos