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The Overlook
Winter Garden, FL 34787

- Studio–3 Bedrooms
- 679–1,553 Square Feet
About The Overlook
Hot Summer Price Drops on Select One Bedrooms! Get up to 50% Off Rent for 4 Months on Select Homes. That's up to 2 months FREE rent, plus fast movers receive 4 months of free cable and internet. Limited time only. Some restrictions apply. Now leasing spacious studio, one-, two-, and three-bedroom apartments and townhomes in Winter Garden, FL, near Horizon West and Disney. The Overlook sits in the heart of Flamingo Crossings and Horizon West—one of the most desirable places to live in Florida.As a new resident, you'll enjoy a perfect blend of comfort, convenience, and modern elegance, paired with top-tier amenities. Located just off Walt Disney World property, The Overlook offers upscale, thoughtfully designed homes with gorgeous contemporary finishes.Our pet-friendly community provides effortless access to SR-429 and US-192, placing you minutes from work, entertainment, dining, and everything Orlando has to offer.
The Overlook is located in the Four Corners Neighborhood and 34787 Zip code of Winter Garden, FL.
Unique Features and Amenities
- EV Charging
- EV Charging Stations Available
- Full Size Washer and Dryer Included in Every Home
- Garage
- Higher Vaulted Ceilings Available in Select Homes
- Luxury Townhomes Include a Ring Video Doorbell
- Private Balcony or Patio Included in Every Home
Property Contact Info
Office Hours
| Monday | 9:00 am–6:00 pm |
| Tuesday | 9:00 am–6:00 pm |
| Wednesday | 9:00 am–6:00 pm |
| Thursday | 9:00 am–6:00 pm |
| Friday | 9:00 am–6:00 pm |
| Saturday | 10:00 am–5:00 pm |
| Sunday | 10:00 am–5:00 pm |
Floorplan Pricing and Availability
New! Interactive Property Map
Studio
Hampton S2
Studio, 1 Bath, 679 sq ftAvailable NowModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit Available Now 2131 679 $250 September 12, 2026 2431 679 $250 October 7, 2026 2128 679 $250 Apartment Model: Hampton S2Studio, 1 Bath, 679 sq ftAvailable Now![]()
Hampton S2 - Floorplan Apartment Unit: 2131Apartment Model: Hampton S2Studio, 1 Bath, 679 sq ftAvailable NowApartment Unit: 2431Apartment Model: Hampton S2Studio, 1 Bath, 679 sq ftAvailable September 12, 2026Apartment Unit: 2128Apartment Model: Hampton S2Studio, 1 Bath, 679 sq ftAvailable October 7, 20261 Bedroom
Show Unavailable FloorplansCottonwood A1
1 Bed, 1 Bath, 742 sq ftAvailable NowCheapest 1 BedroomThis is the cheapest 1 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Availability Date Unit Sq Ft Deposit Available Now 2109 742 $250 Available Now 2117 742 $250 Available Now 2315 742 $250 Apartment Model: Cottonwood A11 Bedroom, 1 Bath, 742 sq ftAvailable NowFloorplansPhotos![]()
Cottonwood A1 - Image 1 ![]()
Cottonwood A1 - Image 2 ![]()
Cottonwood A1 - Image 3 ![]()
Cottonwood A1 - Image 4 ![]()
Cottonwood A1 - Image 5 ![]()
Cottonwood A1 - Image 6 ![]()
Cottonwood A1 - Image 7 ![]()
Cottonwood A1 - Floorplan Apartment Unit: 2109Apartment Model: Cottonwood A11 Bedroom, 1 Bath, 742 sq ftAvailable NowApartment Unit: 2117Apartment Model: Cottonwood A11 Bedroom, 1 Bath, 742 sq ftAvailable NowApartment Unit: 2315Apartment Model: Cottonwood A11 Bedroom, 1 Bath, 742 sq ftAvailable NowSapphire A2
1 Bed, 1 Bath, 789 sq ftAvailable NowModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit Available Now 2108 789 $250 Available Now 2412 789 $250 Available Now 2420 789 $250 Apartment Model: Sapphire A21 Bedroom, 1 Bath, 789 sq ftAvailable Now![]()
Sapphire A2 - Floorplan Apartment Unit: 2108Apartment Model: Sapphire A21 Bedroom, 1 Bath, 789 sq ftAvailable NowApartment Unit: 2412Apartment Model: Sapphire A21 Bedroom, 1 Bath, 789 sq ftAvailable NowApartment Unit: 2420Apartment Model: Sapphire A21 Bedroom, 1 Bath, 789 sq ftAvailable NowCatalina A3
1 Bed, 1 Bath, 798 sq ftLargest 1 BedroomThis is the largest 1 Bedroom at this PropertyModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Unavailable Catalina A3 798 sq ft Apartment Model: Catalina A31 Bedroom, 1 Bath, 798 sq ftUnavailable![]()
Catalina A3 - Floorplan 2 Bedrooms
Laurel B3
2 Beds, 2 Baths, 1198 sq ftAvailable Aug 26Model Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit August 26, 2026 1425 1198 $250 September 21, 2026 2226 1198 $250 September 27, 2026 1226 1198 $250 Apartment Model: Laurel B32 Bedroom, 2 Bath, 1198 sq ftAvailable August 26, 2026![]()
Laurel B3 - Floorplan Apartment Unit: 1425Apartment Model: Laurel B32 Bedroom, 2 Bath, 1198 sq ftAvailable August 26, 2026Apartment Unit: 2226Apartment Model: Laurel B32 Bedroom, 2 Bath, 1198 sq ftAvailable September 21, 2026Apartment Unit: 1226Apartment Model: Laurel B32 Bedroom, 2 Bath, 1198 sq ftAvailable September 27, 2026Magnolia B5
2 Beds, 2 Baths, 1118 sq ftAvailable Sep 4Model Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit September 4, 2026 2311 1118 $250 Apartment Model: Magnolia B52 Bedroom, 2 Bath, 1118 sq ftAvailable September 4, 2026![]()
Magnolia B5 - Floorplan Apartment Unit: 2311Apartment Model: Magnolia B52 Bedroom, 2 Bath, 1118 sq ftAvailable September 4, 2026Cypress B2
2 Beds, 2 Baths, 1093 sq ftAvailable Sep 18Cheapest 2 BedroomThis is the cheapest 2 Bedroom at this PropertyModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit September 18, 2026 2421 1093 $250 September 24, 2026 1416 1093 $250 October 6, 2026 1131 1093 $250 Apartment Model: Cypress B22 Bedroom, 2 Bath, 1093 sq ftAvailable September 18, 2026![]()
Cypress B2 - Floorplan Apartment Unit: 2421Apartment Model: Cypress B22 Bedroom, 2 Bath, 1093 sq ftAvailable September 18, 2026Apartment Unit: 1416Apartment Model: Cypress B22 Bedroom, 2 Bath, 1093 sq ftAvailable September 24, 2026Apartment Unit: 1131Apartment Model: Cypress B22 Bedroom, 2 Bath, 1093 sq ftAvailable October 6, 2026Avalon B4
2 Beds, 2 Baths, 1270 sq ftAvailable Sep 30Model Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit September 30, 2026 1201 1270 $250 Apartment Model: Avalon B42 Bedroom, 2 Bath, 1270 sq ftAvailable September 30, 2026![]()
Avalon B4 - Floorplan Apartment Unit: 1201Apartment Model: Avalon B42 Bedroom, 2 Bath, 1270 sq ftAvailable September 30, 2026Newport 2-Car Garage Townhome
2 Beds, 3 Baths, 1553 sq ftAvailable Sep 4Largest 2 BedroomThis is the largest 2 Bedroom at this PropertyModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit View Details September 4, 2026 6 1553 $250 September 29, 2026 2 1553 $250 October 6, 2026 1 1553 $250 Model Amenities and Features
Unique Features
- Luxury Townhomes Include a Ring Video Doorbell
Unit 6 Amenities and Features
Unique Features
- EV Charging Stations Available
- Luxury Townhomes Include a Ring Video Doorbell
Unit 2 Amenities and Features
Unique Features
- EV Charging Stations Available
- Luxury Townhomes Include a Ring Video Doorbell
Unit 1 Amenities and Features
Unique Features
- Luxury Townhomes Include a Ring Video Doorbell
Apartment Model: Newport 2-Car Garage Townhome2 Bedroom, 3 Bath, 1553 sq ftAvailable September 4, 2026![]()
Newport 2-Car Garage Townhome - Floorplan Apartment Unit: 6Apartment Model: Newport 2-Car Garage Townhome2 Bedroom, 3 Bath, 1553 sq ftAvailable September 4, 2026Apartment Unit: 2Apartment Model: Newport 2-Car Garage Townhome2 Bedroom, 3 Bath, 1553 sq ftAvailable September 29, 2026Apartment Unit: 1Apartment Model: Newport 2-Car Garage Townhome2 Bedroom, 3 Bath, 1553 sq ftAvailable October 6, 20263 Bedrooms
Sycamore C2
3 Beds, 2 Baths, 1501 sq ftAvailable NowModel Gallery
Floorplans
Availability Details
Availability Date Unit Sq Ft Deposit Available Now 1202 1501 $250 Apartment Model: Sycamore C23 Bedroom, 2 Bath, 1501 sq ftAvailable Now![]()
Sycamore C2 - Floorplan Apartment Unit: 1202Apartment Model: Sycamore C23 Bedroom, 2 Bath, 1501 sq ftAvailable Now
Property Information
- 232 Units
- 4 Stories
- Built in 2023
Lease Terms
- 12 - 15 mo
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.
Required Fees
One-Time Basics
- Due at Application
- Application Fee Per ApplicantiCharged per applicant.$100.00
- Due at Move-In
- Administrative FeeiCharged per unit.$300.00
Other Fees and Policies
Situational Fees
- Late FeeiLate Fee Charged Per Unit.$150.00/per occurrence
- NSF Tenant FeeiNSF Tenant Fee Charged Per Unit.$50.00/per occurrence
Pet Fees
- Cat
- Cat FeeiMax of 3. Charged Per Pet.$300.00
- Cat RentiCharged Per Pet.$20.00/mo
- Dog
- Dog FeeiMax of 3. Charged Per Pet.$300.00
- Dog RentiCharged Per Pet.$20.00/mo
Breed restrictions apply. See the Aura Leasing Team for details.
Breed restrictions apply. See the Aura Leasing Team for details.
Max of 3. Pets are welcome! No weight limit and maximum limit of 3 pets.
Parking Info and Fees
- Surface Lot
- Garage Parking
- Other
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
Unique Amenities
- EV Charging
- EV Charging Stations Available
- Full Size Washer and Dryer Included in Every Home
- Garage
- Higher Vaulted Ceilings Available in Select Homes
- Luxury Townhomes Include a Ring Video Doorbell
- Private Balcony or Patio Included in Every Home
Living Area Features
- Walk In Closets
Unique Amenities
- Garage Available
Map
- Shopping
- Grocery
- Medical
- Parks
- Nearby Properties

Map
Getting Around
20 / 100 Somewhat walkable
50 / 100 Fairly bikeable
100 / 100 Exceptionally car friendly
Getting to Know the Area
30 / 100 Restaurants
20 / 100 Cafes
20 / 100 Nightlife
20 / 100 Shopping
80 / 100 Noise Level
Renters Reviews and Ratings
Spider infestation
Property Manager Responded
Nearby Schools
Bridgewater Middle School
Keenes Crossing Elementary
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from The Overlook.
Big Box and Retail
Walgreens
Aldi
Walmart
Groceries
Aldi
Publix
Hospitals
Parks and Recreation
The Overlook has 2 parks within 11.5 miles, including Tibet-Butler Reserve, and Universal Studios Florida.
Restaurants and Dining
Shopping Centers
The Overlook has 5 shopping centers within 1.8 miles.
Nearby Neighborhoods
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden Studio Apartments | $1,596 | $1,099 | $1,724 |
| Winter Garden 1 Bedroom Apartments | $1,809 | $1,299 | $2,540 |
| Winter Garden 2 Bedroom Apartments | $2,245 | $1,499 | $5,669 |
| Winter Garden 3 Bedroom Apartments | $2,789 | $1,950 | $3,999 |
| Winter Garden 4 Bedroom Apartments | $4,971 | $2,690 | $8,500 |
| 2 Bedroom Homes | $1,812 | $1,450 | $2,200 |
| 3 Bedroom Homes | $2,632 | $1,500 | $3,995 |
| 4 Bedroom Homes | $3,365 | $1,895 | $8,000 |
| 5 Bedroom Homes | $4,728 | $3,399 | $8,800 |
| 6 Bedroom Homes | $5,745 | $3,990 | $7,500 |
| 7 Bedroom Homes | $14,000 | $10,000 | $10,000+ |
Nearby Apartments
Nearby Homes
Did You Know?
The average 4 Bedroom Homes is $3,378.

















Max of 3. Pets are welcome! No weight limit and maximum limit of 3 pets.