Updated 8 Hours Ago
Location
5923 Cypress Hill Rd, Winter Garden, FL 34787, USA
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Property Overview
Located in Winter Garden, this home offers a practical blend of standout features and lifestyle appeal. It may be a strong fit for buyers who value desirable location benefits, useful property characteristics, and an overall setting that supports a range of everyday needs.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Middle school nearby- More space
- Fitness center
Great for
Pet owners
Amenities for 5923 Cypress Hill Rd
Features
| Hardwood Floor |
Appliances
| Dishwasher | In-Unit Laundry |
| Microwave |
Community
| Dogs OK | Fitness Center |
Grounds
| Outdoor Space | Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Allowed
Cat Policy
Not allowed
Contact for more information on pet policy.
Questions about this property’s policies and fees?
Building details
Property details
| Lease terms | 1+ month |
|---|
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About 5923 Cypress Hill Rd
Located in the highly desirable Horizon West area, this beautiful home is in an excellent community surrounded by A-rated schools, including Independence Elementary and Bridgewater Middle School. Enjoy beautiful pond and natural reserve views from the property, along with the magical Disney fireworks visible from the backyard and the spacious covered second-floor front porch. The large, welcoming porch is the perfect place to relax and enjoy the evening views. The entire second floor features beautiful wood flooring. The Orchard Hills community offers resort-style amenities, including a beautiful community pool, fitness center, clubhouse, dog park, playgrounds, green spaces, and walking paths. The community is conveniently located near Disney attractions, shopping, Winter Garden Village, and a variety of excellent restaurants.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 5923 Cypress Hill Rd, Winter Garden, FL 34787, USA compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 0.2 miles away
- More space
- The 4-bedroom is 1545 sqft larger than other listings nearby
- Fitness center
- A gym just a few steps away
- Images available
- There are at least 10 photos of this address
Address details
| Zip code | 34787 |
|---|---|
| Type | House for rent |
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Rent trends in Winter Garden
4-bedroom apartments at 5923 Cypress Hill Rd cost about 3% less than the average rent price for 4-bedroom apartments in Winter Garden.
Median rents as of Oct 3 2026.
Winter Garden
| Month | Median Rent |
|---|---|
| October 2024 | $3,097 |
| November 2024 | $3,100 |
| December 2024 | $3,200 |
| January 2025 | $3,199 |
| February 2025 | $3,100 |
| March 2025 | $3,092 |
| April 2025 | $3,097 |
| May 2025 | $3,092 |
| June 2025 | $3,118 |
| July 2025 | $3,212 |
| August 2025 | $3,200 |
| September 2025 | $3,093 |
| October 2025 | $3,007 |
| November 2025 | $3,015 |
| December 2025 | $3,075 |
| January 2026 | $3,071 |
| February 2026 | $3,099 |
| March 2026 | $3,193 |
| April 2026 | $3,156 |
| May 2026 | $3,120 |
| June 2026 | $3,187 |
| July 2026 | $3,200 |
| August 2026 | $3,200 |
| September 2026 | $3,200 |
| October 2026 | $3,200 |
Affordability calculator
Can I afford to live at 5923 Cypress Hill Rd?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$124,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $124,000 annually to afford this 4-bedrooms monthly rent price of $3,100.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Bath | |||||
|---|---|---|---|---|---|
| 3 months ago | $2,950 | 4 bed | 2.5 bath | ||
| 6 years ago | $2,350 | 4 bed | 3 bath | ||
| 7 years ago | $2,290 | 4 bed | 3 bath | ||
| 8 years ago | $2,290 | 4 bed | 3 bath |
Schools near 5923 Cypress Hill Rd
Keenes Crossing Elementary School
5240 keenes pheasant dr
windermere, FL, 34786
PK, K-5Public
A-
Summerlake Elementary
15450 porter rd
winter garden, FL, 34787
K-5Public
A-
Bay Lake Elementary School
12005 silverlake park dr
windermere, FL, 34786
PK, K-5Public
A-
Castleview Elementary School
9131 taborfield ave
orlando, FL, 32836
K-5Public
A-
Water Spring Elementary School
16000 water spring blvd
winter garden, FL, 34787
PK, K-5Public
A-
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Internet available near 5923 Cypress Hill Rd
Neighborhood
Getting around Winter Garden near 5923 Cypress Hill Rd
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 5923 Cypress Hill Rd, Winter Garden
Groceries
1/10
Closest supermarket further than a 30-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
5/10
Some cafés within a few minutes’ walk
Restaurants
4/10
Some restaurants within walking distance
Primary schools
8/10
At least one elementary school within a 10-minute walk
High schools
8/10
At least one high school within a 10-minute walk
Nightlife
1/10
Few or no bars within walking distance
Other units at this address
5923 Cypress Hill Rd, Winter Garden, FL
5923 Cypress Hill Rd Winter Garden, FL
Occupied
4 Beds, 3 Baths
4 Beds
3 Baths
$2,350
Dishwasher • In-Unit Laundry • Carpet • Hardwood Floor • Air Conditioning
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