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Updated 5+ Days Ago

Highlights

  • Pet Friendly

Location

5567 Cypress Hill Rd, Winter Garden, FL 34787, USA

Property Overview

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
  • High school nearby
  • Fitness center

Great for

  • Wellness

Available rentals nearby

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Talcott at Windermere

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Summerport Village Center • 5820 Nature View Dr

3 Beds

$2,645–$2,768

Total Monthly Price. The price shown reflects a 16-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
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Citra at Windermere

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11353 Citra Cir

3 Beds

$2,230–$2,775

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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Corban Horizon West

Our team has verified this company

15000 Stratus Loop

3 Beds

$2,605–$2,797

Total Monthly Price. The price shown reflects a 15-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 15035 Sawgrass Bluff Dr

15035 Sawgrass Bluff Dr, Winter Garden, FL, 34787

Our team has verified this company

15035 Sawgrass Bluff Dr

3 Beds

$2,784

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1716 Tidefield Rd

1716 Tidefield Rd, Winter Garden, FL, 34787

Our team has verified this company

1716 Tidefield Rd

3 Beds

$2,755

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1847 Portcastle Cir

1847 Portcastle Cir, Winter Garden, FL, 34787

Our team has verified this company

1847 Portcastle Cir

3 Beds

$2,580

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 13716 Summerport Village Pkwy

Summerport Village Center • 13716 Summerport Village Pkwy

3 Beds

$2,623

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 11649 Water Run Aly

11649 Water Run Aly

3 Beds

$2,695

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 5820 Nature View Dr

Talcott at Windermere

Our team has verified this company

Summerport Village Center • 5820 Nature View Dr

3 Beds

$2,645–$2,768

Total Monthly Price. The price shown reflects a 16-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 11353 Citra Cir

Citra at Windermere

Our team has verified this company

11353 Citra Cir

3 Beds

$2,230–$2,775

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 15000 Stratus Loop

Corban Horizon West

Our team has verified this company

15000 Stratus Loop

3 Beds

$2,605–$2,797

Total Monthly Price. The price shown reflects a 15-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 15035 Sawgrass Bluff Dr

15035 Sawgrass Bluff Dr, Winter Garden, FL, 34787

Our team has verified this company

15035 Sawgrass Bluff Dr

3 Beds

$2,784

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1716 Tidefield Rd

1716 Tidefield Rd, Winter Garden, FL, 34787

Our team has verified this company

1716 Tidefield Rd

3 Beds

$2,755

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 1847 Portcastle Cir

1847 Portcastle Cir, Winter Garden, FL, 34787

Our team has verified this company

1847 Portcastle Cir

3 Beds

$2,580

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 13716 Summerport Village Pkwy

Summerport Village Center • 13716 Summerport Village Pkwy

3 Beds

$2,623

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 11649 Water Run Aly

11649 Water Run Aly

3 Beds

$2,695

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Rent trends in Winter Garden

3-bedroom apartments at 5567 Cypress Hill Rd cost about 4% more than the average rent price for 3-bedroom apartments in Winter Garden.

Median rents as of Oct 31 2026.
Winter Garden
A table of 3-bedroom apartment rental data trends in Winter Garden
MonthMedian Rent
November 2024$2,697
December 2024$2,653
January 2025$2,672
February 2025$2,650
March 2025$2,689
April 2025$2,675
May 2025$2,659
June 2025$2,700
July 2025$2,717
August 2025$2,692
September 2025$2,697
October 2025$2,687
November 2025$2,700
December 2025$2,700
January 2026$2,700
February 2026$2,700
March 2026$2,697
April 2026$2,718
May 2026$2,717
June 2026$2,728
July 2026$2,702
August 2026$2,700
September 2026$2,700
October 2026$2,694

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 5567 Cypress Hill Rd, Winter Garden, FL.
10 months ago$2,795

Schools near 5567 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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Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Winter Garden near 5567 Cypress Hill Rd

Walking

2/10
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 5567 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

3/10
Some cafés within walking distance

Restaurants

3/10
Some restaurants within walking distance

Primary schools

8/10
At least one elementary school within a 15-minute walk

High schools

8/10
At least one high school within a 15-minute walk

Nightlife

1/10
Few or no bars within walking distance

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