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Updated 5+ Days Ago

Highlights

  • Gated community
  • Top-notch amenities

Location

8077 Pleasant Pine Cir, Winter Park, FL 32792, USA

Available rentals nearby

featured image of 2217 Sussex Rd

2217 Sussex Rd, Winter Park, FL, 32792

Our team has verified this company

2217 Sussex Rd

4 Beds

$3,400

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 8123 Whistlewing Ct

8123 Whistlewing Ct, Orlando, FL, 32817

Our team has verified this company

8123 Whistlewing Ct

4 Beds

$3,345

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 Lake Jean Dr

Lake Jean Dr

4 Beds

$3,532

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 Gorham Ave

Watermill • Gorham Ave

4 Beds

$3,000

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 612 Coachlight Way

Goldenrod • 612 Coachlight Way

4 Beds

$2,913

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 624 London Rd

624 London Rd

4 Beds

$3,350

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 4864 Gorham Ave

Watermill • 4864 Gorham Ave

4 Beds

$3,000

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 455 Zureiq Pt

455 Zureiq Pt

4 Beds

$3,650

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 2217 Sussex Rd

2217 Sussex Rd, Winter Park, FL, 32792

Our team has verified this company

2217 Sussex Rd

4 Beds

$3,400

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 8123 Whistlewing Ct

8123 Whistlewing Ct, Orlando, FL, 32817

Our team has verified this company

8123 Whistlewing Ct

4 Beds

$3,345

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 Lake Jean Dr

Lake Jean Dr

4 Beds

$3,532

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 Gorham Ave

Watermill • Gorham Ave

4 Beds

$3,000

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 612 Coachlight Way

Goldenrod • 612 Coachlight Way

4 Beds

$2,913

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 624 London Rd

624 London Rd

4 Beds

$3,350

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 4864 Gorham Ave

Watermill • 4864 Gorham Ave

4 Beds

$3,000

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 455 Zureiq Pt

455 Zureiq Pt

4 Beds

$3,650

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 Park

4-bedroom apartments at 8077 Pleasant Pine Cir cost about 11% less than the average rent price for 4-bedroom apartments in Winter Park.

Median rents as of Oct 31 2026.
Winter Park
A table of 4-bedroom apartment rental data trends in Winter Park
MonthMedian Rent
November 2024$3,566
December 2024$3,350
January 2025$3,260
February 2025$3,033
March 2025$3,160
April 2025$3,187
May 2025$3,275
June 2025$3,612
July 2025$4,649
August 2025$6,642
September 2025$5,359
October 2025$4,464
November 2025$4,355
December 2025$4,087
January 2026$4,541
February 2026$4,494
March 2026$4,465
April 2026$4,158
May 2026$4,109
June 2026$4,081
July 2026$3,986
August 2026$4,044
September 2026$4,000
October 2026$4,030

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 8077 Pleasant Pine Cir, Winter Park, FL.
1 year ago$3,375

Schools near 8077 Pleasant Pine Cir

Eastbrook Elementary School

5525 tangerine ave

winter park, FL, 32792

PK, K-5Public
B+

Audubon Park School

1500 falcon dr

orlando, FL, 32803

PK, K-8Public
A-

Longwood Elementary School

840 orange ave

longwood, FL, 32750

PK, K-5Public
A-

90-K8-N-7

445 w amelia st

orlando, FL, 32801

PK, K-8Public

114-E-W-4

445 w amelia st

orlando, FL, 32801

PK, K-5Public
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Neighborhood

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

Getting around Winter Park near 8077 Pleasant Pine Cir

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

3/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 8077 Pleasant Pine Cir, Winter Park

Groceries

2/10
No grocery stores within walking distance

Shopping

4/10
Some shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Primary schools

3/10
No elementary schools within a 30-minute walk

High schools

5/10
At least one high school within a 30-minute walk

Parks

3/10
Limited amount of park space nearby

Nightlife

1/10
Few or no bars within walking distance

Explore the area around 8077 Pleasant Pine Cir

Walmart Supercenter
5511 Deep Lake Rd
Publix
2871 Clayton Crossing Way
Fresh Produce Fruits Meat-Groc
7124 Aloma Ave
Publix
4000 N Goldenrod Rd
ALDI
6766 Aloma Ave

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1 Bedroom apartment rentals in Winter Park27 listings

27 listings