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5+ Days Ago

Location

8550 Osage Trail, Kissimmee, FL 34747, USA|Happy Trails

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130 Orlando Breeze Cir

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featured image of 3101 Segreto Ln

3101 Segreto Ln

2 Beds

$1,487–$2,010

featured image of 1000 Ketner St

1000 Ketner St

2 Beds

$1,693–$2,192

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130 Town Center Blvd

2 Beds

$1,425–$1,720

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2307 Butterfly Palm Way #102

2 Beds

$1,700

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Polo Park • 232 Nesbitt Park Ave

2 Beds

$1,325

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6100 Echelon Way

2 Beds

$1,510–$1,819

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8921 Legacy Ct

2 Beds

$1,695

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130 Orlando Breeze Cir

2 Beds

$1,690–$1,839

Rent trends in Happy Trails

2-bedroom apartments at 8550 Osage Trail cost about 13% less than the average rent price for 2-bedroom apartments in Four Corners.

Median rents as of Jun 27 2026.
Four Corners
A table of 2-bedroom apartment rental data trends in Four Corners
MonthMedian Rent
July 2024$1,639
August 2024$1,638
September 2024$1,491
October 2024$1,596
November 2024$1,496
December 2024$1,314
February 2025$1,883
March 2025$1,930
April 2025$1,937
May 2025$1,890
June 2025$1,737
July 2025$1,725
August 2025$1,903
September 2025$1,900
October 2025$1,878
November 2025$1,790
December 2025$1,756
January 2026$1,671
February 2026$1,600
March 2026$1,600
April 2026$1,750
May 2026$1,660
June 2026$1,756

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 8550 Osage Trail, Four Corners, FL.
10 years ago$1,500

Schools near 8550 Osage Trail

Westside School

2551 westside blvd

kissimmee, FL, 34747

PK, K-8Public
C

Citrus Ridge A. Civics Academy

1775 sand mine rd

davenport, FL, 33897

PK, K-8Public
C

Davenport Elementary B.

bella citta blvd

davenport, FL, 33897

PK, K-6Public
C

Lake Pointe Academy

801 cagan view rd

clermont, FL, 34714

PK, K-8Public
C+

Water Spring Elementary School

16000 water spring blvd

winter garden, FL, 34787

PK, K-5Public
A-
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Internet available near 8550 Osage Trail

Neighborhood

Happy Trails | Four Corners, FL

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

Getting around Kissimmee near 8550 Osage Trail

Walking

1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

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

Points of interest for 8550 Osage Trail, Kissimmee

Shopping

1/10
No fashion stores are within walking distance.

Restaurants

1/10
No restaurants are within walking distance.

Primary schools

2/10
The closest elementary school is within a 20-to-30-minute walk.

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3 Bedroom apartment rentals in Four Corners38 listings

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