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Updated 5+ Days Ago

Highlights

  • Gated community
  • Community pool
  • New toilets
  • Large bedroom areas
  • Elegant pedestal sink
  • Master suites

Location

1661 Windsor Oak Ct, Kissimmee, FL 34744, USA

Available rentals nearby

featured image of 851 Lake Tivoli Blvd

Lake Tivoli

Our team has verified this company

851 Lake Tivoli Blvd

3 Beds

$1,716–$2,718

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
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2438 Hassonite St

3 Beds

$1,895

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 3301 Whitestone Cir

Flora Ridge • 3301 Whitestone Cir

3 Beds

$1,595

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 4004 Pemberly Pines Cir

4004 Pemberly Pines Cir, Saint Cloud, FL, 34769

Our team has verified this company

4004 Pemberly Pines Cir

3 Beds

$1,675

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 2282 Santa Lucia St

2282 Santa Lucia St, Kissimmee, FL, 34743

Our team has verified this company

Lakeside Estates • 2282 Santa Lucia St

3 Beds

$1,780

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 2100 Cascades Blvd

2100 Cascades Blvd

3 Beds

$1,825

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 2173 Granger Ave

2173 Granger Ave

3 Beds

$1,895

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 409 Fountainhead Cir #234

409 Fountainhead Cir #234

3 Beds

$1,650

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 851 Lake Tivoli Blvd

Lake Tivoli

Our team has verified this company

851 Lake Tivoli Blvd

3 Beds

$1,716–$2,718

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 2438 Hassonite St

2438 Hassonite St

3 Beds

$1,895

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 3301 Whitestone Cir

Flora Ridge • 3301 Whitestone Cir

3 Beds

$1,595

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 4004 Pemberly Pines Cir

4004 Pemberly Pines Cir, Saint Cloud, FL, 34769

Our team has verified this company

4004 Pemberly Pines Cir

3 Beds

$1,675

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 2282 Santa Lucia St

2282 Santa Lucia St, Kissimmee, FL, 34743

Our team has verified this company

Lakeside Estates • 2282 Santa Lucia St

3 Beds

$1,780

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 2100 Cascades Blvd

2100 Cascades Blvd

3 Beds

$1,825

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 2173 Granger Ave

2173 Granger Ave

3 Beds

$1,895

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 409 Fountainhead Cir #234

409 Fountainhead Cir #234

3 Beds

$1,650

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 Kissimmee

3-bedroom apartments at 1661 Windsor Oak Ct cost about 17% less than the average rent price for 3-bedroom apartments in Kissimmee.

Median rents as of Oct 31 2026.
Kissimmee
A table of 3-bedroom apartment rental data trends in Kissimmee
MonthMedian Rent
November 2024$2,200
December 2024$2,200
January 2025$2,200
February 2025$2,200
March 2025$2,198
April 2025$2,200
May 2025$2,200
June 2025$2,200
July 2025$2,191
August 2025$2,196
September 2025$2,195
October 2025$2,192
November 2025$2,125
December 2025$2,146
January 2026$2,147
February 2026$2,119
March 2026$2,131
April 2026$2,141
May 2026$2,118
June 2026$2,118
July 2026$2,110
August 2026$2,122
September 2026$2,105
October 2026$2,078

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 1661 Windsor Oak Ct, Kissimmee, FL.
1 year ago$1,600

Schools near 1661 Windsor Oak Ct

Mill Creek Elementary School

1700 mill slough rd

kissimmee, FL, 34744

PK, K-5Public
C

Zenith Accelerated Academy

2218 e irlo bronson memorial hwy

kissimmee, FL, 34744

PK, 8-12Public
C

New Beginnings Education Center

2599 west vine st

kissimmee, FL, 34741

K-12Public
C

30-E-SE-3 (WYNDHAM LAKES ES)

3001 stonewyck st

orlando, FL, 32824

K-5Public

Tohopekaliga High School

3675 boggy creek rd

kissimmee, FL, 34744

PK, 9-12Public
B+
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Neighborhood

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

Getting around Kissimmee near 1661 Windsor Oak Ct

Walking

4/10
Some shops and stores are within a few minutes.

Driving

8/10
This area is close to freeways and has adequate parking options.

Cycling

4/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

3/10
There are a few mass transit options within the area.

Points of interest for 1661 Windsor Oak Ct, Kissimmee

Groceries

1/10
Closest supermarket further than a 30-minute walk

Shopping

5/10
Several shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within a few minutes’ walk

Primary schools

9/10
At least one elementary school within a 5-minute walk

High schools

9/10
At least one high school within a 5-minute walk

Nightlife

1/10
Few or no bars within walking distance

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1 Bedroom apartment rentals in Kissimmee105 listings

105 listings