Lakeside Kissimmee

Lakeside is a community of single family homes, condos, and townhomes in Kissimmee, Florida, with a range of options priced between $235,000 and $480,000. There are currently a total of 36 homes for sale in Lakeside. The smallest Lakeside home presently available is a three bedroom two bathroom residence that is 1,102 square feet (1,059SF Under Air living space), and the largest of the Lakeside homes currently on the market has four beds and three baths and is a 3,098 square foot (2,331SF Under Air) residence.

Property management fees in Osceola County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Lakeside range from $20 to $357 and $351 for a Lakeside condo. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, roof repair and replacement, and the community pool. Also included is security, a 24-hour guard, real estate taxes for common areas, property insurance, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Lakeside home.

Lakeside amenities include a clubhouse, and swimming pool. Sports facilities include a championship golf course, tennis courts, and basketball court. There is also a community park, a playground, as well as walking or jogging trails.

The Lakeside HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Lakeside - Kissimmee Gateway (ISM), which is five miles away; Orlando International (MCO), which is nine miles away; Orlando Executive (ORL), which is sixteen miles away, and Orlando Sanford International (SFB), which is 33 miles away from Lakeside.

Lakeside real estate activity on the Kissimmee MLS during the past year (as of June 2026) reflects 55 homes changing hands, with an average asking price of $347,001 and an average selling price of $340,834. This represents a healthy list-to-sell price ratio of 98% and $160 per square foot. During this period, Lakeside homes for sale have taken an average of 86 days to sell.

In addition, there are numerous other communities in Kissimmee to choose from, or you may browse all available Kissimmee Real Estate, including some new construction opportunities. Homes for sale in Lakeside are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Lakeside hits the market. You can also always contact your BEX Realty agent, who would happily assist you further with all your Central Florida real estate needs.

Lakeside Homes For Sale

$480,000

MLS#MFRS5149404

2415 Timothy Ln
Kissimmee, FL 34743

4

3

2

3,098 SqFt

Pool

0.31 Acres

47 Days

Reduced

$420,000

$440,000

MLS#MFRO6406110

2120 Marisol Loop
Kissimmee, FL 34743

4

3

2

2,684 SqFt

0.15 Acres

46 Days

Under Contract

$399,999

MLS#MFRS5148819

2382 Queenswood Cir
Kissimmee, FL 34743

3

2

2

2,597 SqFt

Pool

0.28 Acres

47 Days

Under Contract

$399,900

MLS#MFRS5148382

2375 Topaz Trl
Kissimmee, FL 34743

4

2

2

2,400 SqFt

Pool

0.13 Acres

57 Days

$389,000

MLS#MFRO6411463

2304 Saphire Ct
Kissimmee, FL 34743

4

2

2

2,400 SqFt

Pool

0.23 Acres

24 Days

Under Contract

$385,000

MLS#MFRS5148390

2368 Topaz Trl
Kissimmee, FL 34743

4

2

2

2,400 SqFt

0.15 Acres

56 Days

Reduced

$385,000

$395,955

MLS#MFRO6399171

1983 Peridot Cir
Kissimmee, FL 34743

4

2

2

2,290 SqFt

0.27 Acres

70 Days

Reduced

$380,000

$390,000

MLS#MFRS5147972

1804 Baguette Ct
Kissimmee, FL 34743

3

2

2

1,862 SqFt

Pool

0.14 Acres

68 Days

Under Contract

$375,000

MLS#MFRS5150952

2527 Hikers Ct
Kissimmee, FL 34743

4

2

2

2,677 SqFt

0.21 Acres

23 Days

Reduced

$374,900

$379,900

MLS#MFRO6406294

2490 Shelby Cir
Kissimmee, FL 34743

3

2

2

2,160 SqFt

0.14 Acres

45 Days

Reduced

$369,999

$379,999

MLS#MFRS5150591

1982 Locust Berry Dr
Kissimmee, FL 34743

4

2

2

2,400 SqFt

0.14 Acres

29 Days

Under Contract

$365,000

$398,900

MLS#MFRO6377132

2426 Timothy Ln
Kissimmee, FL 34743

4

3

2

2,364 SqFt

0.19 Acres

147 Days

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36 Active Listings in Lakeside