Lakeside Kissimmee

Lakeside is a community of single family homes, condos, and townhomes in Kissimmee, Florida, with a range of options priced between $200,000 and $575,000. There are currently a total of 29 homes for sale in Lakeside. The smallest Lakeside home presently available is a three bedroom two bathroom residence that is 1,280 square feet (1,177SF Under Air living space), and the largest of the Lakeside homes currently on the market has five beds and three baths and is a 6,882 square foot (2,767SF Under Air) residence.

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.

Pets are allowed in Lakeside 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 December 2025) reflects 68 homes changing hands, with an average asking price of $350,796 and an average selling price of $347,395. This represents a healthy list-to-sell price ratio of 99% and $164 per square foot. During this period, Lakeside homes for sale have taken an average of 67 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 ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Lakeside Homes For Sale

Reduced

$575,000

$597,000

MLS#MFRS5132964

2207 Mallard Creek Cir
Kissimmee, FL 34743

5

3

2

3,197 SqFt

Pool

0.14 Acres

70 Days

$399,900

MLS#MFRR4910312

2416 Morgan Point Blvd
Kissimmee, FL 34743

3

2

2

1,911 SqFt

Pool

0.18 Acres

25 Days

Reduced

$399,000

$420,000

MLS#MFRO6308894

2376 Flamingo Lakes Dr
Kissimmee, FL 34743

3

2

1

2,158 SqFt

Pool

0.22 Acres

225 Days

Under Contract

$390,000

MLS#MFRO6344933

2472 Winfield Dr
Kissimmee, FL 34743

4

2

2

2,677 SqFt

Pool

0.18 Acres

98 Days

$390,000

MLS#MFRO6365563

1900 Onyx Ct.
Kissimmee, FL 34743

4

3

2

6,882 SqFt

Pool

0.16 Acres

20 Days

Under Contract

$389,900

$414,900

MLS#MFRO6323430

2262 Stonehedge Loop
Kissimmee, FL 34743

3

3

2

2,442 SqFt

0.18 Acres

177 Days

$388,000

MLS#MFRS5134463

2182 Mallard Creek Cir
Kissimmee, FL 34743

3

2

2

5,009 SqFt

Pool

0.12 Acres

105 Days

Under Contract

$384,990

MLS#MFRO6364968

1800 Baguette Ct
Kissimmee, FL 34743

4

2

2

2,400 SqFt

0.2 Acres

20 Days

Reduced

$379,900

$399,000

MLS#MFRS5133020

2419 Lancashire Ln
Kissimmee, FL 34743

4

2

2

2,103 SqFt

0.16 Acres

126 Days

Reduced

$378,000

$393,000

MLS#MFRO6361641

2384 Flamingo Lakes Dr
Kissimmee, FL 34743

3

2

2

1,802 SqFt

Pool

0.13 Acres

37 Days

$375,000

MLS#MFRO6306570

2108 Shannon Lakes Blvd
Kissimmee, FL 34743

4

2

2

1,842 SqFt

0.17 Acres

230 Days

$369,900

MLS#MFRO6326873

2105 Broome St
Kissimmee, FL 34743

3

3

2

1,956 SqFt

0.02 Acres

164 Days

New Construction

You may also be interested in Lakeside in Tamarac, Lakeside in Miami, Lakeside in Naples, Lakeside in Hudson, Lakeside in Apopka, Lakeside in Tavares, Lakeside in Riverview, Lakeside in Lauderdale Lakes or Lakeside in Stuart.

29 Active Listings in Lakeside