Montego Bay Kissimmee

Montego Bay is a community of single family homes in Kissimmee, Florida, with a range of options priced between $325,000 and $599,999. There are currently a total of 4 homes for sale in Montego Bay. The smallest Montego Bay home presently available is a three bedroom two bathroom residence that is 2,005 square feet (1,381SF Under Air living space), and the largest of the Montego Bay homes currently on the market has four beds and three baths and is a 3,430 square foot (2,764SF 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 Montego Bay are $455. This fee includes the community pool, real estate taxes for common areas, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Montego Bay home.

Montego Bay amenities include a swimming pool. Sports facilities include tennis courts, and basketball court. There is also a community park, as well as a playground.

The Montego Bay HOA rules do allow homeowners to have pets although there are certain breed restrictions. Dogs and cats are allowed.

There are four commercial airports that serve Montego Bay - Kissimmee Gateway (ISM), which is three miles away; Orlando International (MCO), which is thirteen miles away; Orlando Executive (ORL), which is eighteen miles away, and Orlando Sanford International (SFB), which is 35 miles away from Montego Bay.

Montego Bay real estate activity on the Kissimmee MLS during the past year (as of September 2025) reflects six homes changing hands, with an average asking price of $365,633 and an average selling price of $353,667. This represents a healthy list-to-sell price ratio of 97% and $171 per square foot. During this period, Montego Bay homes for sale have taken an average of 54 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 Montego Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Montego Bay 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.

Montego Bay Homes For Sale

$599,999

MLS#MFRS5128315

2561 Montego Bay Blvd
Kissimmee, FL 34746

4

4

2

3,430 SqFt

0.15 Acres

93 Days

Reduced

$469,900

$474,900

MLS#MFRO6335133

2605 Montego Bay Blvd
Kissimmee, FL 34746

4

3

2

2,311 SqFt

Pool

0.12 Acres

22 Days

$365,000

MLS#MFRO6338309

2553 Montego Bay Blvd
Kissimmee, FL 34746

3

2

2

2,042 SqFt

Pool

0.14 Acres

14 Days

Under Contract

$349,900

MLS#MFRO6316923

2765 Montego Bay Blvd
Kissimmee, FL 34746

3

2

2

2,005 SqFt

0.12 Acres

88 Days

You may also be interested in Montego Bay in Fort Lauderdale or Montego Bay in Miramar.

4 Active Listings in Montego Bay