Harbor Town

Harbor Town is a community of single family homes, and townhomes in Kissimmee, Florida, with a range of options priced between $49,999 and $305,000. The smallest Harbor Town home in the community is a three bedroom two bathroom residence that is 1,132 square feet (1,107SF Under Air living space), and the largest of the Harbor Town homes has four beds and two baths and is a 1,559 square foot (1,277SF 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 Harbor Town range from $51 to $612 and $56 to $75 for a townhome. This fee includes grounds maintenance, and the community pool. Please check the individual listing pages for the exact homeowners association fees for a particular Harbor Town home.

The Harbor Town HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Harbor Town - Kissimmee Gateway (ISM), which is five miles away; Orlando International (MCO), which is nine miles away; Orlando Executive (ORL), which is seventeen miles away, and Orlando Sanford International (SFB), which is 34 miles away from Harbor Town.

Harbor Town real estate activity on the Kissimmee MLS during the past year (as of June 2026) reflects four homes changing hands, with an average asking price of $278,498 and an average selling price of $272,250. This represents a healthy list-to-sell price ratio of 98% and $217 per square foot. During this period, Harbor Town homes for sale have taken an average of just 25 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 Harbor Town are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Harbor Town 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.

Harbor Town Homes For Sale

SOLD 08/06/15

$109,990

MLS#MFRO5361180

2374 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,157 SqFt

0.05 Acres

SOLD 01/30/18

$130,000

MLS#MFRS4854855

2338 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,225 SqFt

0.05 Acres

SOLD 10/22/25

$255,000

$275,000

MLS#MFRO6323575

2338 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,210 SqFt

0.05 Acres

SOLD 02/26/24

$285,000

MLS#MFRS5098033

2310 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,210 SqFt

0.05 Acres

SOLD 12/04/13

$85,000

MLS#MFRS4713829

2330 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,149 SqFt

0.05 Acres

SOLD 08/30/12

$50,000

MLS#MFRS4700104

2370 Harbor Town Dr S
Kissimmee, FL 34744

4

2

1,279 SqFt

0.04 Acres

SOLD 10/08/16

$125,000

MLS#MFRS4836581

2370 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,279 SqFt

0.05 Acres

SOLD 10/17/16

$154,900

MLS#MFRO5453145

2356 Harbor Town Dr
Kissimmee, FL 34744

4

2

1,281 SqFt

0.05 Acres

SOLD 12/08/25

$279,990

MLS#MFRO6355183

2308 Harbor Town Dr
Kissimmee, FL 34744

4

2

1,263 SqFt

0.05 Acres

SOLD 09/23/15

$120,000

MLS#MFRO5375479

2364 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,294 SqFt

0.05 Acres

SOLD 02/13/26

$275,000

MLS#MFRS5139876

2340 Harbor Town Dr
Kissimmee, FL 34744

4

2

0.05 Acres

SOLD 06/26/12

$79,900

MLS#MFRO5102329

2336 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,225 SqFt

0.04 Acres

SOLD 03/26/12

$49,999

MLS#MFRO5084998

2376 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,211 SqFt

0.04 Acres

SOLD 06/16/16

$102,000

MLS#MFRS4830205

2325 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,149 SqFt

0.05 Acres

SOLD 04/03/26

$260,000

MLS#MFRS5143271

2329 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,210 SqFt

0.05 Acres

SOLD 09/29/15

$113,000

MLS#MFRS4814251

2331 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,228 SqFt

0.05 Acres

SOLD 08/09/22

$245,990

$269,990

MLS#MFRS5067412

2388 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,132 SqFt

0.05 Acres

SOLD 07/12/16

$115,000

MLS#MFRO5447312

2347 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,211 SqFt

0.05 Acres

SOLD 06/07/22

$220,000

MLS#MFRS5065091

2357 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,196 SqFt

0.05 Acres

SOLD 11/17/15

$130,000

$137,000

MLS#MFRO5385854

2339 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,225 SqFt

Water Front

0.05 Acres

SOLD 10/28/24

$289,000

MLS#MFRO6235612

2357 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,211 SqFt

0.05 Acres

SOLD 02/14/22

$276,000

MLS#MFRT3347819

2361 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,277 SqFt

0.05 Acres

SOLD 09/29/15

$125,000

MLS#MFRO5363654

2393 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,211 SqFt

0.05 Acres

SOLD 01/06/12

$55,000

MLS#MFRS4683430

2392 Harbor Town Dr
Kissimmee, FL 34744

3

2

1,225 SqFt

0.05 Acres

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We do not have any properties available for sale in Harbor Town.

0 Active Listings in Harbor Town