The Harbor

The Harbor is a community of single family homes in Winter Garden, Florida, with a range of options priced between $220,000 and $990,900. The smallest Harbor home in the community is a three bedroom two bathroom residence that is 1,640 square feet, and the largest of the The Harbor homes has four beds and three baths and is a 3,843 square foot (2,917SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in The Harbor range from $195 to $204. Please check the individual listing pages for the exact homeowners association fees for a particular The Harbor home.

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

There are four commercial airports that serve The Harbor - Orlando Executive (ORL), which is sixteen miles away; Orlando International (MCO), which is twenty miles away; Kissimmee Gateway (ISM), which is twenty two miles away, and Orlando Sanford International (SFB), which is twenty seven miles away from The Harbor.

The Harbor real estate activity on the Winter Garden MLS during the past year (as of September 2025) reflects that just one home changed hands during this time. Offered with an asking price of $525,000 and selling for $525,000, this represents a list/sell ratio of 100%. It took 148 days from the time it was listed until it sold.

In addition, there are numerous other communities in Winter Garden to choose from, or you may browse all available Winter Garden Real Estate, including some new construction opportunities. Homes for sale in The Harbor are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in The Harbor 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.

The Harbor Homes For Sale

SOLD 07/09/24

$538,800

MLS#MFRO6210230

205 Harbor Dr
Winter Garden, FL 34787

3

2

2

2,502 SqFt

0.25 Acres

SOLD 06/11/15

$220,000

MLS#MFRO5362932

205 Harbor Dr
Winter Garden, FL 34787

3

2

2

2,502 SqFt

0.25 Acres

SOLD 03/22/23

$525,000

$600,000

MLS#MFRO6039661

208 Harbor Dr
Winter Garden, FL 34787

3

2

2

2,211 SqFt

0.26 Acres

SOLD 09/06/22

$445,500

$475,000

MLS#MFRO6033950

216 Harbor Dr
Winter Garden, FL 34787

3

2

2

1,781 SqFt

0.23 Acres

SOLD 08/20/24

$525,000

MLS#MFRO6179221

246 Harbor Ct
Winter Garden, FL 34787

3

2

2

1,640 SqFt

0.25 Acres

SOLD 07/07/17

$305,000

$320,000

MLS#MFRO5502015

248 Harbor Dr
Winter Garden, FL 34787

4

3

2

2,846 SqFt

0.24 Acres

SOLD 03/22/24

$990,900

MLS#MFRO6178545

241 Harbor Dr
Winter Garden, FL 34787

4

3

2

3,843 SqFt

Pool

Water Front

0.43 Acres

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

0 Active Listings in The Harbor