Shadow Bay Longwood

Shadow Bay is a community of single family homes, condos, and townhomes in Longwood, Florida, with a range of options priced between $285,000 and $499,900. There are currently a total of 3 homes for sale in Shadow Bay. The smallest Shadow Bay home presently available is a three bedroom two bathroom residence that is 1,822 square feet (1,396SF Under Air living space), and the largest of the Shadow Bay homes currently on the market has three beds and two baths and is a 2,629 square foot (1,916SF Under Air) residence.

Property management fees in Seminole County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Shadow Bay are $468 and $600 for a Shadow Bay condo and $310 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, water, sewer, pest control, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Shadow Bay home.

The Shadow 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 Shadow Bay - Orlando Sanford International (SFB), which is twelve miles away; Orlando Executive (ORL), which is twelve miles away; Orlando International (MCO), which is nineteen miles away, and Kissimmee Gateway (ISM), which is twenty eight miles away from Shadow Bay.

Shadow Bay real estate activity on the Longwood MLS during the past year (as of June 2026) reflects eight homes changing hands, with an average asking price of $579,975 and an average selling price of $548,125. This represents a healthy list-to-sell price ratio of 95% and $224 per square foot. During this period, Shadow Bay homes for sale have taken an average of 80 days to sell.

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

Shadow Bay Homes For Sale

Reduced

$499,900

$659,000

MLS#MFRO6280309

322 N Shadowbay Blvd
Longwood, FL 32779

3

2

2

2,065 SqFt

Water Front

0.14 Acres

494 Days

Under Contract

$425,000

$434,900

MLS#MFRO6320596

235 S Shadowbay Blvd
Longwood, FL 32779

3

2

2

2,629 SqFt

0.12 Acres

366 Days

Reduced

$265,000

$299,000

MLS#MFRO6414941

377 N Shadowbay Blvd
Longwood, FL 32779

3

2

2

1,396 SqFt

0.07 Acres

15 Days

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3 Active Listings in Shadow Bay