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 $264,901 and $685,000. There are currently a total of 5 homes for sale in Shadow Bay. The smallest Shadow Bay home presently available is a three bedroom two bathroom residence that is 1,466 square feet (1,158SF Under Air living space), and the largest of the Shadow Bay homes currently on the market has four beds and two baths and is a 6,329 square foot (2,630SF 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 range from $250 to $468 and $181 to $336 for a townhome. This fee includes 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 October 2025) reflects eight homes changing hands, with an average asking price of $446,863 and an average selling price of $429,375. This represents a healthy list-to-sell price ratio of 96% and $161 per square foot. During this period, Shadow Bay homes for sale have taken an average of 42 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 ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

Shadow Bay Homes For Sale

$685,000

MLS#MFRO6345673

211 S Shadowbay Blvd
Longwood, FL 32779

4

3

2

6,329 SqFt

0.15 Acres

13 Days

Reduced

$544,500

$659,000

MLS#MFRO6280309

322 N Shadowbay Blvd
Longwood, FL 32779

3

2

2

2,065 SqFt

Water Front

0.14 Acres

229 Days

$434,900

MLS#MFRO6320596

235 S Shadowbay Blvd
Longwood, FL 32779

3

2

2

2,629 SqFt

0.12 Acres

101 Days

Reduced

$350,000

$375,000

MLS#MFRO6324143

2745 Night Hawk Ct
Longwood, FL 32779

3

2

2

1,822 SqFt

0.07 Acres

72 Days

Under Contract

$264,901

$299,000

MLS#MFRG5098497

2815 Spyglass Cv
Longwood, FL 32779

2

2

1

1,466 SqFt

0.07 Acres

103 Days

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5 Active Listings in Shadow Bay