Greenbriar Winter Springs

Greenbriar is a community of single family homes, and townhomes in Winter Springs, Florida, with a range of options priced between $165,000 and $534,000. There are currently a total of 2 homes for sale in Greenbriar. The smallest Greenbriar home presently available is a three bedroom two bathroom residence that is 1,476 square feet (1,011SF Under Air living space), and the largest of the Greenbriar homes currently on the market has four beds and three baths and is a 3,196 square foot (2,666SF 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 Greenbriar are $126 and $112 for a townhome. This fee includes grounds maintenance, maintaining the community roads, the community pool, real estate taxes for common areas, and pest control. Please check the individual listing pages for the exact homeowners association fees for a particular Greenbriar home.

Greenbriar amenities include a clubhouse, and swimming pool. Sports facilities include a championship golf course. There is also a community park, as well as a playground.

The Greenbriar HOA rules do allow homeowners to have pets. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are four commercial airports that serve Greenbriar - Orlando Sanford International (SFB), which is seven miles away; Orlando Executive (ORL), which is ten miles away; Orlando International (MCO), which is seventeen miles away, and Kissimmee Gateway (ISM), which is twenty nine miles away from Greenbriar.

Greenbriar real estate activity on the Winter Springs MLS during the past year (as of September 2025) reflects fifteen homes changing hands, with an average asking price of $429,700 and an average selling price of $423,127. This represents a healthy list-to-sell price ratio of 98% and $190 per square foot. During this period, Greenbriar homes for sale have taken an average of 83 days to sell.

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

Greenbriar Homes For Sale

Reduced

$465,000

$480,000

MLS#MFRO6342460

1001 Knoll Wood Ct
Winter Springs, FL 32708

4

4

2

2,401 SqFt

0.13 Acres

19 Days

Reduced

$439,900

$450,000

MLS#MFRO6341394

1037 Birkdale Trl
Winter Springs, FL 32708

3

2

2

2,191 SqFt

0.18 Acres

26 Days

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2 Active Listings in Greenbriar