Neighborhood · Winter Springs, Florida
Greenbriar
Established Seminole County living with room to breathe
1
Homes for sale
$525,000
Median list price
$217
Avg price / sqft
23
Median days on market
Greenbriar sits in the heart of Winter Springs, a Seminole County community where mature trees, quiet streets, and generously sized lots set the tone. It shares the area with familiar names like Tuscawilla, Deer Run, and Cypress Club, and its location puts downtown Orlando about 27 minutes away and Orlando International Airport roughly 34 minutes out. Homes here tend to be family-scaled, with a median size around 2,416 square feet — enough space to settle in for the long haul.
For buyers today, this is a tight, competitive corner of the market. There's just one active listing at $525,000, while the 14 homes sold over the past year closed at a median of $427,500, with sellers collecting about 98% of their asking price. Well-priced homes move in roughly 23 days, so having your financing ready and a clear plan matters when something comes up.
Greenbriar is a community in Winter Springs, Florida.
Quick facts
$525,000 – $525K price range
2,416 sqft median home
$126/mo median HOA
14 sold in 12 months
Drive times
On the market now
Homes for sale in Greenbriar
Every active listing inside the Greenbriar boundary
Open full map search →The numbers that matter
The Greenbriar market
14
Sold, last 12 months
$427,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
40 days
Median time to sell
Greenbriar vs Winter Springs
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Greenbriar boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Greenbriar is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Greenbriar home
≈ $3,350/mo
$525,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$126/mo
Median HOA
From current listings inside the boundary
Population
152
Median age
44
Median income
$129,056
Median home value
$431,300
Beyond the listings
Living in Greenbriar
Active
Top 15% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
Entertainment
Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Active
Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Appearance oriented
Fitness Fashion
Workout clothes aren't just for working out anymore. This population enjoys wearing name-brand athletic apparel for fashion and functional purposes.
Entertainment
Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Beliefs
Politically Engaged
Politically aware, this population is interested in civic issues on both the local and national level. They often discuss candidates for office, taxes, and political ideologies.
Straight answers
Greenbriar FAQs
Is Greenbriar a good place to live?+
Greenbriar appeals to buyers who want established, family-sized homes in a quiet part of Winter Springs with easy access to Orlando. Assigned schools include Seminole High School, Millennium Middle School, and Crystal Lake Elementary, and the neighborhood sits among well-regarded communities like Tuscawilla and Deer Run. With downtown Orlando about 27 minutes away, it balances a residential feel with regional convenience.
Is Greenbriar expensive?+
It's a moderate-to-upper price point for the area, with the single active listing at $525,000 and homes over the past year selling at a median of $427,500. That works out to roughly $217 per square foot on the current listing. Compared to some pricier Tuscawilla pockets, Greenbriar offers space at a more approachable number.
What do homes cost in Greenbriar?+
Over the last 12 months, 14 homes sold at a median price of $427,500, while the current active listing is priced at $525,000. At about $217 per square foot and a median size near 2,416 square feet, you're generally looking at four-bedroom-scale homes. Inventory is thin, so prices can vary quickly with what's available.
How is the market in Greenbriar?+
It's a competitive, low-inventory market with just one active listing against 14 sales in the past year. Homes typically go under contract in about 23 days, and sellers are averaging 98% of their asking price. Buyers should be prepared to act decisively when a home hits the market.
What about HOA fees and property taxes?+
The median HOA runs about $126 per month, which is reasonable for the level of community upkeep in this part of Winter Springs. Property taxes come in around $2,980 per year at current values. Together, these keep monthly carrying costs predictable compared to communities with heavier association dues.
Keep exploring
More Winter Springs neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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