Neighborhood · Winter Springs, Florida
Greenbriar
Small-scale Winter Springs living close to everything
2
Homes for sale
$394,950
Median list price
$286
Avg price / sqft
63
Median days on market
Greenbriar is a compact, established pocket of Winter Springs, the kind of Seminole County neighborhood where homes are right-sized and the commute lists stay short. Sitting near well-known Winter Springs communities like Tuscawilla and Deer Run, it puts you about 27 minutes from downtown Orlando and 34 from MCO. Assigned schools include Crystal Lake Elementary, Millennium Middle, and Seminole High.
For buyers, this is a fast-moving, low-inventory market — there's currently just one active listing at $375,000. Over the past year 14 homes sold here at a median of $442,500, with sellers taking home about 98% of asking. If you're comparing options nearby, it's worth also watching Sunrise Estates and North Orlando Ranches, because when a Greenbriar home hits the market it doesn't sit long.
Greenbriar is a community in Winter Springs, Florida.
Quick facts
$360,000 – $430K price range
1,390 sqft median home
$126/mo median HOA
$2,975/mo median rent
11 sold in 12 months
Drive times
On the market now
Homes for sale in Greenbriar
$360,000$375,000
923 TORREY PINE DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,193 sqft
$429,900$439,900
998 WHITE SPRINGS LANE, WINTER SPRINGS
3 bd · 2 ba · 1,587 sqft
Every active listing inside the Greenbriar boundary
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Browse Greenbriar
Where the market lives
The numbers that matter
The Greenbriar market
11
Sold, last 12 months
$435,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
48 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
≈ $2,715/mo
$394,950 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
$2,975/mo
Median rent
Homes for rent 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 works well for buyers who want an established Winter Springs address with a quick reach into Orlando — about 27 minutes to downtown and 34 to MCO. It's assigned to Crystal Lake Elementary, Millennium Middle, and Seminole High School, and sits near larger communities like Tuscawilla.
Is Greenbriar expensive?+
It's mid-range for the area, with the single active listing priced at $375,000 and an average of about $314 per square foot. Over the past year, homes sold at a median of $442,500, reflecting a range of sizes and updates. Compared to some larger nearby Winter Springs homes, Greenbriar's smaller footprints can keep entry prices lower.
What do homes cost in Greenbriar?+
The current active listing is $375,000, while the median sold price over the last 12 months was $442,500 across 14 sales. Expect roughly $314 per square foot on homes averaging around 1,193 sqft.
How is the market in Greenbriar?+
It's tight and fast — there's just one home active right now, and the median days on market is 1. Sellers have been getting about 98% of their asking price, so buyers should come prepared to act decisively when a home lists.
What about HOA fees and property taxes?+
The median HOA here is about $126 per month, and median property taxes run around $1,240 per year. Those figures are relatively modest, which helps keep the total monthly cost of ownership reasonable.
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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