Neighborhood · Winter Park, Florida
Green Oaks
Winter Park living on a quiet, high-end scale
1
Homes for sale
$3,795,000
Median list price
$847
Avg price / sqft
34
Median days on market
Green Oaks sits inside Winter Park, one of Orlando's most established addresses, close to neighborhoods like Lake Killarney and Kenilworth and the walkable energy of Hannibal Square. It's a small, low-turnover pocket of large homes — the kind of place where estates change hands rarely and stay in families for years. Downtown Orlando is about 19 minutes away and Orlando International is roughly 39, so you get seclusion without the isolation.
Green Oaks is a community in Winter Park, Florida.
Quick facts
$3,795,000 – $3.8M price range
4,483 sqft median home
4 sold in 12 months
Drive times
On the market now
Homes for sale in Green Oaks
Every active listing inside the Green Oaks boundary
Open full map search →Find your fit
Browse Green Oaks
By feature — on the live map
The numbers that matter
The Green Oaks market
4
Sold, last 12 months
$3,350,000
Median sold price
100%
Sale-to-list ratio
What sellers actually get vs asking
6 days
Median time to sell
Green Oaks vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 28.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Green Oaks boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Green Oaks is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Green Oaks home
≈ $21,933/mo
$3,795,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
206
Median age
50
Median income
$169,125
Median home value
$1,052,600
Beyond the listings
Living in Green Oaks
Relationships
Dating Life
With dating comes highs, lows, and lots of questions. You can find this population talking about dating advice, breakups and how to express their feelings.
Beliefs
Activism
This population seeks to advocate for a more just world. Common activities include protests, rallies, and spreading awareness to the public about social justice issues.
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.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Lifestyles
Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
People who close here
Our Winter Park experts
Straight answers
Green Oaks FAQs
Is Green Oaks a good place to live?+
It's one of Winter Park's quieter high-end pockets, with large homes and easy access to the walkable Hannibal Square district. Homes feed into Winter Park High, Maitland Middle, and Dommerich Elementary, and downtown Orlando is about 19 minutes away. If you want space and an established address without leaving central Orlando, it delivers.
Is Green Oaks expensive?+
Yes — this is a luxury market. The current active listing is priced at $3,795,000, and the median sold price over the last year was $4,550,000. At roughly $847 per square foot, it sits firmly at the top end of Winter Park.
What do homes cost in Green Oaks?+
Right now the single active home is listed at $3,795,000, and it's about 4,483 square feet at around $847 per square foot. Over the past 12 months three homes sold at a median of $4,550,000. Inventory is thin, so pricing reflects a small handful of high-value estates rather than a broad range.
How is the market in Green Oaks?+
It's a tight, seller-favored market — only three homes sold in the last year, and they closed at about 103% of asking. The median days on market is 28, so the right home moves quickly. Comparable Winter Park areas like Winter Park Pines show the same low-turnover pattern.
What about HOA fees and property taxes?+
There's no meaningful HOA data on record for Green Oaks, so budget for standard Winter Park costs rather than a set community fee. Property taxes run higher given the price point — the median is about $20,740 per year, which tracks with homes in this range.
Keep exploring
More Winter Park 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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