Neighborhood · Winter Park, Florida
Green Oaks
A quiet enclave with lake access and top schools
1
Homes for sale
$3,265,000
Median list price
$660
Avg price / sqft
46
Median days on market
Green Oaks sits in one of Winter Park's most established pockets, close to Lake Killarney and surrounded by longtime neighborhoods like Winter Park Pines and Eastbrook. It's the kind of place where mature oaks shade the streets and Downtown Orlando is a straightforward 19-minute drive, yet the day-to-day feels a world removed from the bustle. Families are drawn to the assigned schools — Dommerich Elementary, Maitland Middle, and Winter Park High.
For buyers, the reality is scarcity: there are no active listings in Green Oaks right now, so this is a market you watch and move on quickly. Over the last 12 months only four homes sold here, at a median price of $3,350,000 — and sellers collected 100% of asking on average. If you want in, it pays to be pre-positioned and to keep an eye on nearby Winter Park homes for sale while you wait for the right door to open.
Green Oaks is a community in Winter Park, Florida.
Quick facts
$3,265,000 – $3.3M price range
4,949 sqft median home
5 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
5
Sold, last 12 months
$4,550,000
Median sold price
101%
Sale-to-list ratio
What sellers actually get vs asking
4 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
▼ 39.2% 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
≈ $19,314/mo
$3,265,000 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 a well-established Winter Park neighborhood with mature streets, lake proximity, and a strong school assignment — Dommerich Elementary, Maitland Middle, and Winter Park High. Downtown Orlando is about 19 minutes away, so you get quiet surroundings without giving up city access. Nearby communities like Eastbrook round out the area's residential character.
Is Green Oaks expensive?+
Yes — this is a high-end pocket of Winter Park. Homes that sold over the past 12 months carried a median price of $3,350,000, which places it well above the broader market.
What do homes cost in Green Oaks?+
There are no active listings at the moment, so pricing is best read through recent sales. The median sold price over the last year was $3,350,000 across four transactions, and buyers should expect to compete near full ask.
How is the Green Oaks market right now?+
It's tight and seller-friendly. With zero homes currently active and only four sold in the past 12 months, inventory is scarce — and sellers averaged 100% of their asking price. Watching adjacent Winter Park Pines can help you gauge value while you wait for a Green Oaks listing.
What about HOA fees and property taxes?+
We don't have current HOA or property tax figures published for Green Oaks specifically, since there are no active listings to pull them from. Because this is a luxury tier, expect taxes to scale with the high sold prices — plan to review the exact numbers on any individual home before making an offer.
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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