Neighborhood · Winter Park, Florida
Hidden Oaks
Attainable Winter Park living close to everything
8
Homes for sale
$173,500
Median list price
$175
Avg price / sqft
110
Median days on market
Hidden Oaks is one of the more approachable corners of Winter Park homes for sale, a compact residential pocket in Orange County where the pace is easy and the location does a lot of heavy lifting. You're 16 minutes from downtown Orlando, 26 to MCO, and surrounded by well-known Winter Park addresses like Lake Killarney, Winter Park Pines, and the walkable energy near Hannibal Square. Homes here are modest in footprint, which keeps ownership within reach in a city known for its higher price tags.
For a buyer today, this is a tight, fast-moving market. There are just 5 active listings with a median list price of $185,000, and homes are going under contract in a median of 12 days. Over the past year 11 homes sold at a median of $167,000, with sellers collecting about 97% of asking — so come prepared to move quickly and offer close to list.
Hidden Oaks is a community in Winter Park, Florida.
Quick facts
$169,000 – $229K price range
1,031 sqft median home
$450/mo median HOA
$1,648/mo median rent
10 sold in 12 months
Drive times
On the market now
Homes for sale in Hidden Oaks
$169,000
3307 AMBER WOOD WAY UNIT 106, WINTER PARK
2 bd · 2.5 ba · 1,031 sqft
$170,000
7476 WOODBURN COURT UNIT 38, WINTER PARK
2 bd · 2.5 ba · 1,031 sqft
$214,900$219,900
7413 BELLE RIVER COURT UNIT 3, WINTER PARK
3 bd · 2.5 ba · 1,151 sqft
$170,000$185,000
7450 WYNNEWOOD SQUARE UNIT 189, WINTER PARK
2 bd · 2.5 ba · 1,031 sqft
$175,000$180,000
7327 FOREST HILL COURT UNIT 223, WINTER PARK
2 bd · 2.5 ba · 1,031 sqft
$172,000$175,000
3243 FOREST OAKS COURT UNIT 117, WINTER PARK
2 bd · 1.5 ba · 990 sqft
$229,000
7454 WYNNEWOOD SQUARE UNIT 188, WINTER PARK
3 bd · 2.5 ba · 1,151 sqft
$179,990$182,500
3370 CEDAR SPRINGS PLACE UNIT 156, WINTER PARK
2 bd · 2.5 ba · 1,031 sqft
Every active listing inside the Hidden Oaks boundary
Open full map search →Find your fit
Browse Hidden Oaks
By feature — on the live map
Where the market lives
The numbers that matter
The Hidden Oaks market
10
Sold, last 12 months
$165,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
79 days
Median time to sell
Hidden Oaks vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 8.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Hidden Oaks boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Hidden Oaks is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Hidden Oaks home
≈ $1,796/mo
$173,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$450/mo
Median HOA
From current listings inside the boundary
$1,648/mo
Median rent
Homes for rent inside the boundary
Population
750
Median age
29
Median income
$44,732
Median home value
$226,600
Beyond the listings
Living in Hidden Oaks
Active
Top 2% in the U.S.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.
Active
Top 4% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Food & Drink
Top 4% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Appearance oriented
Top 5% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Relationships
Top 5% in the U.S.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.
Culture
Top 5% in the U.S.Hip Hop Culture
Dropping the beat and raising the roof, this population enjoys everything hip hop culture has to offer, including music, dance moves, and fashion.
People who close here
Our Winter Park experts
Straight answers
Hidden Oaks FAQs
Is Hidden Oaks a good place to live?+
It's a solid fit for buyers who want a Winter Park address without a Winter Park price. You're close to Kenilworth and Winter Park Pines, roughly 16 minutes from downtown Orlando, and zoned for Aloma Elementary, Glenridge Middle, and Winter Park High.
Is Hidden Oaks expensive?+
By Winter Park standards, it's one of the more attainable pockets, with a median list price of $185,000 and homes running about $184 per square foot. There are no $1M+ listings active here — the segment skews toward smaller, budget-friendly homes.
What do homes cost in Hidden Oaks?+
Active listings currently range from $172,000 to $229,900, with a median list price of $185,000. Over the last 12 months, 11 homes sold at a median of $167,000, so recent buyers landed a bit below current asking prices.
How is the market in Hidden Oaks right now?+
It's fast and competitive with limited supply — just 5 active listings and a median of 12 days on market. Sellers are getting about 97% of their asking price, so serious buyers should be ready to act quickly and offer near list.
What about HOA fees and property taxes?+
The median HOA here runs about $450 per month, which is on the higher side and worth factoring into your budget. Median property taxes come in around $2,723 per year, and if you're weighing renting versus buying, the median rent is about $1,900 per month.
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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