Neighborhood · Orlando, Florida
Woodside Village
A quiet Orlando pocket with top-rated schools
2
Homes for sale
$537,500
Median list price
$268
Avg price / sqft
5
Median days on market
Woodside Village is the kind of Orlando neighborhood that trades flash for substance — a settled residential pocket where the draw is the assigned school lineup of Winter Park High, Maitland Middle, and Lakemont Elementary. It sits within easy reach of the wider Orlando homes for sale market, close to established areas like Metro West and the newer energy of Laureate Park, yet keeps its own low-key rhythm.
For buyers today, this is a tight market: just 2 homes are active right now, with a median list price of $537,500 and both current listings featuring pools. Homes here move fast — the median time on market is under two days, and sellers over the past year have collected 99% of asking on average. If you want in, be ready to act; inventory this thin rewards decisiveness far more than patience.
Woodside Village is a community in Orlando, Florida.
Quick facts
$500,000 – $575K price range
2,002 sqft median home
$64/mo median HOA
7 sold in 12 months
On the market now
Homes for sale in Woodside Village
$500,000
8873 ASPEN AVENUE, ORLANDO
3 bd · 2 ba · 1,940 sqft
$575,000
8736 LARWIN LANE, ORLANDO
4 bd · 2 ba · 2,064 sqft
Every active listing inside the Woodside Village boundary
Open full map search →Find your fit
Browse Woodside Village
By feature — on the live map
The numbers that matter
The Woodside Village market
7
Sold, last 12 months
$460,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
6 days
Median time to sell
Woodside Village vs Orlando
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 17.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Woodside Village boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Woodside Village is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Woodside Village home
≈ $3,563/mo
$537,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$64/mo
Median HOA
From current listings inside the boundary
Population
924
Median age
49
Median income
$116,929
Median home value
$382,400
Beyond the listings
Living in Woodside Village
Culture
Top 1% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
Emotional
Top 1% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Attitudes
Top 2% in the U.S.Home & Leisure
There's no place like home. This activity is highest when people are feeling relaxed, like sharing a meal with friends or enjoying their morning coffee in their own home.
Food & Drink
Top 2% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Food & Drink
Top 2% in the U.S.Asian Food & Culture
Asian culture has a lot to offer, but the Asian cuisine tends to be the most frequently referenced. This population is talking about Asian dishes, holidays, and drinks.
Lifestyles
Top 4% in the U.S.Student Life
There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.
People who close here
Our Orlando experts
Straight answers
Woodside Village FAQs
Is Woodside Village a good place to live?+
It's a strong pick for buyers who value schools and a settled residential feel, with assignments to Winter Park High, Maitland Middle, and Lakemont Elementary. The neighborhood sits close to established Orlando areas like Metro West, giving you quiet streets without cutting you off from the wider metro.
Is Woodside Village expensive?+
It lands in the mid-market for Orlando, with a median list price of $537,500 and an average of $268 per square foot. Sold prices over the past year ran a bit lower at a $460,000 median, so there's room depending on the home and timing.
What do homes cost in Woodside Village?+
Current active listings range from $500,000 to $575,000, with a median list price of $537,500 on a typical 2,002-square-foot home. Both homes on the market right now include a pool, which factors into that pricing.
How is the market in Woodside Village?+
It's fast and competitive — only 2 homes are active, they sell in a median of 1.5 days, and sellers average 99% of asking. Seven homes sold over the past 12 months, so turnover is modest and well-priced listings don't linger; compare it to nearby Hunters Creek if you need more options.
What about HOA and property taxes?+
The median HOA runs about $64 per month, which is light for the area, while median property taxes come in around $5,483 per year. Together they keep monthly carrying costs predictable for a home in this price range.
Keep exploring
More Orlando 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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