Eric Chery
Map of Winding Creek
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Neighborhood · Orlando, Florida

Winding Creek

An easy-living East Orlando pocket that keeps things simple

2

Homes for sale

$421,950

Median list price

$240

Avg price / sqft

16

Median days on market

Search Winding Creek on the map

Winding Creek is a compact residential neighborhood in East Orlando where the appeal is straightforward: single-family homes, a low-key HOA, and quick access to the wider Orlando homes for sale market. Homes here run right around 1,759 square feet, the kind of practical size that suits first-time buyers and growing families alike. It's a quieter counterpoint to master-planned neighbors like Laureate Park and the more urban feel of College Park.

For buyers today, the reality is a tight, fast-moving market. There are just two active listings with a median list price of $421,950, and the five homes sold over the past year closed at a median of $375,000 — with sellers pulling in about 99% of asking. At a median of 16 days on market, well-priced homes don't linger, so come ready to move when the right one lists.

Winding Creek is a community in Orlando, Florida.

Quick facts

$399,000$445K price range

1,759 sqft median home

$19/mo median HOA

5 sold in 12 months

On the market now

Homes for sale in Winding Creek

Every active listing inside the Winding Creek boundary

Open full map search →

Find your fit

Browse Winding Creek

By feature — on the live map

Where the market lives

1
1
$300K–$400K$400K–$500K

The numbers that matter

The Winding Creek market

5

Sold, last 12 months

$375,000

Median sold price

99%

Sale-to-list ratio

What sellers actually get vs asking

14 days

Median time to sell

Winding Creek vs Orlando

Median list price

Winding Creek$422K
Orlando Co.$390K

Price per sqft

Winding Creek$240
Orlando Co.$264

Days on market

Winding Creek16d
Orlando Co.34d

Median sold price — 3-yr, 3-mo rolling

1.3% yr/yr

$378K$389K$400KJul ’23Jun ’26

Homes sold per month

012Jul ’23Jun ’26

Live Stellar MLS data — every listing and closed sale inside the Winding Creek boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Winding Creek is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Winding Creek home

$2,917/mo

Principal & interest $2,223
Property tax $465
HOA / fees $19
Insurance (est.) $210

$421,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$19/mo

Median HOA

From current listings inside the boundary

Population

871

Median age

37

Median income

$105,547

Median home value

$365,500

Beyond the listings

Living in Winding Creek

Attitudes

Top 8% in the U.S.

Deal Seekers

These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.

Active

Top 10% 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.

Appearance oriented

Top 11% in the U.S.

All About Hair

Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.

Relationships

Top 11% 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.

Lifestyles

Top 13% in the U.S.

Wealth Signaling

Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.

Food & Drink

Top 13% 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.

People who close here

Our Orlando experts

Straight answers

Winding Creek FAQs

Is Winding Creek a good place to live?+

It's a quiet, straightforward residential neighborhood in East Orlando that suits buyers who want a single-family home without a big-community price tag. Assigned schools include Cypress Springs Elementary, Legacy Middle, and University High, and the low $19-a-month HOA keeps ongoing costs manageable.

Is Winding Creek expensive?+

It sits in the mid-market range for Orlando, with a median list price of $421,950 and homes selling at a median of $375,000 over the past year. At roughly $240 per square foot, it's an accessible entry point compared with pricier planned communities like Laureate Park.

What do homes cost in Winding Creek?+

Current active listings range from $399,000 to $444,900, with a median list price of $421,950. Actual sold prices have run a bit lower, with a median sold price of $375,000 across the five homes that closed in the past year.

How is the market in Winding Creek?+

It's tight and quick — only two homes are active right now, and they tend to sell in about 16 days. Sellers are averaging 99% of asking, so buyers should expect little room for lowball offers and be ready to act.

What are the HOA fees and property taxes?+

The HOA is very light at a median of $19 per month, which is unusually low for the area. Property taxes run a median of about $5,578 per year, so factor that into your monthly budget alongside the mortgage.

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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