Neighborhood · Orlando, Florida
Winter Run Crossing
Compact Orlando living close to everything
2
Homes for sale
$358,500
Median list price
$319
Avg price / sqft
9
Median days on market
Winter Run Crossing sits in the central slice of Orlando where you can reach both Universal and downtown in about 14 minutes and the airport in roughly 23. It's a small, practical neighborhood of right-sized homes — the kind of address that appeals to first-time buyers and anyone who wants a short commute without paying resort-community prices. Nearby communities like Metro West and Hunters Creek round out the area, and the wider pool of Orlando homes for sale gives you plenty to compare against.
For buyers today, this is a tight, fast-moving market. There are only 2 active listings with a median list price of $358,500, and homes that sold over the past year moved in a median of 8.5 days at 98% of asking. If you like a home here, plan to act quickly — but the entry point stays reasonable next to master-planned neighbors like Laureate Park and Eagle Creek.
Winter Run Crossing is a community in Orlando, Florida.
Quick facts
$319,000 – $398K price range
1,129 sqft median home
6 sold in 12 months
Drive times
On the market now
Homes for sale in Winter Run Crossing
$398,000
2605 CHAR STREET, ORLANDO
3 bd · 2 ba · 1,100 sqft
$319,000
5349 MOONGLOW BOULEVARD, ORLANDO
6 bd · 4 ba · 1,157 sqft
Every active listing inside the Winter Run Crossing boundary
Open full map search →The numbers that matter
The Winter Run Crossing market
6
Sold, last 12 months
$301,750
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
15 days
Median time to sell
Winter Run Crossing vs Orlando
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 14.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winter Run Crossing boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winter Run Crossing is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Winter Run Crossing home
≈ $2,190/mo
$358,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
927
Median age
54
Median income
$64,233
Median home value
$256,600
Beyond the listings
Living in Winter Run Crossing
Appearance oriented
Top 1% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Appearance oriented
Top 2% in the U.S.Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Appearance oriented
Top 3% in the U.S.Men's Style
This population is all about finding the latest in men's style - from fashion to grooming. Captures guys looking to stay on trend and significant others assisting with shopping.
Relationships
Top 4% 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 5% 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.
Attitudes
Top 6% 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.
People who close here
Our Orlando experts
Straight answers
Winter Run Crossing FAQs
Is Winter Run Crossing a good place to live?+
It's a strong pick if location matters most to you — you're about 14 minutes from both Universal and downtown Orlando and around 23 minutes from the airport. Assigned schools include Millennia Gardens Elementary, Westridge Middle and Oak Ridge High. The compact scale keeps it low-key while still being close to everything in the city.
Is Winter Run Crossing expensive?+
Not by Orlando standards. The median list price is $358,500 and homes over the past year sold at a median of $301,750, which is well below what you'd pay in master-planned communities like Eagle Creek. Add a median property tax of about $1,088 a year and the total cost of ownership stays reasonable.
What do homes cost in Winter Run Crossing?+
Active listings currently range from $319,000 to $398,000 with a median list price of $358,500, and the average price is about $319 per square foot. With a median home size near 1,129 sqft, these are efficient, well-priced homes for the central Orlando area.
How is the market in Winter Run Crossing?+
It's fast and competitive. Homes are selling in a median of 8.5 days at 98% of asking, and with just 2 active listings and 6 sales over the past year, inventory is thin. Serious buyers should be ready to move quickly when something comes up.
What about HOA fees and property taxes?+
Property taxes here run a median of about $1,088 per year, which is on the lower end for the Orlando market. HOA figures aren't reported in the current data, so confirm any community dues with your agent before you write an offer. On the whole, ongoing costs look modest compared to nearby Hunters Creek.
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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