Neighborhood · Deland, Florida
Winnemissett
West Deland living with easy Orlando reach
5
Homes for sale
$618,990
Median list price
$275
Avg price / sqft
49
Median days on market
Winnemissett sits on the west side of Deland, where planned communities like Cresswind Gardens, Victoria Park Southwest and Victoria Trails set the tone — landscaped streets, newer builds, and a settled residential feel. It's a Volusia County pocket that trades big-city hustle for space, with downtown Orlando about 45 minutes away and Orlando International Airport roughly an hour out. Families here are zoned to Deland High School, Deland Middle and Blue Lake Elementary, with virtual options through Elearning West and Elearning East.
For buyers, the current picture is tight and competitive: just 5 active listings and homes moving in a median 14 days. Over the last year, 7 homes sold at a median of $509,990, and sellers pulled in about 102% of asking on average — a sign well-priced homes don't linger. If you want to see everything currently on the market, the Deland homes for sale page and the live map are the fastest way to track it.
Winnemissett is a community in Deland, Florida.
Quick facts
$443,990 – $1.9M price range
2,490 sqft median home
$458/mo median HOA
6 sold in 12 months
Drive times
On the market now
Homes for sale in Winnemissett
$593,990
1242 CRESSWIND BOULEVARD, DELAND
3 bd · 3 ba · 2,490 sqft
$618,990
1246 CRESSWIND BOULEVARD, DELAND
3 bd · 3.5 ba · 2,776 sqft
$443,990
1197 CRESSWIND BOULEVARD, DELAND
2 bd · 2 ba · 1,668 sqft
$635,730
1193 CRESSWIND BOULEVARD, DELAND
3 bd · 3 ba · 2,289 sqft
$1,900,000$2,200,000
736 LAKE WINNEMISSETT DRIVE, DELAND
4 bd · 5 ba · 5,144 sqft
Every active listing inside the Winnemissett boundary
Open full map search →Find your fit
Browse Winnemissett
By feature — on the live map
Where the market lives
The numbers that matter
The Winnemissett market
6
Sold, last 12 months
$514,640
Median sold price
102%
Sale-to-list ratio
What sellers actually get vs asking
4 days
Median time to sell
Winnemissett vs Deland
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 22.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winnemissett boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winnemissett is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Winnemissett home
≈ $5,381/mo
$618,990 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$458/mo
Median HOA
From current listings inside the boundary
Population
118
Median age
46
Median income
$74,145
Median home value
$311,401
Beyond the listings
Living in Winnemissett
Hobbies & Interests
Top 3% in the U.S.Engine Enthusiast
This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.
Lifestyles
Top 3% in the U.S.Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Beliefs
Top 4% in the U.S.Conservation
Good stewards of the earth, this population advocates for a cleaner environment and responsible use of resources. They often encourage others to recycle and use clean energy.
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.
Hobbies & Interests
Top 5% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Culture
Top 7% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
People who close here
Our Deland experts
Straight answers
Winnemissett FAQs
Is Winnemissett a good place to live?+
It's a west Deland area built around planned communities like Victoria Trails and Cresswind Gardens, with a settled residential feel and virtual and traditional school options. Downtown Orlando is about 45 minutes out, so you get suburban space without losing metro access. Homes are selling quickly, which reflects steady demand.
Is Winnemissett expensive?+
It sits toward the upper end of the Deland market, with a median list price of $635,730 and active listings ranging from $399,990 up to $2,200,000. Two of the current five homes are priced above $1M, so there's a genuine luxury tier alongside more attainable options.
What do homes cost in Winnemissett?+
The median list price is $635,730 and homes run about $318 per square foot, with a median size of 2,289 sqft. Over the last 12 months, 7 homes actually sold at a median of $509,990 — a useful reality check against list prices.
How is the market right now?+
It's tight and competitive: only 5 homes are active, and they're moving in a median of 14 days. Sellers have been getting about 102% of asking on average, so serious buyers should come prepared to act.
What about HOA fees and property taxes?+
The median HOA here runs about $458 per month, reflecting the planned-community amenities common in Victoria Park Southwest and similar neighborhoods. Median property tax is roughly $15,826 per year, so factor both into your monthly budget.
Keep exploring
More Deland 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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