Neighborhood · Deland, Florida
Winnemissett
West Deland living with room to spread out
5
Homes for sale
$1,125,000
Median list price
$303
Avg price / sqft
17
Median days on market
Winnemissett sits on the west side of Deland, a pocket of established master-planned communities like Cresswind Gardens, Victoria Park Southwest, and Victoria Trails. Homes here tend to be larger and newer, with a mix of pool properties and waterfront lots, and the location keeps downtown Orlando about 45 minutes away without the density that comes with it. It's the kind of place where you get square footage and quiet streets while staying assigned to schools like Deland High School.
For buyers, this is a small, top-heavy market right now. Only five homes are active, with a median list price of $1,125,000 and a range that runs from just under $400,000 up past $2 million — three of the five are asking $1M or more. Homes that sold over the past year closed at a median of $509,990 and sellers collected 98% of asking, so realistic pricing moves fast here; you can track new inventory on the live map.
Winnemissett is a community in Deland, Florida.
Quick facts
$399,990 – $2.2M price range
2,940 sqft median home
$458/mo median HOA
7 sold in 12 months
Drive times
On the market now
Homes for sale in Winnemissett
$2,200,000
736 LAKE WINNEMISSETT DRIVE, DELAND
4 bd · 5 ba · 5,144 sqft
$599,990
1214 CRESSWIND BOULEVARD, DELAND
3 bd · 3 ba · 2,129 sqft
$1,399,000
2424 E NEW YORK AVENUE, DELAND
6 bd · 4.5 ba · 7,395 sqft
$1,125,000
590 LAKE WINNEMISSETT DRIVE, DELAND
4 bd · 3 ba · 2,940 sqft
$399,990
1230 TRIDENT LOOP, DELAND
3 bd · 2 ba · 1,724 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
7
Sold, last 12 months
$509,990
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
0 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
▼ 47.6% 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
≈ $8,047/mo
$1,125,000 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.
Straight answers
Winnemissett FAQs
Is Winnemissett a good place to live?+
It's a strong fit if you want newer, larger homes on quiet streets within west Deland. The area is built around established communities like Cresswind Gardens and Victoria Trails, and it stays close to downtown Orlando at about 45 minutes without the crowding of the metro core.
Is Winnemissett expensive?+
It skews high compared to much of Deland, with a median list price of $1,125,000 and three of the five active listings priced at $1M or more. That said, the range starts near $399,990, and homes that actually sold last year closed at a median of $509,990 — so the sold market is more moderate than the current listings suggest.
What do homes cost in Winnemissett?+
Active listings run from $399,990 to $2,200,000, with the average price landing around $303 per square foot on a median home size of about 2,940 sqft. Over the past 12 months, seven homes sold at a median price of $509,990.
How is the market in Winnemissett?+
It's small but efficient — only five homes are active, and the median days on market is 17. Sellers averaged 98% of asking over the last year, so well-priced Deland homes here don't sit long.
What about HOA fees and property taxes?+
Expect an HOA around $458 per month, in line with the master-planned communities that make up the area. Property taxes run higher given the home values here, with a median of about $17,419 per year.
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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