
Neighborhood · Deland, Florida
Winnemissett
Newer homes and quick sales near downtown Deland
7
Homes for sale
$599,990
Median list price
$285
Avg price / sqft
10
Median days on market
Winnemissett sits in the growing western reaches of Deland, a pocket of Volusia County built around planned communities like Victoria Park Southwest, Victoria Trails, and Cresswind Gardens. The area leans toward newer construction and amenity-rich living, with a mix of family-oriented streets and options like the 55+ feel of Cresswind. It's the kind of place where you get room to breathe without giving up proximity to Deland's historic downtown.
For buyers, this is a fast-moving, mid-to-upper market: 7 homes are active right now with a median list price of $599,990, and recent sales are closing in about a week at 98% of asking. There's real range here, from the high $300s to over $2 million, and new construction makes up a healthy share of what's available. If you want to see the full picture, start with the live map.
Winnemissett is a community in Deland, Florida.
Quick facts
$399,990 – $2.2M price range
2,496 sqft median home
$458/mo median HOA
7 sold in 12 months
On the market now
Homes for sale in Winnemissett

$599,990
1214 CRESSWIND BOULEVARD, DELAND
3 bd · 3 ba · 2,129 sqft

$399,990
1230 TRIDENT LOOP, DELAND
3 bd · 2 ba · 1,724 sqft

$1,399,000
2424 E NEW YORK AVENUE, DELAND
6 bd · 4.5 ba · 7,395 sqft

$2,200,000
736 LAKE WINNEMISSETT DRIVE, DELAND
4 bd · 5 ba · 5,144 sqft

$1,125,000
590 LAKE WINNEMISSETT DRIVE, DELAND
4 bd · 3 ba · 2,940 sqft

$574,990$589,990
1235 CRESSWIND BOULEVARD, DELAND
3 bd · 4 ba · 2,496 sqft

$499,990$519,990
1213 CRESSWIND BOULEVARD, DELAND
3 bd · 2.5 ba · 1,983 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
≈ $5,281/mo
$599,990 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.
Straight answers
Winnemissett FAQs
Is Winnemissett a good place to live?+
It's a strong fit for buyers who want newer homes and organized communities within reach of downtown Deland. The area is anchored by planned neighborhoods like Victoria Trails and Cresswind Gardens, and families are typically zoned for schools including Deland High School. The mix of waterfront, pool, and new-construction options adds variety.
Is Winnemissett expensive?+
It sits in Deland's mid-to-upper tier, with a median list price of $599,990 and homes ranging from $399,990 to $2,200,000. Three of the current active listings are priced above $1 million, so there's genuine range depending on size and features. At an average of $285 per square foot, you're paying for newer, amenity-backed homes.
What do homes cost in Winnemissett?+
Active listings carry a median price of $599,990, while homes that actually sold over the past 12 months closed at a median of $509,990. The typical home runs about 2,496 square feet at roughly $285 per square foot. You can browse current Deland homes for sale to compare specific listings.
How is the market in Winnemissett?+
It's brisk and competitive: the median days on market is just 7, and sellers are averaging 98% of their asking price. With only 7 active listings and 7 sales in the past year, inventory is tight, so serious buyers should be ready to move. Newer construction, which makes up four of the current listings, tends to draw quick attention.
What about HOA fees and property taxes?+
Expect an HOA in most of these planned communities, with a median around $458 per month. Property taxes run higher here, with a median of $17,419 per year, reflecting the newer and higher-value homes. Both figures vary by community and home value, so confirm specifics for any listing you're considering.
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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