
Neighborhood · Deland, Florida
Winnemissett
West Volusia living with an easy Orlando reach
6
Homes for sale
$862,495
Median list price
$291
Avg price / sqft
9
Median days on market
Winnemissett sits on the west side of Deland, where planned communities like Victoria Park Southwest, Victoria Trails and the 55-plus Cresswind Gardens share tree-lined streets, walking trails and pool-anchored homes. It's a quieter, master-planned corner of Volusia County that still puts you about 45 minutes from downtown Orlando and roughly an hour from the beach side of the region.
For buyers today, this is a higher-end pocket: the six active listings carry a median list price of $862,495, and homes are moving fast at a median of just 8.5 days on market. Three of those listings are new construction and three are priced above $1M, while the seven homes sold over the past year closed nearer $509,990 — a reminder that the current inventory skews larger and pricier than what has historically traded here. Sellers are getting about 98% of asking, so well-priced homes leave little room to negotiate.
Winnemissett is a community in Deland, Florida.
Quick facts
$399,990 – $2.2M price range
2,718 sqft median home
$458/mo median HOA
7 sold in 12 months
Drive times
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
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
≈ $6,664/mo
$862,495 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 good fit if you want planned-community living with trails and pools rather than downtown bustle. Neighborhoods such as Cresswind Gardens and Victoria Commons anchor the area, assigned schools include Blue Lake Elementary and Deland High School, and you're about 45 minutes from downtown Orlando.
Is Winnemissett expensive?+
The current active listings run pricey, with a median list price of $862,495 and three of six homes above $1M. That said, the seven homes sold in the past year closed at a median of $509,990, so what actually trades hands is often more moderate than today's inventory suggests.
What do homes cost in Winnemissett?+
Active listings range from $399,990 to $2,200,000, averaging about $291 per square foot on a median home size of 2,718 sqft. You can browse current Deland homes for sale or check the live map to see the mix, including two waterfront and three pool homes.
How is the market here?+
It's brisk and seller-friendly: homes carry a median of just 8.5 days on market, and sellers are averaging 98% of their asking price. With only six active listings, buyers should be ready to move quickly on the right home in communities like Victoria Trails.
What about HOA fees and property taxes?+
Expect an HOA in most of these communities — the median runs about $458 per month, reflecting the amenities and upkeep in planned neighborhoods. Property taxes are notable on the higher-end homes, with a median around $17,419 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.
Never miss a listing
New Winnemissett homes, in your inbox
A daily digest of new Deland listings — straight from the MLS. Unsubscribe anytime.