Neighborhood · Winter Park, Florida
Villas Of Casselberry
Low-maintenance living on Winter Park's edge
2
Homes for sale
$382,500
Median list price
$261
Avg price / sqft
69
Median days on market
Villas Of Casselberry is a small, easygoing pocket on the northern side of the Winter Park area, where modest single-story homes and a low $64/month HOA keep things simple. You're a short hop from the shops and lakes that define this part of Orange County, with neighborhoods like Lake Killarney, Winter Park Pines, and Kenilworth all within easy reach. Downtown Orlando is about 21 minutes away, and the airport and Universal both sit around 33 minutes out.
For buyers today, this is a thin market — just two homes are active right now, listed between $360,000 and $405,000 with a median of $382,500. Over the past year only eight homes sold, at a median of $295,500, and sellers have been getting about 99% of their asking price. With a median 69 days on market, you have a little room to negotiate, but inventory this tight means you move when the right villa appears.
Villas Of Casselberry is a community in Winter Park, Florida.
Quick facts
$360,000 – $405K price range
1,465 sqft median home
$64/mo median HOA
$2,410/mo median rent
8 sold in 12 months
Drive times
On the market now
Homes for sale in Villas Of Casselberry
$405,000$420,000
3440 ALLSTON LANE, WINTER PARK
3 bd · 2.5 ba · 1,533 sqft
$360,000$365,000
3374 HAMLET LOOP, WINTER PARK
3 bd · 2.5 ba · 1,397 sqft
Every active listing inside the Villas Of Casselberry boundary
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Browse Villas Of Casselberry
Where the market lives
The numbers that matter
The Villas Of Casselberry market
8
Sold, last 12 months
$295,500
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
24 days
Median time to sell
Villas Of Casselberry vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 2.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Villas Of Casselberry boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Villas Of Casselberry is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Villas Of Casselberry home
≈ $2,568/mo
$382,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$64/mo
Median HOA
From current listings inside the boundary
$2,410/mo
Median rent
Homes for rent inside the boundary
Population
535
Median age
36
Median income
$80,648
Median home value
$283,200
Beyond the listings
Living in Villas Of Casselberry
Hobbies & Interests
Top 1% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Attitudes
Top 1% 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.
Food & Drink
Top 3% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Hobbies & Interests
Top 3% 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.
Hobbies & Interests
Top 3% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
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.
Straight answers
Villas Of Casselberry FAQs
Is Villas Of Casselberry a good place to live?+
It's a quiet, low-maintenance community that puts you within about 21 minutes of downtown Orlando and close to Hannibal Square and the lakes of Winter Park. Homes are assigned to Lake Howell High, Tuskawilla Middle, and Eastbrook Elementary. If you want simple single-family living with quick access to the wider metro, it fits well.
Is it expensive to buy here?+
It's mid-range for the Winter Park area, with active listings between $360,000 and $405,000 and a median list price of $382,500. Homes that actually closed over the past year came in lower, at a median of $295,500, so what sells and what's currently listed can differ.
What do homes cost in Villas Of Casselberry?+
Expect around $261 per square foot on a median home of about 1,465 square feet. Right now two homes are active with a median list of $382,500, while the trailing 12-month median sold price was $295,500.
How is the market right now?+
It's a small, slow-turning market — only eight homes sold in the past year and just two are active today. With a median 69 days on market and sellers getting about 99% of asking, pricing is steady and there's modest room to negotiate on the right home.
What about HOA fees and property taxes?+
The HOA runs a low median of $64 per month, and the median property tax is about $3,345 per year. If you're weighing renting versus owning nearby, the median rent in the area is around $2,410 per month.
Keep exploring
More Winter Park 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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