Neighborhood · Winter Park, Florida
Winter Park Villas
Condo-scale value inside one of Orlando's best zip codes
Winter Park Villas is a compact condominium community that puts you inside Winter Park at a fraction of the price of the area's single-family streets. You're a short hop from Lake Killarney, the dining and gallery scene around Hannibal Square, and the leafier residential pockets like Winter Park Pines — with downtown Orlando roughly 16 minutes away and MCO about 30.
For a buyer today this is one of the more accessible entry points in the city. The single active listing is priced at $194,900, and homes here tend to be right-sized at around 1,120 square feet, which keeps carrying costs manageable. Inventory is thin, so when the right unit surfaces, it pays to move deliberately.
Winter Park Villas is a community in Winter Park, Florida.
Quick facts
$1,695/mo median rent
5 sold in 12 months
Drive times
On the market now
Homes for sale in Winter Park Villas
Nothing active right now.
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Every active listing inside the Winter Park Villas boundary
Open full map search →The numbers that matter
The Winter Park Villas market
5
Sold, last 12 months
$192,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Winter Park Villas vs Winter Park
Median sold price — 3-yr, 3-mo rolling
▼ 19.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winter Park Villas boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winter Park Villas is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
1,502
Median age
29
Median income
$59,408
Median home value
$266,800
Beyond the listings
Living in Winter Park Villas
Emotional
Top 1% in the U.S.Memory Lane
Intentionally preserving memories of lost loved ones, joyful times, or reflecting on painful experiences in the past.
Hobbies & Interests
Top 1% 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 1% in the U.S.Student Life
There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.
Culture
Top 2% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
Lifestyles
Top 2% 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.
Culture
Top 2% in the U.S.Hip Hop Culture
Dropping the beat and raising the roof, this population enjoys everything hip hop culture has to offer, including music, dance moves, and fashion.
People who close here
Our Winter Park experts
Straight answers
Winter Park Villas FAQs
Is Winter Park Villas a good place to live?+
It's a practical choice if you want a Winter Park address without a single-family price tag, with easy access to Kenilworth and the wider city. Downtown Orlando is about 16 minutes out and the airport roughly 30, so commuting and travel are straightforward. The community is zoned for Winter Park High, Glenridge Middle, and Aloma Elementary.
Is it expensive to buy here?+
Not by Winter Park standards — the median price sits around $194,900 and the average works out to about $174 per square foot. That makes it one of the more affordable ways into a city known for its higher-end homes for sale.
What do homes cost in Winter Park Villas?+
The current active listing is priced at $194,900, and over the last 12 months five homes sold at a median of $192,000. Sellers have been getting about 96% of their asking price, so pricing here is realistic and negotiation room is limited.
How is the market right now?+
It's a low-inventory market — just one home is active, and the typical listing takes about 44 days to sell. With only five sales in the past year, well-priced units don't sit around, so being ready to act helps.
What about HOA fees and property taxes?+
The median HOA runs about $451 per month, which is typical for a condo community and usually covers shared maintenance. Property taxes come in around $3,077 a year, and if you're weighing renting instead, the median rent is roughly $1,695 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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