Neighborhood · Winter Park, Florida
Golfside Villas
Compact Winter Park living close to everything
3
Homes for sale
$138,000
Median list price
$176
Avg price / sqft
14
Median days on market
Golfside Villas is a small residential pocket in Winter Park, the kind of low-key Orange County community where daily errands stay simple and the pace is easy. You're zoned for well-regarded schools like Winter Park High, Glenridge Middle, and Brookshire Elementary, and downtown Orlando is roughly 13 minutes away — close enough that the city stays convenient without living on top of you. If you like the character of Winter Park but want something more contained, this neighborhood sits comfortably alongside Winter Park homes for sale across the area, near established spots like Lake Killarney and Winter Park Pines.
The market here is genuinely small, so timing matters. There are just 3 active listings right now, with a median list price of $148,000 — an unusually accessible entry point for Winter Park, and worth acting on quickly when something fits. Because inventory turns over slowly and no homes have sold in the past 12 months, it pays to compare against nearby options like Kenilworth and Hannibal Square while you watch for the right unit to come up.
Golfside Villas is a community in Winter Park, Florida.
Quick facts
$138,000 – $138K price range
776 sqft median home
$355/mo median HOA
$1,200/mo median rent
6 sold in 12 months
Drive times
On the market now
Homes for sale in Golfside Villas
$138,000$148,000
1000 S SEMORAN BOULEVARD UNIT 408, WINTER PARK
1 bd · 1 ba · 776 sqft
$138,000$148,000
1000 S SEMORAN BOULEVARD UNIT 404, WINTER PARK
1 bd · 1 ba · 776 sqft
$138,000$148,000
1000 S SEMORAN BOULEVARD UNIT 306, WINTER PARK
1 bd · 1 ba · 796 sqft
Every active listing inside the Golfside Villas boundary
Open full map search →Find your fit
Browse Golfside Villas
By feature — on the live map
The numbers that matter
The Golfside Villas market
6
Sold, last 12 months
$123,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
92 days
Median time to sell
Golfside Villas vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 42.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Golfside Villas boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Golfside Villas is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Golfside Villas home
≈ $1,453/mo
$138,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$355/mo
Median HOA
From current listings inside the boundary
$1,200/mo
Median rent
Homes for rent inside the boundary
Population
235
Median age
43
Median income
$95,640
Median home value
$479,600
Beyond the listings
Living in Golfside Villas
Emotional
Top 9% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Appearance oriented
Top 11% in the U.S.Fitness Fashion
Workout clothes aren't just for working out anymore. This population enjoys wearing name-brand athletic apparel for fashion and functional purposes.
Relationships
Top 11% in the U.S.Dating Life
With dating comes highs, lows, and lots of questions. You can find this population talking about dating advice, breakups and how to express their feelings.
Relationships
Top 12% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Beliefs
Top 13% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Active
Top 16% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
People who close here
Our Winter Park experts
Straight answers
Golfside Villas FAQs
Is Golfside Villas a good place to live?+
It's a small, quiet Winter Park community with strong school zoning — Winter Park High, Glenridge Middle, and Brookshire Elementary. You get easy access to the wider area, with downtown Orlando about 13 minutes away and Orlando International Airport around 27 minutes. It suits buyers who want a low-key home base close to the city.
Is Golfside Villas expensive?+
Compared to much of Winter Park, it's on the accessible end — the median list price is currently $148,000. That makes it one of the more affordable ways to buy into the area, especially against neighboring communities like Winter Park Pines. Inventory is limited, so pricing can shift as listings come and go.
What do homes cost in Golfside Villas?+
Right now there are 3 active listings with a median list price of $148,000. Detailed metrics like price per square foot and home size aren't currently available for this small pocket, so it's best to review each listing individually. An agent can help you benchmark against similar Winter Park options.
How is the market in Golfside Villas?+
It's a low-volume market — just 3 homes are active and none have sold in the past 12 months, which reflects how tightly held this community is. That means fewer comparable sales to lean on, so pricing takes local judgment. When a home fits your needs, moving decisively is smart here.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't available in the current data for Golfside Villas, which is common for smaller communities with limited recent activity. Because these can vary by unit, confirm the exact HOA dues and tax amounts on any listing before you commit. We can pull those details for any property you're considering.
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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