Neighborhood · Winter Park, Florida
Golfside
Small-scale Winter Park living, minutes from downtown Orlando
3
Homes for sale
$148,000
Median list price
$189
Avg price / sqft
1
Median days on market
Golfside is a compact Winter Park neighborhood in Orange County, close enough to downtown Orlando that the commute runs about 13 minutes and MCO airport sits roughly 27 minutes away. It shares its zip-code character with familiar corners of the area like Lake Killarney, Winter Park Pines and Kenilworth, and feeds into some of the district's most sought schools — Winter Park High, Glenridge Middle and Brookshire Elementary. It's the kind of pocket that appeals to buyers who want a Winter Park address without the estate-level price tag.
The market here is thin and fast-moving: just 3 active listings right now, with a median list price of $148,000 and homes selling at a median 1 day on market. Over the last 12 months 15 homes sold at a median of $480,000, with sellers netting about 96% of asking — a wide gap that reflects a mix of smaller condo-scale units and larger homes. If you're weighing options across the broader Winter Park homes for sale market, Golfside rewards buyers who can move quickly and know what they're looking at.
Golfside is a community in Winter Park, Florida.
Quick facts
$148,000 – $148K price range
776 sqft median home
$355/mo median HOA
$1,200/mo median rent
15 sold in 12 months
Drive times
On the market now
Homes for sale in Golfside
$148,000
1000 S SEMORAN BOULEVARD UNIT 408, WINTER PARK
1 bd · 1 ba · 776 sqft
$148,000
1000 S SEMORAN BOULEVARD UNIT 306, WINTER PARK
1 bd · 1 ba · 796 sqft
$148,000
1000 S SEMORAN BOULEVARD UNIT 404, WINTER PARK
1 bd · 1 ba · 776 sqft
Every active listing inside the Golfside boundary
Open full map search →Find your fit
Browse Golfside
By feature — on the live map
The numbers that matter
The Golfside market
15
Sold, last 12 months
$480,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
51 days
Median time to sell
Golfside vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 28.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Golfside boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Golfside is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Golfside home
≈ $1,506/mo
$148,000 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
667
Median age
43
Median income
$95,640
Median home value
$479,600
Beyond the listings
Living in Golfside
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.
On the calendar
Near Golfside
Jul
13
Mon
View of Oyster Bay
Explore the View of Oyster Bay, an artistic zenith of proficiency, emphasizing vibrant wisteria vines against serene bay backdrops. Discover stunning harmony as structure…
Jul
13
Mon
Bite30
Bite30 in Orlando, FL, USA, is a culinary celebration that spotlights the creativity and talent of Central Florida’s top chefs and restaurants. For a set price, diners ca…
Jul
13
Mon
Emily Giffin
6:00 PM
Celebrate the release of 'LOVE YOU MORE' with its author, Emily Giffin, in a lively conversation with Madeline Martin. Attendees will need to purchase a copy of the book…
Jul
14
Tue
I Remember When...Reflections From The RMA Staff
This exhibition, curated by the staff of the Rollins Museum of Art, showcases a diverse range of media and themes, all centered around the concept of memory and storytell…
Jul
14
Tue
Being Outdoors
Celebrating the nation's 250th anniversary, the exhibition Being Outdoors delves into the deep-rooted connections between outdoor recreational activities and American ide…
Jul
14
Tue
The Captivating Unknown
The event, The Captivating Unknown, is an art exhibition that explores humanity's fascination with the cosmos through various artistic mediums. The works on display aim t…
People who close here
Our Winter Park experts
Straight answers
Golfside FAQs
Is Golfside a good place to live?+
It's a well-located Winter Park pocket assigned to Winter Park High, Glenridge Middle and Brookshire Elementary, with downtown Orlando about 13 minutes away. You're close to established neighbors like Winter Park Pines and everyday conveniences, which suits buyers who want the address and the schools without a long commute.
Is Golfside expensive?+
It's actually one of the more accessible Winter Park options, with a median list price of $148,000 among current listings. That said, the 12-month median sold price was $480,000, so pricing spans from smaller condo-scale units to full-size homes depending on what comes to market.
What do homes cost in Golfside?+
Active listings currently sit at $148,000 with an average of $189 per square foot on a median home size around 776 square feet. Over the past year, closed sales ran to a median of $480,000, reflecting a mix of property sizes rather than a single home type.
How is the market in Golfside right now?+
It's fast and tight — just 3 active listings with a median 1 day on market. Over the last 12 months 15 homes sold, and sellers averaged 96% of their asking price, so serious buyers should be ready to act quickly and come in strong. It's worth comparing against the wider Lake Killarney area to understand value.
What about HOA fees and property taxes?+
The median HOA runs about $355 per month and the median property tax is roughly $1,937 per year. For buyers considering renting, the median rent in the area is around $1,200 per month, which helps frame the numbers if you're weighing an investment.
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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