Neighborhood · Winter Park, Florida
Dubsdread Heights
Golf-course living minutes from downtown Orlando
1
Homes for sale
$349,000
Median list price
$466
Avg price / sqft
1
Median days on market
Dubsdread Heights sits at the edge of Winter Park with an easy, walkable rhythm — a compact pocket of homes wrapped around the historic Dubsdread golf course and a short hop from the shops of Hannibal Square. The location does a lot of the work here: Downtown Orlando is roughly 11 minutes away, Universal about 20, and MCO around 33, so weekday commutes and weekend runs to the coast are both painless. Neighbors here trade big-city noise for tree-lined streets, with Lake Killarney and established communities like Winter Park Pines and Kenilworth all within reach.
Dubsdread Heights is a community in Winter Park, Florida.
Quick facts
$349,000 – $349K price range
749 sqft median home
7 sold in 12 months
Drive times
On the market now
Homes for sale in Dubsdread Heights
Every active listing inside the Dubsdread Heights boundary
Open full map search →The numbers that matter
The Dubsdread Heights market
7
Sold, last 12 months
$365,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
43 days
Median time to sell
Dubsdread Heights vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 3.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Dubsdread Heights boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Dubsdread Heights is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Dubsdread Heights home
≈ $2,382/mo
$349,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
261
Median age
44
Median income
$123,097
Median home value
$379,300
Beyond the listings
Living in Dubsdread Heights
Relationships
Top 3% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Active
Top 5% 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.
Lifestyles
Top 9% 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.
Entertainment
Top 10% in the U.S.Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Entertainment
Top 11% in the U.S.Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Attitudes
Top 12% in the U.S.Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
On the calendar
Near Dubsdread Heights
Jul
12
Sun
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
12
Sun
Orlando Farmers Market
10:00am
The Eola Sunday Market is celebrated as one of the finest in Central Florida. Attendees can enjoy an array of fresh fruits and vegetables, homemade bread, local cuisine,…
Jul
12
Sun
Vibe, Sip, and Make Jewelry
Wanda Taylor, a seasoned craftswoman, invites the community to a workshop where she'll share her expertise in creating a wide range of handcrafted items. Attendees will h…
Jul
12
Sun
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
12
Sun
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…
Jul
12
Sun
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…
People who close here
Our Winter Park experts
Straight answers
Dubsdread Heights FAQs
Is Dubsdread Heights a good place to live?+
It's a strong fit if you want a central, walkable Winter Park address without a long commute — Downtown Orlando is about 11 minutes away and Universal roughly 20. The neighborhood sits near the Dubsdread golf course and established pockets like Kenilworth, with assigned schools including Edgewater High, College Park Middle, and Princeton Elementary.
Is Dubsdread Heights expensive?+
Compared to much of Winter Park, it's approachable: the current active listing is priced at $349,000, and homes sold over the past year had a median price of $365,000. The trade-off is size — the median home here runs around 749 square feet, so you're paying about $466 per square foot for a compact, central property.
What do homes cost in Dubsdread Heights?+
Right now there's one active listing at $349,000, and over the last 12 months seven homes sold at a median of $365,000. Expect efficient floor plans in the 700-square-foot range at roughly $466 per square foot — this is a small, tightly held neighborhood, so inventory stays lean.
How is the market in Dubsdread Heights?+
It's fast and competitive. The active listing hit the market in about a day, and sellers over the past year averaged 97% of their asking price across seven sales — a sign that well-priced homes here don't linger.
What about HOA fees and property taxes?+
There's no reported HOA for the neighborhood, which keeps monthly carrying costs simple. Property taxes run around $3,998 per year at the median, in line with what you'd expect for a home in this price range in Winter Park.
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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