Neighborhood · Winter Park, Florida
Tanglewood
An easy Winter Park address close to everything
Tanglewood sits in the leafy Orange County side of Winter Park, a compact residential pocket that trades the buzz of the main strip for quiet streets and steady, established homes. You're a short hop from neighboring communities like Lake Killarney and Winter Park Pines, with the shops and restaurants of Hannibal Square an easy drive. Downtown Orlando is about 24 minutes out and Orlando International Airport roughly 35, so commuting and travel stay simple.
For buyers, the honest picture is that Tanglewood is tightly held — there are no active listings on the market right now, which means inventory moves when it appears. Over the last 12 months nine homes sold here at a median of $415,000, and sellers collected about 99% of asking on average. That combination of low supply and strong sale-to-list ratios tells you to be ready to act, and it puts a premium on knowing the block before a listing hits.
Tanglewood is a community in Winter Park, Florida.
Quick facts
$2,395/mo median rent
9 sold in 12 months
Drive times
On the market now
Homes for sale in Tanglewood
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Tanglewood boundary
Open full map search →The numbers that matter
The Tanglewood market
9
Sold, last 12 months
$415,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
7 days
Median time to sell
Tanglewood vs Winter Park
Median sold price — 3-yr, 3-mo rolling
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Tanglewood boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Tanglewood is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
941
Median age
45
Median income
$133,655
Median home value
$356,500
Beyond the listings
Living in Tanglewood
Relationships
Top 5% in the U.S.Family Time
Family time is always a good time for these folks. Whether it's a family vacation or making ice cream sundaes at home, this population loves spending time with the people closest to them.
Appearance oriented
Top 6% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Appearance oriented
Top 8% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Lifestyles
Top 8% in the U.S.Daily Grind
Whether throwing punches at the boxing club or punching the clock at work, this population likes to talk about their hard work.
Beliefs
Top 9% 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.
Appearance oriented
Top 10% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
On the calendar
Near Tanglewood
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
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…
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
Pathways
This exhibition, a collaboration between the Rollins Museum of Art and the UCF Art Gallery, showcases the diverse works of emerging Florida artists, handpicked by a panel…
Jul
16
Thu
Thursday Thinks Trivia
7:30pm
This challenging trivia night promises a wide range of engaging questions, ensuring something new and exciting for everyone - from pop culture, geography, and history, to…
People who close here
Our Winter Park experts
Straight answers
Tanglewood FAQs
Is Tanglewood a good place to live?+
It's a quiet, established residential neighborhood with an easy central location — about 24 minutes to downtown Orlando and 35 to the airport. Assigned schools include English Estates Elementary, Tuskawilla Middle and Lake Howell High. If you want a Winter Park base close to Kenilworth and the surrounding communities without living on top of the main strip, it fits well.
Is Tanglewood expensive?+
It's on the more attainable end for the area, with a median sold price of $415,000 over the last 12 months. That's a practical way into Winter Park compared with the waterfront and marquee streets nearby. Median rent runs about $2,395 a month if you want to test the neighborhood first.
What do homes cost in Tanglewood?+
Nine homes sold here in the past year at a median of $415,000, and there are no active listings on the market at the moment. Because inventory is so thin, pricing on any new listing can move quickly. Working with an agent who tracks off-market activity in Winter Park helps you get in front of the next opportunity.
How is the market in Tanglewood?+
It's a low-supply, competitive market — zero active listings today and only nine sales over the last 12 months. Sellers averaged about 99% of asking price, so buyers should expect to move decisively when a home comes up. This isn't a market where lowball offers tend to land.
What about HOA fees and property taxes?+
HOA and property tax figures aren't available in the current data for Tanglewood, which varies by individual property here. When you're ready to make an offer, we'll pull the exact carrying costs for that specific home so there are no surprises at closing.
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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