Neighborhood · Orlando, Florida
Cypress Bend
Established East Orlando living near everyday conveniences
1
Homes for sale
$445,000
Median list price
$238
Avg price / sqft
21
Median days on market
Cypress Bend is a settled residential pocket of east Orlando, where mature streets and a steady, lived-in feel appeal to buyers who want a real neighborhood rather than a brand-new subdivision. Homes here sit within the University High, Legacy Middle, and Cypress Springs Elementary school zones, and the area's practical location keeps it connected to the wider east side, including nearby communities like South Semoran.
Cypress Bend is a community in Orlando, Florida.
Quick facts
$445,000 – $445K price range
1,869 sqft median home
$80/mo median HOA
6 sold in 12 months
On the market now
Homes for sale in Cypress Bend
Every active listing inside the Cypress Bend boundary
Open full map search →The numbers that matter
The Cypress Bend market
6
Sold, last 12 months
$440,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
73 days
Median time to sell
Cypress Bend vs Orlando
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 15.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cypress Bend boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Bend is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cypress Bend home
≈ $2,935/mo
$445,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$80/mo
Median HOA
From current listings inside the boundary
Population
838
Median age
35
Median income
$109,886
Median home value
$352,500
Beyond the listings
Living in Cypress Bend
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 4% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Food & Drink
Top 16% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Lifestyles
Top 17% in the U.S.Farm Culture
Do you know where your food comes from? These people do, and they want to share their love for farming and simple living with the community.
Lifestyles
Top 17% 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.
Appearance oriented
Top 20% in the U.S.Men's Style
This population is all about finding the latest in men's style - from fashion to grooming. Captures guys looking to stay on trend and significant others assisting with shopping.
On the calendar
Near Cypress Bend
Jul
11
Sat
Cue The Comedy
The weekly Saturday night comedy show in the heart of the Milk District in Orlando, Florida, promises a night of laughter and fun. Featuring nationally recognized and hou…
Jul
11
Sat
Art After Dark
6:00pm
Immerse in the civilizations of artistic expression with Orlando Local Makers at Art After Dark. Its central position between Chroma Modern Bar and Kitchen and Bosphorous…
Jul
11
Sat
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
11
Sat
Valencia Dance Summer Repertory Concert
19:30
The Valencia Dance Summer Repertory Concert celebrates the talent and dedication of Valencia College dancers and participants of the Valencia Summer Dance Institute. You…
Jul
11
Sat
World Chess Festival
9:00 AM
Excitement builds for the 2026 World Chess Festival this weekend, with the top two players in the Adult Open both holding the prestigious title of International Masters.…
Jul
11
Sat
History Alive: Florida's Natural World
10:00
Explore Florida’s natural history through interactive activities that highlight prehistoric landscapes and unique wildlife. You’ll have the chance to dig for arrowheads,…
People who close here
Our Orlando experts
Straight answers
Cypress Bend FAQs
Is Cypress Bend a good place to live?+
It's an established east Orlando neighborhood with a settled, residential character and low turnover. Homes are assigned to University High, Legacy Middle, and Cypress Springs Elementary. With a modest median HOA of about $80 a month, it suits buyers who want a maintained community without heavy fees.
Is Cypress Bend expensive?+
It sits in a mid-market range for Orlando, with the median list price at $445,000 and recent sales landing around $440,000. Compared to pricier pockets like Laureate Park, Cypress Bend offers more accessible pricing while staying close to the city.
What do homes cost in Cypress Bend?+
Current pricing centers around $445,000, working out to roughly $238 per square foot on a median home size near 1,869 square feet. Over the last 12 months, six homes sold at a median of $440,000, so buyers can expect fairly consistent pricing in this range.
How is the market in Cypress Bend?+
The market is tight but active, with just one home listed at the moment and six sales in the past year. Listings have moved in a median of 21 days, and sellers have averaged 99% of asking price, pointing to steady, balanced demand.
What about HOA fees and property taxes?+
The median HOA is about $80 per month, which is on the lighter side for a maintained Orlando community. Property taxes run around $3,597 a year, so buyers should factor both into their monthly budget.
Keep exploring
More Orlando 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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