Neighborhood · Kissimmee, Florida
Cypress Shores
Small-scale living close to Orlando's theme parks
1
Homes for sale
$275,000
Median list price
$169
Avg price / sqft
1
Median days on market
Cypress Shores is a compact Kissimmee neighborhood in Osceola County, the kind of quiet residential pocket where a single waterfront listing can define the market at any given moment. You're roughly 27 minutes from Walt Disney World and 29 from both Universal Orlando and Orlando International Airport, which puts the whole region's work and play within an easy drive. Families here are zoned for schools including Osceola County School for the Arts and Osceola High School, and the broader area holds well-known communities like Storey Lake and Solara nearby.
For a buyer today, this is a thin, opportunity-driven market. There's just one active listing at $275,000, while the four homes sold over the past year closed at a median of $570,000 — a gap that tells you inventory turns over slowly and the mix of what sells varies widely. If Cypress Shores doesn't have what you need right now, it's worth widening the search to Kissimmee homes for sale or comparing against Lake Marion Village and Windsor at Westside.
Cypress Shores is a community in Kissimmee, Florida.
Quick facts
$275,000 – $275K price range
1,628 sqft median home
4 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Shores
Every active listing inside the Cypress Shores boundary
Open full map search →Find your fit
Browse Cypress Shores
By feature — on the live map
The numbers that matter
The Cypress Shores market
4
Sold, last 12 months
$570,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
27 days
Median time to sell
Cypress Shores vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 8.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cypress Shores boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Shores is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cypress Shores home
≈ $1,828/mo
$275,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
135
Median age
39
Median income
$136,012
Median home value
$419,200
Beyond the listings
Living in Cypress Shores
Relationships
Top 1% 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.
Lifestyles
Top 5% 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 12% 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.
Hobbies & Interests
Top 18% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Attitudes
Top 20% in the U.S.Home & Leisure
There's no place like home. This activity is highest when people are feeling relaxed, like sharing a meal with friends or enjoying their morning coffee in their own home.
Food & Drink
Top 20% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Straight answers
Cypress Shores FAQs
Is Cypress Shores a good place to live?+
It's a quiet residential neighborhood with strong access to the region's biggest draws — about 27 minutes to Walt Disney World and 29 to Universal Orlando and the airport. Families also have solid school options, including Osceola County School for the Arts and Osceola High School. If you like being close to the action without living on top of it, it fits.
Is Cypress Shores expensive?+
It's mixed. The single active listing sits at $275,000, but the four homes that sold over the past year closed at a median of $570,000, so recent sales skew higher than the current listing suggests. Comparing against nearby Solara can help you gauge where a given home lands.
What do homes cost in Cypress Shores?+
Right now there's one home listed at $275,000, working out to roughly $169 per square foot on a median size around 1,628 square feet. Because the neighborhood is so small, prices vary widely from one sale to the next — the past year's median sold price was $570,000.
How is the market in Cypress Shores?+
It's a low-inventory market: just one active listing and four sales over the past 12 months. Homes here tend to move fast — median days on market is 0 — and sellers are averaging 95% of their asking price, so serious buyers should be ready to act.
What are the HOA fees and property taxes like?+
Median property tax runs about $2,026 per year in Cypress Shores. HOA data isn't available for the current inventory, so confirm any dues directly on a specific listing before you commit, especially if you're comparing against communities like Windsor at Westside.
Keep exploring
More Kissimmee 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.
Never miss a listing
New Cypress Shores homes, in your inbox
A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.