Neighborhood · Kissimmee, Florida
Cypress Shores
Spacious homes minutes from the theme parks
1
Homes for sale
$495,000
Median list price
$151
Avg price / sqft
61
Median days on market
Cypress Shores sits in the part of Kissimmee where daily life leans easy — big floor plans, room to spread out, and a location that puts the region's biggest draws within a half-hour drive. Walt Disney World is about 27 minutes out, Universal Orlando roughly 29, and Orlando International Airport lands around 29 minutes away, so whether you're commuting, hosting family, or just chasing a weekend, the neighborhood keeps you close to it all. It's a corner of the broader Kissimmee market that trades quieter tourist-corridor energy for genuine residential calm.
For buyers today, this is a small, tightly held pocket. There's just one active listing right now, priced at $495,000, and only four homes have sold here in the past year at a median of $570,000. That thin inventory means less to choose from but also little competition once you're ready to move, and it's worth comparing against nearby communities like Storey Lake and Windsor at Westside to see the full picture before you commit.
Cypress Shores is a community in Kissimmee, Florida.
Quick facts
$495,000 – $495K price range
3,269 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
≈ $3,095/mo
$495,000 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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Cypress Shores FAQs
Is Cypress Shores a good place to live?+
It's a quiet residential pocket of Kissimmee with large homes and a location under 30 minutes from Disney, Universal, and the airport. Assigned schools include Partin Settlement Elementary, Neptune Middle, and Osceola High, plus the Osceola County School for the Arts. If you want space and theme-park proximity without the tourist bustle, it fits.
Is Cypress Shores expensive?+
It sits in the mid-to-upper range for the Kissimmee area, with the median sold price at $570,000 over the past year and the sole active listing at $495,000. At roughly $151 per square foot, you're paying for square footage more than a premium address. Comparing with communities like Solara can help you gauge value.
What do homes cost in Cypress Shores?+
The one home currently active is listed at $495,000, while the four homes sold in the last 12 months carried a median price of $570,000. With a median size around 3,269 square feet and an average of about $151 per square foot, this is a market of larger, single-family homes.
How is the market in Cypress Shores?+
Inventory is very thin — just one active listing and four sales over the past year — so this is a low-turnover, tightly held neighborhood. Homes take a median of 61 days to sell and close at about 95% of asking price, meaning sellers generally get close to their number. Buyers should be patient and ready to act when the right home surfaces.
What about HOA fees and property taxes?+
Property taxes here run a median of about $3,326 per year, which is reasonable for homes in this price range. HOA data isn't available for the current listing, so confirm any dues and what they cover directly during your search. It's always worth verifying these details before making an offer.
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.
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