Neighborhood · Kissimmee, Florida
Cypress Shores
Small-scale Kissimmee living with a waterfront edge
Cypress Shores is a compact residential pocket in Kissimmee, part of the wider Osceola County community that draws people who want easy access to Central Florida's theme parks without living on top of them. Homes here run in the range of 1,628 square feet, and with a waterfront listing in the mix, the neighborhood leans toward buyers who value a quieter, water-adjacent setting. It's an easy jump to the bigger-name resort communities nearby like Storey Lake and Solara, yet Cypress Shores keeps its own low-key footprint.
For buyers today, this is a thin market — there's just one active listing at $275,000, so timing and readiness matter. Homes that do hit the market move fast, and closed sales over the past year tell a more complex story worth understanding before you write an offer. If Cypress Shores is quiet, the broader pool of Kissimmee homes for sale gives you nearby options like Lake Marion Village and Windsor at Westside to compare against.
Cypress Shores is a community in Kissimmee, Florida.
Quick facts
6 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Shores
Nothing active right now.
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Every active listing inside the Cypress Shores boundary
Open full map search →The numbers that matter
The Cypress Shores market
6
Sold, last 12 months
$472,450
Median sold price
90%
Sale-to-list ratio
What sellers actually get vs asking
41 days
Median time to sell
Cypress Shores vs Kissimmee
Median sold price — 3-yr, 3-mo rolling
▼ 30.2% 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.
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 small, water-adjacent neighborhood in Kissimmee that works well for buyers who want theme-park proximity without resort-community density. Walt Disney World is about 27 minutes away and MCO airport around 29, and the area feeds into Osceola County School for the Arts. If you want more inventory to choose from, the surrounding Kissimmee homes for sale market offers plenty of nearby alternatives.
Is Cypress Shores expensive?+
The one active listing is priced at $275,000, which is modest for Central Florida, but closed sales over the past 12 months carried a median of $570,000 — a wide gap that reflects how few homes trade here. Average price per square foot on the current listing works out to about $169. Because the sample is so small, treat any single number as a starting point rather than a firm benchmark.
What do homes cost in Cypress Shores?+
Right now there's a single active listing at $275,000 for roughly 1,628 square feet, or about $169 per square foot. Meanwhile the four homes sold in the last year had a median sold price of $570,000. The difference tells you inventory and home type vary a lot, so it pays to compare against similar homes in nearby communities.
How is the market in Cypress Shores?+
It's tight and fast-moving: only one active listing, and the median days on market is just 2. Over the past 12 months only 4 homes sold, and sellers collected about 95% of their asking price on average. Buyers should come prepared to act quickly when something suitable appears.
What about HOA fees and property taxes?+
Median property tax in Cypress Shores runs about $2,026 per year based on recent data. HOA figures aren't reported for the current inventory, so confirm any dues directly on a specific listing before you commit. Your agent can pull the exact carrying costs for any home you're serious about.
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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