Neighborhood · Kissimmee, Florida
Cypress Lakes
Gated living close to everything Central Florida
7
Homes for sale
$300,000
Median list price
$199
Avg price / sqft
2
Median days on market
Cypress Lakes sits in the heart of Kissimmee's Osceola County corridor, where gated streets and a practical, family-first layout give the neighborhood a calm, settled feel. Homes here run a comfortable size — around 1,807 square feet at the median — and the community draws buyers who want turnkey space without the sprawl of a mega-development. It's a spot that pairs well with the wider Kissimmee homes for sale market, sitting near recognizable communities like Storey Lake and Solara.
For buyers today, the numbers tell a fast story. There are only 7 active listings with a median list price of $305,000, and homes are moving in a median of just 2 days — so when something right comes up, hesitation costs you. Over the last year 16 homes sold at a median of $363,700, with sellers collecting about 99% of asking, which means clean, well-priced offers win here. If Cypress Lakes runs tight, it's worth watching nearby options like Lake Marion Village and Solivita as well.
Cypress Lakes is a community in Kissimmee, Florida.
Quick facts
$289,000 – $395K price range
1,807 sqft median home
$243/mo median HOA
$2,000/mo median rent
15 sold in 12 months
On the market now
Homes for sale in Cypress Lakes
$340,000
2041 LACIE JO LANE, KISSIMMEE
3 bd · 2.5 ba · 1,807 sqft
$315,000
2064 CYPRESS BAY BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 1,725 sqft
$395,000
637 MOSS PARK COURT, KISSIMMEE
3 bd · 2 ba · 1,472 sqft
$289,000
236 BAY HEAD DRIVE, KISSIMMEE
2 bd · 2 ba · 1,108 sqft
$294,999$297,999
2024 CYPRESS BAY BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 1,807 sqft
$300,000$305,000
2048 CYPRESS BAY BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 1,807 sqft
$300,000
2018 CYPRESS BAY BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 1,824 sqft
Every active listing inside the Cypress Lakes boundary
Open full map search →Find your fit
Browse Cypress Lakes
By feature — on the live map
Where the market lives
The numbers that matter
The Cypress Lakes market
15
Sold, last 12 months
$366,400
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
23 days
Median time to sell
Cypress Lakes vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 8.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cypress Lakes boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Lakes is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cypress Lakes home
≈ $2,369/mo
$300,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$243/mo
Median HOA
From current listings inside the boundary
$2,000/mo
Median rent
Homes for rent inside the boundary
Population
1,655
Median age
33
Median income
$35,222
Median home value
$276,700
Beyond the listings
Living in Cypress Lakes
Appearance oriented
Top 15% 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.
Entertainment
Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Entertainment
Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Appearance oriented
Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Lifestyles
Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Entertainment
Party Life
The party don't stop until the sun comes up. Loud music, crowds, and shots are a recipe for a great night out for these people.
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 Lakes FAQs
Is Cypress Lakes a good place to live?+
It's a good fit for buyers who want a gated, family-oriented pocket of Kissimmee with easy reach to Central Florida's job and entertainment hubs. Four of the current listings sit behind gates, and assigned schools include the Osceola County School for the Arts and Ventura Elementary. The pace is quiet and residential rather than tourist-heavy.
Is Cypress Lakes expensive?+
It sits in the mid-range for the area, with a median list price of $305,000 and active listings running from $289,000 to $395,000. At about $199 per square foot, it's an accessible entry point compared with pricier gated resort communities nearby. There are currently no listings above $1 million, so this is squarely a mainstream Kissimmee market.
What do homes cost in Cypress Lakes?+
Active listings range from $289,000 to $395,000 with a median of $305,000, while homes that actually sold over the past 12 months came in at a median of $363,700. The typical home is about 1,807 square feet. For comparison shopping, it's worth also scanning the broader Kissimmee homes for sale market.
How is the market in Cypress Lakes right now?+
It's fast and competitive. With only 7 active listings and a median of just 2 days on market, inventory turns over quickly, and the 16 homes sold in the past year went for about 99% of asking on average. Buyers should be ready to move decisively when a home fits.
What about HOA fees and property taxes?+
Expect a median HOA of about $243 per month, which is common for gated communities in this part of Osceola County. Median property taxes run around $4,017 per year. If you're weighing a rental strategy, the median rent in the area is about $2,050 per month.
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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