Homes for sale · Kissimmee, FloridaCypress Lakes
Pool homes and easy access to everything Central Florida
5
Homes for sale
$299,000
Median list price
$199
Avg price / sqft
50
Median days on market
Cypress Lakes sits in the heart of Kissimmee's Osceola County, where quiet residential streets and gated pockets put you within a half-hour of the theme parks, the airport, and downtown Orlando. It's the kind of neighborhood that draws buyers who want space and a short commute without paying resort-community prices, and it shares its corner of Kissimmee with well-known names like Storey Lake and Solara. Families lean on assigned schools like Osceola County School for the Arts and Ventura Elementary, and daily drives stay manageable at roughly 24 minutes to MCO and 30 to Walt Disney World.
For a buyer today, this is a tight, approachable market: just 5 active listings with a median list price of $299,000, running from $280,000 up to $437,000. Over the past year, 17 homes sold at a median of $343,000, with sellers collecting about 99% of asking — a sign of steady, realistic pricing rather than frenzy. If you're comparing options across the broader Kissimmee homes for sale, Cypress Lakes offers roomy 1,767-sqft homes at around $199 a foot, and well-priced listings don't tend to linger far past the 50-day median.
Cypress Lakes is a community in Kissimmee, Florida.
Quick facts
$280,000 – $437K price range
1,767 sqft median home
$243/mo median HOA
$2,150/mo median rent
17 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Lakes
$437,000
114 BLACKWATER COURT, KISSIMMEE
4 bd · 2 ba · 1,767 sqft
$280,000
2155 JEREMIAH WAY UNIT 2155, KISSIMMEE
3 bd · 2.5 ba · 1,382 sqft
$299,000
2039 CYPRESS BAY BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 1,382 sqft
$293,999$294,999
2024 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
17
Sold, last 12 months
$343,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
24 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
▼ 7.1% 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
≈ $2,360/mo
$299,000 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
$2,150/mo
Median rent
Homes for rent inside the boundary
Population
1,653
Median age
37
Median income
$40,625
Median home value
$309,000
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
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Nicholas Giaccone
Director of Agent Success
Straight answers
Cypress Lakes FAQs
Is Cypress Lakes a good place to live?+
It's a solid pick for buyers who want a residential Kissimmee address with quick access to the parks, the airport, and downtown Orlando — all within about 24 to 31 minutes. Families are drawn to assigned schools like Osceola County School for the Arts, and the neighborhood sits near established communities including Lake Marion Village. Gated and pool-equipped homes add options for different lifestyles.
Is Cypress Lakes expensive?+
Compared to resort-driven corners of Kissimmee, it's accessible: the median list price is $299,000 and the median home sold for $343,000 over the past year. Homes run about $199 per square foot, which keeps roomy floor plans within reach for move-up and relocating buyers.
What do homes cost in Cypress Lakes?+
Active listings currently range from $280,000 to $437,000, with a median list price of $299,000 for homes averaging 1,767 square feet. For a sense of scale, nearby Solivita and other Kissimmee communities span a wide price band, but Cypress Lakes lands squarely in the mid-market.
How is the market right now?+
It's a small, steady market with just 5 active listings and a 50-day median time on market. Over the past 12 months 17 homes sold, with sellers averaging 99% of asking — so well-priced homes move without heavy discounting.
What about HOA fees and property taxes?+
The median HOA runs about $243 per month, and median annual property tax is roughly $3,979. If you're weighing rental potential, the median rent in the area is around $2,150 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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