Neighborhood · Kissimmee, Florida
Cypress Reserve
Gated living minutes from the theme parks
10
Homes for sale
$417,500
Median list price
$200
Avg price / sqft
54
Median days on market
Cypress Reserve sits in the stretch of Kissimmee that trades tourist bustle for gated calm, with Walt Disney World about 26 minutes away and Orlando International Airport roughly 27. It's a practical spot for families and commuters who want space without giving up quick access to the parks, the airport, and downtown Orlando 34 minutes out. Assigned schools include Flora Ridge Elementary and the well-regarded Osceola County School for the Arts, and neighbors like Storey Lake and Windsor at Westside round out the area's resort-adjacent character.
For a buyer today, this is a small, steady market: 10 homes are active with a median list price of $417,500, and five of those sit behind gates. Homes here trade around $200 a square foot on a typical 1,977-square-foot floor plan, and sellers have been getting about 96% of asking. With a median 54 days on market, you have room to negotiate but shouldn't expect fire sales — the nine homes sold over the past year closed at a median of $429,000.
Cypress Reserve is a community in Kissimmee, Florida.
Quick facts
$300,000 – $670K price range
1,977 sqft median home
$228/mo median HOA
$2,900/mo median rent
9 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Reserve
$469,900
2868 OCONNELL DRIVE, KISSIMMEE
3 bd · 2 ba · 2,180 sqft
$367,000
2806 PLYMOUTH PLACE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$370,000
2821 PLYMOUTH PLACE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$465,000
2886 OCONNELL DRIVE, KISSIMMEE
3 bd · 2 ba · 2,063 sqft
$469,000
2818 OCONNELL DRIVE, KISSIMMEE
5 bd · 2 ba · 2,287 sqft
$355,000$370,000
2101 PAINTER LANE, KISSIMMEE
3 bd · 2.5 ba · 1,820 sqft
$300,000$350,000
2852 EASTHAM LANE, KISSIMMEE
3 bd · 2.5 ba · 1,776 sqft
$355,000$360,000
2864 EASTHAM LANE, KISSIMMEE
3 bd · 2.5 ba · 1,890 sqft
$469,000
2831 OCONNELL DRIVE, KISSIMMEE
4 bd · 2 ba · 2,287 sqft
$669,900
2321 HINSDALE DRIVE, KISSIMMEE
5 bd · 3.5 ba · 3,497 sqft
Every active listing inside the Cypress Reserve boundary
Open full map search →Find your fit
Browse Cypress Reserve
By feature — on the live map
Where the market lives
The numbers that matter
The Cypress Reserve market
9
Sold, last 12 months
$429,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
88 days
Median time to sell
Cypress Reserve vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 4.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cypress Reserve boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Reserve is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cypress Reserve home
≈ $3,039/mo
$417,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$228/mo
Median HOA
From current listings inside the boundary
$2,900/mo
Median rent
Homes for rent inside the boundary
Population
1,318
Median age
40
Median income
$61,747
Median home value
$332,800
Beyond the listings
Living in Cypress Reserve
Appearance oriented
Top 1% 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.
Attitudes
Top 1% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Appearance oriented
Top 2% in the U.S.Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Entertainment
Top 2% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Entertainment
Top 4% in the U.S.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.
Hobbies & Interests
Top 4% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
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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