Neighborhood · Kissimmee, Florida
Cypress Reserve
Gated living minutes from the theme parks
11
Homes for sale
$370,000
Median list price
$197
Avg price / sqft
81
Median days on market
Cypress Reserve sits in the sweet spot of Kissimmee that families and part-time owners keep circling back to: a mostly gated collection of homes with quick access to the theme-park corridor. Six of the eleven current listings are behind gates, and you're roughly 26 minutes from Walt Disney World and 27 from Orlando International Airport, so weekend trips and airport runs stay short. Assigned schools include Flora Ridge Elementary and the well-regarded Osceola County School for the Arts, and the neighborhood keeps company with established Kissimmee communities like Storey Lake and Windsor at Westside.
For a buyer today, this is a small, steady market — 11 homes are active and 10 sold over the past year, so inventory is tight but not frozen. The median list price is $370,000 with a wide spread from $300,000 up to $669,900, and homes are taking a median of 81 days to sell. Sellers are landing about 96% of asking, which tells you there's room to negotiate but not to lowball. If you're weighing nearby options, communities like Lake Marion Village and Solara round out the area.
Cypress Reserve is a community in Kissimmee, Florida.
Quick facts
$300,000 – $670K price range
1,900 sqft median home
$356/mo median HOA
$2,900/mo median rent
10 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
4 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
$335,000$345,000
2420 PAINTER LANE, KISSIMMEE
3 bd · 2 ba · 1,900 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
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Browse Cypress Reserve
By feature — on the live map
Where the market lives
The numbers that matter
The Cypress Reserve market
10
Sold, last 12 months
$437,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
74 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
▼ 17.5% 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
≈ $2,969/mo
$370,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$356/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.
Straight answers
Cypress Reserve FAQs
Is Cypress Reserve a good place to live?+
It works well for buyers who want a gated, family-friendly setting with fast access to work and play — you're about 34 minutes from downtown Orlando and 26 from Disney. Assigned schools include Flora Ridge Elementary and Osceola High School, and the surrounding Kissimmee area offers plenty of nearby dining and attractions. The neighborhood scale is small, which many owners appreciate.
Is Cypress Reserve expensive?+
It's mid-range for the Kissimmee market, with a median list price of $370,000 and an average of about $197 per square foot. Prices run from $300,000 for smaller homes up to $669,900 at the top end, so there's a real spread depending on size and finish.
What do homes cost in Cypress Reserve?+
The median list price is $370,000 against a median home size of roughly 1,900 square feet, and homes that sold over the past year closed at a median of $437,000. That gap between list and sold reflects the range of home types moving through this small market.
How is the market in Cypress Reserve right now?+
It's a tight, steady market with 11 active listings and 10 sales over the past 12 months. Homes take a median of 81 days to sell and sellers are getting about 96% of asking, so buyers have some negotiating room but shouldn't expect deep discounts. Well-priced homes still move.
What about HOA fees and property taxes?+
Plan on a median HOA of about $356 per month, which is on the higher side and typically reflects gated-community amenities and services. Property taxes run a median of $5,445 per year, and if you're considering renting, the median rent in the area is around $2,900 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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