Neighborhood · Kissimmee, Florida
Cypress Reserve
Gated living minutes from the theme-park corridor
11
Homes for sale
$370,000
Median list price
$199
Avg price / sqft
81
Median days on market
Cypress Reserve sits in the heart of Osceola County's tourist corridor, where gated streets and a mostly newer housing stock give the neighborhood a settled, low-key feel just off the main routes to the parks. It's the kind of address that trades on convenience: Walt Disney World is roughly 26 minutes away, Orlando International Airport about 27, and Universal around 33. If you like being close to the action without living on top of it, this pocket of Kissimmee homes for sale makes a strong case, and neighbors like Storey Lake, Solara, and Windsor at Westside round out the wider vacation-home scene nearby.
For a buyer today, the market here is measured rather than frantic. There are 11 active listings with a median list price of $370,000, and homes are taking a median of 81 days to sell, so you have room to negotiate and think. Over the past year, 10 homes closed at a median of $414,500, with sellers collecting about 97% of asking on average.
Cypress Reserve is a community in Kissimmee, Florida.
Quick facts
$300,000 – $670K price range
1,890 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
$367,000
2806 PLYMOUTH PLACE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$349,990
2260 PAINTER LANE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$370,000
2821 PLYMOUTH PLACE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$469,900
2868 OCONNELL DRIVE, KISSIMMEE
3 bd · 2 ba · 2,180 sqft
$465,000$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
$465,000
2886 OCONNELL DRIVE, KISSIMMEE
3 bd · 2 ba · 2,063 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
10
Sold, last 12 months
$414,500
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
73 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
▼ 20.0% 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
≈ $2,863/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 if you want a gated, newer-feeling neighborhood with quick access to the theme parks and the airport. Six of the current listings are gated, and drive times run about 26 minutes to Disney and 27 to Orlando International. Assigned schools include Osceola County School for the Arts and Flora Ridge Elementary.
Is Cypress Reserve expensive?+
It sits in a moderate range for the area, with a median list price of $370,000 and active listings spanning $300,000 to $669,900. At an average of $199 per square foot, it's competitively priced against other communities in Kissimmee homes for sale.
What do homes cost in Cypress Reserve?+
The 11 active listings carry a median list price of $370,000, while the 10 homes sold over the past year closed at a median of $414,500. Median home size is around 1,890 square feet, which pencils out to roughly $199 per square foot.
How is the market in Cypress Reserve?+
It's a steady, negotiation-friendly market with a median 81 days on market and sellers getting about 97% of asking on average. With only 11 active listings and 10 sales in the past year, inventory is tight but not chaotic, so serious buyers have time to make good decisions. Communities like Solara offer comparison points in the same corridor.
What about HOA fees and property taxes?+
Expect a median HOA of about $356 per month, which is common for gated communities in this area. Median annual property tax runs around $4,174, and if you're weighing a rental, the median rent here is about $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.
Never miss a listing
New Cypress Reserve homes, in your inbox
A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.