Neighborhood · Kissimmee, Florida
Cypress Reserve
Gated living minutes from Central Florida's biggest draws
11
Homes for sale
$370,000
Median list price
$195
Avg price / sqft
81
Median days on market
Cypress Reserve is a residential pocket of Kissimmee where a good share of the homes sit behind gates, giving day-to-day life a quieter, more settled feel than the resort-heavy communities just down the road. Homes here run a comfortable size — the median is around 2,063 square feet — and the location puts Walt Disney World about 26 minutes away, Orlando International Airport roughly 27 minutes, and downtown Orlando about 34. If you want proximity to the theme-park corridor without living inside it, this is that middle ground.
For buyers, the market is measured rather than frantic. There are 11 active listings with a median list price of $370,000, and homes are taking around 81 days to sell, so you have room to think. It's worth comparing Cypress Reserve against nearby Kissimmee homes for sale and short-term-rental-focused communities like Storey Lake, Solara and Windsor at Westside to understand exactly what you're paying for.
Cypress Reserve is a community in Kissimmee, Florida.
Quick facts
$300,000 – $670K price range
2,063 sqft median home
$110/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
$339,000
2848 OCONNELL DRIVE, KISSIMMEE
3 bd · 2 ba · 2,245 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
$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
≈ $2,723/mo
$370,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$110/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's a solid fit if you want a gated, residential feel with quick access to the theme-park corridor — five of the 11 active listings are in gated sections. Everyday drives are short: about 26 minutes to Disney, 27 to Orlando International Airport, and 34 to downtown Orlando. It reads more settled than the rental-heavy Solara communities nearby.
Is Cypress Reserve expensive?+
It sits in the mid-range for the Kissimmee market, with a median list price of $370,000 and homes running about $195 per square foot. The active range spans $300,000 to $669,900, so there's meaningful variety depending on size and location. Compared to resort communities like Windsor at Westside, it's priced for people who actually live here.
What do homes cost in Cypress Reserve?+
Active listings currently run from $300,000 up to $669,900, with a median list price of $370,000 for a home around 2,063 square feet. Over the last 12 months, 10 homes sold at a median price of $414,500. Browse comparable Kissimmee homes for sale to see how the numbers stack up.
How is the market in Cypress Reserve right now?+
It's a patient market — homes are taking a median of 81 days to sell, and sellers are getting about 97% of their asking price on average. With just 11 active listings and 10 sales in the past year, inventory is thin, so serious buyers should be ready to move when the right home appears. Nearby Lake Marion Village can offer a useful point of comparison on pace.
What are the HOA fees and property taxes like?+
The median HOA runs about $110 per month, which is modest given the gated sections, and the median annual property tax is around $5,445. Budget both into your monthly picture alongside the mortgage. If you're weighing a rental scenario, the median rent in the area 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.
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