Neighborhood · Kissimmee, Florida
Cypress Reserve Villas
Gated villa living close to the theme parks
5
Homes for sale
$355,000
Median list price
$191
Avg price / sqft
81
Median days on market
Cypress Reserve Villas is a small gated community in Kissimmee, the kind of place built around low-maintenance villa living and a quick reach to central Florida's biggest draws. With Walt Disney World about 25 minutes away and Orlando International Airport roughly the same, it suits buyers who want the theme-park side of Osceola County without living in the thick of it. If you're weighing the wider area, it sits among familiar names like Storey Lake and Solara, each with its own take on resort-style Kissimmee.
For a buyer today, this is a thin, patient market. There are just 5 active listings with a median list price of $355,000, and homes are averaging 81 days on market — so you have room to negotiate and time to decide. Only one home sold in the past year, but it went for 100% of asking, which tells you sellers here aren't cutting deep. Compare it against the broader pool of Kissimmee homes for sale or nearby Windsor at Westside to see where the value lands for you.
Cypress Reserve Villas is a community in Kissimmee, Florida.
Quick facts
$300,000 – $370K price range
1,838 sqft median home
$356/mo median HOA
$2,495/mo median rent
1 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Reserve Villas
$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
$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
Every active listing inside the Cypress Reserve Villas boundary
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Browse Cypress Reserve Villas
By feature — on the live map
The numbers that matter
The Cypress Reserve Villas market
1
Sold, last 12 months
$375,000
Median sold price
100%
Sale-to-list ratio
What sellers actually get vs asking
144 days
Median time to sell
Cypress Reserve Villas vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 4.2% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Cypress Reserve Villas boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Reserve Villas 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 Villas home
≈ $2,735/mo
$355,000 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
$2,495/mo
Median rent
Homes for rent inside the boundary
Population
1,119
Median age
40
Median income
$61,747
Median home value
$332,800
Beyond the listings
Living in Cypress Reserve Villas
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 Villas FAQs
Is Cypress Reserve Villas a good place to live?+
It works well for buyers who want a gated, low-maintenance villa within easy reach of the parks — four of five active listings are inside the gates, and Disney and MCO are each about 25 minutes out. Assigned schools include Flora Ridge Elementary, Kissimmee Middle, and Osceola High, plus the Osceola County School for the Arts. It's a quieter, contained community rather than a big master-planned resort like Storey Lake.
Is Cypress Reserve Villas expensive?+
It sits in the mid-range for Kissimmee, with a median list price of $355,000 and an average of $191 per square foot. There are no $1M+ listings here, so it stays accessible compared with luxury pockets of the area. For context, browse the full range of Kissimmee homes for sale.
What do homes cost in Cypress Reserve Villas?+
Active listings range from $300,000 to $370,000, with a median of $355,000 on homes around 1,838 square feet. The single sale in the past year closed at $375,000, near the top of that range. Villas here are similar in scale to nearby communities like Solara.
How is the market right now?+
It's a slow, low-inventory market with just 5 active listings and only one sale in the last 12 months. Homes are averaging 81 days on market, giving buyers negotiating room, but that lone sale went for 100% of asking, so sellers aren't discounting steeply. Patience matters more than speed here.
What about HOA fees and property taxes?+
The median HOA runs about $356 per month, which is typical for a gated villa community with shared maintenance. Median property tax is roughly $3,587 per year. Both are worth factoring into your monthly budget alongside the purchase price when you compare against options like Windsor at Westside.
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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