Neighborhood · Kissimmee, Florida
Cypress Reserve
Gated living minutes from the theme parks
7
Homes for sale
$370,000
Median list price
$195
Avg price / sqft
81
Median days on market
Cypress Reserve is a gated pocket of Kissimmee that leans residential and quiet, with most of its active inventory sitting behind controlled entries. You're close to the heart of Central Florida's action here — Walt Disney World is about 26 minutes out, Orlando International Airport roughly 27, and Universal around 33 — without living on top of the crowds. For buyers comparing the area's bigger resort-style communities like Storey Lake and Solara, this neighborhood offers a more settled, everyday-living feel.
The market here is tight and moves efficiently. With just 7 active listings and a median list price of $370,000, buyers aren't drowning in choice — and homes are going under contract in a median of 18 days. Over the past year 11 homes sold at a median of $380,000, with sellers collecting 99% of asking on average, so coming in with a sharp offer matters. Shoppers casting a wider net across Kissimmee homes for sale or nearby Windsor at Westside will find Cypress Reserve priced squarely in the area's mid-range.
Cypress Reserve is a community in Kissimmee, Florida.
Quick facts
$300,000 – $600K price range
1,838 sqft median home
$356/mo median HOA
11 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Reserve
$325,000
2860 EASTHAM LN, KISSIMMEE
3 bd · 2.5 ba · 1,776 sqft
$370,000
2821 PLYMOUTH PLACE, KISSIMMEE
3 bd · 2.5 ba · 1,838 sqft
$367,000
2806 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
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
$599,900$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
11
Sold, last 12 months
$380,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
57 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
▼ 29.1% 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
≈ $2,976/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
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®
Straight answers
Cypress Reserve FAQs
Is Cypress Reserve a good place to live?+
It's a gated, residential neighborhood with quick access to Central Florida's major employers and attractions — Walt Disney World is about 26 minutes away and Orlando International Airport roughly 27. Four of the seven current listings are in gated sections, which appeals to buyers who want a quieter, controlled setting. Assigned schools include Flora Ridge Elementary, Kissimmee Middle School, and Osceola High School.
Is Cypress Reserve expensive?+
It sits in the mid-range for the area, with a median list price of $370,000 and an average of $195 per square foot. Active listings currently span $300,000 to $599,900, so there's some spread depending on size and finish. Compared with other Kissimmee resort communities, it's priced for everyday buyers rather than the luxury tier.
What do homes cost in Cypress Reserve?+
The median list price is $370,000 and homes sold over the past year had a median of $380,000, on a typical home size around 1,838 square feet. Expect roughly $195 per square foot. For a broader look at pricing, it helps to compare against Kissimmee homes for sale across different neighborhoods.
How is the market right now?+
It's tight and fast-moving, with only 7 active listings and a median of 18 days on market. Eleven homes sold in the past 12 months, and sellers averaged 99% of asking, so well-priced homes don't linger. Buyers should be ready to act with a strong offer.
What are the HOA fees and property taxes?+
The median HOA runs about $356 per month, reflecting the gated setup and shared amenities common in this part of Kissimmee. Property taxes come in around $5,528 per year at current values. Factor both into your monthly budget alongside the mortgage when comparing homes.
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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