Jennifer Reinbolt
Map of Cypress Chase
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Neighborhood · Orlando, Florida

Cypress Chase

Established Orlando living with room to spread out

1

Homes for sale

$670,000

Median list price

$226

Avg price / sqft

75

Median days on market

Search Cypress Chase on the map

Cypress Chase is a settled residential pocket of southwest Orlando, the kind of neighborhood where lots run generous and homes average nearly 3,000 square feet. It sits within easy reach of the wider Orlando landscape, with a small, gated character and pool homes that suit buyers who want space without stepping into brand-new construction. Assigned schools include Windermere High, Horizon West Middle, and Castleview Elementary, and neighboring communities like Metro West and Laureate Park round out the area's options.

This is a low-inventory market right now, with just one active listing on the books, so serious buyers should be ready to move when something comes up. Over the past year seven homes changed hands at a median sold price of $559,900, and sellers collected about 98% of asking on average. If you're comparing against faster-moving corners like South Semoran, expect fewer choices here but larger, more established homes.

Cypress Chase is a community in Orlando, Florida.

Quick facts

$670,000$670K price range

2,963 sqft median home

$83/mo median HOA

7 sold in 12 months

On the market now

Homes for sale in Cypress Chase

Every active listing inside the Cypress Chase boundary

Open full map search →

Find your fit

Browse Cypress Chase

By feature — on the live map

The numbers that matter

The Cypress Chase market

7

Sold, last 12 months

$559,900

Median sold price

98%

Sale-to-list ratio

What sellers actually get vs asking

25 days

Median time to sell

Cypress Chase vs Orlando

Median list price

Cypress Chase$670K
Orlando Co.$390K

Price per sqft

Cypress Chase$226
Orlando Co.$264

Days on market

Cypress Chase75d
Orlando Co.34d

Median sold price — 3-yr, 3-mo rolling

1.2% yr/yr

$460K$549K$638KJul ’23Feb ’26

Homes sold per month

012Jul ’23Feb ’26

Live Stellar MLS data — every listing and closed sale inside the Cypress Chase boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Cypress Chase is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Cypress Chase home

$4,589/mo

Principal & interest $3,530
Property tax $766
HOA / fees $83
Insurance (est.) $210

$670,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$83/mo

Median HOA

From current listings inside the boundary

Population

1,060

Median age

40

Median income

$135,795

Median home value

$598,600

Beyond the listings

Living in Cypress Chase

Entertainment

Top 3% in the U.S.

Film Lovers

Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.

Hobbies & Interests

Top 9% in the U.S.

Wanderlust

Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.

Top 12% in the U.S.

Pieces of History

You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.

Lifestyles

Top 13% in the U.S.

Wealth Signaling

Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.

Food & Drink

Top 13% in the U.S.

Sweet Treats

This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.

Food & Drink

Top 24% in the U.S.

Coffee Connoisseur

Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.

On the calendar

Near Cypress Chase

Jul

11

Sat

Sunset Saturday Artisan Market

Visitors will revel in the lively Sunset Saturday Artisan Market, teeming with local crafters and unique vendors from Central Florida. Event-goers can enjoy rhythm-filled…

Jul

11

Sat

Sunset Craft, Food, and Drink Market

This market is a bubbling hub of creativity with over 20 artisan vendors from across Florida. Attendees can indulge in hand-crafted food and beverages while dancing to th…

Jul

11

Sat

Dockside Dueling Pianos

Tap your toes during this electrifying evening of musical entertainment. Watch as talented pianists engage in a friendly yet fierce battle of skills, taking song requests…

Jul

11

Sat

Promenade Racing Car and Truck Show

The Promenade Racing Car and Truck event is a thrilling spectacle where car enthusiasts can marvel at an array of various makes and models you won't often find elsewhere…

Jul

11

Sat

Walt Disney World Park Meetup

The Orlando Social Network (OSN) is a vibrant community that facilitates adults in meeting, connecting, and building friendships through a variety of fun events, includin…

Jul

11

Sat

Marrakech Nights

6:00pm

Immerse yourself in the vibrant Moroccan culture with traditional music, belly dancing, and a menu brimming with authentic Moroccan flavors. Marrakech Nights offers a uni…

People who close here

Our Orlando experts

Straight answers

Cypress Chase FAQs

Is Cypress Chase a good place to live?+

It's an established, gated-leaning neighborhood in southwest Orlando with sizeable homes averaging close to 3,000 square feet. Families are drawn to the Windermere High, Horizon West Middle, and Castleview Elementary assignments, and pool homes are common in the mix. It's a quieter, settled alternative to newer or busier parts of Orlando.

Is Cypress Chase expensive?+

It sits in the mid-to-upper range for the area, with the single active listing priced at $670,000 and last year's homes selling at a median of $559,900. Average pricing works out to about $226 per square foot. It's not entry-level, but the larger home sizes are part of what you're paying for.

What do homes cost in Cypress Chase?+

The current active listing is priced at $670,000, while the median sold price over the past 12 months was $559,900. With an average of $226 per square foot and a median size near 2,963 square feet, most homes here land in the upper-$500,000s to high-$600,000s depending on condition and features.

How is the market in Cypress Chase?+

Inventory is very tight, with just one home active at the moment and seven sales in the past year. Homes take a median of 75 days to sell and sellers are getting roughly 98% of asking, so pricing has held firm. Buyers should be prepared to act quickly when a listing hits the market.

What about HOA fees and property taxes?+

The HOA runs a median of $83 per month, which is modest for a gated community of this scale. Property taxes come in around $9,188 per year at current values, so factor both into your monthly budget when comparing homes.

Keep exploring

More Orlando 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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