Neighborhood · Winter Springs, Florida
Cypress Club
Small Seminole County pocket with easy Orlando access
6
Homes for sale
$222,250
Median list price
$188
Avg price / sqft
115
Median days on market
Cypress Club is a compact residential enclave in Winter Springs, the kind of quiet Seminole County community where you know your neighbors and the commute doesn't eat your evening. It sits among established names like Tuscawilla, Deer Run, and the Highlands, with downtown Orlando about 31 minutes away and MCO airport roughly 41. Families are drawn to the assigned Winter Springs High, South Seminole Middle, and Highlands Elementary.
For a buyer today, this is a tight market with just 6 active listings and a median list price of $230,000 — accessible pricing for the area, but limited inventory means you move quickly when the right home comes up. There were no recorded sales in the past 12 months, so pricing conversations lean on active listings and comparable communities like North Orlando Ranches. Lean on a local agent to read the small sample and time your offer well.
Cypress Club is a community in Winter Springs, Florida.
Quick facts
$215,000 – $275K price range
1,224 sqft median home
$556/mo median HOA
$1,600/mo median rent
1 sold in 12 months
Drive times
On the market now
Homes for sale in Cypress Club
$275,000$285,000
476 CLUB DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,460 sqft
$216,500$218,000
497 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,224 sqft
$269,000$279,900
446 CLUB DRIVE, WINTER SPRINGS
3 bd · 2 ba · 1,460 sqft
$219,500$235,000
499 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,224 sqft
$215,000$232,000
506 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,002 sqft
$225,000
498 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,224 sqft
Every active listing inside the Cypress Club boundary
Open full map search →Find your fit
Browse Cypress Club
By feature — on the live map
The numbers that matter
The Cypress Club market
1
Sold, last 12 months
$282,000
Median sold price
100%
Sale-to-list ratio
What sellers actually get vs asking
18 days
Median time to sell
Cypress Club vs Winter Springs
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Cypress Club boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Cypress Club is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Cypress Club home
≈ $2,099/mo
$222,250 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$556/mo
Median HOA
From current listings inside the boundary
$1,600/mo
Median rent
Homes for rent inside the boundary
Population
1,087
Median age
36
Median income
$63,194
Median home value
$255,700
Beyond the listings
Living in Cypress Club
Hobbies & Interests
Top 1% in the U.S.Dog Lovers
Pups are just another member of the family. Dog lovers adore their tail-wagging friends and are looking for new ways to make them happy.
Hobbies & Interests
Top 1% in the U.S.Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
Relationships
Top 13% in the U.S.Dating Life
With dating comes highs, lows, and lots of questions. You can find this population talking about dating advice, breakups and how to express their feelings.
Beliefs
Top 15% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Active
Top 16% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Food & Drink
Top 20% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Keep exploring
More Winter Springs 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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