Neighborhood · Winter Springs, Florida
Cypress Club
Attainable Seminole County living close to Orlando
5
Homes for sale
$219,500
Median list price
$188
Avg price / sqft
131
Median days on market
Cypress Club sits in Winter Springs, a Seminole County community known for tree-lined streets and an easy commuter position on Orlando's north side. It shares that neighborhood fabric with established communities like Tuscawilla, Deer Run, and Deersong, and it keeps you within a reasonable reach of the city — roughly 24 minutes to downtown Orlando and about 39 to MCO. Families here are zoned to Highlands Elementary, South Seminole Middle, and Winter Springs High.
For buyers, Cypress Club reads as one of Winter Springs' more accessible entry points: five homes are active right now with a median list price of $219,500. Inventory is genuinely tight at that level, so when something fits, it moves — and comparable pockets like North Orlando Ranches are worth watching in tandem. Come ready to act rather than wait for a big selection.
Cypress Club is a community in Winter Springs, Florida.
Quick facts
$210,000 – $275K price range
1,224 sqft median home
$556/mo median HOA
$1,600/mo median rent
2 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
$210,000$216,500
497 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,224 sqft
$219,500$235,000
499 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
$215,000$232,000
506 CLUB DRIVE, WINTER SPRINGS
2 bd · 2 ba · 1,002 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
2
Sold, last 12 months
$245,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
53 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
≈ $2,082/mo
$219,500 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.
Straight answers
Cypress Club FAQs
Is Cypress Club a good place to live?+
It's a good fit if you want an established Seminole County setting with quick access to Orlando — about 24 minutes to downtown and roughly 36 to Universal. Homes are zoned to Highlands Elementary, South Seminole Middle, and Winter Springs High School, and the neighborhood sits among familiar communities like Tuscawilla and Deer Run.
Is Cypress Club expensive?+
Compared with much of the Winter Springs market, no — the current median list price is $219,500, which makes it one of the more attainable options in the area. That price point tends to draw first-time buyers and those looking to stay closer to budget.
What do homes cost in Cypress Club?+
Right now the median list price is $219,500 across the five active listings. Detailed price-per-square-foot and size figures aren't available at the moment, so it's worth reviewing individual listings to compare value.
How is the market in Cypress Club?+
Inventory is very limited, with just five homes active and no recorded sales in the past 12 months, so this is a small, slow-turnover neighborhood. When a home does list near the $219,500 median, expect to move quickly rather than negotiate at leisure. Tracking nearby Deersong can widen your options.
What about HOA fees and property taxes?+
Current HOA and property tax figures for Cypress Club aren't available in the active data, which is common in a small community with few listings. Ask your agent to pull the specifics on any home you're considering so you can budget accurately before making an offer.
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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