Alek Cherrone
Map of The Seasons
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Neighborhood · Winter Springs, Florida

The Seasons

Compact, affordable living in Seminole County

3

Homes for sale

$289,000

Median list price

$271

Avg price / sqft

4

Median days on market

Search The Seasons on the map

The Seasons is a small, tidy pocket of Winter Springs where homes run compact and manageable — a median of about 1,161 square feet — and daily life leans easy. You're surrounded by established Seminole County names like Tuscawilla, Deer Run, and Oak Forest, with downtown Orlando about 33 minutes away and MCO roughly 40. It's the kind of neighborhood that suits first-time buyers, downsizers, and anyone who wants a lock-and-leave home near good schools without a big-city price tag.

The market here is tight and fast. With just 3 active listings and a median list price of $289,000, homes are moving in about 4 days, and sellers are pulling in 99% of asking on average. If you're buying in The Seasons, come prepared to act — inventory is thin and well-priced homes don't sit.

The Seasons is a community in Winter Springs, Florida.

Quick facts

$279,900$350K price range

1,161 sqft median home

$160/mo median HOA

3 sold in 12 months

Drive times

Downtown Orlando33 min
Orlando Int’l Airport (MCO)40 min
Universal Orlando43 min
Walt Disney World63 min

On the market now

Homes for sale in The Seasons

Every active listing inside the The Seasons boundary

Open full map search →

Find your fit

Browse The Seasons

Where the market lives

2
1
$200K–$300K$300K–$400K

The numbers that matter

The The Seasons market

3

Sold, last 12 months

$288,000

Median sold price

99%

Sale-to-list ratio

What sellers actually get vs asking

164 days

Median time to sell

The Seasons vs Winter Springs

Median list price

The Seasons$289K
Winter Springs Co.$420K

Price per sqft

The Seasons$271
Winter Springs Co.$244

Days on market

The Seasons4d
Winter Springs Co.38d

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

2.8% yr/yr

$275K$289K$302KJul ’23May ’26

Homes sold per month

012Jul ’23May ’26

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

For the school run

Schools The Seasons is zoned for

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

What it really costs

Owning here

Owning the median The Seasons home

$2,185/mo

Principal & interest $1,523
Property tax $292
HOA / fees $160
Insurance (est.) $210

$289,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$160/mo

Median HOA

From current listings inside the boundary

Population

994

Median age

41

Median income

$79,474

Median home value

$205,800

Beyond the listings

Living in The Seasons

Beliefs

Top 13% in the U.S.

Conservation

Good stewards of the earth, this population advocates for a cleaner environment and responsible use of resources. They often encourage others to recycle and use clean energy.

Lifestyles

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.

Lifestyles

Daily Grind

Whether throwing punches at the boxing club or punching the clock at work, this population likes to talk about their hard work.

Relationships

Networking

Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.

Attitudes

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.

Hobbies & Interests

Engine Enthusiast

This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.

Straight answers

The Seasons FAQs

Is The Seasons a good place to live?+

It's a solid fit for buyers who want a compact, low-maintenance home in an established part of Winter Springs. You're close to neighborhoods like Deersong and Oak Forest, with downtown Orlando about 33 minutes away and assigned schools including Winter Springs High. The right-sized homes and central Seminole location make it especially appealing to first-time buyers and downsizers.

Is The Seasons expensive?+

No — it's one of the more affordable pockets in the area, with a median list price of $289,000 and active listings ranging from $279,900 to $349,900. At about $271 per square foot on compact homes, your total price stays reasonable. That's a meaningful contrast to pricier corners of Winter Springs.

What do homes cost in The Seasons?+

Current active listings run from $279,900 to $349,900, with a median list price of $289,000. Over the last 12 months, homes sold at a median of $288,000, so asking and selling prices line up closely. Expect roughly $271 per square foot on homes near 1,161 square feet.

How is the market in The Seasons right now?+

It's fast and competitive. Only 3 homes are active, the median days on market is about 4, and sellers are averaging 99% of asking price. With just 3 sales in the past year, inventory is genuinely limited, so buyers should be ready to act decisively.

What about HOA fees and property taxes?+

The median HOA runs about $160 per month, which is typical for a managed community of this type. Property taxes come in around $3,505 per year at current values. Both are worth factoring into your monthly budget alongside the purchase price.

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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