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Neighborhood · Winter Park, Florida

Eastgate

Winter Park living with easy access to downtown Orlando

3

Homes for sale

$1,299,000

Median list price

$462

Avg price / sqft

8

Median days on market

Search Eastgate on the map

Eastgate sits on the eastern side of Winter Park, a pocket where tree-lined streets and established homes meet the convenience of being minutes from downtown Orlando — about 16 minutes by car. Nearby names like Lake Killarney, Eastbrook, and Hannibal Square give the area its character, and families are drawn to assigned schools including Lakemont Elementary, Maitland Middle, and Winter Park High. It's the kind of place where you can keep a quiet residential routine while staying close to the city's restaurants, jobs, and the airport, which is roughly 27 minutes out.

For buyers, this is a tight, fast-moving market. There are just 3 active listings right now, with a median list price of $1,299,000 and homes ranging from $575,000 to $1,995,000 — and the median days on market is a single day. Over the past year, 6 homes sold at a median of $423,000 with sellers collecting 98% of asking on average, so the gap between list and sold tells you there's a wide spread of product here, from entry-level resales to new construction near $2M. If a home fits your criteria, you'll want to move quickly.

Eastgate is a community in Winter Park, Florida.

Quick facts

$575,000 – $2.0M price range

2,459 sqft median home

$2,000/mo median rent

5 sold in 12 months

Drive times

Downtown Orlando≈ 16 min
Orlando Int’l Airport (MCO)≈ 27 min
Universal Orlando≈ 28 min
Walt Disney World≈ 40 min

On the market now

Homes for sale in Eastgate

Every active listing inside the Eastgate boundary

Open full map search →

Find your fit

Browse Eastgate

Where the market lives

1
2
$500K–$750K$1.0M–$2.0M

The numbers that matter

The Eastgate market

5

Sold, last 12 months

$421,000

Median sold price

98%

Sale-to-list ratio

What sellers actually get vs asking

9 days

Median time to sell

Eastgate vs Winter Park

Median list price

Eastgate$1.3M
Winter Park Co.$599K

Price per sqft

Eastgate$462
Winter Park Co.$431

Days on market

Eastgate8d
Winter Park Co.58d

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

▼ 15.8% yr/yr

$413K$458K$504KJan ’24Sep ’26

Homes sold per month

012Jan ’24Sep ’26

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

For the school run

Schools Eastgate is zoned for

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

What it really costs

Owning here

Owning the median Eastgate home

≈ $7,406/mo

Principal & interest $6,844
Property tax $352
Insurance (est.) $210

$1,299,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$2,000/mo

Median rent

Homes for rent inside the boundary

Population

742

Median age

42

Median income

$67,417

Median home value

$377,700

Beyond the listings

Living in Eastgate

Food & Drink

Top 3% in the U.S.

Ingredient Attentive

These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.

Lifestyles

Top 4% in the U.S.

Student Life

There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.

Hobbies & Interests

Top 4% 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.

Food & Drink

Top 4% 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.

Hobbies & Interests

Top 5% 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.

Active

Top 5% in the U.S.

Yoga Advocates

Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.

People who close here

Our Winter Park experts

Straight answers

Eastgate FAQs

Is Eastgate a good place to live?+

It appeals to buyers who want an established Winter Park address with quick access to the city — downtown Orlando is about 16 minutes away and the airport around 27. Assigned schools include Lakemont Elementary, Maitland Middle, and Winter Park High, and nearby communities like Winter Park Pines round out the area's residential feel.

Is Eastgate expensive?+

It spans a wide range. Current active listings run from $575,000 to $1,995,000 with a median list price of $1,299,000, while homes that actually sold over the past 12 months had a median price of $423,000 — so there's room for both entry-level resales and higher-end new builds.

What do homes cost in Eastgate?+

The median list price is $1,299,000 and homes average about $462 per square foot, with a median size around 2,459 square feet. That said, the median sold price over the last year was $423,000, reflecting a mix of older and newer inventory.

How is the market in Eastgate?+

It's fast and limited. There are only 3 active listings, the median days on market is just 1 day, and sellers averaged 98% of asking across 6 sales in the past year — so serious buyers should be ready to act.

What about HOA fees and property taxes?+

There's no typical HOA fee reported for the active listings here, which keeps monthly costs simpler. The median property tax runs about $4,224 per year, and median rent in the area is around $2,150 per month.

Keep exploring

More Winter Park 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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