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Neighborhood · Winter Park, Florida

Woodcrest

A quiet Winter Park pocket close to everything

1

Homes for sale

$495,000

Median list price

$359

Avg price / sqft

63

Median days on market

Search Woodcrest on the map

Woodcrest is a small residential neighborhood in Winter Park, the kind of place where mid-sized homes sit on established streets within easy reach of Orlando's core. You're about 22 minutes from downtown Orlando and 29 from Winter Park homes for sale neighbors like Winter Park Pines and Cedarwood Village, with water at nearby Lake Killarney rounding out the setting. It's a location that trades big-name flash for genuine convenience.

For buyers, this is a thin, fast-moving market: right now there's a single active listing at $495,000, and homes here have been selling in about a day at the median. Over the past 12 months just 6 homes traded, at a median sold price of $347,450, with sellers collecting roughly 97% of asking. If you want in, be ready to move quickly and price your expectations against very limited supply.

Woodcrest is a community in Winter Park, Florida.

Quick facts

$495,000 – $495K price range

1,380 sqft median home

$2,798/mo median rent

6 sold in 12 months

Drive times

Downtown Orlando≈ 22 min
Orlando Int’l Airport (MCO)≈ 29 min

On the market now

Homes for sale in Woodcrest

Every active listing inside the Woodcrest boundary

Open full map search →

Find your fit

Browse Woodcrest

By feature — on the live map

The numbers that matter

The Woodcrest market

6

Sold, last 12 months

$347,450

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

22 days

Median time to sell

Woodcrest vs Winter Park

Median list price

Woodcrest$495K
Winter Park Co.$599K

Price per sqft

Woodcrest$359
Winter Park Co.$431

Days on market

Woodcrest63d
Winter Park Co.58d

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

▼ 16.5% yr/yr

$347K$394K$440KNov ’23Mar ’26

Homes sold per month

023Nov ’23Mar ’26

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

For the school run

Schools Woodcrest is zoned for

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

What it really costs

Owning here

Owning the median Woodcrest home

≈ $3,231/mo

Principal & interest $2,608
Property tax $413
Insurance (est.) $210

$495,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$2,798/mo

Median rent

Homes for rent inside the boundary

Population

889

Median age

41

Median income

$61,840

Median home value

$320,900

Beyond the listings

Living in Woodcrest

Beliefs

Top 3% 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.

Beliefs

Top 6% in the U.S.

Mindfulness & Spirituality

Seeking peace and well-being through meditation, gratitude and spirituality.

Attitudes

Top 7% in the U.S.

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.

Emotional

Top 8% in the U.S.

Awestruck

Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.

Active

Top 8% 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.

Appearance oriented

Top 9% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

People who close here

Our Winter Park experts

Straight answers

Woodcrest FAQs

Is Woodcrest a good place to live?+

It's a compact, established Winter Park neighborhood with strong access to Orlando — about 22 minutes to downtown and 29 to MCO. Assigned schools include Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High. The appeal is location and quiet streets rather than a big amenity package.

Is Woodcrest expensive?+

It sits in the mid-range for the area, with the median sold price over the past year at $347,450 and the current lone listing at $495,000. Average pricing works out to roughly $359 per square foot. It's more attainable than some of the pricier Winter Park homes for sale closer to the water.

What do homes cost in Woodcrest?+

Homes here have a median size around 1,380 square feet and recently sold at a median of $347,450. The single active listing is priced at $495,000, and average cost runs about $359 per square foot. Expect a fairly narrow range given how few homes trade here.

How is the Woodcrest housing market?+

It's small and fast — just 6 homes sold in the last 12 months and only 1 active listing today. Median days on market is 1, and sellers are getting about 97% of their asking price. Buyers should be prepared to act decisively when something comes up, similar to nearby Winter Park Pines.

What about HOA fees and property taxes?+

There's no reported HOA figure for Woodcrest, so most homes here appear to carry little or no association cost. The median annual property tax runs about $4,959. For renters, the median rent is around $3,500 a 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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