Krisyalie Figueroa
Map of Winsor Manor
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Neighborhood · Longwood, Florida

Winsor Manor

Established Longwood living, minutes from downtown Orlando

1

Homes for sale

$425,000

Median list price

$218

Avg price / sqft

97

Median days on market

Search Winsor Manor on the map

Winsor Manor sits in the heart of Longwood in Seminole County, an established residential pocket where homes tend to sit on real lots and the pace is quieter than the Orlando corridor a short drive south. You're surrounded by well-known Longwood communities like Wildmere, Sweetwater Oaks, and The Springs, with downtown Orlando about 21 minutes away and Orlando International Airport roughly 40 minutes out.

For buyers, this is a small, slow-turning market — a good thing if you value stability. Only one home is active right now, listed at $425,000, and 11 homes have sold in the past year at a median of $434,500. Homes that sold fetched about 97% of asking, so there's room to negotiate but not a lot of desperation from sellers. If you want a broader look, compare it against other Longwood homes for sale before you commit.

Winsor Manor is a community in Longwood, Florida.

Quick facts

$425,000$425K price range

1,947 sqft median home

$6/mo median HOA

11 sold in 12 months

Drive times

Downtown Orlando21 min
Universal Orlando31 min
Orlando Int’l Airport (MCO)40 min
Walt Disney World51 min

On the market now

Homes for sale in Winsor Manor

Every active listing inside the Winsor Manor boundary

Open full map search →

Find your fit

Browse Winsor Manor

By feature — on the live map

The numbers that matter

The Winsor Manor market

11

Sold, last 12 months

$434,500

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

10 days

Median time to sell

Winsor Manor vs Longwood

Median list price

Winsor Manor$425K
Longwood Co.$449K

Price per sqft

Winsor Manor$218
Longwood Co.$247

Days on market

Winsor Manor97d
Longwood Co.31d

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

6.5% yr/yr

$410K$505K$600KAug ’23May ’26

Homes sold per month

024Aug ’23May ’26

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

For the school run

Schools Winsor Manor is zoned for

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

What it really costs

Owning here

Owning the median Winsor Manor home

$3,032/mo

Principal & interest $2,239
Property tax $577
HOA / fees $6
Insurance (est.) $210

$425,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$6/mo

Median HOA

From current listings inside the boundary

Population

515

Median age

41

Median income

$111,159

Median home value

$375,200

Beyond the listings

Living in Winsor Manor

Emotional

Top 4% 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.

Beliefs

Top 4% 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 7% 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.

Active

Top 9% 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.

Attitudes

Top 9% in the U.S.

Volunteering & Giving

Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.

Entertainment

Top 12% in the U.S.

Lighthearted Fun

This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.

Straight answers

Winsor Manor FAQs

Is Winsor Manor a good place to live?+

It's an established Longwood neighborhood with roomy homes, minimal HOA fees, and an easy 21-minute drive to downtown Orlando. Families appreciate the assigned Seminole County schools — Woodlands Elementary, Rock Lake Middle, and Lyman High. The surrounding Sweetwater Oaks area adds to the settled, residential character.

Is Winsor Manor expensive?+

It's mid-range for the area — the median sold price over the past year was $434,500, and the single active listing is at $425,000. At about $218 per square foot for a typical 1,947-square-foot home, you're paying for space rather than a luxury address. There's no $1M+ inventory here.

What do homes cost in Winsor Manor?+

Right now there's one home on the market at $425,000, and homes have sold at a median of $434,500 over the last 12 months. Expect roughly $218 per square foot for a home around 1,947 square feet. Inventory is thin, so serious buyers should be ready to move when the right listing appears.

How is the market in Winsor Manor?+

It's a small, slow-turning market — 11 homes sold in the past year and just one is active today. The median time on market is about 97 days, and sellers are getting around 97% of asking, which leaves reasonable room to negotiate. Compare it with nearby Sweetwater Club if you want more options.

What about HOA fees and property taxes?+

HOA dues are very light here, with a median around $6 a month. Property taxes run closer to $6,928 a year at current values, so factor that into your monthly budget alongside the low HOA.

Keep exploring

More Longwood 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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