Neighborhood · Longwood, Florida
Winsor Manor
Established Longwood living with easy commutes and low fees
2
Homes for sale
$577,500
Median list price
$244
Avg price / sqft
9
Median days on market
Winsor Manor sits in the heart of Seminole County's Longwood, a pocket of established, tree-lined streets where homes run a comfortable median of 2,164 square feet. It's the kind of neighborhood that keeps good company — near well-known communities like Sweetwater Oaks, The Springs, and Wildmere — with Lyman High School anchoring the area and downtown Orlando a 21-minute drive away. Buyers who want space and a central address without the sprawl tend to circle back here.
The market is tight and moves with intention. There are just 3 active listings right now, with a median list price of $575,000 and homes going under contract in about 17 days. Over the past year 11 homes sold at a median of $434,500, with sellers collecting around 97% of asking — so come prepared to act, but know the data still rewards a sharp offer. For the wider picture, it's worth comparing against Longwood homes for sale as a whole.
Winsor Manor is a community in Longwood, Florida.
Quick facts
$575,000 – $580K price range
2,390 sqft median home
11 sold in 12 months
Drive times
On the market now
Homes for sale in Winsor Manor
$580,000
219 SHERIDAN AVENUE, LONGWOOD
4 bd · 2 ba · 2,164 sqft
$575,000
136 GLENDALE DRIVE, LONGWOOD
4 bd · 3 ba · 2,616 sqft
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
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 19.1% yr/yr
Homes sold per month
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
≈ $3,592/mo
$577,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
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.
People who close here
Our Longwood experts
Straight answers
Winsor Manor FAQs
Is Winsor Manor a good place to live?+
It's an established Longwood neighborhood with roomy homes averaging 2,164 square feet and a central Seminole County location — about 21 minutes to downtown Orlando. Assigned schools include Lyman High, Rock Lake Middle, and Woodlands Elementary, and you're surrounded by respected communities like Sweetwater Oaks. It suits buyers who want space and an easy commute without the sprawl.
Is Winsor Manor expensive?+
It sits in the mid-to-upper range for Longwood, with a median list price of $575,000 and active listings spanning $405,000 to $580,000. The median sold price over the past year was more approachable at $434,500, so there's room to find value depending on timing and condition.
What do homes cost in Winsor Manor?+
Current listings carry a median price of $575,000 at about $232 per square foot, for homes around 2,164 square feet. Actual sales over the last 12 months landed at a median of $434,500, which gives a realistic sense of where offers tend to settle.
How is the market right now?+
It's tight and quick — only 3 homes are active, and the median time on market is 17 days. With 11 sales in the past year and sellers averaging 97% of asking, well-priced homes don't linger, so buyers should be ready to move. You can track the broader trend across Longwood homes for sale.
What about HOA fees and property taxes?+
The HOA here is remarkably light at a median of about $6 per month. Property taxes run closer to $6,387 a year, which is typical for homes in this price range in Seminole County.
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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