Neighborhood · Longwood, Florida
Shadowbay
Waterside living minutes from downtown Orlando
4
Homes for sale
$422,000
Median list price
$334
Avg price / sqft
10
Median days on market
Shadowbay is a compact, established pocket of Longwood in Seminole County, where mature trees and a handful of pool and waterfront homes give the streets a settled, lived-in feel. It sits among some of the area's most recognizable communities — Sweetwater Oaks, Sweetwater Club, and the spring-fed The Springs — and feeds into Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High. With downtown Orlando about 22 minutes away and MCO around 40, it's an easy base for commuters who still want a quiet neighborhood at the end of the day.
For buyers, this is a small, fast-moving market: only 4 homes are active right now, and the 9 sales over the past year closed in a median of just 5 days at 96% of asking. The median list price is $422,000, though inventory runs the full spectrum from an entry point near $265,000 up to a $1.6M waterfront property. If you're serious about a home here, expect to move quickly and come in close to list.
Shadowbay is a community in Longwood, Florida.
Quick facts
$265,000 – $1.7M price range
1,450 sqft median home
$310/mo median HOA
8 sold in 12 months
Drive times
On the market now
Homes for sale in Shadowbay
$265,000
2821 SPYGLASS COVE, LONGWOOD
3 bd · 2 ba · 1,300 sqft
$345,000
2754 CATTAIL COURT, LONGWOOD
2 bd · 2 ba · 1,158 sqft
$499,000
322 N SHADOWBAY BOULEVARD, LONGWOOD
3 bd · 2 ba · 1,599 sqft
$1,674,990$1,739,000
236 S SHADOWBAY BOULEVARD, LONGWOOD
5 bd · 3.5 ba · 3,216 sqft
Every active listing inside the Shadowbay boundary
Open full map search →Find your fit
Browse Shadowbay
By feature — on the live map
Where the market lives
The numbers that matter
The Shadowbay market
8
Sold, last 12 months
$371,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
68 days
Median time to sell
Shadowbay vs Longwood
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 28.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Shadowbay boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Shadowbay is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Shadowbay home
≈ $3,040/mo
$422,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$310/mo
Median HOA
From current listings inside the boundary
Population
517
Median age
49
Median income
$114,559
Median home value
$492,300
Beyond the listings
Living in Shadowbay
Active
Top 3% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
Entertainment
Top 6% in the U.S.Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Active
Top 12% in the U.S.Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Food & Drink
Top 13% 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.
Lifestyles
Top 15% 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.
Entertainment
Top 19% in the U.S.Live Experiences
When it comes to entertainment, this population is looking for the ultimate experience. Whether it's a charity fundraiser or a concert, elements such as lights, sounds, and merchandise are critical for a good time.
People who close here
Our Longwood experts
Straight answers
Shadowbay FAQs
Is Shadowbay a good place to live?+
It's a small, established Longwood neighborhood with a quiet residential feel and quick access to downtown Orlando, about 22 minutes away. Homes are assigned to Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School, and it sits near well-known communities like Sweetwater Oaks. For buyers who want a settled neighborhood with a reasonable commute, it checks a lot of boxes.
Is Shadowbay expensive?+
The median list price is $422,000, which lands in the middle of the Longwood market rather than at the top. That said, active listings stretch from around $265,000 to nearly $1.7M, including one $1M+ waterfront home, so the range is wide depending on what you want.
What do homes cost in Shadowbay?+
Right now the median list price is $422,000 and the average is about $334 per square foot, with a median home size near 1,450 square feet. Over the past 12 months, 9 homes sold at a median of $335,000, so recent closings have generally come in below current asking prices.
How is the market in Shadowbay?+
It's fast and tight — just 4 homes are active, and recent sales closed in a median of only 5 days at 96% of asking. That combination of low inventory and quick turnover means well-priced homes don't sit long, so buyers should be ready to act. You can compare pace against nearby Wildmere to gauge the wider area.
What about HOA fees and property taxes?+
The median HOA runs about $310 per month, and median property taxes are roughly $3,567 per year. Both figures are worth confirming per property, since costs vary across the different communities near Shadowbay.
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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