Neighborhood · Kissimmee, Florida
Shadow Bay
Central Kissimmee living with room to breathe
7
Homes for sale
$199,900
Median list price
$171
Avg price / sqft
77
Median days on market
Shadow Bay sits in the heart of Kissimmee, close enough to the arts corridor that families zoned for the Osceola County School for the Arts appreciate the address. It's a settled residential pocket of Osceola County where the homes run modest in footprint — a median of about 1,313 square feet — and the pace is quieter than the resort-driven communities to the west like Storey Lake and Solara.
For buyers, the value story is clear: a median list price of $202,400 puts Shadow Bay well below much of the surrounding Kissimmee homes for sale, and the small pool of six active listings means options are limited but competition is manageable. Homes here have been selling near ask — sellers netted about 96% of list over the past year — so it pays to come prepared. If you'd rather chase a short-term-rental play, communities like Windsor at Westside fit that better; Shadow Bay reads as a place to actually live.
Shadow Bay is a community in Kissimmee, Florida.
Quick facts
$185,000 – $415K price range
1,250 sqft median home
$329/mo median HOA
$1,648/mo median rent
5 sold in 12 months
On the market now
Homes for sale in Shadow Bay
$204,900
2734 RIO GRANDE TRAIL UNIT 2734, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$205,000$220,000
3214 RIO GRANDE TRL UNIT 00, KISSIMMEE
3 bd · 2.5 ba · 1,414 sqft
$414,500$419,900
2331 PEPPERCORN STREET, KISSIMMEE
3 bd · 2 ba · 1,769 sqft
$192,000$195,000
2931 RIO GRANDE TRL UNIT D, KISSIMMEE
2 bd · 2 ba · 1,025 sqft
$199,900
3115 FOX SQUIRREL DRIVE UNIT 3115, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$189,890
3226 FOX SQUIRREL DRIVE, KISSIMMEE
2 bd · 2 ba · 1,100 sqft
$185,000$190,000
3111 RIO GRANDE TRAIL UNIT 3111, KISSIMMEE
3 bd · 2 ba · 1,375 sqft
Every active listing inside the Shadow Bay boundary
Open full map search →Find your fit
Browse Shadow Bay
By feature — on the live map
Where the market lives
The numbers that matter
The Shadow Bay market
5
Sold, last 12 months
$255,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
24 days
Median time to sell
Shadow Bay vs Kissimmee
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Shadow Bay boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Shadow Bay is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Shadow Bay home
≈ $1,825/mo
$199,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$329/mo
Median HOA
From current listings inside the boundary
$1,648/mo
Median rent
Homes for rent inside the boundary
Population
1,882
Median age
34
Median income
$67,867
Median home value
$395,700
Beyond the listings
Living in Shadow Bay
Attitudes
Top 1% 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.
Beliefs
Top 2% 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.
Emotional
Top 2% 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.
Appearance oriented
Top 5% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Emotional
Top 6% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
Entertainment
Top 8% 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 Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Shadow Bay FAQs
Is Shadow Bay a good place to live?+
It's a quieter residential neighborhood in central Kissimmee, well suited to owner-occupiers rather than the short-term-rental crowd you'll find at Solara. Homes are zoned for Osceola County School for the Arts, Kissimmee Middle School, and Osceola High School, which appeals to families. The compact home sizes and central location keep it practical for everyday living.
Is Shadow Bay expensive?+
No — it's one of the more attainable corners of Kissimmee, with a median list price of $202,400 and active listings running from $185,000 up to $414,500. That's a notable step below much of the surrounding market. Renters see a median of about $1,648 per month here.
What do homes cost in Shadow Bay?+
Current listings center around $202,400, and homes that closed over the past year sold at a median of $255,000. At roughly $171 per square foot on a median home of about 1,313 square feet, your money goes toward a right-sized, move-in-ready property rather than a sprawling floor plan.
How is the market in Shadow Bay?+
It's a small, steady market — just six active listings and five sales in the last 12 months — so inventory is thin. Homes take a median of 51 days to sell and close at about 96% of asking, meaning sellers aren't discounting much. Buyers should be ready to move when the right listing appears.
What about HOA fees and property taxes?+
Expect a median HOA of about $290 per month, which is typical for a managed Kissimmee community. Property taxes run around $2,527 per year at the median. Always confirm the exact HOA figure and what it covers for the specific home you're considering.
Keep exploring
More Kissimmee 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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