Neighborhood · Kissimmee, Florida
Shadow Bay
Affordable Kissimmee living minutes from the parks
10
Homes for sale
$197,445
Median list price
$161
Avg price / sqft
46
Median days on market
Shadow Bay is a compact residential pocket of Kissimmee where modestly sized homes and short drive times define daily life. With Walt Disney World about 21 minutes away, Universal Orlando roughly 26, and Orlando International Airport around 28, you're close to the region's biggest draws without paying for the address. It's the kind of neighborhood that appeals to buyers who want a straightforward Central Florida home base rather than a resort-style compound.
For buyers, the market here is small and moves at a steady clip — homes are finding contracts in about 20 days. The median list price sits at $187,445, with active listings ranging from $165,000 to $414,500, so it reads as one of the more attainable corners of Kissimmee homes for sale. If you're comparing it against short-term-rental communities like Storey Lake, Solara, or Windsor at Westside, Shadow Bay skews toward everyday ownership at a lower entry point.
Shadow Bay is a community in Kissimmee, Florida.
Quick facts
$159,900 – $365K price range
1,250 sqft median home
$334/mo median HOA
$1,750/mo median rent
4 sold in 12 months
Drive times
On the market now
Homes for sale in Shadow Bay
$365,000
2704 WINDING RIDGE AVENUE S, KISSIMMEE
4 bd · 3 ba · 2,021 sqft
$215,000
3002 RIO GRANDE TRAIL UNIT 3002, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$180,000
2931 RIO GRANDE TRAIL UNIT 2981, KISSIMMEE
2 bd · 2 ba · 1,025 sqft
$209,000$219,900
3023 RIO GRANDE TRAIL UNIT 3023, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$205,000
2706 RIO GRANDE TRAIL UNIT 2706, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$249,830$257,300
3111 RIO GRANDE TRAIL, KISSIMMEE
3 bd · 2 ba · 1,375 sqft
$165,000
3226 RIO GRANDE TRL UNIT 3226, KISSIMMEE
3 bd · 2 ba · 1,375 sqft
$179,900
2718 RIO GRANDE TRAIL UNIT 2718, KISSIMMEE
3 bd · 2 ba · 1,250 sqft
$189,890
3226 FOX SQUIRREL DRIVE, KISSIMMEE
2 bd · 2 ba · 1,100 sqft
$159,900$199,900
3115 FOX SQUIRREL DRIVE UNIT 3115, KISSIMMEE
3 bd · 2 ba · 1,250 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
4
Sold, last 12 months
$140,000
Median sold price
88%
Sale-to-list ratio
What sellers actually get vs asking
28 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
≈ $1,826/mo
$197,445 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$334/mo
Median HOA
From current listings inside the boundary
$1,750/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 practical fit for buyers who want proximity over prestige, with Walt Disney World about 21 minutes away and Orlando International Airport around 28. Assigned schools include the Osceola County School for the Arts, and the neighborhood sits within the broader menu of Kissimmee homes for sale. It's better suited to everyday living than to vacation-rental investing.
Is Shadow Bay expensive?+
No — it's on the affordable end for the area, with a median list price of $187,445 and active listings starting at $165,000. That's a lower entry point than resort-style communities like Solara. The upper end of the range reaches $414,500 for larger homes.
What do homes cost in Shadow Bay?+
Active listings run from $165,000 to $414,500, with a median list price of $187,445 and an average of $169 per square foot. Over the last 12 months, six homes sold at a median price of $197,500. The median home size is about 1,250 square feet.
How is the market in Shadow Bay?+
It's a small, steady market with just six active listings and homes going under contract in a median of 20 days. Sellers are getting about 92% of their asking price on average, so pricing has to be realistic on both sides. Six homes closed over the past year, so inventory turns over slowly here compared with larger communities like Windsor at Westside.
What about HOA fees and property taxes?+
The median HOA runs about $332 per month, and the median property tax is roughly $2,872 per year. For buyers weighing rental income, the median rent in the area is around $1,800 per month. Always confirm the exact HOA figure for a specific home, since it can vary by section.
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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