Neighborhood · Kissimmee, Florida
Settlers Landing
A compact Kissimmee community close to everything
1
Homes for sale
$409,900
Median list price
$234
Avg price / sqft
55
Median days on market
Settlers Landing sits in a part of Osceola County where the theme parks and the airport are all a short drive away — Walt Disney World is about 19 minutes out, Universal Orlando roughly 20, and Orlando International (MCO) also around 20. It's a small residential pocket among Kissimmee's better-known names like Storey Lake, Solara, and Windsor at Westside, with homes assigned to Freedom High, Hunters Creek Middle, and Endeavor Elementary.
For buyers, this is a tight, fast-moving market. There are just 2 active listings right now with a median list price of $394,950, and homes that sold over the past year moved at a median of 1 day on market — sellers are getting about 97% of asking. If you want to compare options nearby, it's worth looking across the broader Kissimmee homes for sale and neighbors like Lake Marion Village too.
Settlers Landing is a community in Kissimmee, Florida.
Quick facts
$409,900 – $410K price range
1,748 sqft median home
$134/mo median HOA
$2,700/mo median rent
7 sold in 12 months
Drive times
On the market now
Homes for sale in Settlers Landing
Every active listing inside the Settlers Landing boundary
Open full map search →Find your fit
Browse Settlers Landing
By feature — on the live map
The numbers that matter
The Settlers Landing market
7
Sold, last 12 months
$370,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
17 days
Median time to sell
Settlers Landing vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 12.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Settlers Landing boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Settlers Landing is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Settlers Landing home
≈ $2,775/mo
$409,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$134/mo
Median HOA
From current listings inside the boundary
$2,700/mo
Median rent
Homes for rent inside the boundary
Population
802
Median age
28
Median income
$92,404
Median home value
$416,800
Beyond the listings
Living in Settlers Landing
Emotional
Top 3% 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.
Relationships
Top 4% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Lifestyles
Top 4% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Entertainment
Top 7% 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.
Food & Drink
Top 11% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Food & Drink
Top 11% in the U.S.Asian Food & Culture
Asian culture has a lot to offer, but the Asian cuisine tends to be the most frequently referenced. This population is talking about Asian dishes, holidays, and drinks.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Settlers Landing FAQs
Is Settlers Landing a good place to live?+
It works well for buyers who want quick access to Central Florida's main attractions — Walt Disney World and Universal Orlando are each about 20 minutes away, and MCO airport is roughly 20 minutes out. Homes here are assigned to Freedom High, Hunters Creek Middle, and Endeavor Elementary. It's a small, established community rather than a sprawling resort-style development.
Is Settlers Landing expensive?+
It sits in a mid-range band for the Kissimmee market, with a median list price of $394,950 and active listings running from $380,000 to $409,900. At roughly $246 per square foot, it's approachable compared with some of the resort communities nearby. You can weigh it against the wider Kissimmee homes for sale to see where it lands for your budget.
What do homes cost in Settlers Landing?+
Current listings are priced around a $394,950 median, while homes that actually sold over the past year came in at a median of $362,500. With a median size near 1,612 sqft, most homes fall in the high-$300,000s to low-$400,000s.
How is the market right now?+
It's quick and competitive on a small scale — 6 homes sold in the last 12 months, and the median days on market is just 1. Sellers are averaging about 97% of asking, so serious buyers should be ready to act when a home fits.
What about HOA fees and property taxes?+
The median HOA here is about $115 a month, and the median property tax runs roughly $4,511 a year. Those are reasonable figures for the area, though always confirm the exact HOA and tax numbers on any specific home before you write an offer.
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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