Neighborhood · Kissimmee, Florida
Downtown Kissimmee
Historic Main Street living near everything Central Florida
8
Homes for sale
$359,495
Median list price
$259
Avg price / sqft
21
Median days on market
Downtown Kissimmee is the walkable, historic heart of Osceola County, where brick-lined streets and a lakeside setting sit within easy reach of the region's biggest draws. It's the kind of place where you can grab coffee near the tracks in the morning and be at Kissimmee homes for sale throughout the wider area or the theme parks by afternoon. Walt Disney World is about 36 minutes out, Universal Orlando roughly 34, and Orlando International Airport a quick 30-minute drive.
For buyers, this is a compact market that moves. With just 8 active listings and a median list price of $359,495, inventory is tight and well-priced homes don't linger — the median time on market is 20.5 days. If Downtown's historic core feels too limited, nearby communities like Storey Lake, Solara, and Windsor at Westside offer newer, amenity-rich alternatives within the same city.
Downtown Kissimmee is a community in Kissimmee, Florida.
Quick facts
$229,500 – $766K price range
1,362 sqft median home
$1,500/mo median rent
16 sold in 12 months
Drive times
On the market now
Homes for sale in Downtown Kissimmee
$699,000
424 LAKESHORE BOULEVARD, KISSIMMEE
3 bd · 4 ba · 2,825 sqft
$440,000
518 TOHOPEKALIGA AVENUE, KISSIMMEE
4 bd · 2 ba · 1,952 sqft
$360,000
1202 INGRAM STREET, KISSIMMEE
3 bd · 2 ba · 1,412 sqft
$765,999
501 SUMNER STREET, KISSIMMEE
5 bd · 4 ba · 3,518 sqft
$229,500$234,500
109 E BASS STREET, KISSIMMEE
2 bd · 1 ba · 638 sqft
$250,000
310 E MAGNOLIA STREET, KISSIMMEE
4 bd · 2.5 ba · 1,312 sqft
$253,000$255,000
710 BAY STREET, KISSIMMEE
3 bd · 3 ba · 1,100 sqft
$358,990$359,990
721 MABBETTE STREET, KISSIMMEE
3 bd · 2 ba · 1,027 sqft
Every active listing inside the Downtown Kissimmee boundary
Open full map search →Find your fit
Browse Downtown Kissimmee
By feature — on the live map
Where the market lives
The numbers that matter
The Downtown Kissimmee market
16
Sold, last 12 months
$244,135
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
39 days
Median time to sell
Downtown Kissimmee vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 5.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Downtown Kissimmee boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Downtown Kissimmee is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Downtown Kissimmee home
≈ $2,423/mo
$359,495 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$1,500/mo
Median rent
Homes for rent inside the boundary
Population
2,542
Median age
48
Median income
$33,872
Median home value
$198,552
Beyond the listings
Living in Downtown Kissimmee
Relationships
Top 12% 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.
Entertainment
Top 15% 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.
Entertainment
Top 20% in the U.S.Party Life
The party don't stop until the sun comes up. Loud music, crowds, and shots are a recipe for a great night out for these people.
Attitudes
Top 20% 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.
Food & Drink
Coffee Connoisseur
Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.
Beliefs
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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Downtown Kissimmee FAQs
Is Downtown Kissimmee a good place to live?+
It's a strong fit if you want historic, walkable character close to Central Florida's major attractions. You're about 30 minutes from Orlando International Airport and roughly 36 from Walt Disney World, and the area is served by the Osceola County School for the Arts and Osceola High School. It's a compact neighborhood rather than a sprawling suburb, which appeals to buyers who value location and personality.
Is Downtown Kissimmee expensive?+
It's relatively accessible for the region, with a median list price of $359,495 and active homes ranging from $229,500 up to about $765,999. Homes average around $259 per square foot on a median size of 1,362 square feet. If you're comparing options, newer communities like Solara offer another price point nearby.
What do homes cost in Downtown Kissimmee?+
Currently the 8 active listings carry a median list price of $359,495, while homes sold over the past 12 months closed at a median of $244,135 — a reflection of the mix of older and updated properties in this historic area. Sellers are getting about 93% of their asking price on average. The spread between list and sold prices means there's real room to negotiate on the right home.
How is the market in Downtown Kissimmee?+
It's tight and moves quickly, with just 8 homes active and a median of 20.5 days on market. Sixteen homes have sold in the last 12 months, and sellers are averaging 93% of asking. Low inventory means buyers should be ready to act when the right listing appears.
What about HOA fees and property taxes?+
Many homes in Downtown Kissimmee's historic core carry no HOA, which is unusual for the broader Kissimmee area where communities like Lake Marion Village often do. The median property tax runs about $3,825 per year. If you rent instead, the median in the area is around $1,500 per month.
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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