
Neighborhood · Kissimmee, Florida
Pebble Pointe
Established Kissimmee living close to the airport
3
Homes for sale
$465,000
Median list price
$214
Avg price / sqft
48
Median days on market
Pebble Pointe is a settled residential pocket of Kissimmee where homes run larger than the metro average — the median footprint here is 2,341 square feet — and a low HOA keeps the neighborhood feel without heavy rules. It sits inside a part of Osceola County that's genuinely central: Orlando International Airport is about 20 minutes out, Universal roughly 31, and Walt Disney World near 37, so both commuters and travelers stay connected. Compared with the vacation-oriented builds nearby like Storey Lake and Solara, this is a place people actually settle into.
The market moves fast for buyers who are ready. With only 3 active listings and a median days on market of just 1, homes here don't sit — sellers collected about 98% of asking over the past year. Median list price is $465,000, but the 10 sales in the last twelve months closed at a median of $400,000, so recent buyers are landing below current asking. If you're weighing this against newer resort-style options like Windsor at Westside, Pebble Pointe trades novelty for space and a lighter monthly carry.
Pebble Pointe is a community in Kissimmee, Florida.
Quick facts
$389,900 – $538K price range
2,341 sqft median home
$38/mo median HOA
$2,400/mo median rent
12 sold in 12 months
Drive times
On the market now
Homes for sale in Pebble Pointe

$537,900$549,900
2753 WOODSTREAM CIRCLE, KISSIMMEE
4 bd · 2.5 ba · 2,341 sqft

$465,000
2856 MIDDLETON CIRCLE, KISSIMMEE
4 bd · 2.5 ba · 2,398 sqft

$389,900$399,900
2803 MIDDLETON CIRCLE, KISSIMMEE
3 bd · 2 ba · 1,797 sqft
Every active listing inside the Pebble Pointe boundary
Open full map search →Find your fit
Browse Pebble Pointe
By feature — on the live map
Where the market lives
The numbers that matter
The Pebble Pointe market
12
Sold, last 12 months
$392,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
46 days
Median time to sell
Pebble Pointe vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 5.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Pebble Pointe boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Pebble Pointe is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Pebble Pointe home
≈ $2,919/mo
$465,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$38/mo
Median HOA
From current listings inside the boundary
$2,400/mo
Median rent
Homes for rent inside the boundary
Population
3,292
Median age
33
Median income
$51,315
Median home value
$299,100
Beyond the listings
Living in Pebble Pointe
Appearance oriented
Top 6% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Entertainment
Top 7% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Appearance oriented
Top 11% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Beliefs
Top 13% in the U.S.Spiritual Practices
Making it to church on Sunday, this population is drawn together by their devotion to, primarily Christian, religion. Common activities include worship services and bible studies.
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.
Lifestyles
Top 21% 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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Pebble Pointe FAQs
Is Pebble Pointe a good place to live?+
It's a good fit if you want a settled, spacious neighborhood rather than a short-term rental community. Homes average 2,341 square feet with a modest $38/month HOA, and the central location puts Orlando International Airport about 20 minutes away and downtown Orlando near 33. Assigned schools include Ventura Elementary, Parkway Middle, and Gateway High.
Is Pebble Pointe expensive?+
It sits in a mid-range band for the Kissimmee area, with a median list price of $465,000 and no listings above $1M. The average price per square foot is $217, and the low HOA and median property tax of $2,652 a year keep ongoing costs reasonable compared with resort-style Kissimmee homes for sale that carry higher fees.
What do homes cost in Pebble Pointe?+
Active listings currently range from $399,900 to $549,900, with a median list price of $465,000. Over the past twelve months, 10 homes sold at a median of $400,000, so recent closings have come in below today's asking prices.
How is the market right now?+
It's fast and tight, with just 3 active listings and a median of only 1 day on market. Sellers are getting about 98% of their asking price, which tells you well-priced homes move almost immediately — buyers should have financing and expectations ready before touring.
What are the HOA fees and property taxes like?+
The median HOA runs about $38 per month, which is low for the area and reflects a residential community rather than an amenity-heavy resort like Lake Marion Village. Median annual property tax is around $2,652, keeping the total monthly carry manageable.
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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