
Neighborhood · Kissimmee, Florida
Pleasant Hill Heights
Space and quiet a short drive from Central Florida
1
Homes for sale
$719,900
Median list price
$258
Avg price / sqft
86
Median days on market
Pleasant Hill Heights sits in the residential heart of Osceola County, the kind of Kissimmee pocket where lots run larger and the pace stays calm. Homes here trend toward space — the median is right around 2,790 square feet — and the area feeds well-regarded schools like Osceola County School for the Arts and Liberty High School. If you like the idea of room to spread out while staying connected to the wider Kissimmee homes for sale market and its resort-adjacent communities, this is a comfortable fit.
The market here is thin and buyer-specific right now. With just one active listing on the market, priced at $719,900, and only four homes sold over the past 12 months at a median of $489,500, this is a place where inventory moves in ones and twos rather than waves. Sellers have been holding firm — averaging 99% of asking — so serious buyers should be ready to act, while keeping an eye on nearby options like Storey Lake and Lake Marion Village if timing matters.
Pleasant Hill Heights is a community in Kissimmee, Florida.
Quick facts
$719,900 – $720K price range
2,790 sqft median home
4 sold in 12 months
On the market now
Homes for sale in Pleasant Hill Heights
Every active listing inside the Pleasant Hill Heights boundary
Open full map search →Find your fit
Browse Pleasant Hill Heights
By feature — on the live map
The numbers that matter
The Pleasant Hill Heights market
4
Sold, last 12 months
$489,500
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
48 days
Median time to sell
Pleasant Hill Heights vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 29.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Pleasant Hill Heights boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Pleasant Hill Heights is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Pleasant Hill Heights home
≈ $4,539/mo
$719,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
928
Median age
40
Median income
$87,718
Median home value
$388,400
Beyond the listings
Living in Pleasant Hill Heights
Lifestyles
Top 5% 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.
Culture
Top 10% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Attitudes
Top 10% in the U.S.Home & Leisure
There's no place like home. This activity is highest when people are feeling relaxed, like sharing a meal with friends or enjoying their morning coffee in their own home.
Food & Drink
Top 13% 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.
Hobbies & Interests
Top 17% in the U.S.Engine Enthusiast
This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.
Appearance oriented
Top 17% 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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Pleasant Hill Heights FAQs
Is Pleasant Hill Heights a good place to live?+
It suits buyers who want larger homes and a quieter residential feel while staying inside Osceola County. The area is assigned to Osceola County School for the Arts, Liberty High School, and Bellalago Charter Academy, and it sits within reach of resort-style neighborhoods like Solara. The median home here is around 2,790 square feet, so there's real room to settle in.
Is Pleasant Hill Heights expensive?+
It's a step up from the Kissimmee average but not the top of the market. The single active listing is priced at $719,900, while homes that actually sold over the past year came in at a median of $489,500. That gap tells you pricing depends heavily on the specific property and its features.
What do homes cost in Pleasant Hill Heights?+
Sold prices over the last 12 months centered on $489,500, while the current listing asks $719,900 at roughly $258 per square foot. With homes averaging about 2,790 square feet, you're paying for meaningful space, and buyers comparing value may also look at Windsor at Westside nearby.
How is the market in Pleasant Hill Heights?+
It's a low-inventory market — just one active listing and four sales over the past year. Homes have taken a median of 86 days to sell but have fetched about 99% of asking, so sellers aren't discounting heavily. Buyers should expect limited choices and be prepared to move when the right home appears.
What about HOA fees and property taxes?+
Property taxes here run a median of about $6,434 per year, reflecting the larger home sizes in the area. HOA figures aren't consistently available for this small neighborhood, so confirm any dues on a per-property basis before you commit.
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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