Neighborhood · Kissimmee, Florida
Pleasant Hill Heights
Roomy Kissimmee homes within reach of the parks
2
Homes for sale
$639,450
Median list price
$225
Avg price / sqft
44
Median days on market
Pleasant Hill Heights sits in the southern reach of Kissimmee, Osceola County, where lot sizes run generous and the pace stays residential rather than resort-driven. Homes here trend larger — the typical property runs close to 2,846 square feet — which makes the neighborhood a practical pick for families who want space without leaving the theme-park corridor. You're roughly 36 minutes from Walt Disney World and 42 from Orlando International, close enough to commute or host visitors, far enough to keep the traffic at arm's length. It reads as a settled pocket of Kissimmee homes for sale rather than a short-term-rental machine.
The market here is thin and deliberate. There are just 2 active listings right now, with a median list price of $639,450 and a range from $559,000 to $719,900, while the four homes sold over the past year closed at a median of $489,500. That gap between list and sold reflects a small sample rather than a market in freefall — sellers are still collecting about 99% of asking, and homes take a median 43 days to move. Buyers weighing this area against nearby resort-style communities like Storey Lake or Solara will find fewer options but more square footage per dollar.
Pleasant Hill Heights is a community in Kissimmee, Florida.
Quick facts
$559,000 – $720K price range
2,846 sqft median home
4 sold in 12 months
Drive times
On the market now
Homes for sale in Pleasant Hill Heights
$559,000
2749 S STEWART STREET, KISSIMMEE
4 bd · 2 ba · 2,901 sqft
$719,900$874,900
2921 LAKE TOHOPEKALIGA BOULEVARD, KISSIMMEE
3 bd · 2 ba · 2,790 sqft
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
≈ $4,106/mo
$639,450 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.
Straight answers
Pleasant Hill Heights FAQs
Is Pleasant Hill Heights a good place to live?+
It's a settled residential pocket of southern Kissimmee with larger homes and easy access to the theme-park corridor — Disney is about 36 minutes out and Orlando International roughly 42. Families gravitate here for the space and for assigned schools like Osceola County School for the Arts and Liberty High School. Compared with resort-heavy neighbors like Windsor at Westside, it feels more like an everyday neighborhood.
Is Pleasant Hill Heights expensive?+
It sits in the mid-to-upper range for the area, with a median list price of $639,450 and current listings between $559,000 and $719,900. That said, the four homes sold over the past year closed at a median of $489,500, so actual transaction prices have run lower than today's asking prices. You're paying for square footage — the typical home here is close to 2,846 sq ft.
What do homes cost in Pleasant Hill Heights?+
Active listings run from $559,000 to $719,900 with a median list price of $639,450, working out to about $225 per square foot. Recently sold homes tell a more modest story, with a median sold price of $489,500 over the last 12 months. The spread reflects a small market where a couple of higher-priced listings can pull the median up.
How is the market here?+
It's a low-inventory market — just 2 active listings and 4 sales in the past year — so options are limited and turnover is slow. Homes take a median of 43 days to sell, and sellers are getting about 99% of their asking price. Buyers looking for more selection may also want to compare nearby Lake Marion Village.
What about HOA fees and property taxes?+
Property taxes run a median of about $6,320 per year, in line with the larger home sizes in this neighborhood. HOA data isn't available for the current listings, so confirm any community dues on a per-property basis. Your agent can pull the exact figures once you've identified a specific home.
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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