
Neighborhood · Kissimmee, Florida
Pleasant Hill Lakes
Space and quiet on Kissimmee's south side
4
Homes for sale
$431,950
Median list price
$218
Avg price / sqft
32
Median days on market
Pleasant Hill Lakes sits in the quieter southern reaches of Osceola County, where lots run larger and the pace is more residential than the tourist corridors closer to the parks. It's the kind of pocket that suits buyers who want a real neighborhood feel while staying inside striking distance of the theme parks — Walt Disney World is about 33 minutes away and Universal Orlando roughly 36. Compared with resort-style Kissimmee communities like Storey Lake or Solara, this is a place people actually settle into.
The market here is small and steady, which matters if you're shopping. There are just 4 active listings right now, with a median list price of $431,950 and homes changing hands at about 98% of asking — so sellers aren't discounting heavily, but they're not overreaching either. With homes going under contract in around a month and only a handful of sales over the past year, inventory moves when it's priced right, so decisive buyers do well.
Pleasant Hill Lakes is a community in Kissimmee, Florida.
Quick facts
$380,000 – $470K price range
1,993 sqft median home
$31/mo median HOA
$2,995/mo median rent
5 sold in 12 months
Drive times
On the market now
Homes for sale in Pleasant Hill Lakes

$470,000
2800 WOODSMERE COURT, KISSIMMEE
4 bd · 2 ba · 2,027 sqft

$449,900
3251 PINEWOOD COURT, KISSIMMEE
3 bd · 2 ba · 2,404 sqft

$414,000$419,000
2600 SHORTLEAF, KISSIMMEE
4 bd · 2 ba · 1,959 sqft

$380,000$383,000
1750 EVERGREEN COURT, KISSIMMEE
3 bd · 2 ba · 1,584 sqft
Every active listing inside the Pleasant Hill Lakes boundary
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Browse Pleasant Hill Lakes
By feature — on the live map
Where the market lives
The numbers that matter
The Pleasant Hill Lakes market
5
Sold, last 12 months
$470,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
32 days
Median time to sell
Pleasant Hill Lakes vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 25.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Pleasant Hill Lakes boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Pleasant Hill Lakes 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 Lakes home
≈ $2,870/mo
$431,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$31/mo
Median HOA
From current listings inside the boundary
$2,995/mo
Median rent
Homes for rent inside the boundary
Population
773
Median age
40
Median income
$87,718
Median home value
$388,400
Beyond the listings
Living in Pleasant Hill Lakes
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 Lakes FAQs
Is Pleasant Hill Lakes a good place to live?+
It's a solid pick if you want a settled, residential neighborhood over a resort-style enclave. Homes here average nearly 2,000 square feet with a low $31/month median HOA, and the location keeps Disney about 33 minutes away and Orlando International Airport around 39. It suits families and commuters who want space without giving up park access.
Is Pleasant Hill Lakes expensive?+
It's moderately priced for the Kissimmee area, with a median list price of $431,950 and active listings ranging from $380,000 to $470,000. At roughly $218 per square foot, it tends to offer more room for the money than tourist-corridor communities like Solara. Rentals run about $2,995 a month at the median.
What do homes cost in Pleasant Hill Lakes?+
Current active listings sit between $380,000 and $470,000, with a median list price of $431,950 on homes around 1,993 square feet. Over the past 12 months, five homes sold at a median of $470,000. There are two homes with pools among the active listings if that's on your must-have list.
How is the market in Pleasant Hill Lakes?+
It's a small, steady market — just 4 active listings and 5 sales in the past year. Homes take a median of about 31.5 days to go under contract, and sellers are getting roughly 98% of their asking price, so well-priced homes don't linger. Serious buyers should be ready to move when the right listing appears.
What are the HOA fees and property taxes like?+
The median HOA here is just $31 a month, notably lighter than the amenity-loaded fees in nearby Windsor at Westside and similar communities. Median annual property tax runs about $4,232. Together that keeps monthly carrying costs reasonable for a home of this size.
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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