David Ramirez
Map of Pleasant Hill Heights
← All of Kissimmee

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

Search Pleasant Hill Heights on the map

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

Pleasant Hill Heights$720K
Kissimmee Co.$380K

Price per sqft

Pleasant Hill Heights$258
Kissimmee Co.$216

Days on market

Pleasant Hill Heights86d
Kissimmee Co.45d

Median sold price — 3-yr, 3-mo rolling

29.0% yr/yr

$400K$463K$525KMay ’24Jan ’26

Homes sold per month

012May ’24Jan ’26

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

Principal & interest $3,793
Property tax $536
Insurance (est.) $210

$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

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.

Never miss a listing

New Pleasant Hill Heights homes, in your inbox

A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated July 23, 2026 at 4:47 PM UTC. The listing information on this page last changed on July 23, 2026 at 4:47 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on July 23, 2026 at 4:47 PM UTC.

StellarMLS DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 23, 2026 at 4:47 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. 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. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.