Neighborhood · Kissimmee, Florida
Rolling Hills Estates
A quiet Kissimmee address minutes from the parks
4
Homes for sale
$461,000
Median list price
$232
Avg price / sqft
194
Median days on market
Rolling Hills Estates sits in the part of Kissimmee where a short drive puts you at Walt Disney World in about 20 minutes, yet daily life stays residential and unhurried. It's a small community within a much larger corridor of resort-adjacent neighborhoods, so you're close to the action without living inside it. Buyers who like the idea of theme-park weekends and weekday calm tend to circle this stretch of Osceola County, alongside familiar names like Storey Lake and Solara.
The market here is deliberately small: just five active listings right now, with a median list price of $463,000. With no recorded sales in the past 12 months, this is a low-turnover pocket, which means pricing takes context from the broader Kissimmee market and nearby communities such as Lake Marion Village and Solivita. Come prepared to move when the right home lists, because inventory this thin doesn't sit long.
Rolling Hills Estates is a community in Kissimmee, Florida.
Quick facts
$430,000 – $470K price range
1,899 sqft median home
$53/mo median HOA
8 sold in 12 months
Drive times
On the market now
Homes for sale in Rolling Hills Estates
$463,000$469,000
7949 GOLDEN POND CIR, KISSIMMEE
4 bd · 2 ba · 1,822 sqft
$430,000
7979 MAGNOLIA BEND COURT, KISSIMMEE
4 bd · 3 ba · 1,975 sqft
$470,000$472,500
7946 GOLDEN POND CIRCLE, KISSIMMEE
5 bd · 3.5 ba · 2,677 sqft
$459,000
7947 GOLDEN POND CIRCLE, KISSIMMEE
4 bd · 2 ba · 1,643 sqft
Every active listing inside the Rolling Hills Estates boundary
Open full map search →Find your fit
Browse Rolling Hills Estates
By feature — on the live map
The numbers that matter
The Rolling Hills Estates market
8
Sold, last 12 months
$482,450
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
48 days
Median time to sell
Rolling Hills Estates vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 4.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Rolling Hills Estates boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Rolling Hills Estates is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Rolling Hills Estates home
≈ $3,191/mo
$461,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$53/mo
Median HOA
From current listings inside the boundary
Population
329
Median age
31
Median income
$92,154
Median home value
$297,100
Beyond the listings
Living in Rolling Hills Estates
Hobbies & Interests
Top 2% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Entertainment
Top 5% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Lifestyles
Top 6% 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.
Entertainment
Top 13% in the U.S.Live Experiences
When it comes to entertainment, this population is looking for the ultimate experience. Whether it's a charity fundraiser or a concert, elements such as lights, sounds, and merchandise are critical for a good time.
Entertainment
Top 15% in the U.S.Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Food & Drink
Top 18% 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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Rolling Hills Estates FAQs
Is Rolling Hills Estates a good place to live?+
It suits buyers who want a residential feel with theme-park access, since Walt Disney World is about 20 minutes away and Orlando International Airport around 37. Assigned schools include the Osceola County School for the Arts and Westside K-8 School. The small scale of the community keeps it quieter than the busier resort-rental corridors nearby.
Is it expensive to buy here?+
The median list price is currently $463,000, which sits in the mid-market range for this part of Kissimmee. With only five active listings, pricing can shift quickly depending on what's available. Comparing against nearby Kissimmee communities helps set realistic expectations.
What do homes cost in Rolling Hills Estates?+
Right now the median list price is $463,000 across five active listings. Detailed per-square-foot and home-size figures aren't available for this small pocket, so it's worth looking at recent activity in comparable Osceola County neighborhoods. An agent can pull specifics on any individual listing that interests you.
How is the market here?+
This is a very low-turnover community, with no recorded sales in the past 12 months and just five homes currently active. That thin supply means buyers should be ready to act when a suitable home lists. Watching adjacent communities like Solivita gives you a broader read on demand.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't available for Rolling Hills Estates in the current data. Many communities in this part of Kissimmee carry an HOA, so it's important to confirm the exact fees on any home before you make an offer. We can request the current numbers directly from the listing or association.
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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