Neighborhood · Kissimmee, Florida
Rolling Hills Estates
Pool homes minutes from Disney's front gate
2
Homes for sale
$461,000
Median list price
$267
Avg price / sqft
389
Median days on market
Rolling Hills Estates sits in the part of Kissimmee that trades on space and proximity — a residential pocket where a pool in the backyard is the norm rather than the exception, and Walt Disney World is a 20-minute drive down the road. The area shares its footprint with well-known Kissimmee communities like Storey Lake, Solara, and Windsor at Westside, so you're never far from the vacation-rental energy that defines this corner of Osceola County. Assigned schools include Osceola County School for the Arts and Celebration High School.
For a buyer today, this is a small, slow-moving market — just three active listings, with a median list price of $459,000 and homes taking a median of 130 days to sell. That pace works in your favor: sellers here have been accepting about 97% of asking over the last year, which leaves room to negotiate. Every active listing right now has a pool, so if that's on your list, the timing is right.
Rolling Hills Estates is a community in Kissimmee, Florida.
Quick facts
$459,000 – $463K price range
1,733 sqft median home
$53/mo median HOA
$3,500/mo median rent
13 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
$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
13
Sold, last 12 months
$460,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
41 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
▲ 4.4% 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
≈ $3,118/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
$3,500/mo
Median rent
Homes for rent 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®
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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