Neighborhood · Kissimmee, Florida
Regal Oak Shores
Spacious waterfront living east of Kissimmee
4
Homes for sale
$776,200
Median list price
$214
Avg price / sqft
121
Median days on market
Regal Oak Shores is a low-density pocket in Osceola County where lots are generous and homes run large — the median here lands around 4,408 square feet, the kind of footprint that gives families room to spread out. A handful of pool homes and lakefront parcels anchor the neighborhood, and students feed into well-regarded options like Osceola County School for the Arts. With Orlando International Airport about 33 minutes away and the theme parks within a 40-minute drive, it balances a quieter residential feel with easy access to the region's biggest draws.
For buyers, this is a small, slow-moving market: just four active listings right now, with a median list price of $776,200 and a range stretching from $650,000 to over $2.1 million. Homes here sit — the median is 106 days on market — but sellers who closed over the past year got 100% of their asking price on average, so there's little panic discounting. If this specific neighborhood feels tight, it's worth comparing with other Kissimmee homes for sale or master-planned communities like Storey Lake and Solara.
Regal Oak Shores is a community in Kissimmee, Florida.
Quick facts
$650,000 – $2.0M price range
4,408 sqft median home
5 sold in 12 months
Drive times
On the market now
Homes for sale in Regal Oak Shores
$653,400
1860 SAHA COURT, KISSIMMEE
4 bd · 3 ba · 2,869 sqft
$899,000$924,900
1540 GRANDVIEW BOULEVARD, KISSIMMEE
4 bd · 4.5 ba · 5,207 sqft
$2,009,000$2,179,000
1890 SAHA COURT, KISSIMMEE
7 bd · 6.5 ba · 7,247 sqft
$650,000$674,900
1714 CHERYL LANE, KISSIMMEE
4 bd · 3.5 ba · 3,609 sqft
Every active listing inside the Regal Oak Shores boundary
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Browse Regal Oak Shores
By feature — on the live map
Where the market lives
The numbers that matter
The Regal Oak Shores market
5
Sold, last 12 months
$442,000
Median sold price
100%
Sale-to-list ratio
What sellers actually get vs asking
16 days
Median time to sell
Regal Oak Shores vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 17.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Regal Oak Shores boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Regal Oak Shores is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Regal Oak Shores home
≈ $4,746/mo
$776,200 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
1,321
Median age
39
Median income
$136,012
Median home value
$419,200
Beyond the listings
Living in Regal Oak Shores
Relationships
Top 1% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
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.
Appearance oriented
Top 12% in the U.S.Men's Style
This population is all about finding the latest in men's style - from fashion to grooming. Captures guys looking to stay on trend and significant others assisting with shopping.
Hobbies & Interests
Top 18% 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.
Attitudes
Top 20% 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 20% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Regal Oak Shores FAQs
Is Regal Oak Shores a good place to live?+
It suits buyers who want larger homes on a quieter street while staying close to Orlando's attractions — MCO is about 33 minutes out and the parks sit within 40-ish minutes. The neighborhood also feeds into Osceola County School for the Arts and Osceola High School. If you like the setting but want more community amenities, nearby Lake Marion Village is worth a look.
Is Regal Oak Shores expensive?+
It's on the higher end for the area, with a median list price of $776,200 and listings ranging from $650,000 up past $2.1 million. Average pricing works out to about $220 per square foot, reflecting the large home sizes here. Buyers after a lower entry point often widen the search to other Kissimmee homes for sale.
What do homes cost in Regal Oak Shores?+
Active listings currently carry a median of $776,200, while homes that actually closed over the past 12 months had a median sold price of $451,000 — a gap that reflects a small sample and a mix of home types. At roughly $220 per square foot against a median size of 4,408 square feet, you're paying for substantial square footage. Compare with master-planned pricing at Solara to see the contrast.
How is the market in Regal Oak Shores?+
It's small and patient: only four homes are active and six sold in the past year, with a median of 106 days on market. That said, sellers averaged 100% of asking on recent closings, so there's little downward pressure on well-priced homes. Expect to take your time and negotiate on specific properties rather than the neighborhood as a whole.
What about HOA fees and property taxes?+
Median property taxes here run about $5,354 per year, in line with the larger home values. HOA data isn't available for the current listings, so confirm any dues on a property-by-property basis before you write an offer. For communities with clearly published HOA structures and amenities, Windsor at Westside is a useful comparison.
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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