Bridget McLennon
Map of Regal Oak Shores
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Neighborhood · Kissimmee, Florida

Regal Oak Shores

Spacious lakeside living east of Kissimmee

3

Homes for sale

$653,400

Median list price

$249

Avg price / sqft

68

Median days on market

Search Regal Oak Shores on the map

Regal Oak Shores is a quiet residential pocket in Osceola County where the homes run large — think 3,600-square-foot floor plans — and a handful of properties sit on the water. It's an easy fit for buyers who want room to spread out and a lake view without giving up quick access to the parks and the airport, with Orlando International just over half an hour away and Walt Disney World about 42 minutes out. Families here are zoned for well-regarded options including the Osceola County School for the Arts and Osceola High School.

Inventory is thin and specific: right now there are just three active listings in Regal Oak Shores, with a median list price of $653,400 and a range that stretches from $650,000 up to $2,450,000. That's a step above much of the surrounding Kissimmee homes for sale market, where short-term-rental communities like Storey Lake, Solara and Windsor at Westside draw investors. Homes that sold over the past year went for a median of $465,500 and, on average, closed at 100% of asking — so pricing right and moving decisively both matter here.

Regal Oak Shores is a community in Kissimmee, Florida.

Quick facts

$650,000$2.5M price range

3,609 sqft median home

6 sold in 12 months

Drive times

Orlando Int’l Airport (MCO)33 min
Universal Orlando37 min
Downtown Orlando39 min
Walt Disney World42 min

On the market now

Homes for sale in Regal Oak Shores

Every active listing inside the Regal Oak Shores boundary

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Find your fit

Browse Regal Oak Shores

Where the market lives

2
1
$500K–$750K$2.0M+

The numbers that matter

The Regal Oak Shores market

6

Sold, last 12 months

$465,500

Median sold price

100%

Sale-to-list ratio

What sellers actually get vs asking

23 days

Median time to sell

Regal Oak Shores vs Kissimmee

Median list price

Regal Oak Shores$653K
Kissimmee Co.$379K

Price per sqft

Regal Oak Shores$249
Kissimmee Co.$216

Days on market

Regal Oak Shores68d
Kissimmee Co.55d

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

26.4% yr/yr

$410K$480K$550KAug ’23Apr ’26

Homes sold per month

012Aug ’23Apr ’26

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

$3,959/mo

Principal & interest $3,443
Property tax $306
Insurance (est.) $210

$653,400 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.

Straight answers

Regal Oak Shores FAQs

Is Regal Oak Shores a good place to live?+

It suits buyers who want space and a residential feel while staying close to Orlando's attractions and airport — MCO is about 33 minutes away and Walt Disney World roughly 42. The homes are large, averaging 3,609 square feet, and the area is zoned for schools including the Osceola County School for the Arts and Osceola High School.

Is Regal Oak Shores expensive?+

It sits toward the higher end of the local market, with a median list price of $653,400 versus more affordable options across the wider Kissimmee homes for sale area. Current listings range from $650,000 all the way to $2,450,000, so there's real spread depending on size and waterfront access.

What do homes cost in Regal Oak Shores?+

Active listings carry a median list price of $653,400 at an average of $249 per square foot, with a median home size of 3,609 square feet. Over the past 12 months six homes sold at a median price of $465,500, which reflects the mix of properties that actually closed.

How is the market right now?+

It's a small, slow-turning market — just three active listings and six sales in the last year. Homes take a median of 68 days to sell, but sellers have been getting 100% of asking on average, so well-priced listings hold their value.

What about HOA fees and property taxes?+

Property taxes here run a median of about $3,676 per year. HOA figures aren't currently available in the data for Regal Oak Shores, so confirm any community dues directly with the listing before you write an offer.

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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