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Neighborhood · Kissimmee, Florida

Montego Bay

An easygoing Kissimmee address close to the parks

1

Homes for sale

$364,900

Median list price

$264

Avg price / sqft

81

Median days on market

Search Montego Bay on the map

Montego Bay is a small, low-key residential pocket of Kissimmee in Osceola County, the kind of place where the pace feels neighborhood-scaled rather than resort-scaled. You're about 26 minutes from Walt Disney World and 34 from both Universal Orlando and Orlando International Airport, so the region's big draws stay within an easy drive without living on top of them. It sits in the same corner of Kissimmee as vacation-oriented communities like Storey Lake and Solara, but Montego Bay itself reads as a quieter, live-in spot.

For buyers, this is a thin, opportunity-driven market. There's just one active listing right now at $364,900, and only five homes have sold here in the past year at a median of $350,000 — so inventory moves slowly, with a median 68 days on market. Sellers are averaging 94% of asking, which tells you there's room to negotiate if you're patient. If nothing fits today, it's worth widening the search across Kissimmee homes for sale and nearby communities like Lake Marion Village.

Montego Bay is a community in Kissimmee, Florida.

Quick facts

$364,900$365K price range

1,381 sqft median home

$38/mo median HOA

$2,350/mo median rent

5 sold in 12 months

Drive times

Walt Disney World26 min
Universal Orlando34 min
Orlando Int’l Airport (MCO)34 min
Downtown Orlando39 min

On the market now

Homes for sale in Montego Bay

Every active listing inside the Montego Bay boundary

Open full map search →

Find your fit

Browse Montego Bay

By feature — on the live map

The numbers that matter

The Montego Bay market

5

Sold, last 12 months

$350,000

Median sold price

94%

Sale-to-list ratio

What sellers actually get vs asking

54 days

Median time to sell

Montego Bay vs Kissimmee

Median list price

Montego Bay$365K
Kissimmee Co.$380K

Price per sqft

Montego Bay$264
Kissimmee Co.$216

Days on market

Montego Bay81d
Kissimmee Co.45d

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

16.5% yr/yr

$309K$361K$413KAug ’23Dec ’25

Homes sold per month

012Aug ’23Dec ’25

Live Stellar MLS data — every listing and closed sale inside the Montego Bay boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Montego Bay is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Montego Bay home

$2,568/mo

Principal & interest $1,923
Property tax $397
HOA / fees $38
Insurance (est.) $210

$364,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$38/mo

Median HOA

From current listings inside the boundary

$2,350/mo

Median rent

Homes for rent inside the boundary

Population

1,197

Median age

35

Median income

$57,691

Median home value

$278,700

Beyond the listings

Living in Montego Bay

Entertainment

Top 4% 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.

Appearance oriented

Top 5% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

Entertainment

Top 8% in the U.S.

Film Lovers

Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.

Active

Top 11% in the U.S.

Functional Fitness

Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.

Entertainment

Top 12% 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.

Active

Top 13% in the U.S.

Fitness Obsession

Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.

People who close here

Our Kissimmee experts

Straight answers

Montego Bay FAQs

Is Montego Bay a good place to live?+

It's a quiet, residential Kissimmee neighborhood that trades resort buzz for a more everyday, live-in feel. You're still close to the action — about 26 minutes to Disney and 34 to the airport — and assigned schools include the well-regarded Osceola County School for the Arts. It suits buyers who want proximity to the parks without living inside a vacation community.

Is Montego Bay expensive?+

Not by Orlando-area standards — the median sold price over the past year was $350,000, and the single active listing is priced at $364,900. At roughly $264 per square foot on a median home size of about 1,381 square feet, it's an attainable entry into the area. For more options at a similar price, it's worth comparing Kissimmee homes for sale more broadly.

What do homes cost in Montego Bay?+

Right now the one home on the market is listed at $364,900, and the five sales in the past year landed at a median of $350,000. Expect homes around 1,381 square feet at roughly $264 per square foot. Because inventory is so limited, actual pricing depends heavily on what comes available.

How is the market in Montego Bay?+

It's a thin, slow-moving market — just one active listing and five sales in the last 12 months, with a median 68 days on market. Sellers are averaging 94% of asking, so buyers often have negotiating room. If timing matters, keeping an eye on nearby Solivita and other Kissimmee communities widens your choices.

What about HOA fees and property taxes?+

The median HOA runs about $38 a month, which is modest for the area. Median property taxes come in around $4,766 a year. Together they keep monthly ownership costs reasonable relative to Kissimmee's more amenity-heavy resort communities.

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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