Jessica Torres
Map of Montego Bay
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Neighborhood · Kissimmee, Florida

Montego Bay

Small-scale Kissimmee living close to the theme parks

1

Homes for sale

$354,900

Median list price

$257

Avg price / sqft

102

Median days on market

Search Montego Bay on the map

Montego Bay is a modest residential pocket in Osceola County, the kind of quiet Kissimmee neighborhood where a single-story home with a pool feels within reach and the commute to the parks is measured in minutes, not hours. Walt Disney World sits about 26 minutes away, with Universal Orlando and Orlando International Airport both around 34 minutes, so you're central to the region's biggest draws without living on top of them. It shares the wider Kissimmee landscape with better-known resort-style communities like Storey Lake, Solara, and Windsor at Westside.

For a buyer today, this is a thin, patient market. There's currently just one active listing here at $354,900, and only four homes have sold in the past year at a median of $345,000 — so inventory is scarce and timing matters. Homes that did sell took a median of 102 days and closed around 94% of asking, which tells you there's room to negotiate if you find the right one. Widen your search across Kissimmee homes for sale or nearby Lake Marion Village and you'll have far more to compare.

Montego Bay is a community in Kissimmee, Florida.

Quick facts

$354,900$355K price range

1,381 sqft median home

$38/mo median HOA

4 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

4

Sold, last 12 months

$345,000

Median sold price

94%

Sale-to-list ratio

What sellers actually get vs asking

38 days

Median time to sell

Montego Bay vs Kissimmee

Median list price

Montego Bay$355K
Kissimmee Co.$379K

Price per sqft

Montego Bay$257
Kissimmee Co.$216

Days on market

Montego Bay102d
Kissimmee Co.53d

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

$2,515/mo

Principal & interest $1,870
Property tax $397
HOA / fees $38
Insurance (est.) $210

$354,900 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

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.

Straight answers

Montego Bay FAQs

Is Montego Bay a good place to live?+

It's a small, quiet residential neighborhood in Kissimmee with easy access to the region's major draws — Walt Disney World is about 26 minutes away and Orlando International Airport roughly 34. Assigned schools include the Osceola County School for the Arts and Celebration High School, and the low $38/month median HOA keeps monthly costs down. It suits buyers who want central location without the density of a big resort community.

Is Montego Bay expensive?+

It sits in the mid-$300s, which is moderate for the Kissimmee area. The current active listing is priced at $354,900, and the median sold price over the past year was $345,000 — so this is more attainable than many of the resort-style communities nearby like Storey Lake.

What do homes cost in Montego Bay?+

Pricing runs around $257 per square foot, and with a median home size near 1,381 square feet that lands homes in the mid-$300s. The single active listing is $354,900, and four homes sold in the past year at a $345,000 median. Because inventory is so thin, it's worth also watching broader Kissimmee homes for sale.

How is the market in Montego Bay?+

It's a low-inventory, patient market — just one active listing right now and four sales in the past 12 months. Homes took a median of 102 days on market and closed at about 94% of asking, so sellers have been accepting some negotiation. Buyers should be ready to move when the right home appears but still have leverage on price.

What about HOA and property taxes?+

The median HOA here is a modest $38 per month, notably lighter than many amenity-heavy Kissimmee communities. Median property taxes run about $4,766 per year, so factor both into your monthly budget alongside the mortgage. For comparison shopping, nearby Lake Marion Village offers another Kissimmee option to weigh.

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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