Luxury Homes for Sale in Kissimmee, FL

The luxury market in Kissimmee starts at $1,000,000. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see luxury communities in Osceola County.

59 luxury homes are for sale in Kissimmee, FL at $1,000,000 and up — median asking $1,650,000, the top listing at $15,000,000, $309 per square foot. 19 homes closed above $1,000,000 in the last 12 months at a median of $1,550,000. 2% of the luxury inventory is waterfront; 5% is new construction. Median days on market: 81.

Newest luxury listings in Kissimmee

550 Muirfield Loop, luxury home for sale in Kissimmee
$3,199,999 New
11 bd · 12.5 ba · 8,580 sq ft · built 2016
550 Muirfield Loop, 34747
Reunion West Villages North Kissimmee
Listing courtesy of TOP TIER RESORT REALTY
7829 Palmilla Court, luxury home for sale in Kissimmee
$3,195,000 New
5 bd · 6.5 ba · 6,900 sq ft · built 2011
7829 Palmilla Court, 34747
Reunion West Villages North Kissimmee
Listing courtesy of REAL BROKER, LLC
2441 Shanti Drive, luxury home for sale in Kissimmee
$1,950,000 New
15 bd · 16 ba · 6,249 sq ft · built 2023
2441 Shanti Drive, 34746
Veranda Palms
Listing courtesy of SELECTA REALTY LLC
340 Southfield Street, luxury home for sale in Kissimmee
$1,500,000 New
12 bd · 12.5 ba · 6,351 sq ft · built 2020
340 Southfield Street, 34747
Reunion West
Listing courtesy of DEBRASSI REALTY LLC
324 Southfield Street, luxury home for sale in Kissimmee
$1,500,000 New
12 bd · 12.5 ba · 6,351 sq ft · built 2020
324 Southfield Street, 34747
Reunion West
Listing courtesy of DEBRASSI REALTY LLC
617 Teal Avenue, luxury home for sale in Kissimmee
$1,200,000 New
3 bd · 3 ba · 2,751 sq ft · built 1997
617 Teal Avenue, 34747
Celebration Village
Listing courtesy of IMAGINATION REALTY, INC
2560 Shanti Drive, luxury home for sale in Kissimmee
$1,100,000 New
12 bd · 11.5 ba · 4,874 sq ft · built 2020
2560 Shanti Drive, 34746
Veranda Palms
Listing courtesy of KELLER WILLIAMS CLASSIC
537 Marcello Boulevard, luxury home for sale in Kissimmee
$1,035,000 New
10 bd · 8 ba · 4,260 sq ft · built 2017
537 Marcello Boulevard, 34746
Bellavida
Listing courtesy of KELLER WILLIAMS CLASSIC
7909 Sea Pearl Circle, luxury home for sale in Kissimmee
$1,100,000 New
7 bd · 5.5 ba · 3,337 sq ft · built 2003
7909 Sea Pearl Circle, 34747
Formosa Gardens
Listing courtesy of AMERICAN IDEAL HOMES, LLC
969 Desert Mountain Court, luxury home for sale in Kissimmee
$1,349,999
4 bd · 4 ba · 4,607 sq ft · built 2008
969 Desert Mountain Court, 34747
Reunion West Village 3A Kissimmee
Listing courtesy of TOP TIER RESORT REALTY
1516 Sunset Pointe Place, luxury home for sale in Kissimmee
$1,775,000
5 bd · 6 ba · 4,966 sq ft · built 2006
1516 Sunset Pointe Place, 34744
sunset pointe
Listing courtesy of EXP REALTY LLC
4441 Ganesha Loop, luxury home for sale in Kissimmee
$1,339,000
12 bd · 11.5 ba · 4,954 sq ft · built 2023
4441 Ganesha Loop, 34746
Veranda Palms
Listing courtesy of RATIO REAL ESTATE, LLC
1582 Mermaid Cove Way, luxury home for sale in Kissimmee
$1,089,900
9 bd · 6.5 ba · 4,363 sq ft · built 2022
1582 Mermaid Cove Way, 34747
Solara Resort Vacation Villas
Listing courtesy of LOKATION
2437 Shanti Drive, luxury home for sale in Kissimmee
$1,699,000
13 bd · 11 ba · 5,504 sq ft · built 2023
2437 Shanti Drive, 34746
Veranda Palms
Listing courtesy of PALM CIRCLE REALTY
7734 Graben Street, luxury home for sale in Kissimmee
$1,239,000
11 bd · 11.5 ba · 5,496 sq ft · built 2017
7734 Graben Street, 34747
Encore At Reunion
Listing courtesy of PALM CIRCLE REALTY
2308 Distant Sun Trail, luxury home for sale in Kissimmee
$1,099,000
8 bd · 6.5 ba · 3,544 sq ft · built 2025
2308 Distant Sun Trail, 34747
Solara
Listing courtesy of MS LAND & BUILDING LLC
2558 Shanti Drive, luxury home for sale in Kissimmee
$1,299,900
12 bd · 11.5 ba · 4,762 sq ft · built 2023
2558 Shanti Drive, 34746
Veranda Palms
Listing courtesy of KARDOSH REALTY

The most expensive homes for sale in Kissimmee

ListingAskingSq ft$ / sq ftCommunity
7625 Sinclair Road$15,000,0002,500$6,000osceola county
8590 Apache Trail$5,650,00011,138$507osceola county
1400 Harrelson Lane$5,500,0001,200$4,583osceola county
High Plains Lane$5,000,000osceola county
4250 High Plains Lane$5,000,000osceola county
984 Jack Nicklaus Court$4,900,0008,407$583osceola county
4281 Timber Lane$4,800,000High Plains
S Goodman Road$4,800,000osceola county
1770 Business Center Lane$3,950,00025,200$157poinciana commercenter 1 kissimmee
2218 Grand Cayman Court$3,649,99920,092$182osceola county

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Veranda Palms8$1,419,000
Reunion West Villages North Kissimmee3$3,195,000
Solara Resort Vacation Villas2$1,069,450
Reunion West2$1,500,000
poinciana commercenter 1 kissimmee1$3,950,000
reunion bears den reunion west kissimmee1$1,725,000
south florida railroad co kissimmee1$3,200,000
High Plains1$4,800,000
Encore At Reunion1$1,239,000
Regal Cove1$1,068,000
Celebration Village1$1,200,000
Solara1$1,099,000

Luxury inventory by price

BandFor saleShare
$1,000,000–$1,500,0002542%
$1,500,000–$2,000,0001220%
$2,000,000–$3,000,000712%
$3,000,000–$5,000,0001017%
$5,000,000+58%

How to read this

Luxury is defined here as asking prices at or above $1,000,000. Counts, medians and closings come from active and closed MLS listings as of September 15, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,933 homes for sale in Kissimmee and what $1M buys across Osceola County.

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Common questions

How many luxury homes are for sale in Kissimmee?

59 homes are listed at $1,000,000 or more in Kissimmee, FL as of September 15, 2026, with a median asking price of $1,650,000.

What is the most expensive home for sale in Kissimmee?

The highest asking price right now is $15,000,000. The median luxury closing over the last 12 months was $1,550,000.

Which Kissimmee communities have the most luxury listings?

Veranda Palms (8), Reunion West Villages North Kissimmee (3), Solara Resort Vacation Villas (2), Reunion West (2), poinciana commercenter 1 kissimmee (1), reunion bears den reunion west kissimmee (1).