Luxury homes for sale & real estate in Kissimmee, FL

284 homes

Sort:

Recommended

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
* Reunion Club Membership Available * Live like you’re on vacation—every. single. day. This fully furnished 7-bedroom Mediterranean-style masterpiece in Reunion Resort is minutes from Disney and Central Florida’s best attractions, yet feels like its own private world. Use it as a short-term rental or claim it as your personal castle—you can’t lose. Step outside to your screened-in pool with peaceful conservation views—no theme park crowds here, just you and serenity. Movie night? The converted garage theater has you covered. Guests? The detached casita (a. k. a. mother-in-law suite) means everyone gets their own space and privacy. And when you feel like

$1,610,000

7 beds6 baths5,917 sq ft

1284 Grand Traverse Pkwy, Reunion, FL 34747

Exclusive water park • Detached casita • Community pools

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
One of the last opportunities to secure a Bear’s Den Residential home overlooking the 18th Hole of Reunion Traditions Golf Course. Superbly located, this home offers endless Sunsets with short walks to a Private Park, Traditions’s Clubhouse and Restaurant and Reunions notable WATERPARK. This is a true TURNKEY opportunity as this home is FULLY FURNISHED and offers access to everything Reunion with a TRANSFERRABLE MEMBERSHIP. This 8BR residence is perfect for large family gatherings and would be ideal for a top level income producing rental. This home offers two bedrooms downstairs an d6 open with a spacious living area, double island in the kitchen and a set aside and separate d

$2,495,000

8 beds10 baths5,590 sq ft

1002 Jack Nicklaus Ct, Kissimmee, FL 34747

Summer kitchen • Fully furnished • 7,841 sq ft lot

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
FULLY FURNISHED 8 Bed/ 5 Bath WATERFRONT VACATION HOME IN STOREY LAKE RESORT! Turnkey investment property with high rental income potential. Professionally decorated and designed for comfort and style. Open floor plan, spacious living area, themed bedrooms (princess, toy story, avengers, the Lion king) and game room (Star Wars). Storey Lake Resort offers: Resort-style clubhouse, fitness center, sports courts, pool and more. Just minutes from Disney, Universal, Seaward, shopping and dining. Easy access to Orlando Airport, Atlantic beaches and Gulf Coast. Prime location in one of Orlando's most sought-after vacation communities. Don't miss this opportunity - Schedule a showing today!

$1,150,000

7 beds5 baths3,994 sq ft

4205 Paragraph Dr, Kissimmee, FL 34746

Open floor plan • Spacious living area • Game room

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
Unmatched Luxury & Rental Performance in Reunion’s Prestigious Bear’s Den Club! Experience the ultimate in resort-style living in one of the most exceptional vacation rental homes in all of Reunion Resort. This exceptional 7-bedroom residence is positioned on a rare oversized homesite with no rear neighbors and a serene private park directly behind the home, delivering privacy, space, and one of the most desirable settings in the community. Professionally designed and offered fully furnished, the home features immersive custom-themed bedrooms, a state-of-the-art home theater, expansive loft with billiards, and a dedicated arcade — all crafted to elevate guest experi

$2,795,000

7 beds8.5 baths5,944 sq ft

1063 Jack Nicklaus Ct, Kissimmee, FL 34747

Oversized homesite • Outdoor living area • Home theater

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
Discover the ultimate vacation home and investment in Bellavida Resort, a 24-hour guard-gated community. This two-story pool home offers 12 bedrooms and 12.5 baths, designed for entertaining large groups and multi-family living. An expansive, open-concept layout features high ceilings, recessed lighting, and nearly floor-to-ceiling sliding doors that flood the space with natural light and unveil views of the sparkling pool. The chef-focused kitchen is the heart of the home: stainless steel appliances including two refrigerators, two dishwashers, and two microwaves, abundant custom cabinetry, stone countertops, and a generous center island with modern pendant lighting. The kitchen flows into

$899,000

12 beds11.5 baths4,762 sq ft

368 Marcello Blvd, Kissimmee, FL 34746

Large covered lanai • Spillover spa • Chef focused kitchen

Property at 1561 Corolla Ct, Reunion, FL 34747, 12 beds, 12.5 baths

$2,060,000

12 beds12.5 baths5,922 sq ft

1561 Corolla Ct, Reunion, FL 34747

Property at 6043 S Orange Blossom Trl, Davenport, FL 33896, 3 beds, 1.5 baths

$2,300,000

3 beds1.5 baths1,102 sq ft

6043 S Orange Blossom Trl, Davenport, FL 33896

Property at 3844 Bowfin Trl, Kissimmee, FL 34746, 6 beds, 4 baths

$960,000

6 beds4 baths5,280 sq ft

3844 Bowfin Trl, Kissimmee, FL 34746

Property at 760 Windlass Ct, Kissimmee, FL 34746, 5 beds, 5.5 baths

$1,175,000

5 beds5.5 baths5,412 sq ft

760 Windlass Ct, Kissimmee, FL 34746

Property at 7708 Fairfax Dr, Kissimmee, FL 34747, 8 beds, 8.5 baths

$900,000

8 beds8.5 baths4,630 sq ft

7708 Fairfax Dr, Kissimmee, FL 34747

Property at 2874 Stanza Ct, Kissimmee, FL 34746, 8 beds, 5 baths

$985,000

8 beds5 baths4,411 sq ft

2874 Stanza Ct, Kissimmee, FL 34746

Property at 230 Clawson Way, Kissimmee, FL 34747, 9 beds, 8.5 baths

$850,000

9 beds8.5 baths4,630 sq ft

230 Clawson Way, Kissimmee, FL 34747

Property at 1222 Roycroft Ave, Kissimmee, FL 34747, 5 beds, 4.5 baths

$1,530,000

5 beds4.5 baths4,102 sq ft

1222 Roycroft Ave, Kissimmee, FL 34747

Property at 2730 Oxymoron Way, Kissimmee, FL 34746, 8 beds, 5 baths

$958,000

8 beds5 baths4,289 sq ft

2730 Oxymoron Way, Kissimmee, FL 34746

Property at 824 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$1,095,000

5 beds5.5 baths3,203 sq ft

824 Desert Mountain Ct, Reunion, FL 34747

Property at 934 Westpark Dr, Kissimmee, FL 34747, 4 beds, 3.5 baths

$1,349,000

4 beds3.5 baths3,007 sq ft

934 Westpark Dr, Kissimmee, FL 34747

Property at 984 Jack Nicklaus Ct, Kissimmee, FL 34747, 10 beds, 11 baths

$4,900,000

10 beds11 baths8,407 sq ft

984 Jack Nicklaus Ct, Kissimmee, FL 34747

Property at 4579 Narrative Ln, Kissimmee, FL 34746, 9 beds, 5 baths

$855,000

9 beds5 baths4,289 sq ft

4579 Narrative Ln, Kissimmee, FL 34746

Property at 1087 Jack Nicklaus Ct, Kissimmee, FL 34747, 5 beds, 5.5 baths

$1,750,000

5 beds5.5 baths3,837 sq ft

1087 Jack Nicklaus Ct, Kissimmee, FL 34747

Property at 7551 Excitement Dr, Reunion, FL 34747, 5 beds, 5.5 baths

$1,199,900

5 beds5.5 baths3,819 sq ft

7551 Excitement Dr, Reunion, FL 34747

Property at 1829 Caribbean View Ter, Kissimmee, FL 34747, 9 beds, 6.5 baths

$919,000

9 beds6.5 baths4,363 sq ft

1829 Caribbean View Ter, Kissimmee, FL 34747

Property at 885 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 6 baths

$1,475,000

5 beds6 baths4,088 sq ft

885 Desert Mountain Ct, Reunion, FL 34747

Property at 490 Muirfield Loop, Reunion, FL 34747, 5 beds, 5 baths

$1,500,000

5 beds5 baths4,735 sq ft

490 Muirfield Loop, Reunion, FL 34747

Property at 717 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$995,000

5 beds5.5 baths4,127 sq ft

717 Desert Mountain Ct, Reunion, FL 34747

Property at 796 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$919,900

5 beds5.5 baths3,326 sq ft

796 Desert Mountain Ct, Reunion, FL 34747

Property at 205 N Village St, Kissimmee, FL 34747, 5 beds, 4.5 baths

$1,090,000

5 beds4.5 baths3,418 sq ft

205 N Village St, Kissimmee, FL 34747

Property at 7458 Gathering Dr, Reunion, FL 34747, 6 beds, 4 baths

$1,190,000

6 beds4 baths3,613 sq ft

7458 Gathering Dr, Reunion, FL 34747

Property at 111 E Monument Ave #801, Kissimmee, FL 34741, 4 beds, 3 baths

$869,990

4 beds3 baths3,577 sq ft

111 E Monument Ave #801, Kissimmee, FL 34741

Property at 1164 Castle Pines Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$1,050,000

5 beds5.5 baths3,328 sq ft

1164 Castle Pines Ct, Reunion, FL 34747

Property at 2537 Shanti Dr, Kissimmee, FL 34746, 9 beds, 7 baths

$875,000

9 beds7 baths4,267 sq ft

2537 Shanti Dr, Kissimmee, FL 34746

Property at 933 Jasmine St, Kissimmee, FL 34747, 6 beds, 5 baths

$1,970,000

6 beds5 baths4,137 sq ft

933 Jasmine St, Kissimmee, FL 34747

Property at 1041 Castle Pines Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$970,000

5 beds4.5 baths3,205 sq ft

1041 Castle Pines Ct, Reunion, FL 34747

Property at 781 Golden Bear Dr, Reunion, FL 34747, 6 beds, 4.5 baths

$879,000

6 beds4.5 baths3,391 sq ft

781 Golden Bear Dr, Reunion, FL 34747

Property at 884 Golden Bear Dr, Reunion, FL 34747, 6 beds, 5.5 baths

$1,449,000

6 beds5.5 baths3,428 sq ft

884 Golden Bear Dr, Reunion, FL 34747

Property at 7810 Whitemarsh Way, Reunion, FL 34747, 4 beds, 4.5 baths

$899,000

4 beds4.5 baths2,544 sq ft

7810 Whitemarsh Way, Reunion, FL 34747

Property at 1084 Castle Pines Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$1,050,000

5 beds5.5 baths3,328 sq ft

1084 Castle Pines Ct, Reunion, FL 34747

Property at 3860 Sonoma Blvd, Kissimmee, FL 34741, 15 beds, 15.5 baths

$1,698,800

15 beds15.5 baths6,249 sq ft

3860 Sonoma Blvd, Kissimmee, FL 34741

Property at 2851 Granada Blvd, Kissimmee, FL 34746, 5 beds, 2.5 baths

$875,000

5 beds2.5 baths3,115 sq ft

2851 Granada Blvd, Kissimmee, FL 34746

Property at 4530 Narrative Ln, Kissimmee, FL 34746, 9 beds, 5 baths

$899,000

9 beds5 baths4,289 sq ft

4530 Narrative Ln, Kissimmee, FL 34746

Property at 1886 Pleasant Hill Rd, Kissimmee, FL 34746, 3 beds, 2 baths

$2,500,000

3 beds2 baths1,170 sq ft

1886 Pleasant Hill Rd, Kissimmee, FL 34746

Property at 7616 Brookhurst Ln, Kissimmee, FL 34747, 11 beds, 11.5 baths

$1,147,900

11 beds11.5 baths5,496 sq ft

7616 Brookhurst Ln, Kissimmee, FL 34747

Viewing page 4 of 7

Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in Kissimmee

There are currently 284 luxury homes for sale in Kissimmee at a median listing price of $354K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kissimmee stay on the market for 101 days and receive 2 offers. Popular neighborhoods include Terra Verde, Venetian Bay, Kissimmee Bay, Lake Berkley, and Flora Ridge. This map is refreshed with the newest listings in Kissimmee every 15 minutes.

In the past month, 100 homes have been sold in Kissimmee. In addition to houses in Kissimmee, there were also 125 condos, 250 townhouses, and 2 multi-family units for sale in Kissimmee last month. Kissimmee is a minimally walkable city in Florida with a Walk Score of 30. Kissimmee is home to approximately 58,992 people and 19,643 jobs. Find your dream home in Kissimmee using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kissimmee are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kissimmee. Our Kissimmee real estate stats and trends will give you more information about home buying and selling trends in Kissimmee. If you're looking to sell your home in the Kissimmee area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kissimmee with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Kissimmee, FL

Neighborhoods

Nearby Cities

Zip Codes

Nearby Cities with Luxury Homes

More to explore in Kissimmee, FL

Featured
Price

How to buy a house in Kissimmee, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.