Luxury homes for sale & real estate in Osceola County, FL

394 homes

Sort:

Recommended

OPEN FRI, 10AM TO 5PM

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Under Construction. The Mackinac is a stunning single-story home featuring 10’ ceilings, an open-concept kitchen, and an expansive Great Room. The kitchen offers a spacious island with a breakfast bar overlooking the great room with 16’ sliding glass door to the lanai to maximize the indoor/outdoor living space and natural light. The private owner’s suite features a generous walk-in closet and large shower. The Mackinac also includes a 2-car attached garage, flex room and guest powder bath. The expansive front porch provides amazing views of the conservation area to relax and enjoy the tranquil sounds of nature. Easy walking distance to the amenity areas and local coffee,

$934,990

3 beds2.5 baths2,147 sq ft

1881 Beach Ter, Kissimmee, FL 34747

Spacious island • Open-concept kitchen • Expansive great room

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Welcome to 1148 Grand Traverse Pkwy, a stunning 21,397 sq. ft. estate that redefines the meaning of luxury living. This extraordinary 16-bedroom, 18-bathroom home comfortably accommodates up to 36 guests, making it the ultimate destination for family reunions, group retreats, milestone celebrations, or even your dream home for gatherings with family and friends. With its unparalleled amenities and contemporary design, this property is a premier vacation rental with a proven track record of success. Upon entering this magnificent property, you are greeted by grand interiors with high-end finishes, expansive living spaces, and the ultimate resort living experience Florida has to offer. The ch

$14,500,000

16 beds19 baths17,694 sq ft

1148 Grand Traverse Pkwy, Reunion, FL 34747

Arcade game room • In home gym • Basketball court

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
ACTIVE REUNION RESORT CLUB MEMBERSHIP AVAIALBLE ON THIS PROPERTY! This is the one! 5 bed/4.5 bath golf course home located at the prestigious Reunion Resort. Situated on the par 5 6th hole on the Jack Nicklaus signature course this home offers a wonderful short term rental investment strategy (Disney 7 minutes away) or an opportunity to live the resort lifestyle every day of the year. Check out the daily sunsets while enjoying the sun soaked pool deck and refreshing pool/spa. Reunion Resort offer a heavily amenitized world class resort all within minutes of Orlando's area attractions. Sure to provide a wonderful experience for the entire family. Property is already in rental generating inco

$924,999

5 beds4.5 baths3,150 sq ft

1176 Castle Pines Ct, Reunion, FL 34747

Sun soaked pool deck • Golf course home • World class resort

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
LOCATION!!! One of the best opportunities to buy a charming Golf front and Pond view home in West Village! This amazing single family home features 4 bedrooms and 3.5 baths, 2 car detached garage! Both floors have a beautiful, spacious balcony! It offers a spacious master suite on 1st floor! Wonderful floor plan with plenty of space to relax. Office/Den and formal dining area in front rooms. 3 Guest rooms upstairs w/ french doors open to a front porch. Light and bright kitchen opens to family room with a beautiful fireplace. Sit and enjoy the amazing views and sunsets on your double porches. Walking distance to school, parks and downtown shops. This exquisite home is located on a beautiful

$1,349,000

4 beds3.5 baths3,007 sq ft

934 Westpark Dr, Kissimmee, FL 34747

Master suite • Spacious balcony • Pond view home

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Welcome to this one-of-a-kind GOLF FRONT equestrian estate home on 5 high and dry private acres. This mediterranean property features over 6,500 of living SQFT with 3 bedrooms, 3 full bathrooms, 2 half bathrooms, extensive natural light throughout, 2 fireplaces, 2 laundry areas, a theater ready room, ample entertaining space all thoughtfully positioned between a North and South wing. The primary suite is situated in the South wing and has its own private fireplace with extensive views of the 14th fairway of Champion’s Gate award winning National Golf Course, a massive walk-in closet and custom travertine fitted bathroom with jetted tub, separate shower and dual vanities. Extra rooms i

$1,590,000

3 beds4 baths6,559 sq ft

222 Pawnee Trl, Kissimmee, FL 34747

Private acres • Natural light • Equestrian estate

Property at 2006 Beach Ter, Kissimmee, FL 34747, 3 beds, 2.5 baths

$950,990

3 beds2.5 baths2,193 sq ft

2006 Beach Ter, Kissimmee, FL 34747

Property at 1600 E 10th St, Saint Cloud, FL 34771, 4 beds, 3 baths

$1,290,000

4 beds3 baths3,352 sq ft

1600 E 10th St, Saint Cloud, FL 34771

Property at 735 Golden Bear Dr, Reunion, FL 34747, 5 beds, 5.5 baths

$1,195,000

5 beds5.5 baths3,510 sq ft

735 Golden Bear Dr, Reunion, FL 34747

Property at 1520 Maidstone Ct, Davenport, FL 33896, 6 beds, 6 baths

$890,000

6 beds6 baths3,063 sq ft

1520 Maidstone Ct, Davenport, FL 33896

Property at 851 Pebble Beach Dr, Davenport, FL 33896, 9 beds, 5 baths

$949,000

9 beds5 baths3,909 sq ft

851 Pebble Beach Dr, Davenport, FL 33896

Property at 502 Mirasol Cir #103, Kissimmee, FL 34747, 3 beds, 3 baths

$879,000

3 beds3 baths2,181 sq ft

502 Mirasol Cir #103, Kissimmee, FL 34747

Property at 1125 Grand Traverse Pkwy, Reunion, FL 34747, 11 beds, 13 baths

$4,999,995

11 beds13 baths11,027 sq ft

1125 Grand Traverse Pkwy, Reunion, FL 34747

Property at 1101 Rush Ct, Kissimmee, FL 34747, 5 beds, 3.5 baths

$1,225,000

5 beds3.5 baths2,935 sq ft

1101 Rush Ct, Kissimmee, FL 34747

Property at 5013 Coveview Dr, Saint Cloud, FL 34771, 5 beds, 4.5 baths

$1,100,000

5 beds4.5 baths3,669 sq ft

5013 Coveview Dr, Saint Cloud, FL 34771

Property at 870 Spinnaker Way, Kissimmee, FL 34746, 5 beds, 4.5 baths

$1,005,000

5 beds4.5 baths4,566 sq ft

870 Spinnaker Way, Kissimmee, FL 34746

Property at 1893 Beach Ter, Kissimmee, FL 34747, 5 beds, 4.5 baths

$1,370,990

5 beds4.5 baths3,861 sq ft

1893 Beach Ter, Kissimmee, FL 34747

Property at 7505 Estuary Lake Loop, Kissimmee, FL 34747, 5 beds, 5.5 baths

$1,890,000

5 beds5.5 baths4,039 sq ft

7505 Estuary Lake Loop, Kissimmee, FL 34747

Property at 600 Muirfield Loop, Reunion, FL 34747, 11 beds, 12 baths

$3,175,000

11 beds12 baths7,901 sq ft

600 Muirfield Loop, Reunion, FL 34747

Property at 2477 Shanti Dr, Kissimmee, FL 34746, 15 beds, 15.5 baths

$2,300,000

15 beds15.5 baths6,255 sq ft

2477 Shanti Dr, Kissimmee, FL 34746

Property at 2272 Celebration Blvd, Kissimmee, FL 34747, 5 beds, 4 baths

$1,289,000

5 beds4 baths3,292 sq ft

2272 Celebration Blvd, Kissimmee, FL 34747

Property at 5251 Carson St, Saint Cloud, FL 34771, 8 beds, 8 baths

$3,750,000

8 beds8 baths10,179 sq ft

5251 Carson St, Saint Cloud, FL 34771

Property at 1097 Castle Pines Ct, Reunion, FL 34747, 5 beds, 4 baths

$975,000

5 beds4 baths3,273 sq ft

1097 Castle Pines Ct, Reunion, FL 34747

Property at 7433 Excitement Dr, Reunion, FL 34747, 6 beds, 6 baths

$1,475,000

6 beds6 baths— sq ft

7433 Excitement Dr, Reunion, FL 34747

(888) 883-8509

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 1276 Grand Traverse Pkwy, Reunion, FL 34747, 9 beds, 10.5 baths

$3,479,000

9 beds10.5 baths6,385 sq ft

1276 Grand Traverse Pkwy, Reunion, FL 34747

Property at 7330 Crabgrass Rd, Saint Cloud, FL 34773, 2 beds, 2 baths

$880,000

2 beds2 baths1,788 sq ft

7330 Crabgrass Rd, Saint Cloud, FL 34773

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 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 7493 Estuary Lake Loop, Kissimmee, FL 34747, 4 beds, 3.5 baths

$1,365,000

4 beds3.5 baths2,828 sq ft

7493 Estuary Lake Loop, Kissimmee, FL 34747

Property at 395 Muirfield Loop, Reunion, FL 34747, 5 beds, 6 baths

$2,400,000

5 beds6 baths5,563 sq ft

395 Muirfield Loop, Reunion, FL 34747

Property at 390 Burma St, Kissimmee, FL 34747, 8 beds, 6.5 baths

$925,000

8 beds6.5 baths3,612 sq ft

390 Burma St, Kissimmee, FL 34747

Property at 2206 Antigua Pl, Kissimmee, FL 34741, 24 beds, 22 baths

$2,300,000

24 beds22 baths12,004 sq ft

2206 Antigua Pl, Kissimmee, FL 34741

Property at 3122 Vanguard Ct, Saint Cloud, FL 34771, 5 beds, 4 baths

$1,275,000

5 beds4 baths3,460 sq ft

3122 Vanguard Ct, Saint Cloud, FL 34771

Property at 2795 Absher Rd, Saint Cloud, FL 34771, 3 beds, 2 baths

$985,000

3 beds2 baths1,954 sq ft

2795 Absher Rd, Saint Cloud, FL 34771

Property at 1036 Castle Pines Ct, Reunion, FL 34747, 6 beds, 5.5 baths

$1,049,900

6 beds5.5 baths3,228 sq ft

1036 Castle Pines Ct, Reunion, FL 34747

Property at 2734 Oxymoron Way, Kissimmee, FL 34746, 9 beds, 5 baths

$919,000

9 beds5 baths4,289 sq ft

2734 Oxymoron Way, Kissimmee, FL 34746

Property at 2830 Storey Cove Ave, Kissimmee, FL 34746, 8 beds, 5 baths

$1,200,000

8 beds5 baths4,289 sq ft

2830 Storey Cove Ave, Kissimmee, FL 34746

Property at 807 Oak Shadows Rd, Kissimmee, FL 34747, 6 beds, 4.5 baths

$2,099,000

6 beds4.5 baths4,446 sq ft

807 Oak Shadows Rd, Kissimmee, FL 34747

Property at 4875 Jones Rd, Saint Cloud, FL 34771, 4 beds, 3 baths

$1,080,000

4 beds3 baths2,597 sq ft

4875 Jones Rd, Saint Cloud, FL 34771

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 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

Viewing page 3 of 9

Based on information submitted to the MLS GRID as of Mon Dec 01 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 Osceola County

There are currently 394 luxury homes for sale in Osceola County at a median listing price of $420K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Osceola County stay on the market for 104 days and receive 2 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 709 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 722 condos, 1233 townhouses, and 16 multi-family units for sale in Osceola County last month. Find your dream home in Osceola County 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 Osceola County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Osceola County. If you're looking to sell your home in the Osceola County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Osceola County 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 Osceola County, FL

Cities

Nearby Counties

Nearby Counties with Luxury Homes

Nearby Cities with Luxury Homes

More to explore in Osceola County, FL

How to buy a house in Osceola County, 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.