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

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ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Welcome to this rare-to-find, fully furnished vacation villa in the sought-after Bella Vida Resort, just minutes from Disney! This home is not only beautifully designed but also a ready-to-operate short-term rental business — perfect for investors or families looking for a vacation home with great returns. Step inside and experience pure fun and comfort! The home features a Spider-Man arcade, an immersive Harry Potter movie theater, and themed bedrooms including Frozen, Star Wars, and Minions — delighting all aged alike. Enjoy the Florida sunshine in your private screened pool, or gather in the spacious open-concept living and dining area, ideal for entertaining family and guest

$960,000

12 beds11.5 baths4,762 sq ft

4497 Monado Dr, Kissimmee, FL 34746

Fully furnished • 5,663 sq ft lot • 2 garage spots

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
On a street named for stories, this home was designed for creating them. This popular Santiago model sits on an enviable corner lot in Storey Lake Resort and offers eight bedrooms, 5 bathrooms and a huge 4,303 sq ft. Located just minutes from Walt Disney World and the heart of Orlando’s imagination, this home pairs contemporary architecture with inviting curb appeal, highlighted by a brick paver driveway and sleek stone accents. Beautifully furnished to a high standard, each room is enhanced with thoughtful and enchanting accents throughout that bring the home’s character to life. The first floor opens into a bright, welcoming living space where the kitchen, dining, and lounge a

$899,000

8 beds5 baths4,303 sq ft

2901 Fable St, Kissimmee, FL 34746

Home theater • Fitness center • Brick paver driveway

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
* * * ACTIVE MEMBERSHIP AVAILABLE * * * ONE-OF-A-KIND CUSTOM CASTLE HOME!!! Located in the beautiful Reunion Resort in the desirable Homestead community, this home is sure to impress! This FULLY FURNISHED home has been meticulously maintained by its current owners. This home has been completely RENOVATED with HIGH END UPDATES throughout including FRESH PAINT INSIDE & OUT, NEW OUTDOOR KITCHEN, NEW WATER HEATER, RE-SURFACED POOL, NEW FURNITURE, SMART DOORBELL & THERMOSTATS, NEW TV’S, NEW LANDSCAPING, RE-TILED POOL AREA, NEW TOILETS, & NEW SHOWER HEADS! This home is truly TURNKEY! That’s not all! This home has also been geared up for short term rental with the

$1,600,000

4 beds5.5 baths4,099 sq ft

1227 Radiant St, Reunion, FL 34747

New outdoor kitchen • New water heater • Re-surfaced pool

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Welcome to 5210 Hammock Circle, an extraordinary residence located just two minutes from the Lake Nona area. This is not just a home—it’s a statement of elegance, comfort, and craftsmanship. As stunning as it appears in photos, it’s even more captivating in person. This custom-built home has been immaculately maintained, offering both luxury and practicality. Nearly the entire exterior is beautifully paved, minimizing landscaping maintenance while enhancing the property’s curb appeal. Recent updates add tremendous value and peace of mind, including a new roof installed in 2019, a brand-new water heater (2024), a new water softener (2024), and newer stainless-steel ap

$850,000

5 beds3.5 baths3,811 sq ft

5210 Hammock Cir, Saint Cloud, FL 34771

Covered porch • New water softener • New water heater

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Don’t miss this rare opportunity to own a fully furnished 9-bedroom, 6.5-bath luxury home in the exclusive, guard-gated Solara Resort—amazing clubhouse and world-class amenities! This beautifully maintained Napa II floor plan offers the perfect blend of modern design, resort living, and strong short-term rental performance, making it a true turnkey investment or an ideal family retreat. Step inside to an open-concept floor plan with soaring ceilings, abundant natural light, and stylish finishes throughout. The spacious living and dining areas flow seamlessly into the chef-inspired kitchen, cabinetry, granite countertops, stainless steel appliances, and a large island with breakf

$850,000

9 beds6.5 baths4,363 sq ft

8967 Amelia Downs Trl, Kissimmee, FL 34747

Napa ii floor plan • Guard gated • Granite countertops

Property at 7861 Palmilla Ct, Reunion, FL 34747, 9 beds, 10 baths

$1,494,900

9 beds10 baths4,792 sq ft

7861 Palmilla Ct, Reunion, FL 34747

Property at 502 Golfpark Dr, Kissimmee, FL 34747, 6 beds, 5.5 baths

$2,500,000

6 beds5.5 baths5,865 sq ft

502 Golfpark Dr, Kissimmee, 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 2722 River Creek Ln, Saint Cloud, FL 34771, 3 beds, 3.5 baths

$1,100,000

3 beds3.5 baths3,778 sq ft

2722 River Creek Ln, Saint Cloud, FL 34771

Property at 2993 Protagonist, Kissimmee, FL 34746, 8 beds, 5 baths

$939,000

8 beds5 baths4,289 sq ft

2993 Protagonist, Kissimmee, FL 34746

(305) 662-7325

Property at 4173 Paragraph Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$979,000

8 beds5 baths4,289 sq ft

4173 Paragraph Dr, Kissimmee, FL 34746

Property at 3675 Malawi, Saint Cloud, FL 34772, 5 beds, 3 baths

$899,990

5 beds3 baths2,929 sq ft

3675 Malawi, Saint Cloud, FL 34772

Property at 3683 Malawi Trl, Saint Cloud, FL 34772, 4 beds, 3 baths

$869,990

4 beds3 baths2,745 sq ft

3683 Malawi Trl, Saint Cloud, FL 34772

Property at 1926 Seawall Way, Kissimmee, FL 34747, 4 beds, 2.5 baths

$933,990

4 beds2.5 baths2,330 sq ft

1926 Seawall Way, Kissimmee, FL 34747

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 1884 Seawall Way, Kissimmee, FL 34747, 4 beds, 2.5 baths

$930,990

4 beds2.5 baths2,274 sq ft

1884 Seawall Way, Kissimmee, FL 34747

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 1531 Castile St, Kissimmee, FL 34747, 3 beds, 2.5 baths

$868,990

3 beds2.5 baths2,319 sq ft

1531 Castile St, Kissimmee, FL 34747

Property at 6027 Lake Lizzie Dr, Saint Cloud, FL 34771, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,677 sq ft

6027 Lake Lizzie Dr, Saint Cloud, FL 34771

Property at 580 Muirfield Loop, Reunion, FL 34747, 9 beds, 10 baths

$3,190,000

9 beds10 baths6,756 sq ft

580 Muirfield Loop, Reunion, FL 34747

Property at 2086 Blackfoot Trl, Saint Cloud, FL 34771, 5 beds, 5.5 baths

$925,000

5 beds5.5 baths4,546 sq ft

2086 Blackfoot Trl, Saint Cloud, FL 34771

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 6213 Citrus Grove Ct, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$996,821

3 beds2.5 baths2,269 sq ft

6213 Citrus Grove Ct, Saint Cloud, FL 34771

Property at 7863 Palmilla Ct, Reunion, FL 34747, 6 beds, 7 baths

$2,199,000

6 beds7 baths5,955 sq ft

7863 Palmilla Ct, Reunion, FL 34747

Property at 2996 Penelope Loop, Kissimmee, FL 34746, 8 beds, 5 baths

$989,000

8 beds5 baths4,289 sq ft

2996 Penelope Loop, Kissimmee, FL 34746

Property at 1923 Beach Ter, Kissimmee, FL 34747, 4 beds, 3.5 baths

$1,181,990

4 beds3.5 baths3,143 sq ft

1923 Beach Ter, Kissimmee, FL 34747

Property at 3921 Red Bridge Rd, Saint Cloud, FL 34772, 4 beds, 3 baths

$850,000

4 beds3 baths3,088 sq ft

3921 Red Bridge Rd, Saint Cloud, FL 34772

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 1604 Regal Cove Ct, Kissimmee, FL 34744, 5 beds, 3 baths

$1,427,007

5 beds3 baths3,664 sq ft

1604 Regal Cove Ct, Kissimmee, FL 34744

Property at 2218 Grand Cayman Ct, Kissimmee, FL 34741, 39 beds, 39 baths

$3,885,000

39 beds39 baths20,092 sq ft

2218 Grand Cayman Ct, Kissimmee, FL 34741

Property at 2929 Fable St, Kissimmee, FL 34746, 6 beds, 6 baths

$899,000

6 beds6 baths3,760 sq ft

2929 Fable St, Kissimmee, FL 34746

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 3703 Dockside Dr, Kissimmee, FL 34746, 5 beds, 5.5 baths

$898,900

5 beds5.5 baths5,623 sq ft

3703 Dockside Dr, Kissimmee, FL 34746

Property at 801 Golden Bear Dr, Reunion, FL 34747, 6 beds, 5.5 baths

$1,600,000

6 beds5.5 baths3,428 sq ft

801 Golden Bear Dr, Reunion, FL 34747

Property at 4421 Reaves Rd, Kissimmee, FL 34746, 5 beds, 5.5 baths

$2,328,990

5 beds5.5 baths5,044 sq ft

4421 Reaves Rd, Kissimmee, FL 34746

Property at 624 Muirfield Loop, Reunion, FL 34747, 10 beds, 9.5 baths

$1,990,000

10 beds9.5 baths5,563 sq ft

624 Muirfield Loop, Reunion, FL 34747

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 2949 Protagonist St, Kissimmee, FL 34746, 9 beds, 5 baths

$980,000

9 beds5 baths4,289 sq ft

2949 Protagonist St, Kissimmee, FL 34746

Property at 1176 Castle Pines Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$924,999

5 beds4.5 baths3,150 sq ft

1176 Castle Pines Ct, Reunion, FL 34747

Property at 2576 Shanti Dr, Kissimmee, FL 34746, 10 beds, 8 baths

$1,135,000

10 beds8 baths4,275 sq ft

2576 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

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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.

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