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

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VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exquisite Luxury Residence in Celebration’s Coveted Island Village. Perfectly positioned on a premium corner lot, this meticulously maintained luxury residence embodies refined elegance and timeless design. Nestled within the highly sought-after community of Celebration, renowned for its picturesque tree-lined streets and vibrant, resort-style lifestyle, this home offers an exceptional blend of sophistication, comfort, and convenience. As you arrive, you’re greeted by a gracious wrap-around porch and inviting entryway — a t

$1,289,000

5 beds4 baths3,292 sq ft

2272 Celebration Blvd, Kissimmee, FL 34747

Resort pool • Designer kitchen • Wrap-around porch

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
This immaculate 8-bedroom, 6.5-bath residence is being offered fully furnished and thoughtfully appointed, making it an outstanding option for a high-performing short-term rental portfolio or a refined personal vacation home. The main level presents an expansive open-concept floor plan, where the kitchen, dining, and living areas blend seamlessly to create an inviting atmosphere ideal for hosting. The kitchen is equipped with stainless steel appliances, a large central island, and generous seating space, catering to both function and entertainment. Two well-appointed guest suites are located on the first floor, one offering direct pool access for a seamless indoor-outdoor experience. The ou

$850,000

8 beds6.5 baths3,612 sq ft

7450 Marker Ave, Kissimmee, FL 34747

Direct pool access • Paver patio • Heated pool and spa

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Discover this DISNEY DELIGHT VACATION VILLA where every stay feels like a CELEBRATION! This spectacular 10-BEDROOM, 10-BATHROOM property located in highly sought after ENCORE AT REUNION RESORT, minutes from Orlando's world-famous theme parks, delivers the seamless blend of MAGICAL VACATION MEMORIES and UNPARALLELED INVESTMENT OPPORTUNITY. A rare chance to acquire a high-quality asset at an exceptional price with potential for $128K in annual rental income. With IMMERSIVE MURALS, PROFESSIONALLY DESIGNED THEMED ROOMS, desirable BRIGHT COASTAL INTERIORS, and luxurious AMENITIES, this dream VACATION HOME is an upscale resort-style retreat positioned to capitalize on anticipated tourism from new

$959,000

10 beds10 baths4,707 sq ft

7654 Wilmington Loop, Kissimmee, FL 34747

Three primary suites • Granite counters • 7,405 sq ft lot

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Discover this six-unit apartment building nestled in the heart of historic Kissimmee, originally built in 1920. This maintained property offers a rare chance to own a piece of downtown's vibrant landscape - an unbeatable location within walking distance to the Osceola Courthouse, premier dining, shopping, Lake Tohopekaliga & a only a short drive to Disney. The property features three spacious 2-bedroom, 1-bathroom units and three cozy 1-bedroom, 1-bathroom units, providing a versatile rental mix to attract a diverse tenant base. Each unit has been well cared for, ensuring steady occupancy and reliable income. Enjoy the benefits of a large paver parking lot, complemented by shade trees

$1,100,000

9 beds6 baths4,685 sq ft

22 S Clyde Ave, Kissimmee, FL 34741

Shade trees • 0.3 acre lot • Built 1920

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Welcome to your Dream home at 735 Golden Bear Drive, nestled in the prestigious Reunion Resort! This stunning property offers the perfect blend of luxury, comfort, and convenience, making it an ideal choice for families and vacationers alike. Enjoy an expansive floor plan featuring 5 oversized bedroom and 6 bathrooms, perfect for entertaining guests or relaxing with family. The gourmet kitchen boasts stainless steel appliances, granite countertops, and ample storage, ideal for culinary enthusiasts. As you Step outside to a beautifully landscaped backyard with a private pool, perfect for soaking up the Florida sun and hosting summer barbecues. Located in the heart of Reunion Resort, this pro

$1,195,000

5 beds5.5 baths3,510 sq ft

735 Golden Bear Dr, Reunion, FL 34747

Private pool • Landscaped backyard • Gourmet kitchen

Property at 942 Arbor Green Trl, Saint Cloud, FL 34771, 3 beds, 3 baths

$900,000

3 beds3 baths3,115 sq ft

942 Arbor Green Trl, Saint Cloud, FL 34771

Property at 7438 Excitement Dr, Kissimmee, FL 34747, 12 beds, 8 baths

$1,753,600

12 beds8 baths5,312 sq ft

7438 Excitement Dr, Kissimmee, FL 34747

(888) 883-8509

Property at 1444 Stickley Ave, Kissimmee, FL 34747, 4 beds, 2.5 baths

$1,189,000

4 beds2.5 baths3,078 sq ft

1444 Stickley Ave, Kissimmee, FL 34747

Property at 1981 Beach Ter, Kissimmee, FL 34747, 4 beds, 2.5 baths

$887,990

4 beds2.5 baths2,278 sq ft

1981 Beach Ter, Kissimmee, FL 34747

Property at 1988 Beach Ter, Kissimmee, FL 34747, 5 beds, 3 baths

$899,990

5 beds3 baths2,274 sq ft

1988 Beach Ter, Kissimmee, 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 7646 Wilmington Loop, Kissimmee, FL 34747, 8 beds, 8 baths

$850,000

8 beds8 baths4,057 sq ft

7646 Wilmington Loop, Kissimmee, FL 34747

Property at 4376 Curacao Pl, Kissimmee, FL 34758, 3 beds, 3 baths

$890,000

3 beds3 baths3,115 sq ft

4376 Curacao Pl, Kissimmee, FL 34758

Property at 1994 Beach Ter, Kissimmee, FL 34747, 4 beds, 2.5 baths

$930,990

4 beds2.5 baths2,469 sq ft

1994 Beach Ter, Kissimmee, FL 34747

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 1594 Mermaid Cove Way, Kissimmee, FL 34747, 9 beds, 6.5 baths

$950,000

9 beds6.5 baths4,363 sq ft

1594 Mermaid Cove Way, Kissimmee, FL 34747

Property at 8871 Backspin Ln, Champions Gate, FL 33896, 6 beds, 4.5 baths

$864,900

6 beds4.5 baths3,867 sq ft

8871 Backspin Ln, Champions Gate, FL 33896

Property at 7825 Palmilla Ct, Reunion, FL 34747, 8 beds, 9 baths

$5,250,000

8 beds9 baths7,980 sq ft

7825 Palmilla Ct, Reunion, FL 34747

Property at 7800 Palmilla Ct, Reunion, FL 34747, 12 beds, 13 baths

$7,500,000

12 beds13 baths9,698 sq ft

7800 Palmilla Ct, Reunion, FL 34747

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 2721 Bookmark Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$929,000

8 beds5 baths4,289 sq ft

2721 Bookmark Dr, Kissimmee, FL 34746

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 901 Golden Bear Dr, Reunion, FL 34747, 11 beds, 12.5 baths

$8,250,000

11 beds12.5 baths10,436 sq ft

901 Golden Bear Dr, Reunion, FL 34747

Property at 7721 Fairfax Dr, Kissimmee, FL 34747, 8 beds, 6.5 baths

$990,000

8 beds6.5 baths3,612 sq ft

7721 Fairfax Dr, Kissimmee, FL 34747

Property at 222 Pawnee Trl, Kissimmee, FL 34747, 3 beds, 4 baths

$1,590,000

3 beds4 baths6,559 sq ft

222 Pawnee Trl, 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 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 2429 Shanti Dr, Kissimmee, FL 34746, 15 beds, 15.5 baths

$1,998,000

15 beds15.5 baths6,255 sq ft

2429 Shanti Dr, Kissimmee, FL 34746

Property at 837 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$1,099,500

5 beds5.5 baths3,617 sq ft

837 Desert Mountain Ct, Reunion, FL 34747

Property at 771 Pebble Beach Dr, Champions Gate, FL 33896, 9 beds, 5 baths

$1,050,000

9 beds5 baths3,909 sq ft

771 Pebble Beach Dr, Champions Gate, FL 33896

Property at 814 Runner Oak St, Kissimmee, FL 34747, 5 beds, 2.5 baths

$850,000

5 beds2.5 baths2,340 sq ft

814 Runner Oak St, Kissimmee, FL 34747

Property at 336 Southfield St, Kissimmee, FL 34747, 11 beds, 11.5 baths

$1,199,999

11 beds11.5 baths5,496 sq ft

336 Southfield St, Kissimmee, FL 34747

Property at 4532 Target Blvd, Kissimmee, FL 34746, 8 beds, 5 baths

$990,000

8 beds5 baths4,289 sq ft

4532 Target Blvd, Kissimmee, FL 34746

Property at 3000 Penelope Loop, Kissimmee, FL 34746, 9 beds, 5 baths

$979,900

9 beds5 baths4,707 sq ft

3000 Penelope Loop, Kissimmee, FL 34746

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 7410 Barrier Cove Way, Kissimmee, FL 34747, 4 beds, 3 baths

$1,199,000

4 beds3 baths2,316 sq ft

7410 Barrier Cove Way, Kissimmee, FL 34747

Property at 222 Acadia Ter, Kissimmee, FL 34747, 6 beds, 6.5 baths

$2,550,000

6 beds6.5 baths5,805 sq ft

222 Acadia Ter, Kissimmee, FL 34747

Property at 145 Longview Ave, Kissimmee, FL 34747, 6 beds, 4 baths

$1,325,000

6 beds4 baths3,593 sq ft

145 Longview Ave, Kissimmee, FL 34747

Property at 274 Marcello Blvd, Kissimmee, FL 34746, 12 beds, 11.5 baths

$830,000

12 beds11.5 baths4,762 sq ft

274 Marcello Blvd, Kissimmee, FL 34746

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 1191 Terralago Way, Kissimmee, FL 34746, 5 beds, 5.5 baths

$895,000

5 beds5.5 baths5,623 sq ft

1191 Terralago Way, Kissimmee, FL 34746

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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 Osceola County

There are currently 388 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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