Luxury homes for sale & real estate in Kissimmee, FL

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ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
Luxury Lakefront Dream Home with Boat Dock, Pool, Sunset Views, and So Much More. Experience luxury lakefront living in the small gated enclave of Regal Cove on West Lake Toho. This modern 5BR+/3BA/3 Car Garage home seamlessly blends soothing coastal style with modern luxury upgrades throughout. Enjoy entertaining in this spacious open floor plan featuring soaring ceilings, huge gourmet kitchen, large screened patio deck and oversized swimming pool as the sun goes down over the lake. The kitchen boasts sub zero refrigerator and freezer, custom wood floor to ceiling cabinetry, convection oven and cooktop, wine fridge, ice maker and two islands. The enormous primary suite features a solarium

$1,427,007

5 beds3 baths3,664 sq ft

1604 Regal Cove Ct, Kissimmee, FL 34744

Lakefront • Screened patio deck • Boat dock

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
Outstanding investment opportunity! This rare 22-unit portfolio is located within the sought-after Villa del Sol community in Kissimmee, FL — just minutes from world-famous attractions. Villa del Sol offers resort-style amenities including a sparkling pool, fitness center, tennis court, playgrounds, car wash area, and more. The community is short-term rental approved, making it ideal for both long-term investors and vacation rental operators. Conveniently located near major malls, shopping, dining, and entertainment, with Disney World less than 20 minutes away. Seller is willing to finance the portfolio, providing a unique opportunity to expand or start your investment portfolio in on

$3,885,000

39 beds39 baths20,092 sq ft

2218 Grand Cayman Ct, Kissimmee, FL 34741

Fitness center • Tennis court • Playgrounds

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
RARE OPPORTUNITY TO OWN A FABLE STREET ADDRESS!! The most exclusive strip of single-family homes in the entire Storey Lake complex! This exceptional property delivers impressive returns, generating over $100k in 2024, with more than $40k in future bookings that may be transferred to future owners. This is not just another Storey Lake property; this is Storey Lake’s distinctive enclave, one of only 35 single-family homes located within Phase 3 of the renowned resort. Sales activity in this section is remarkably limited, with the last 6-bedroom home sold in 2018 and only two transactions recorded in the past 180 days. This exclusive section offers a 24-hour manned gate, private drivew

$869,000

6 beds6 baths3,760 sq ft

2929 Fable St, Kissimmee, FL 34746

Premium water views • Private driveways • No rear neighbors

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
Prime Investment Property in Veranda Palms – Turnkey and Ready for Immediate Rental! Discover an exceptional income-generating opportunity in the highly sought-after Veranda Palms community in Kissimmee, Florida. Fully furnished and kosher-friendly, this property is perfectly suited to attract a diverse range of vacationers. Key Features: Designer Kitchen: Outfitted with high-end appliances for a luxurious cooking experience. Spacious Accommodation: 15 beautifully decorated bedrooms, thoughtfully designed for comfort and style. Extended Living Area: Offers additional space for relaxation and entertainment. Affordable HOA: Low monthly fee of $250 with no CDD charges. Residents and gues

$2,300,000

15 beds15.5 baths6,255 sq ft

2477 Shanti Dr, Kissimmee, FL 34746

8,276 sq ft lot • 4 garage spots • Pool

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Kissimmee, FL:
LUXURIOUS LAKEVIEW RESORT-STYLE HOME – TRIÉSTE MODEL Discover this beautiful Mediterranean-style two-story resort home offering 5,623 square feet of elegant living space, perfectly designed for comfort, functionality, and entertainment. This spacious Triéste model features 5 bedrooms, a den/office, a loft, and 5.5 bathrooms—ideal for those who desire room to live, work, and gather with family and friends. Boasting breathtaking water views, this home showcases classic Mediterranean architecture with elegant tile roofing and decorative paved driveways that elevate its curb appeal and reflect timeless sophistication. Inside, the home offers expansive, light-filled

$898,900

5 beds5.5 baths5,623 sq ft

3703 Dockside Dr, Kissimmee, FL 34746

Lakeview • Gourmet kitchen • Loft game room

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

$2,299,999

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 7450 Marker Ave, Kissimmee, FL 34747, 8 beds, 6.5 baths

$850,000

8 beds6.5 baths3,612 sq ft

7450 Marker Ave, Kissimmee, FL 34747

Property at 7654 Wilmington Loop, Kissimmee, FL 34747, 10 beds, 10 baths

$959,000

10 beds10 baths4,707 sq ft

7654 Wilmington Loop, Kissimmee, FL 34747

Property at 22 S Clyde Ave, Kissimmee, FL 34741, 9 beds, 6 baths

$1,100,000

9 beds6 baths4,685 sq ft

22 S Clyde Ave, Kissimmee, FL 34741

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 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 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 1649 Sail Ln, Kissimmee, FL 34759, 3 beds, 2 baths

$1,479,000

3 beds2 baths1,900 sq ft

1649 Sail Ln, Kissimmee, FL 34759

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 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 4376 Curacao Pl Unit 8AE1EG, Kissimmee, FL 34758, 3 beds, 3 baths

$890,000

3 beds3 baths3,115 sq ft

4376 Curacao Pl Unit 8AE1EG, Kissimmee, FL 34758

Listing provided by Zillow

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 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 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 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

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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 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.

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