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

387 homes

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ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
±19.07-acre site fully vested under PD22-00015, allowing up to 200,000 SF of medical office development, including freestanding buildings and retail. Located on Cypress Pkwy less than a mile from Poinciana Medical Center, with access to US-17/92, I-4, and Poinciana Pkwy. A third-party viability report confirms strong unmet demand for urgent care, surgery, imaging, and dental services. Over 100,000 residents live within 15 minutes, with rapid growth and family density. Utilities at site. Ideal for healthcare systems, ASC, imaging, dental, pediatric, and urgent care. Seller open to JV with qualified partners.

$6,500,000

— beds— baths— sq ft

0 Cypress Pkwy, Kissimmee, FL 34759

19 acre lot • Listed 132 days

(305) 851-2820

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ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Right at 23 Acres (22.93 Acres) of Prime Land - in one of the Fastest Growing Areas of Central Florida! This land is currently being used as Agricultural, but the Zoning has already been changed to Mixed Use, opening up so many possibilities. You might be interested in creating a phenomenal homestead, or perhaps you have grander plans in mind. Either way, this lot offers many potential uses. And if you enjoy fishing, less than 1000 feet away, at the end of the road, there is a Public Boat Ramp, putting in onto Lake Tohopekaliga - the Largest Lake in Osceola County, and one of the largest lakes in Florida, covering ~ 20,000 Acres, making ”Big” Lake Tohopekaliga the largest la

$6,305,750

— beds— baths— sq ft

0 Lake Tohopekaliga Rd, Saint Cloud, FL 34772

Prime land • Mixed use • Lake tohopekaliga

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
OLD FLORIDA LAND offered for Sale! 470 FEET of LAKE TOHO SHORELINE! NO HOA, NO DESIGNATED BUILDER, All Old Florida Vibes. .. 10+/- Acre blank canvas ideal for the Estate of Your Dreams or long term Investment (E-1 Zoning/LDR FLU). Mature oaks, 255' of paved frontage, 470' of Lake Toho shoreline & 1/2 mile to Cherokee Point Conservation Area. Nestled in the Kissimmee Park enclave of Osceola County within 10 minutes to Florida Turnpike and growing St, Cloud's shopping, dining, & medical conveniences. Rare to market, continuously family owned & first time offered for sale in 84 years. This isn't just Florida real estate for sale, it's Florida History!

$1,500,000

— beds— baths— sq ft

Cherokee Rd, Saint Cloud, FL 34772

10.14 acre lot • Listed 194 days

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
New apartment configuration planned for 36 units! New pricing being contemplated. Site Development Plan approved by Osceola County, engineering CAD plans available, SFWMD ERP issued. Water and sewer extended down Freedom Rd, no lift station or force main required for sanitary. Engineering, soil tests, environmental tests completed and available. Located off highly desirable Ham Brown Rd. Freedom Road upgraded with curbs, gutters, and sidewalks. Existing structures being demo’d. Elevation is representative conceptual for SDP submission.

$1,600,000

— beds— baths— sq ft

Freedom Rd, Kissimmee, FL 34746

Shovel-ready site • 5.02 acre lot • Listed 194 days

ABOUT THIS HOME
Luxury Home for sale in Osceola County, FL:
Amazing site! This 13+ parcel is located within the constantly growing city of St. Cloud, FL, an area booming with new residential construction. It is a perfect site for a builder or developer who wants to develop. This parcel backs up to the future Roan Bridge Subdivision, which will include over 900 homesites. FLU plan approval is anticipated for October 2025. The value is in the land!

$3,600,000

— beds— baths— sq ft

Hickory Tree, Saint Cloud, FL 34772

14.48 acre lot • Listed 200 days

Property at 3061 Tindall Acres Rd, Kissimmee, FL 34744

$949,000

— beds— baths— sq ft

3061 Tindall Acres Rd, Kissimmee, FL 34744

Property at 3555 Boggy Creek Rd, Kissimmee, FL 34744

$4,300,000

— beds— baths— sq ft

3555 Boggy Creek Rd, Kissimmee, FL 34744

Property at E Irlo Bronson Hwy, St. Cloud, FL 34771

$4,000,000

— beds— baths— sq ft

E Irlo Bronson Hwy, St. Cloud, FL 34771

Property at 1003 S John Young Pkwy, Kissimmee, FL 34741

$1,500,000

— beds— baths— sq ft

1003 S John Young Pkwy, Kissimmee, FL 34741

Property at Patrick St, Kissimmee, FL 34741

$8,750,000

— beds— baths— sq ft

Patrick St, Kissimmee, FL 34741

Property at 4445 Austin Rd, Kissimmee, FL 34746

$2,500,000

— beds— baths— sq ft

4445 Austin Rd, Kissimmee, FL 34746

Property at 1184 Grand Traverse Pkwy, Reunion, FL 34747

$995,000

— beds— baths— sq ft

1184 Grand Traverse Pkwy, Reunion, FL 34747

Property at 4281 Timber Ln, Kissimmee, FL 34744

$3,800,000

— beds— baths— sq ft

4281 Timber Ln, Kissimmee, FL 34744

Property at 0 Carson St, St. Cloud, FL 34771

$1,189,000

— beds— baths— sq ft

0 Carson St, St. Cloud, FL 34771

Property at 4441 Anderson Rd, Kissimmee, FL 34746

$4,700,000

— beds— baths— sq ft

4441 Anderson Rd, Kissimmee, FL 34746

Property at 5151 S Kenansville Rd, Okeechobee, FL 34972

$2,099,000

— beds— baths— sq ft

5151 S Kenansville Rd, Okeechobee, FL 34972

Property at Brown Chapel Rd, Saint Cloud, FL 34769

$1,100,000

— beds— baths— sq ft

Brown Chapel Rd, Saint Cloud, FL 34769

Property at N Bass Rd, Kissimmee, FL 34746

$1,250,000

— beds— baths— sq ft

N Bass Rd, Kissimmee, FL 34746

Property at 0 John Young Pkwy, Kissimmee, FL 34741

$890,000

— beds— baths— sq ft

0 John Young Pkwy, Kissimmee, FL 34741

Property at 1285 Grand Traverse Pkwy, Reunion, FL 34747

$1,399,000

— beds— baths— sq ft

1285 Grand Traverse Pkwy, Reunion, FL 34747

Property at 560 Muirfield Loop, Reunion, FL 34747

$1,499,000

— beds— baths— sq ft

560 Muirfield Loop, Reunion, FL 34747

Property at 4349 Boggy Creek Rd, Kissimmee, FL 34744

$3,999,000

— beds— baths— sq ft

4349 Boggy Creek Rd, Kissimmee, FL 34744

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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 387 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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