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

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LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
UNIQUE MULTIGENERATIONAL HOME WITH PVT ENTRANCE NOW AVAILABLE! Welcome to Pine Glen, a master-planned, SOLAR community loaded with amenities and ideally situated between Harmony and the City of Saint Cloud! If you’re growing your family or need a true multi-generational living solution, this single story home is the perfect fit. This spacious “Next Gen” floor plan includes a set of solar panels and a private attached suite with its own separate entrance, living room, kitchenette, bedroom, and bathroom—ideal for in-laws, guests, adult children, or potential rental income. One home, two living spaces! The main home features a chef-inspired Kitchen with quartz cou

$410,000

4 beds3 baths2,133 sq ft

6300 Chirpine Ln, Saint Cloud, FL 34771

Two living spaces • Solar community • Private entrance

NEW 1 HR AGO3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Major Price Drop! Brand-New Roof Installed Before Closing! Welcome to this charming corner-unit townhouse located in the highly desirable Marbrisa Villas community in Kissimmee. This beautifully maintained single-story, 1-bedroom, 1-bathroom home offers the perfect combination of comfort, privacy, and unbeatable convenience. Step inside to a spacious, open living area ideal for relaxing or entertaining. The kitchen features beautiful solid-wood cabinetry, providing both warmth and character. Just off the kitchen, enjoy a large screened-in porch—perfect for morning coffee, gatherings with friends and family, or even converting into a flexible bonus space. This move-in–ready hom

$190,000

1 bed1 bath672 sq ft

46 W Marbrisa Way, Kissimmee, FL 34743

Community pool • Brand-new roof • Solid-wood cabinetry

NEW 3 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Rare Opportunity — Two Adjacent Hilton-Branded Condo-Hotel Units Sold Together! Located in Building One, where you find the hotel lobby, check-in center, and on-site restaurant, these premium units offer unmatched convenience and visibility for guests—an exceptional advantage for short-term rental performance. This combination package includes Unit 318 (1-Bedroom with Balcony) and Unit 316 (Studio), positioned side-by-side to maximize occupancy, flexibility, and rental income. Guests can enjoy the option of renting each unit separately or as a connected 2-bedroom layout for larger groups, boosting your revenue potential. Designed with the elevated finishes of the Hilton Embassy

$355,000

1 bed1 bath630 sq ft

3151 Sunset Walk Dr #316, Kissimmee, FL 34747

On site restaurant • $754 HOA • Community pool

NEW 4 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Great property in great condition nice location with rear water view, heated and screened swimming pool. Property has been maintained properly over many years, new external paintwork, recent roof and water heater. Great Location close to all shops, attractions and highways.

$399,900

3 beds2 baths1,486 sq ft

2416 Morgan Point Blvd, Kissimmee, FL 34743

Recent water heater • Rear water view • Recent roof

NEW 4 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Investor alert — value-add opportunity in the heart of Kissimmee. This 3-bedroom, 2-bath home at 107 Iguala Drive is being sold AS IS, with the seller making no repairs. The property is in distress condition and will require extensive renovation, making it an ideal project for investors, re-habbers, or buyers looking for a full overhaul. If you're looking for a project with real upside as a primary home, this 3-bedroom, 2-bath home offers a chance to create the dream home you’ve always imagined. The home features a newer roof (replaced a year ago), new windows in one bedroom, and the garage has been converted into the third bedroom, offering additional living space. Beyond that,

$275,000

3 beds2 baths1,842 sq ft

107 Iguala Dr, Kissimmee, FL 34743

Newer roof • Converted garage • New windows

Property at 5391 Preserve Blvd, Saint Cloud, FL 34772, 4 beds, 2 baths

$419,900

4 beds2 baths2,000 sq ft

5391 Preserve Blvd, Saint Cloud, FL 34772

Property at 1427 Brentwood Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$399,500

3 beds2 baths2,065 sq ft

1427 Brentwood Dr, Kissimmee, FL 34746

Property at 3151 Sunset Walk Dr #318, Kissimmee, FL 34747, 1 bed, 1 bath

$395,000

1 bed1 bath870 sq ft

3151 Sunset Walk Dr #318, Kissimmee, FL 34747

Property at 14 E Las Palmas Way, Kissimmee, FL 34743, 2 beds, 2 baths

$185,000

2 beds2 baths875 sq ft

14 E Las Palmas Way, Kissimmee, FL 34743

Property at 2600 Wadeview Loop, Saint Cloud, FL 34769, 4 beds, 2 baths

$430,000

4 beds2 baths1,979 sq ft

2600 Wadeview Loop, Saint Cloud, FL 34769

Property at 3636 Sail Harbor Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$319,900

3 beds2 baths1,748 sq ft

3636 Sail Harbor Dr, Kissimmee, FL 34746

Property at 3875 Creek Bed Cir, Saint Cloud, FL 34769, 3 beds, 2 baths

$350,000

3 beds2 baths1,032 sq ft

3875 Creek Bed Cir, Saint Cloud, FL 34769

Property at 2216 Grand Cayman Ct #1425, Kissimmee, FL 34741, 2 beds, 2 baths

$249,900

2 beds2 baths1,026 sq ft

2216 Grand Cayman Ct #1425, Kissimmee, FL 34741

Property at 1620 Sunburst Way, Kissimmee, FL 34744, 3 beds, 2 baths

$325,000

3 beds2 baths1,337 sq ft

1620 Sunburst Way, Kissimmee, FL 34744

Property at 3208 Hempstead Ave, Kissimmee, FL 34741, 2 beds, 2 baths

$200,000

2 beds2 baths936 sq ft

3208 Hempstead Ave, Kissimmee, FL 34741

Property at 4865 Kingston Cir, Kissimmee, FL 34746, 3 beds, 2 baths

$350,000

3 beds2 baths1,502 sq ft

4865 Kingston Cir, Kissimmee, FL 34746

Property at 2933 Satire St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,859 sq ft

2933 Satire St, Kissimmee, FL 34746

Property at 54 Dorset Dr, Kissimmee, FL 34758, 3 beds, 2 baths

$275,000

3 beds2 baths1,798 sq ft

54 Dorset Dr, Kissimmee, FL 34758

Property at 4629 Caverns Dr, Kissimmee, FL 34758, 4 beds, 2 baths

$335,000

4 beds2 baths1,647 sq ft

4629 Caverns Dr, Kissimmee, FL 34758

Property at 4303 Seven Canyons Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths1,970 sq ft

4303 Seven Canyons Dr, Kissimmee, FL 34746

Property at 3168 Songbird Cir, Harmony, FL 34773, 3 beds, 2 baths

$400,000

3 beds2 baths1,850 sq ft

3168 Songbird Cir, Harmony, FL 34773

Property at 3551 Saxony Ln, Saint Cloud, FL 34772, 4 beds, 2 baths

$420,000

4 beds2 baths1,820 sq ft

3551 Saxony Ln, Saint Cloud, FL 34772

Property at 8974 Candy Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$379,900

4 beds3 baths1,884 sq ft

8974 Candy Palm Rd, Kissimmee, FL 34747

Property at 7955 Heritage Entrance Blvd, Kissimmee, FL 34747, 4 beds, 3 baths

$445,000

4 beds3 baths1,662 sq ft

7955 Heritage Entrance Blvd, Kissimmee, FL 34747

Property at 704 Mississippi Ave, Saint Cloud, FL 34769, 1 bed, 1 bath

$239,000

1 bed1 bath843 sq ft

704 Mississippi Ave, Saint Cloud, FL 34769

Property at 2799 Brie Hammock Bnd, Harmony, FL 34773, 3 beds, 2.5 baths

$339,000

3 beds2.5 baths1,463 sq ft

2799 Brie Hammock Bnd, Harmony, FL 34773

Property at 3141 Paradox Cir #404, Kissimmee, FL 34746, 2 beds, 2 baths

$340,000

2 beds2 baths1,194 sq ft

3141 Paradox Cir #404, Kissimmee, FL 34746

Property at 3141 Paradox Cir #305, Kissimmee, FL 34746, 2 beds, 2 baths

$340,000

2 beds2 baths1,194 sq ft

3141 Paradox Cir #305, Kissimmee, FL 34746

Property at 8708 Papaya Dr, Kissimmee, FL 34747, 2 beds, 2 baths

$275,000

2 beds2 baths1,012 sq ft

8708 Papaya Dr, Kissimmee, FL 34747

Property at 4530 Alberto Cir, Kissimmee, FL 34746, 4 beds, 3 baths

$430,000

4 beds3 baths1,636 sq ft

4530 Alberto Cir, Kissimmee, FL 34746

Property at 3331 Cypress Point Cir, Saint Cloud, FL 34772, 4 beds, 2 baths

$330,000

4 beds2 baths1,244 sq ft

3331 Cypress Point Cir, Saint Cloud, FL 34772

Property at 2836 Osprey Cove Pl #102, Kissimmee, FL 34746, 3 beds, 2 baths

$230,000

3 beds2 baths1,136 sq ft

2836 Osprey Cove Pl #102, Kissimmee, FL 34746

Property at 812 E Flag Ln, Kissimmee, FL 34759, 3 beds, 2 baths

$265,000

3 beds2 baths1,488 sq ft

812 E Flag Ln, Kissimmee, FL 34759

Property at 2346 Queenswood Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$359,900

3 beds2 baths1,484 sq ft

2346 Queenswood Cir, Kissimmee, FL 34743

Property at 2404 Shelby Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$359,900

3 beds2 baths1,272 sq ft

2404 Shelby Cir, Kissimmee, FL 34743

Property at 556 Viceroy Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$324,900

4 beds2.5 baths2,162 sq ft

556 Viceroy Ct, Kissimmee, FL 34758

Property at 239 Longview Ave #111, Kissimmee, FL 34747, 1 bed, 1 bath

$299,900

1 bed1 bath952 sq ft

239 Longview Ave #111, Kissimmee, FL 34747

Property at 746 Maderia Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$320,000

4 beds2 baths1,719 sq ft

746 Maderia Ct, Kissimmee, FL 34758

Property at 31 Chip Ct, Kissimmee, FL 34759, 3 beds, 2 baths

$264,500

3 beds2 baths1,218 sq ft

31 Chip Ct, Kissimmee, FL 34759

Property at 517 Peppermill Cir, Kissimmee, FL 34758, 3 beds, 2 baths

$325,000

3 beds2 baths1,434 sq ft

517 Peppermill Cir, Kissimmee, FL 34758

Property at 4558 Noble St, Kissimmee, FL 34746, 4 beds, 2 baths

$425,490

4 beds2 baths1,877 sq ft

4558 Noble St, Kissimmee, FL 34746

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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.

Cheap Homes for Sale in Osceola County

There are currently 3350 cheap 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, 708 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 722 condos, 1232 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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