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

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NEW 3 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Virtually Staged. Welcome to Regent — Mediterranean charm, modern updates, and NO HOA FEES! Enjoy the freedom of owning a home without a monthly HOA payment. Whether you envision Regent as your primary residence or an investment property, that’s one less recurring expense to consider. A tiled roof, arched entry, and open front patio make a memorable first impression. Inside, high ceilings and tile flooring lead to a bright, open living area with lots of natural lighting. The kitchen features white quartz countertops, crisp white cabinetry, rich blue accents, upgraded dark stainless-steel appliances, and a statement island. The primary bathroom offers a standup shower, plus, s

$389,999

3 beds2 baths1,930 sq ft

2416 Regent Way, Kissimmee, FL 34758

Tiled roof • Open front patio • Arched entry

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
More Than a Home, It's the Lakes of Harmony Lifestyle! Lakes of Harmony is where homeownership extends beyond your front door. This gated 55+ community is designed for residents who enjoy staying active, meeting neighbors, pursuing hobbies, and making the most of every season of life. Golf enthusiasts can take advantage of the community's golf amenities and practice facilities, while those looking for more social and recreational activities can enjoy pickleball, gardening plots, clubs, organized activities, and opportunities to connect with neighbors who share similar interests. Whether your ideal day means a round of golf, a pickleball match, tending your garden, joining a club, entertaini

$415,999

4 beds3 baths1,955 sq ft

3268 Songbird Cir, Harmony, FL 34773

Gated community • Golf amenities • Pickleball

LISTED BY REDFIN

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
HANDYMAN SPECIAL! LOW HOA AND NOT A CONDO! Immediately available 2-bedroom, 2-bath home featuring an updated roof installed in 2022 and a rear screened porch. This property offers an excellent opportunity for an investor looking for a rental or an owner-occupant seeking a home they can personalize and improve. With a low HOA and plenty of potential, this one is ready for your vision!

$185,000

2 beds2 baths992 sq ft

99 Lake Villa Way, Kissimmee, FL 34743

Updated roof • Rear screened porch • Low hoa

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Welcome to this inviting 3-bedroom, 2-bath home featuring a spacious, open-concept layout designed for comfortable everyday living and entertaining. The kitchen flows seamlessly into the family room and offers a generous island with ample prep space and a convenient breakfast bar. The adjoining dining area provides plenty of room for a 4- or 6-person table. The thoughtfully designed floor plan offers flexible living spaces, allowing everyone to enjoy their own area for relaxing, working, studying, or hobbies. The primary suite features a walk-in closet, linen storage, walk-in shower, and dual-sink vanity. A wonderful opportunity to enjoy a functional layout with space to fit a variety of li

$360,000

3 beds2 baths1,676 sq ft

2532 Harmonia Hammock Rd, Harmony, FL 34773

Generous island • Walk-in closet • Dual-sink vanity

NEW 29 MINS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Under Construction. Preston Cove presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bed

$338,990

3 beds2.5 baths1,553 sq ft

5698 Anders Way, Saint Cloud, FL 34771

$90 HOA • 2 garage spots • Community pool

Property at 5702 Anders Way, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$338,990

3 beds2.5 baths1,553 sq ft

5702 Anders Way, Saint Cloud, FL 34771

Property at 5694 Anders Way, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$350,990

3 beds2.5 baths1,551 sq ft

5694 Anders Way, Saint Cloud, FL 34771

Property at 3063 White Orchid Rd, Kissimmee, FL 34747, 2 beds, 2.5 baths

$260,000

2 beds2.5 baths1,161 sq ft

3063 White Orchid Rd, Kissimmee, FL 34747

Property at 4638 Marcos Cir, Kissimmee, FL 34758, 4 beds, 2 baths

$349,990

4 beds2 baths1,699 sq ft

4638 Marcos Cir, Kissimmee, FL 34758

Property at 417 Lagoon Ct, Kenansville, FL 34739, 3 beds, 2 baths

$250,000

3 beds2 baths1,783 sq ft

417 Lagoon Ct, Kenansville, FL 34739

Property at 2207 Antigua Pl #727, Kissimmee, FL 34741, 1 bed, 1 bath

$133,000

1 bed1 bath530 sq ft

2207 Antigua Pl #727, Kissimmee, FL 34741

Property at 1827 Southfork Dr, Kindred, FL 34744, 3 beds, 2 baths

$425,000

3 beds2 baths1,516 sq ft

1827 Southfork Dr, Kindred, FL 34744

Property at 4010 Santa Maria Dr #102, Kissimmee, FL 34741, 4 beds, 3 baths

$259,990

4 beds3 baths1,470 sq ft

4010 Santa Maria Dr #102, Kissimmee, FL 34741

Property at 3200 Villa Way Cir, Saint Cloud, FL 34769, 3 beds, 2 baths

$249,000

3 beds2 baths1,156 sq ft

3200 Villa Way Cir, Saint Cloud, FL 34769

Property at 156 Guaymas Dr, Kissimmee, FL 34743, 3 beds, 2 baths

$185,000

3 beds2 baths1,100 sq ft

156 Guaymas Dr, Kissimmee, FL 34743

Property at 2302 Silver Palm Dr #202, Kissimmee, FL 34747, 3 beds, 2 baths

$245,000

3 beds2 baths1,402 sq ft

2302 Silver Palm Dr #202, Kissimmee, FL 34747

Property at 2915 Turnstone Run, Harmony, FL 34773, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,268 sq ft

2915 Turnstone Run, Harmony, FL 34773

Property at 5768 Springer St, Saint Cloud, FL 34771, 4 beds, 2 baths

$438,490

4 beds2 baths1,828 sq ft

5768 Springer St, Saint Cloud, FL 34771

Property at 4922 Catalpa Dr, Saint Cloud, FL 34772, 3 beds, 2 baths

$389,900

3 beds2 baths1,456 sq ft

4922 Catalpa Dr, Saint Cloud, FL 34772

Property at 24 Miramar Way, Kissimmee, FL 34758, 3 beds, 2 baths

$235,000

3 beds2 baths1,140 sq ft

24 Miramar Way, Kissimmee, FL 34758

Property at 5750 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$444,490

5 beds3 baths2,077 sq ft

5750 Springer St, Saint Cloud, FL 34771

Property at 5726 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$446,990

5 beds3 baths2,077 sq ft

5726 Springer St, Saint Cloud, FL 34771

Property at 1155 Normandy Dr, Kissimmee, FL 34759, 3 beds, 2 baths

$335,000

3 beds2 baths1,774 sq ft

1155 Normandy Dr, Kissimmee, FL 34759

Property at 3185 Santa Cruz, Kissimmee, FL 34746, 2 beds, 1 bath

$1,390

2 beds1 bath1,823 sq ft

3185 Santa Cruz, Kissimmee, FL 34746

Property at 2425 Ashecroft Dr, Kissimmee, FL 34744, 4 beds, 2.5 baths

$395,000

4 beds2.5 baths1,803 sq ft

2425 Ashecroft Dr, Kissimmee, FL 34744

Property at 500 Cypress Fork Trl, St Cloud, FL 34772, 4 beds, 2 baths

$392,390

4 beds2 baths1,875 sq ft

500 Cypress Fork Trl, St Cloud, FL 34772

Property at 303 Cortez Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$179,900

4 beds2 baths1,410 sq ft

303 Cortez Ct, Kissimmee, FL 34758

Property at 629 Fresno Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$259,900

3 beds2 baths1,351 sq ft

629 Fresno Ct, Kissimmee, FL 34758

Property at 803 Front St #4101, Celebration, FL 34747, 1 bed, 1 bath

$433,000

1 bed1 bath1,082 sq ft

803 Front St #4101, Celebration, FL 34747

Property at 5283 Images Cir #104, Kissimmee, FL 34746, 2 beds, 2 baths

$169,000

2 beds2 baths969 sq ft

5283 Images Cir #104, Kissimmee, FL 34746

Property at 2121 Preston Ln, Kissimmee, FL 34746, 3 beds, 2 baths

$339,000

3 beds2 baths1,600 sq ft

2121 Preston Ln, Kissimmee, FL 34746

(954) 659-1709

Property at 5156 Heatherstone Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$325,000

3 beds2 baths1,745 sq ft

5156 Heatherstone Ct, Kissimmee, FL 34758

Property at 4471 Holstein St, Saint Cloud, FL 34772, 4 beds, 2.5 baths

$439,900

4 beds2.5 baths2,439 sq ft

4471 Holstein St, Saint Cloud, FL 34772

Property at 1800 Crawford Ave, Saint Cloud, FL 34769, 2 beds, 1 bath

$285,000

2 beds1 bath768 sq ft

1800 Crawford Ave, Saint Cloud, FL 34769

Property at 2887 Sweetspire Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$445,900

5 beds3 baths3,387 sq ft

2887 Sweetspire Cir, Kissimmee, FL 34746

Property at 7603 Heritage Crossing Way #202, Reunion, FL 34747, 3 beds, 2 baths

$279,000

3 beds2 baths1,344 sq ft

7603 Heritage Crossing Way #202, Reunion, FL 34747

Property at 2305 Trinidad Ct, Kissimmee, FL 34741, 2 beds, 2 baths

$184,000

2 beds2 baths991 sq ft

2305 Trinidad Ct, Kissimmee, FL 34741

Property at 4812 Worchester Dr, Kissimmee, FL 34746, 4 beds, 2 baths

$359,999

4 beds2 baths— sq ft

4812 Worchester Dr, Kissimmee, FL 34746

(786) 888-0198

Property at 211 Longview Ave #101, Celebration, FL 34747, 2 beds, 2 baths

$300,000

2 beds2 baths1,296 sq ft

211 Longview Ave #101, Celebration, FL 34747

(305) 662-7325

Property at 352 Clermont Dr, Kissimmee, FL 34759, 3 beds, 2 baths

$312,000

3 beds2 baths1,810 sq ft

352 Clermont Dr, Kissimmee, FL 34759

Property at 3100 Parkway Blvd #220, Kissimmee, FL 34747, 1 bed, 1 bath

$145,000

1 bed1 bath524 sq ft

3100 Parkway Blvd #220, Kissimmee, FL 34747

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Based on information submitted to the MLS GRID as of Wed Sep 23 2026. 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 3523 cheap homes for sale in Osceola County at a median listing price of $400K. 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 103 days and receive 1 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 698 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 724 condos, 1251 townhouses, and 21 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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