Fixer Upper homes for sale & real estate in Osceola County, FL

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LISTED BY REDFIN

ABOUT THIS HOME
Fixer Upper 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

SHORT SALE

ABOUT THIS HOME
Fixer Upper for sale in Osceola County, FL:
Short Sale. EXCEPTIONAL 3.5-ACRE PROPERTY NEAR LAKE NONA. Discover the perfect balance of modern comfort and peaceful country living on approximately 3.5 acres, conveniently located near the highly desirable Lake Nona area. This exceptional property offers a rare opportunity to enjoy the privacy and tranquility of acreage living while remaining within easy reach of Orlando's shopping, dining, entertainment, and everyday conveniences. The home features a beautifully remodeled modern kitchen with elegant quartz countertops, combining contemporary sophistication with everyday functionality. Roof replaced in 2025. Surrounded by nature and the soothing sounds of birds, this property provides a

$1,050,000

4 beds3 baths2,567 sq ft

2493 Mcmichael Rd, Saint Cloud, FL 34771

Quartz countertops • 3.5 acre property • Wide open spaces

ABOUT THIS HOME
Fixer Upper for sale in Osceola County, FL:
Court Approval is required. Good opportunity for investors/ contractors to take on a remodel project and end up with a 4 bedroom, 2 bath pool home with no near neighbors and a nice wooded pond view. This sale will have to be cash or remodeling financing.

$230,000

4 beds2 baths1,862 sq ft

959 Gascony Ct, Kissimmee, FL 34759

Wooded pond view • 8,886 sq ft lot • 2 garage spots

ABOUT THIS HOME
Fixer Upper for sale in Osceola County, FL:
AS IS conditions. Welcome to this well-maintained 2 story, 3-bedroom. 2-bathroom condominium offering 1,247 square feet of comfortable living space. Kitchen may need some updates and provides a functional layout for everyday living and entertaining. In total needs TLC. Conveniently located near a variety of restaurants, shopping centers, and everyday conveniences, you'll appreciate having everything you need just minutes away. Whether you're looking for your next home or an investment opportunity, this condo offers comfort, convenience, and affordability in one attractive package. Don't miss your chance to see it in person-call me today for a showing.

$200,000

3 beds2 baths1,247 sq ft

433 Fountainhead Cir #287, Kissimmee, FL 34741

Updated kitchen • Functional layout • Conveniently located

ABOUT THIS HOME
Fixer Upper for sale in Osceola County, FL:
Virtually Staged. Welcome to this spacious 4-bedroom, 2-bath single-story home in the desirable Eagles Landing community at Remington. Offering approximately 1,960 square feet of living space, this home features an open floor plan with a spacious great room, living/dining area, and an open kitchen with granite countertops, center island, and breakfast area. The primary suite includes a walk-in closet, while the interior laundry room adds everyday convenience. A two-car garage, fenced backyard, screened/covered outdoor space, and ample room for entertaining further enhance the property. The home is priced with renovation in mind, providing an excellent opportunity for buyers looking to custo

$319,900

4 beds2 baths1,960 sq ft

454 Janice Kay Pl, Kissimmee, FL 34744

Open floor plan • Walk-in closet • Granite countertops

Property at 7601 Cabana Ct #104, Reunion, FL 34747, 3 beds, 3 baths

$259,000

3 beds3 baths1,755 sq ft

7601 Cabana Ct #104, Reunion, FL 34747

Property at 1814 Kentucky Ave, Saint Cloud, FL 34769, 3 beds, 1.5 baths

$164,900

3 beds1.5 baths922 sq ft

1814 Kentucky Ave, Saint Cloud, FL 34769

Property at Undisclosed address, Kissimmee, FL 34744, 3 beds, 1.5 baths

$229,000

3 beds1.5 baths960 sq ft

Undisclosed address, Kissimmee, FL 34744

Property at 711 S Emory Ave, Kissimmee, FL 34741, 5 beds, 4 baths

$330,000

5 beds4 baths1,720 sq ft

711 S Emory Ave, Kissimmee, FL 34741

Property at 2614 MC Daniel Dr, Kissimmee, FL 34758, 2 beds, 2 baths

$180,000

2 beds2 baths1,056 sq ft

2614 MC Daniel Dr, Kissimmee, FL 34758

Property at 7065 Branch Ct, Saint Cloud, FL 34771, 5 beds, 4 baths

$899,999

5 beds4 baths3,717 sq ft

7065 Branch Ct, Saint Cloud, FL 34771

Property at 5251 Villa Rosa Ave, Saint Cloud, FL 34771, 5 beds, 3.5 baths

$460,500

5 beds3.5 baths3,300 sq ft

5251 Villa Rosa Ave, Saint Cloud, FL 34771

Property at 1683 Magnolia Ln, Kissimmee, FL 34746, 3 beds, 2 baths

$119,900

3 beds2 baths1,200 sq ft

1683 Magnolia Ln, Kissimmee, FL 34746

Property at 1055 Universal Rest Pl, Kissimmee, FL 34744, 3 beds, 2 baths

$170,000

3 beds2 baths1,728 sq ft

1055 Universal Rest Pl, Kissimmee, FL 34744

Property at 2260 Tradewinds Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,944 sq ft

2260 Tradewinds Dr, Kissimmee, FL 34746

Property at 2950 Elbib Dr, Saint Cloud, FL 34772, 3 beds, 2 baths

$320,000

3 beds2 baths1,632 sq ft

2950 Elbib Dr, Saint Cloud, FL 34772

Property at 534 Eagle Pointe S, Kissimmee, FL 34746, 4 beds, 2 baths

$340,000

4 beds2 baths1,975 sq ft

534 Eagle Pointe S, Kissimmee, FL 34746

Property at 2690 E Lake Rd, Kissimmee, FL 34744, 6 beds, 5 baths

$1,938,000

6 beds5 baths3,429 sq ft

2690 E Lake Rd, Kissimmee, FL 34744

Property at 1821 17th St, Saint Cloud, FL 34769, 4 beds, 2 baths

$327,000

4 beds2 baths1,937 sq ft

1821 17th St, Saint Cloud, FL 34769

Property at 3024 Parkway Blvd #204, Kissimmee, FL 34747, 1 bed, 1 bath

$150,000

1 bed1 bath661 sq ft

3024 Parkway Blvd #204, Kissimmee, FL 34747

Property at 187 Pinewood Cir, Kissimmee, FL 34743, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths1,916 sq ft

187 Pinewood Cir, Kissimmee, FL 34743

Property at 2505 Coral Ave, Kissimmee, FL 34741, 2 beds, 2 baths

$230,000

2 beds2 baths1,074 sq ft

2505 Coral Ave, Kissimmee, FL 34741

Property at 3028 Camino Real Dr S, Kissimmee, FL 34744, 4 beds, 2 baths

$439,995

4 beds2 baths2,259 sq ft

3028 Camino Real Dr S, Kissimmee, FL 34744

Property at 107 Iguala Dr, Kissimmee, FL 34743, 4 beds, 2 baths

$375,000

4 beds2 baths1,842 sq ft

107 Iguala Dr, Kissimmee, FL 34743

Property at 84 E Marbrisa Way, Kissimmee, FL 34743, 2 beds, 1 bath

$179,000

2 beds1 bath750 sq ft

84 E Marbrisa Way, Kissimmee, FL 34743

Property at 2733 Cranmoor Dr, Kissimmee, FL 34758, 2 beds, 2 baths

$149,999

2 beds2 baths1,056 sq ft

2733 Cranmoor Dr, Kissimmee, FL 34758

Property at 433 Pennsylvania Ave, Saint Cloud, FL 34769, 2 beds, 1 bath

$179,450

2 beds1 bath940 sq ft

433 Pennsylvania Ave, Saint Cloud, FL 34769

Property at 7375 Powers Rd, Saint Cloud, FL 34773, 3 beds, 2 baths

$225,000

3 beds2 baths1,352 sq ft

7375 Powers Rd, Saint Cloud, FL 34773

Property at 2795 Absher Rd, Saint Cloud, FL 34771, 3 beds, 2 baths

$985,000

3 beds2 baths1,954 sq ft

2795 Absher Rd, Saint Cloud, FL 34771

Property at 3954 LA Salle Ave, St Cloud, FL 34772, 3 beds, 1 bath

$489,000

3 beds1 bath1,364 sq ft

3954 LA Salle Ave, St Cloud, FL 34772

Property at 1985 Aladdin Ct, Saint Cloud, FL 34771, 1 bed, 1 bath

$145,000

1 bed1 bath882 sq ft

1985 Aladdin Ct, Saint Cloud, FL 34771

Property at 436 Michigan Ave, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$479,900

3 beds2.5 baths2,118 sq ft

436 Michigan Ave, Saint Cloud, FL 34769

Property at 4039 Navigator Way, Kissimmee, FL 34746, 4 beds, 2.5 baths

$359,000

4 beds2.5 baths2,123 sq ft

4039 Navigator Way, Kissimmee, FL 34746

Property at 4722 Kilt Ct #65, St Cloud, FL 34769, 2 beds, 2 baths

$145,000

2 beds2 baths967 sq ft

4722 Kilt Ct #65, St Cloud, FL 34769

Property at 5020 Ronald Reagan Pkwy, Davenport, FL 33896, 2 beds, 2 baths

$494,500

2 beds2 baths1,006 sq ft

5020 Ronald Reagan Pkwy, Davenport, FL 33896

Property at 810 Person St, Kissimmee, FL 34741, 1 bath

$699,900

Studio1 bath3,523 sq ft

810 Person St, Kissimmee, FL 34741

Property at 1886 Pleasant Hill Rd, Kissimmee, FL 34746, 3 beds, 2 baths

$1,650,000

3 beds2 baths1,170 sq ft

1886 Pleasant Hill Rd, Kissimmee, FL 34746

Property at 1320 S Goodman Rd, Champions Gate, FL 33896

$249,900

Land0.43 acre (lot)

1320 S Goodman Rd, Champions Gate, FL 33896

Property at 1493 Tallahassee Blvd, Intercession City, FL 33848, 1 bed, 1 bath

$145,000

Land5,750 sq ft (lot)

1493 Tallahassee Blvd, Intercession City, FL 33848

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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.

Fixer Upper Homes for Sale in Osceola County

There are currently 39 fixer upper 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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