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

3,082 homes

Sort:

Recommended

NEW 4 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
NEW & IMPROVED!! * New Roof in 2018, New AC 2021, New Water Heater 2022! Also, Brand New Luxury Vinyl Plank flooring and carpet installed throughout the entire property AND Newly installed closets in guest bedrooms for added convenience! Welcome to this stunning 4 bedroom, 2 1/2 bathroom home in Crepe Myrtle Cove At Crescent Lakes with a fully fenced in Spacious backyard, blending both convenience and charm. Upon entering, you'll be greeted by a spacious open floor plan with high vaulted ceilings and plenty of natural lighting. The main floor flows seamlessly from the bonus living room into the formal dining area and kitchen where you'll notice the large family room next to the slidi

$415,000

4 beds2.5 baths2,847 sq ft

5456 Crepe Myrtle Cir, Kissimmee, FL 34758

Open floor plan • Spacious backyard • New water heater

NEW 8 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Welcome to this beautiful POOL HOME retreat in the heart of one of Kissimmee’s well-established communities. With NO HOA and NO CDD, this property offers rare flexibility and freedom, whether you're looking for a primary residence, a vacation getaway, or a high-earning SHORT-TERM RENTAL, AIRBNB, or long-term rental. The interior has been thoughtfully redesigned with modern finishes, an open layout, and an emphasis on light, flow, and comfort. Updated fixtures, contemporary design touches, and fresh surfaces throughout provide a move-in-ready experience. This FIVE BEDROOM residence features an inviting living space that seamlessly connects to the kitchen and dining areas, creating an i

$439,900

5 beds3 baths1,864 sq ft

1653 Oak Hill Trl, Kissimmee, FL 34747

No cdd • Pool home • Short-term rental

NEW 4 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
Turnkey 3-Bedroom Home Near Disney – Fully Furnished! Located in the desirable, guard-gated Windsor Palms Resort community, this well-kept 3-bedroom, 2-bath pool home residence is just minutes from Walt Disney World and major attractions. Offered fully furnished and ready for immediate occupancy, the home is ideal as a full-time residence, vacation retreat, or income-producing property with both short-term and long-term rental options. Residents and guests enjoy access to outstanding resort amenities, including a clubhouse, community pool, fitness center, and more. A fantastic opportunity for personal use or investment in one of the area’s most popular resort communities. Additi

$399,999

3 beds2 baths1,664 sq ft

8204 Fan Palm Way, Kissimmee, FL 34747

Fitness center • Community pool • 6,055 sq ft lot

NEW 4 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
! PRICE IMPROVEMENT! Welcome to this charming 3 bed 2 bath home in the heart of Poinciana. This home has high vaulted ceilings with the ideal split open floorplan. The kitchen is modern with new shaker cabinets, granite countertops, an eat in island, and new stainless steel appliances. The master suite is complete with a private ensuite and walk in closet. Enjoy your morning coffee on the back patio overlooking the spacious green back yard which is fully fenced for your furry friends to enjoy. This home is conveniently located just minutes off Poinciana parkway with easy access to US 17-92, I-4, & US- 27 making the commute anywhere in Central Florida a breeze!

$294,999

3 beds2 baths1,304 sq ft

56 E 56 Peterlee Ct. Ct, Kissimmee, FL 34758

New shaker cabinets • Eat in island • Modern kitchen

NEW 6 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Osceola County, FL:
This bright, gated first-floor condo is perfect for investors or owner-occupants seeking flexibility! You’ll love the open 3-bed, 2-bath layout with sleek laminate floors, soaring ceilings and a spacious eat-in kitchen featuring a granite breakfast bar. The oversized great room easily accommodates both living and dining areas. Located just 7 miles from Disney and zoned for short-term rentals, you’re never far from top attractions like SeaWorld, Universal Studios and Gatorland. Shop ’til you drop at The Loop or Orlando Vineland Premium Outlets, just minutes away. The community delivers resort-style living: stay active in the gym, tennis or basketball courts; dive into the p

$244,900

3 beds2 baths1,202 sq ft

2798 Club Cortile Cir Unit A, Kissimmee, FL 34746

Open layout • Oversized great room • $375 HOA

Property at 4568 Baler Trails Dr, Saint Cloud, FL 34772, 3 beds, 2 baths

$385,000

3 beds2 baths1,894 sq ft

4568 Baler Trails Dr, Saint Cloud, FL 34772

Property at Undisclosed address, Reunion, FL 34747, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,704 sq ft

Undisclosed address, Reunion, FL 34747

Property at 412 Tarpon St, Kissimmee, FL 34744, 3 beds, 2 baths

$345,000

3 beds2 baths1,341 sq ft

412 Tarpon St, Kissimmee, FL 34744

Property at 318 Plumwood Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$324,900

3 beds2 baths1,326 sq ft

318 Plumwood Cir, Kissimmee, FL 34743

Property at 4686 Tribute Trl #4686, Kissimmee, FL 34746, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,797 sq ft

4686 Tribute Trl #4686, Kissimmee, FL 34746

Property at 6805 Sundrop St, Harmony, FL 34773, 3 beds, 2 baths

$349,900

3 beds2 baths1,617 sq ft

6805 Sundrop St, Harmony, FL 34773

Property at 304 Cocoa Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$360,000

4 beds2.5 baths2,844 sq ft

304 Cocoa Ct, Kissimmee, FL 34758

Property at 337 Bogey Dr, Davenport, FL 33896, 4 beds, 3.5 baths

$389,900

4 beds3.5 baths1,954 sq ft

337 Bogey Dr, Davenport, FL 33896

Property at 1797 Red Canyon Dr, Kindred, FL 34744, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,870 sq ft

1797 Red Canyon Dr, Kindred, FL 34744

Property at 3680 Circle Hook St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$259,900

3 beds2.5 baths1,365 sq ft

3680 Circle Hook St, Kissimmee, FL 34746

Property at 2761 Eagle Glen Cir, Kissimmee, FL 34746, 4 beds, 2 baths

$365,000

4 beds2 baths1,952 sq ft

2761 Eagle Glen Cir, Kissimmee, FL 34746

Property at 547 Brighton Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths2,691 sq ft

547 Brighton Ct, Kissimmee, FL 34758

Property at 5114 Sage Way, Kissimmee, FL 34758, 4 beds, 2 baths

$340,000

4 beds2 baths1,731 sq ft

5114 Sage Way, Kissimmee, FL 34758

Property at 4902 Monarch Ln, Kissimmee, FL 34746, 4 beds, 2.5 baths

$404,900

4 beds2.5 baths1,874 sq ft

4902 Monarch Ln, Kissimmee, FL 34746

Property at 4165 Key Colony Pl, Kissimmee, FL 34746, 4 beds, 2.5 baths

$385,000

4 beds2.5 baths2,156 sq ft

4165 Key Colony Pl, Kissimmee, FL 34746

Property at 701 Westpark Way #203, Kissimmee, FL 34747, 2 beds, 2 baths

$349,800

2 beds2 baths1,360 sq ft

701 Westpark Way #203, Kissimmee, FL 34747

Property at 1809 Edinburgh St, Kissimmee, FL 34743, 3 beds, 2 baths

$344,999

3 beds2 baths1,308 sq ft

1809 Edinburgh St, Kissimmee, FL 34743

Property at 8503 Arcadia Ln, Davenport, FL 33896, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,912 sq ft

8503 Arcadia Ln, Davenport, FL 33896

Property at 231 Goldenrain Dr #101, Kissimmee, FL 34747, 2 beds, 2 baths

$389,000

2 beds2 baths1,320 sq ft

231 Goldenrain Dr #101, Kissimmee, FL 34747

Property at 3308 Primrose Willow Dr, Saint Cloud, FL 34773, 4 beds, 2.5 baths

$425,000

4 beds2.5 baths2,552 sq ft

3308 Primrose Willow Dr, Saint Cloud, FL 34773

Property at 1700 Missouri Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$290,000

3 beds2 baths1,494 sq ft

1700 Missouri Ave, Saint Cloud, FL 34769

Property at 2601 Blowing Breeze Ave, Kissimmee, FL 34744, 4 beds, 2 baths

$370,000

4 beds2 baths1,580 sq ft

2601 Blowing Breeze Ave, Kissimmee, FL 34744

Property at 1200 Massachusetts Ave, Saint Cloud, FL 34769, 2 beds, 2 baths

$184,500

2 beds2 baths1,119 sq ft

1200 Massachusetts Ave, Saint Cloud, FL 34769

Property at 2731 Creekmore Ct, Kissimmee, FL 34746, 3 beds, 2 baths

$355,000

3 beds2 baths1,474 sq ft

2731 Creekmore Ct, Kissimmee, FL 34746

Property at 8103 Coconut Palm Way #302, Kissimmee, FL 34747, 2 beds, 2 baths

$232,500

2 beds2 baths1,022 sq ft

8103 Coconut Palm Way #302, Kissimmee, FL 34747

Property at 8623 Wellington Loop, Kissimmee, FL 34747, 3 beds, 2 baths

$369,000

3 beds2 baths1,492 sq ft

8623 Wellington Loop, Kissimmee, FL 34747

Property at 8851 Geneve Ct, Kissimmee, FL 34747, 5 beds, 4.5 baths

$419,000

5 beds4.5 baths2,265 sq ft

8851 Geneve Ct, Kissimmee, FL 34747

Property at 2737 Pleasant Cypress Cir, Kissimmee, FL 34741, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,771 sq ft

2737 Pleasant Cypress Cir, Kissimmee, FL 34741

Property at 4831 Coral Castle Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$289,000

3 beds2.5 baths1,762 sq ft

4831 Coral Castle Dr, Kissimmee, FL 34746

Property at 1615 Shepherd Ln, Intercession City, FL 33848, 2 beds, 2 baths

$220,000

2 beds2 baths541 sq ft

1615 Shepherd Ln, Intercession City, FL 33848

Property at 2952 Lucayan Harbour Cir #106, Kissimmee, FL 34746, 3 beds, 2 baths

$288,999

3 beds2 baths1,300 sq ft

2952 Lucayan Harbour Cir #106, Kissimmee, FL 34746

Property at 4403 Twisted Twig Bnd, Kissimmee, FL 34746, 3 beds, 2 baths

$380,000

3 beds2 baths1,432 sq ft

4403 Twisted Twig Bnd, Kissimmee, FL 34746

Property at 2526 Volta Cir, Kissimmee, FL 34746, 3 beds, 2 baths

$359,999

3 beds2 baths1,949 sq ft

2526 Volta Cir, Kissimmee, FL 34746

Property at 1514 Wisconsin Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$324,900

3 beds2 baths1,415 sq ft

1514 Wisconsin Ave, Saint Cloud, FL 34769

Property at 6895 Botanic Blvd, Harmony, FL 34773, 4 beds, 2 baths

$375,900

4 beds2 baths1,716 sq ft

6895 Botanic Blvd, Harmony, FL 34773

Property at 3593 Anibal St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$305,000

3 beds2.5 baths1,555 sq ft

3593 Anibal St, Kissimmee, FL 34746

Viewing page 1 of 76

Based on information submitted to the MLS GRID as of Sat Jan 03 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 3082 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 107 days and receive 2 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 509 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 717 condos, 1269 townhouses, and 15 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.

More real estate resources for Osceola County, FL

Nearby Counties

Cities

Nearby Counties with Cheap Homes

Nearby Cities with Cheap Homes

More to explore in Osceola County, FL

How to buy a house in Osceola County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.