Osceola County Businesses for Sale – Find Your Next Venture

Searching for businesses for sale in Osceola County, Florida? DealStream’s comprehensive Osceola County business listings connect you with profitable restaurants, retail shops, service companies and more across Kissimmee, St. Cloud and surrounding communities. Browse up-to-date financials, contact sellers directly, and buy a business in Osceola County with confidence—start your search today to unlock the best investment opportunities in central Florida.

All Matching Deals

Pizzeria /  Turnkey with Beer & Wine License
Osceola County, FL

This well-established, full-service restaurant has earned a reputation for authentic Italian cuisine, warm hospitality, and consistent quality that keeps guests returning year after year. The owner, originally from Italy, has created a true neighborhood favorite known for its inviting atmosphere and...

$375,000
Cash Flow: $202,689
Details
Retail & Compounding Pharmacy. Insurance Contracts
Kissimmee, FL

Established for over 15 years, this turnkey pharmacy in Central Florida serves a rapidly growing city. Services include retail, Non-Sterile Compounding, consultancy and immunizations. The retiring pharmacist owner will assist with the transition. Included in Sale: Florida Retail Pharmacy License,...

$350,000
Details
Beautifully Curated Jewelry Boutique Asset Sale
Kissimmee, FL

Out-of-county owners are ready to move on — their loss is your opportunity. This is a turnkey asset sale of a beautifully designed jewelry and accessories boutique, located in a vibrant destination area. The boutique enjoys steady foot traffic and strong visibility, making it ideal for an owner-operator...

$67,500
Details
Osceola County, FL

Profitable Tavern Minutes from Disney Step into ownership of a well-established, full-service tavern located just 15 minutes from Walt Disney World. Positioned in a high-growth area with strong residential density and steady tourist traffic, this neighborhood favorite offers consistent cash...

$1,305,900
Cash Flow: $121,369
Details
Direct Mail Advertising Franchise Territory
Osceola County, FL

This franchise territory being sold encompasses Osceola County, and it is a part of a longstanding, direct mail franchise that needs an active owner/operator. The Seller has another robust territory that has taken precedence over this one, so he is looking to divest it; it is currently a dormant territory...

$62,500
Cash Flow: $0
Details
Leading Custom Cabinet – Turnkey & Profitable
St. Cloud, FL

Premier Custom Cabinet Business in St. Cloud, serving Central Florida. This cutting-edge operation stands out as a leader in its field, combining stellar craftsmanship, modern equipment, a fully trained team, and exceptional client reviews. With a strong reputation and consistent demand, the business...

$500,000
Cash Flow: $328,693
Details
Kissimmee, FL

Growing Cleaning Business Opportunity. Business with many awards: - The best of Kissimmee House cleaning - Accredited BBB - Google TOP PRO Review 4.9 - Angie's TOP PRO Review 4.9 - Thumbtack TOP PRO Review 5.0 - Home advisor 4.8 Review - Guide to Florida: Best Cleaning Company Company offers...

$300,000
Cash Flow: $69,863
Details
Osceola County, FL

Turnkey Opportunity! Own a well-established commercial lawn care company serving the fast-growing Nona and Narcoossee corridor. This business offers reliable grounds maintenance for offices, retail centers, and HOA communities, backed by a strong reputation for quality and consistency. Highlights: Long-term...

$79,000
Cash Flow: $54,002
Details
Osceola County, FL

Established locksmith business specializing in automotive, residential, and commercial services, including advanced key programming and high-end lockouts. The company is well-positioned for growth through increased marketing and dealer relationships. This sale includes a fully equipped 2019 Nissan...

$154,987
Cash Flow: $141,910
Details
Osceola County, FL

A premier provider of custom window treatments for homes and businesses across North America. With a focus on style, function, and personalized service, we offer a wide range of solutions including blinds, shades, shutters, draperies, and smart home integrations. Every consultation is handled by a dedicated...

$525,000
Cash Flow: $224,779
Details
13-year-old Property Management Company
Kissimmee, FL

Founded in early 2012, this outstanding vacation rental property management company has been growing and thriving since then. With currently 18 properties located in adjacent communities in the Four Corners area of West Kissimmee, this business benefits from a perfect set-up for an optimum logistics,...

$260,000
Cash Flow: $86,000
Details
Fully Equipped & Turnkey Ice Cream Factory
Kissimmee, FL

Asset Sale Only. An excellent opportunity to acquire a turnkey ice cream production facility, ideal for an entrepreneur or existing food manufacturer looking to expand. This asset sale includes all production equipment, proprietary recipes, nutritional fact sheets, and goodwill, allowing a smooth...

$99,900
Details
Osceola County, FL

This super tight pool route is located in one section of Orlando with superior route density and long-term clients. Truly a lifestyle business for the owner looking to augment income from a full-time job, a starter route for the entrepreneur looking to enter low and scale, or the E2 visa buyer looking...

$79,000
Cash Flow: $39,079
Details
Osceola County, FL

A thriving, well-established window and pressure washing business with a proven track record of impressive growth and profitability. This turnkey operation is SBA pre-qualified, making financing straightforward for qualified buyers. With meticulous financial records and a loyal customer base, this business...

$650,000
Cash Flow: $279,991
Details
Infectious Disease Practice – Kissimmee, FL
Kissimmee, FL

For Sale: Established Infectious Disease Practice – Kissimmee, FL An exceptional opportunity to acquire a thriving Infectious Disease practice with average annual revenues of $3M and a proven track record of clinical and operational success. The practice is anchored by a team of five experienced providers...

$2,900,000
Details
Kissimmee, FL

A unique chance to acquire a fully operational and certified flight training academy in Miami (KTMB) Highlights: FAA Part 141 Certified SEVIS Approved – M-1 Student Visa Program College partnership established Fleet of Four Piper Aircraft (Part 141 Certified) Prime, Highly Desirable Location In-House...

$1,800,000
Details
Full-Service Accounting Firm – Tax, Bookkeeping & Payroll Practice
St. Cloud, FL

Rare opportunity to acquire a well-established accounting firm with over 15 years of successful operations in the heart of Osceola County. This full-service practice provides tax preparation, bookkeeping, payroll, and advisory services to a loyal mix of individual and small-business clients. The...

$425,000
Cash Flow: $140,002
Details
Kissimmee, FL

Well established property management business for sale in kissimmee. there are 14 vacation rentals and 13 long term rentals all close to the area attractions. cleaning, pool, pest services and maintenance are subcontracted. can easily be a home based business. reservation software, website all included....

$14,000,000
Details
Osceola County, FL

A high volume pizza parlor located in heart of Kissimmee with great reach to both residential and commercial customers. Solid Lunch and Dinner work and tremendous take out business. Ideal for owner operator or investor. Please refer to listing 3353826833 when inquiring.

$420,000
Cash Flow: $168,193
Details
Kissimmee, FL

This pet wellness business has quickly gained traction in one of Kissimmee’s fastest-growing retail corridors. With annual revenue exceeding $259K and consistent month-over-month growth, the operation continues to strengthen its position in a community where pet spending is rising year after year. Its...

$150,000
Details

Tips for Buying A Business In Osceola County, FL

Understand the Local Market Dynamics

Before you begin your search, take time to thoroughly research Osceola County’s business environment. The county’s proximity to Orlando and its strong tourism, hospitality, and service sectors offer unique opportunities, but also competition. Study local demographic trends, seasonal fluctuations, and consumer spending habits. Visit local businesses, attend Chamber of Commerce events, and talk to business owners to get a sense of the market’s pulse. Understanding these local nuances will give you a strategic edge and help identify businesses well-positioned for growth.

Always conduct rigorous due diligence on financial statements and legal compliance before making an offer. In Osceola County, as in all of Florida, ensure the business has up-to-date licenses, is current on taxes, and complies with all local zoning regulations. Review at least three years of financial data to spot revenue trends, profit margins, and any red flags. If possible, work with an accountant and a lawyer familiar with Florida businesses to catch any issues and help you avoid expensive surprises after the purchase.

Consider Growth Potential and Expansion Opportunities

Identify businesses that offer not just current stability but also room for expansion. Think about Osceola County’s projected population growth and infrastructure investments—the area’s ongoing development often creates opportunities in construction, real estate, hospitality, and healthcare. Ask yourself whether you can add new products, open additional locations, or tap into the tourist market. Buying a business that aligns with the region’s future growth trajectory will help secure your long-term success and return on investment.