Refine Search
Sort by
$899,999
9 Beds 6 Baths Twenty-Two Clyde SubDv. 34741 Zip Code
Discover this six-unit apartment building nestled in the heart of historic Kissimmee, originally built in 1920. This maintained property offers a rare chance to own a piece of downtown's vibrant landscape - an unbeatable location within walking distance to the Osceola Courthouse, premier dining, shopping, Lake Tohopekaliga & a only a short drive to Disney. The property features three spacious 2-bedroom, 1-bathroom units and three cozy 1-bedroom, 1-bathroom units, providing a versatile rental mix to attract a diverse tenant base. Each unit has been well cared for, ensuring steady occupancy and reliable income. Enjoy the benefits of a large paver parking lot, complemented by shade trees that create a welcoming environment for tenants & visitors alike. The historic charm combined with modern upkeep makes this property an ideal addition to any investment portfolio. This is a once-in-a-lifetime opportunity to acquire a prime downtown Kissimmee asset in an excellent location so don't wait!

22 S Clyde Avenue, Kissimmee

$275,000
2 Beds 1 Baths Pinecrest SubDv. 34741 Zip Code
Welcome to this well kept 2 bedroom, 1 bath single family home located in the heart of historic Downtown Kissimmee. Nestled on Emmett Street, this residence offers classic Florida character. The home features a spacious living area, original hardwood accents, and a bright, functional kitchen. Situated on a generous lot with no CDD and no HOA, the property provides flexibility for homeowners or investors alike. Zoned within the City of Kissimmee, you are just minutes from Lake Toho, parks, shopping, dining, and the SunRail station. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property offers location, convenience, and value. Seller is motivated to close and offering closing cost incentives for the right deal.

1905 Emmett Street, Kissimmee

$545,000
5 Beds 3 Baths Estancia SubDv. 34741 Zip Code
Short Sale. Welcome to this beautifully updated 5-bedroom, 2.5-bathroom home located in the highly sought-after Gated Estancia Community. This move-in-ready residence offers a stylish open floor plan with modern upgrades throughout—perfect for today’s lifestyle. The spacious first-floor master suite features new waterproof laminate flooring and a generous sitting area, creating a serene retreat. Every bathroom has been fully remodeled, showcasing solid wood vanities with soft-close doors and drawers, quartz countertops, and modern fixtures. Upstairs, you'll find four additional bedrooms arranged in a split floor plan for added privacy, along with a versatile flex/den room with a closet—ideal for a home office, playroom, or guest space. Throughout the home, enjoy new waterproof laminate flooring in all bedrooms and upstairs, ceramic tile on the main floor, and new 5 1/4” baseboards for a clean, modern look. Freshly painted both inside and out, this home is truly turn-key. Step outside to a private backyard overlooking a peaceful pond view, perfect for relaxing or entertaining. Located in a quiet neighborhood with easy access to main roads, shopping, and entertainment—this is the home you've been waiting for. No detail was overlooked! **SHORT SALE NOT BANK APPROVED PRICE** BUYER TO ASSUME SOLAR PANEL PAYMENTS!**

738 Hacienda Circle, Kissimmee

$349,900
3 Beds 3 Baths Plantation SubDv. 34741 Zip Code
Seller offering up to $10,000 toward buyer closing costs or rate buy-down. Welcome to 2320 Pebble Brook Road, Kissimmee, FL 34741, a fully remodeled 3-bedroom, 3-bath home with major updates already completed, including a new roof, new A/C system, and updated plumbing. This move-in ready property features a modern kitchen with granite countertops, stainless steel appliances, updated cabinetry, laminate flooring, and a comfortable layout designed for everyday living. Enjoy an oversized fenced backyard with plenty of space for pets, gatherings, or relaxing outdoors, plus an inviting front porch that adds great curb appeal. Conveniently located near The Loop shopping and dining area, major highways, Orlando International Airport, shopping, dining, Disney, Universal, and SeaWorld. Take advantage of this seller credit and call today for more information or to schedule your private showing.

2320 Pebble Brook Road, Kissimmee

$350,000
3 Beds 1 Baths Osceola Park Estates Unit 1 SubDv. 34741 Zip Code
This well maintained and completely renovated 3 bedroom, 1 bathroom home is truly one of a kind. Located in the heart of Central Florida, the home offers easy access to major roads, shopping, and local amenities. Featuring 1025 square feet of updated living space, this home includes three spacious bedrooms, one modern bathroom, and an attached carport. Upgrades throughout include new luxury vinyl plank flooring, upgraded lighting and plumbing fixtures, and double pane windows for comfort and energy efficiency. Seller is motivated to close and offering closing cost incentives for the right deal. The kitchen is fully remodeled with slate appliances, quartz countertops, and a stylish backsplash. The air conditioning unit is in excellent condition, and the roof was replaced in 2023. The electrical panel and hot water heater are also in top condition, with the electrical meter and weather head replaced in 2021. Enjoy a completely fenced yard, professionally landscaped, with side access for additional parking and a cozy back porch, perfect for family gatherings or relaxing evenings. This move in ready home is a rare opportunity and a must see.

1524 Manor Drive, Kissimmee

$1,090,000
Donegans Arthur E SubDv. 34741 Zip Code
Exceptional Investment Opportunity – Commercial Property with Long-Term Tenant in Kissimmee Take advantage of this rare opportunity to acquire a fully leased commercial property in one of Kissimmee’s fastest-growing areas. Currently rented to a successful restaurant operator, this asset delivers a stable annual return, making it an ideal option for investors seeking strong cash flow and capital appreciation. Investment Highlights: Leased to a Restaurant – Long-term tenant in place, ensuring consistent rental income from day one. Turnkey Investment – Fully operational and income-generating with minimal management required. High Return – Generates excellent net annual return, making it a secure and profitable investment. Prime Location – Located in the heart of Kissimmee, a vibrant city with year-round demand and tourism traffic. Growing Market – Positioned in a rapidly developing area, surrounded by residential growth and commercial expansion. Why Invest in Kissimmee? Strong economic and population growth Thriving tourism industry with millions of annual visitors Business-friendly environment with high demand for retail and food service locations Don’t Miss Out! This is a solid, income-producing property in a high-demand market—perfect for investors looking to grow their portfolio with confidence.

507 W Vine Street, Kissimmee

$1,700,000
Acreage & Unrec SubDv. 34741 Zip Code
Unlock a rare opportunity to acquire an assembled 5+acre land tract located in one of Osceola County’s fastest-growing commercial corridors. This site includes three contiguous parcels improved with a residential structure (potential office use), a 1,280 SF metal warehouse/garage equipped with water and electric , and a 200 SF utility shed with electric. The property supports immediate interim use for contractors, storage, or operations, with value-add potential through redevelopment. Zoned Agricultural Conservation (AC) with a Future Land Use designation of Urban Center, this asset is surrounded by Commercial zoning and active multifamily and commercial developments, positioning it as a strong candidate for rezoning or redevelopment. Utilities are currently connected, including electricity, water, and septic system . These existing connections reduce upfront development costs and support ongoing use or redevelopment. The flat site features level topography, and is located in FEMA Flood Zone X, minimizing development risk. This location benefits from excellent connectivity to US-17/92, US-192, and the Florida Turnpike, with strong market fundamentals and demand drivers in place. No HOA or CDD, and ample frontage and access along Fore Lane. Ideal for commercial or mixed-use developers, investors, or businesses seeking a strategic Central Florida footprint. Site lends itself to uses such as contractor yard, flex industrial, retail/showroom, or high-density residential (subject to entitlements).

500 Fore Lane, Kissimmee

$3,500,000
Acreage & Unrec SubDv. 34741 Zip Code
Lucrative Investment Opportunity – Turnkey 49-Room Motel in Kissimmee, FL Introducing an exceptional income-generating asset with Absentee Ownership – a recently renovated 49-room motel ideally located at 4121 W Vine St, Kissimmee, FL 34744. Every room has been updated since 2022, offering guests modern amenities and a fresh, contemporary feel. Property has consistently high occupancy rates year-round. Key Investment Highlights: Strong returns and healthy cash flow Prime Accessibility – Easy access from W Vine St Stable Income – Proven performance with minimal oversight This is a rare opportunity to acquire a well-positioned, turnkey hospitality asset in a high-demand market. Whether you're expanding your portfolio or entering the Florida lodging sector, this property is poised for continued success. Ideally positioned in the vibrant core of Kissimmee, this property offers exceptional access to Central Florida’s most popular destinations and amenities: Just 20 minutes drive from Disney World 30 minutes drive to Orlando International Airport Retail & Shopping Destinations: Plaza Del Sol – 5 minutes drive, featuring popular retail stores and dining options. Orlando Vineland Premium Outlets – 20 minutes drive, known for high-end brands and great deals. Strategically located with high visibility and an Annual Average Daily Traffic (AADT) of 50,509 vehicles, this property benefits from constant exposure and accessibility. With a proven track record of strong financial performance and recent renovations, this is a standout investment opportunity in one of Central Florida’s most dynamic and growing markets.

4121 W Vine Street, Kissimmee

$849,500
10 Beds 8 Baths Sonoma Resort At Tapestry Ph 1 SubDv. 34741 Zip Code
Great price for this beautiful furnished 10 bedroom 8 bath vacation home with a private pool at Sonoma Resort Community. Conveniently located close to Disney and all the other attractions in Orlando. The first floor has an open and modern floor plan, bedrooms and a huge kitchen , stainless steel appliances, a big island with plenty of space to entertain your friends and family ! screened in pool , parking with a two car garage and driveway. The second floor has an open space with multiple bedrooms for all of your friends and guests. The property is in the short-term rental zone if you want to use it as a constant active investment. The club house has a resort-style pool, high-speed internet, cable, 24-hour security and weekly landscaping services. This community is very close to 192, I-4, the turnpike, the 528 and ,417 and Airport.

2626 Calistoga Avenue, Kissimmee

$7,300,000
34741 Zip Code
Strategic 33-Acre Industrial Development Located adjacent to Kissimmee Gateway Airport, this 33-acre tract offers flexible industrial zoning—including manufacturing, warehousing, and R&D—with significantly lower tax rates than the surrounding county. Featuring multiple parcel IDs, it is perfectly suited for phased development and long-term appreciation. A rare, high-utility "hidden gem" for the visionary investor. Market Momentum: The industrial sector in the Orlando/Osceola corridor remains robust, with low vacancy rates (around 7.2% in the Osceola/Kissimmee submarket as of Q1 2026) and consistent demand for warehouse and distribution space. Business Industrial park entitlements and infrastructure availability at the property. All information on this page is considered reliable, but not guaranteed. Please verify these property details with your agent.

Patrick Street, Kissimmee

$610,000
5 Beds 4 Baths Tapestry Ph 2 SubDv. 34741 Zip Code
Virtually Staged. Must See !! This is a BEAUTIFUL Home !! Fresh Exterior Paint & Clean A/C Units. Stunning 5-bedroom, 4-bathroom home in a gated community with luxury upgrades throughout. Features a gourmet kitchen, high ceilings, an open floor plan, surround sound, a brand-new fence, and a 3-car garage. The second floor offers a spacious loft perfect for a home theater or game room, plus a bedroom and full bath for guests. The primary suite is conveniently located on the first floor, along with the laundry room. Recently painted exterior and professionally cleaned A/C units for the next owner’s comfort. Enjoy community amenities including a dog park, resort-style pool, and fully equipped gym. Don’t miss this opportunity!

3040 Cardillino Way, Kissimmee

$890,000
Randolph Place SubDv. 34741 Zip Code
Prime Mixed-Use Development Opportunity in Kissimmee! This rare 1.03-acre parcel occupies an entire city block with frontage on all four sides, offering exceptional visibility and exposure with strong daily traffic counts. As part of preliminary planning discussions, the City of Kissimmee has shared two non-binding conceptual studies for this property illustrating potential mixed-use configurations under T4-O zoning and Commercial Future Land Use designations; these concepts are for vision and exploration only and do not represent approvals or entitlements of any kind. Buyers should independently verify all development possibilities with the City, including—but not limited to—residential, multi-family, live-work units, commercial, office, retail, or mixed-use combinations. Water and wastewater availability has been acknowledged by Toho Water Authority, but buyers must confirm requirements and connection details during due diligence. All development decisions, densities, uses, timelines, and approvals are solely subject to the City of Kissimmee and applicable authorities. This property represents a rare opportunity in a highly visible and strategic corridor, and buyers are encouraged to conduct full due diligence to confirm suitability.

John Young Parkway, Kissimmee

$699,000
Sequoia Homes SubDv. 34741 Zip Code
Located in the heart of Kissimmee's renowned Medical District in downtown Kissimmee, this exceptional commercial property presents a rare redevelopment opportunity within the third-largest concentration of medical businesses in Central Florida. The existing structure sustained severe fire damage, and the owners are evaluating demolition to provide a cleared site ready for new construction. Situated on two combined parcels totaling approximately 0.86 acres, the property offers ample space for parking and the flexibility to design and construct a facility tailored to your specific needs. Surrounded by established healthcare providers and medical offices, this premier location is ideally suited for a medical practice, professional office, owner-user, or investor seeking to develop in one of the area's most desirable healthcare corridors. With outstanding visibility, convenient access, and a strong network of neighboring medical professionals, this is an exceptional opportunity to create a custom facility in one of Kissimmee's most sought-after commercial locations.

420 W Cherry Street, Kissimmee

$7,700,000
Acreage & Unrec SubDv. 34741 Zip Code
For sale: a unique 70.89-acre investment opportunity in the heart of Central Florida's tourism corridor. This offering includes two parcels of vacant land 29.46 acres located on the US Highway 192 (West Irlo Bronson Memorial Highway for $13,300,000) and 41.23 Acres at N Hoagland Blvd in the vibrant city of Kissimmee, Florida. ($7,700,000) Enjoying high visibility and easy access, this land features over 1,000 feet of frontage on US Highway 192 and half a mile on S Hoagland Blvd. Both plots are zoned as commercial, allowing for various commercial development opportunities. Situated minutes from Walt Disney World, Universal Orlando, SeaWorld, and other major attractions and surrounded by residential communities, schools, hospitals, and shopping and dining options, these parcels are ideally positioned for high-demand commercial or residential projects. Benefit from Kissimmee's rapid growth and development. Whether you're an investor, developer, or business seeking a strategic location, this property is a prime real estate asset. Take this opportunity to secure significant land in one of Florida's fastest-growing regions.

200 N Hoagland Boulevard, Kissimmee