Kissimmee FL Historical Real Estate, Homes for Sale - Pinecrest Real Estate Management

1008 Plantation Drive Unit F15, Kissimmee

2 Beds ⋅ 1 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code

Discover this 2-bedroom, 1-bathroom condo located in a gated community with a refreshing community pool! Buyer's and/or Buyer's Agent must verify all information and measurements.

1008 Plantation Drive Unit F15, Kissimmee

2600 E Irlo Bronson Memorial Highway, Kissimmee

$1,400,000

3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code

Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, Kissimmee

$264,900

2 Beds ⋅ 1 Baths ⋅ Orange Gardens Sec 4 SubDv. ⋅ 34741 Zip Code

MID-CENTURY MODERN CHARMER IN ORANGE GARDENS! NO HOA • LOW TAXES • ONLY 2 OWNERS IN 6 DECADES! Rarely available in this coveted neighborhood, this solid block bungalow sits beautifully at an angle on an oversized, quarter-acre corner lot under the canopy of a majestic shade oak. The grounds feature an expansive yard, storage shed, rain barrel, and a versatile carport designed to double as an open-air pavilion for entertaining. Inside, the home reveals a surprisingly spacious footprint built for modern living. Centrally positioned as the heart of the home, the open-concept kitchen connects the dining and living spaces with clear sightlines into the Florida Room. The space is anchored by timeless wood Merillat cabinetry, sleek countertops, contemporary lighting, a breakfast bar, a reverse osmosis water system, and stainless steel appliances. The flexible floor plan offers immense adaptability. A bonus room with its own private exterior entrance serves perfectly as a quiet home office, third bedroom, guest suite, or climate-controlled storage. Nearby, the convenient utility/mudroom features an existing sink and a plumbed footprint primed for an easy second-bathroom conversion. A massive standout feature is the 250+ sq. ft. glass-enclosed Florida Room. Bathed in natural light, this extra living space is perfect for hosting memorable family gatherings, a dream game room, home gym, sunlit playroom, or tranquil morning coffee retreat. Enjoy massive energy savings and absolute peace of mind with premium capital improvements: 2024 Solar Panels powering a 100+ gallon water heater (2020) for endless hot water, an updated bathroom (2021), a low-maintenance EPDM synthetic rubber roof (2008), replaced plumbing (2008), updated windows, hurricane shutters, and a reliable HVAC (2013). SAVE GAS! LOCATION IS A DISTINCT ADVANTAGE! Enjoy effortless, minutes-away access to 192/W. Vine St, John Young, Osceola Parkway, and the FL Turnpike. Seamlessly connect to shopping, dining, banks, gyms, Downtown Kissimmee, Kissimmee Lakefront Park, Lake Toho, boat ramps, THE LOOP, the post office, the hospital, local airport, YMCA, Osceola High, Orlando and theme parks. Opportunities in this established community are few and far between. Act now—your next chapter and best memories are waiting to be made!

2402 Janet Street, Kissimmee

$165,000

3 Beds ⋅ 2 Baths ⋅ Cottons Village SubDv. ⋅ 34741 Zip Code

Short Sale. Short Sale. Property is being sold AS IS.

2798 Tropical Lake Drive, Kissimmee

$295,000

2 Beds ⋅ 1 Baths ⋅ C A Carsons Add SubDv. ⋅ 34744 Zip Code

Explore the possibilities this property offers for both EVERYDAY LIVING and POTENTIAL FUTURE COMMERCIAL USE. This 2-bedroom, 1-bath home features 1,103 square feet of living space on a 7,710-square-foot lot, with a bright living and dining area, a screened rear porch, and a fully fenced backyard with white vinyl fencing and mature shade trees. Buyers interested in commercial use should contact the City of Kissimmee Planning and Zoning Department to verify permitted business. Commercial use is subject to verification and approval and is not guaranteed. Bring your vision and discover the property's potential!

1311 Carson Avenue, Kissimmee

$365,000

R Bass Add SubDv. ⋅ 34744 Zip Code

Position your business in an established commercial setting surrounded by medical offices, laboratories, and healthcare services along the main avenue. This freestanding office building offers an opportunity for an owner-user or investor seeking a presence in Kissimmee’s medical office area. Situated on approximately 0.32 acres, the single-story property features approximately 1,187 heated square feet, multiple offices, separate entrances, and convenient on-site parking. The versatile layout includes a kitchenette, restroom, and additional storage, providing a practical foundation for professional office operations. Explore the potential for medical, healthcare-related, or other professional uses, subject to zoning and applicable approvals. Schedule your private showing today!

214 E Oak Street, Kissimmee

$269,800

3 Beds ⋅ 2 Baths ⋅ Cummings Rockwell SubDv. ⋅ 34741 Zip Code

This affordably priced 3 bedroom 1.5 bath home with a large fenced yard combines location and value making it perfect for first time home buyers or investors. Ideally located in the highly desirable and established Orange Gardens neighborhood with NO HOA within the Kissimmee City limits. This home is within minutes of the Historic Kissimmee downtown, local schools, dining, shopping, hospitals and major roads. Recent updates include: roof - 2017, electrical panels-2020, AC- 2023, water heater -2026, and even an updated kitchen with stone countertops.

2341 Virginia Drive, Kissimmee

$289,000

3 Beds ⋅ 2 Baths ⋅ Orange Gardens Sec 3 SubDv. ⋅ 34741 Zip Code

Under contract-accepting backup offers. Bring your imagination and make this MOVE-IN READY home your own! Perfect for first-time homebuyers or investors, this charming property offers 3 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for comfortable everyday living. The living room, dining area, and breakfast nook flow seamlessly together, creating the perfect space for entertaining, family gatherings, or simply relaxing at home. Step outside and discover a large backyard with plenty of possibilities, plus a spacious storage shed for added convenience. Whether you envision a garden, outdoor entertaining area, or your own private retreat, there’s room to make it happen! Conveniently located near shopping, dining, recreation, and everyday essentials, this home puts everything you need within easy reach. Move-in ready. Great layout. Spacious backyard. Excellent opportunity. Don’t wait—schedule your private showing today before someone else is calling it HOME!

902 N Thacker Avenue, Kissimmee

$699,000

4 Beds ⋅ 3 Baths ⋅ W A Patricks Add SubDv. ⋅ 34741 Zip Code

Excellent opportunity in the heart of Kissimmee! This property offers a prime location with convenient access to Downtown Kissimmee, local government offices, shopping, dining, major roadways, and area amenities. Situated on a spacious lot, the property presents excellent potential for an owner-user, investor, or future redevelopment opportunity. Its central location and surrounding mix of residential and commercial uses make this a unique property with multiple possibilities. Buyer and buyer's agent are responsible for verifying zoning, permitted uses, development potential, lot dimensions, and all information with the appropriate governmental authorities. EXCELLENT INVESTMENT AND REDEVELOPMENT OPPORTUNITY IN THE HEART OF DOWNTOWN KISSIMMEE! Located at 206 S. Vernon Avenue, directly behind the Osceola County Courthouse, this unique property sits on approximately 0.63 acres in a highly desirable central location. The property offers tremendous potential for investors, developers, or owner-users looking for a mixed-use or multifamily development opportunity, subject to City of Kissimmee zoning, land-use requirements, and approvals. The existing historic structure offers over 4,000 square feet and may provide additional possibilities for residential, office, live/work, or redevelopment use. Conveniently located near Downtown Kissimmee, the courthouse, restaurants, shopping, public transportation, and SunRail. Rare opportunity to acquire a sizable property in Downtown Kissimmee with excellent redevelopment potential. Buyer and Buyer’s Agent are responsible for independently verifying zoning, future land use, density, permitted uses, development potential, and all requirements with the City of Kissimmee.

206 S Vernon Avenue, Kissimmee

$250,000

2 Beds ⋅ 1 Baths ⋅ James Lees Add SubDv. ⋅ 34741 Zip Code

Under contract-accepting backup offers. LIVE, WORK OR INVEST in DOWNTOWN KISSIMMEE — the choice is yours! This 1923 charmer sits on a corner lot in the heart of Kissimmee and is zoned KRB2, offering the flexibility of a residential/business zoning designation that opens the door to a home office, professional use, or a smart investment play. The 2-bedroom, 1-bath home offers 1,048 sq ft with a spacious 18x14 living room, a generous 11x16 kitchen, a dedicated laundry room, and a welcoming foyer. Outside, you'll find a level, landscaped 0.15-acre lot with a carport, plus a shed and workshop for storage or projects. No HOA, no CDD, and Flood Zone X. Enjoy an unbeatable location in city limits, moments from Downtown Kissimmee's shops and dining and near the Lakefront Park marina on Lake Toho. Opportunities like this, with vintage character and versatile zoning, don't come along often. Being sold as-is. Buyer to verify permitted uses with the City of Kissimmee.

213 N Clyde Avenue, Kissimmee

$250,000

2 Beds ⋅ 1 Baths ⋅ Canterbury Terrace SubDv. ⋅ 34741 Zip Code

Investors Do not miss this INCOME PRODUCING OPPORTUNITY! This property was originally designed as a 2-bedroom home and has been thoughtfully converted to offer 4 bedrooms, providing additional flexibility for rental income or multi-generational living. TENANTS IN PLACE, offering the potential for immediate income to a new owner, Conveniently located downtown Kissimmee , walking distance of mayor roads, restaurants, court house, library.

721 S Clyde Avenue S, Kissimmee

$180,000

2 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34746 Zip Code

Investor Special – AS-IS Opportunity in Prime Kissimmee Location! This single-family home is being sold **AS-IS** due to prior fire damage and presents a full renovation opportunity for investors or buyers looking to customize from the ground up. The property is a complete rehab and is priced accordingly for those ready to bring their vision to life. Located in a highly desirable area of Kissimmee, this home offers convenient access to major highways including US-192, John Young Parkway, and Osceola Parkway, with quick connections to Florida’s Turnpike and I-4. Enjoy close proximity to world-renowned attractions such as Walt Disney World, as well as shopping, dining, and entertainment options throughout the area. Nearby essentials include schools, medical facilities, and retail centers, making this a strategically positioned investment. Don’t miss this chance to transform a distressed property into a valuable asset in one of Central Florida’s most sought-after locations!

1705 Evergreen Street, Kissimmee

$125,000

3 Beds ⋅ 1 Baths ⋅ Campbell Heights SubDv. ⋅ 34746 Zip Code

Virtually Staged. Charming 3-bedroom, 1-bath cottage on a spacious lot with no HOA! Enjoy a cozy layout with laminate and carpet flooring, a covered and screened front porch, mature oak trees, and a storage shed. With plenty of outdoor space, this property offers a great opportunity in Kissimmee.

1641 Vintage Street, Kissimmee

$334,000

3 Beds ⋅ 2 Baths ⋅ Pinecrest SubDv. ⋅ 34741 Zip Code

NEW, UPDATED & MOVE-IN READY! Welcome to 1805 Verona St, Kissimmee! The major upgrades have already been taken care of: new flooring, A/C system, heating system, new roof, new kitchen, new bathrooms. Fresh new paint, the big-ticket updates are already done! Move in and enjoy your home without having to worry about these major renovations for years to come. No HOA • No CDD, ***Qualified buyers may be eligible for $0 down financing through our preferred lender, plus potential buyer concessions.*** The fresh interior offers a move-in-ready space for its next owner. The property also includes an unfinished ADU with utilities, giving buyers an opportunity to complete the space to suit their needs, subject to any required permits and local regulations. This property offers flexibility for a first-time homebuyer or an investor looking for added potential. Schedule your private showing today before this opportunity is gone

1805 Verona Street, Kissimmee

$379,900

3 Beds ⋅ 2 Baths ⋅ Neptune Replat SubDv. ⋅ 34744 Zip Code

This 3 bedroom, 2 bath pool home in the Lakeshore neighborhood, located approximately one block from Lake Tohopekaliga and within 0.3 miles of Broadway Ave. in Downtown Kissimmee. The home features a split-bedroom floor plan, new vinyl flooring in the main living areas, fresh neutral paint, and large windows providing abundant natural light. The kitchen includes custom cabinetry, stainless steel appliances, and a built-in desk area. The kitchen, dining, and living areas provide an open layout with views of the in-ground pool and backyard. The primary bedroom also overlooks the pool and the backyard. The property includes a detached garage and metal storage shed for additional storage. The backyard overlooks a pond leading toward Kissimmee Lakefront Park and with Florida-native landscaping. Kissimmee Lakefront Park offers playgrounds, a splash pad, fishing, boating, and walking paths. Downtown Kissimmee is nearby with restaurants, events, a farmers market, and SunRail access.

406 E Drury Avenue, Kissimmee

$769,000

Robert Bass Add SubDv. ⋅ 34744 Zip Code

Attention!! Investors, developers, or any kind of business seeking in one of central Florida's most dynamic historic district. Ideal or mixed use commercial or businesses. This must-see property !! Come and Check for good opportunity. The price includes the 2 vacant parcel lot . O N. Main St. Kissimmee, Florida 34741 and O Parkway St., Kissimmee Florida, 34741. Must be sold.

1215 N Main Street, Kissimmee

$399,900

3 Beds ⋅ 3 Baths ⋅ Idora Park SubDv. ⋅ 34744 Zip Code

Prepare to come and enjoy touring this spacious, custom designed home on an oversized 0.40 acre corner lot in the 34744 zip code of Kissimmee. No HOA or CDD in this established community! This 3 bedroom, 2 & ONE HALF bathroom, 2 car garage home with over 1880 sqft boasts thoughtful and extensive renovations, spacious rooms, natural light, split bedrooms, and an open floor plan. The current owner has invested extensively in updating and upgrading this home including: windows, interior doors, paint in and out, roof, A/C, electrical, plumbing, water heater, septic drain field, kitchen, primary bathroom, lighting, landscape and much more. All the major renovations have transformed the interior into an open and flexible floor plan designed for the way people live and entertain today. At the heart of the home is the spacious modern kitchen with granite counters, stainless steel appliances and a large center island with enough seating for the whole crew AND space for a large dining table. The family room located off of the generous kitchen features a built-in electric fireplace in a classic red brick surround. The additional Florida room is the perfect place to watch the birds and squirrels while still enjoying the a/c! The primary suite offers original hard wood floors, a large footprint to accommodate plenty of furniture and a king size bed, great natural light, walk in closet, and the spacious and beautifully appointed ensuite bathroom with double sink vanity, linen cabinet tower, and large shower with glass doors. The second bedroom is set at the other end of the house for privacy and is also ensuite with full bathroom. The third bedroom also has original hardwood floors and great views of the yard. Additional perks of this home include the inside laundry room with full size washer and dryer and the large two car garage with storage shelves and electric opener with remotes. The outside is just as special, with its park like setting, large screened and covered back porch, raised oversized front porch, detached workshop and mature, park like landscape. There is a well that supplies the irrigation in addition to the municipal water service for inside the home. There is plenty of room in the yard for a possible future pool, summer kitchen or maybe even a home addition. Enjoy the outdoor living, or just having the benefit of the extra elbow room between neighbors! The established neighborhood is nestled between NeoCity and the popular and picturesque Kissimmee Lakefront Park along the famous Lake Toho. Homes rarely become available for purchase in this area. Take this opportunity to live close to everything while still having room to stretch out at home. Easy access to turnpike, MCO Orlando Airport, major shopping, medical and theme parks.

1412 Lakeview Avenue, Kissimmee

$310,000

3 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34746 Zip Code

1721 Evergreen St is a one-story Kissimmee home set on a spacious lot with room to spread out. The kitchen provides wood cabinetry, stainless steel appliances, and plenty of counter space for everyday cooking. A brick fireplace anchors the main living room, adding warmth to the central gathering area, while a mix of wood-look flooring and carpet runs through the interior. The primary bedroom connects to a full bathroom for convenient daily use, and additional bathrooms serve the remaining bedrooms. A screened porch extends the living space toward the backyard, creating a shaded spot for relaxing outdoors. Clean finishes throughout complete this well-maintained residence. Included 100-Day Home Warranty with buyer activation.

1721 Evergreen Street, Kissimmee

$228,900

3 Beds ⋅ 2 Baths ⋅ Marydia SubDv. ⋅ 34744 Zip Code

Cozy fixer upper ready for new owners. Quiet neighborhood. Great bones. Newer roof. Don't wait to see this one or it will be gone.

Kissimmee

$399,000

4 Beds ⋅ 2 Baths ⋅ Lake Cecile Park Add 1 SubDv. ⋅ 34746 Zip Code

Virtually Staged. NO HOA! Welcome to 4870 Lake Cecile Dr. in the beautiful city of Kissimmee, Florida! Ideally situated just minutes from Walt Disney World and Central Florida’s world-renowned attractions, this home offers an unbeatable location with easy access to major highways, Old Town, an abundance of restaurants, shopping, entertainment, and more. Whether you’re looking for a primary residence, vacation home, or investment opportunity, this exceptional location puts you right in the heart of everything Central Florida has to offer! As you make your way to the home, you’ll immediately notice the LARGE yard, BRAND-NEW roof, fully fenced backyard, and charming front porch welcoming you inside. Just through the front door is an inviting open-concept floor plan featuring a spacious living room and a completely renovated kitchen. Abundant natural light fills the space, creating a bright, airy, and welcoming ambiance throughout. Just past the kitchen, you’ll discover another versatile surprise! This flexible space can easily be transformed to suit your needs—whether you envision an additional bedroom, home office, playroom, or even a butler’s pantry for added storage. Beyond the living area, the home continues to the right with two guest bedrooms and a beautifully updated guest bathroom. On the opposite side of the home, you’ll find the enormous primary bedroom, offering a spacious retreat with large bay windows. The beautifully updated primary bathroom has also been completely renovated, creating a fresh atmosphere. Another surprise awaits beyond the primary bedroom with an additional multifunctional space offering endless possibilities! Use it as another extra bedroom, rental space (offers a private back entry), nursery, home office, or whatever fits your vision! This flexible room also features a convenient laundry area with washer and dryer hookups. The backyard offers SO much space to turn your ideas into reality, with endless possibilities to fit your lifestyle. A generously sized screened-in back porch leads out to a gigantic, fully fenced backyard, providing plenty of room for entertaining, relaxing, gardening, pets, or creating your own outdoor oasis! Are you searching for a primary residence or an AMAZING investment opportunity? If so, this property is one that you don't want to miss! Call us today to schedule a showing!!

4870 Lake Cecile Drive, Kissimmee

$299,900

3 Beds ⋅ 2 Baths ⋅ Cottons Village SubDv. ⋅ 34741 Zip Code

This is the one! Beautifully redesigned and ready for its new owner, this spacious single-family home offers over 1,600 square feet with 3 bedrooms, 2 bathrooms, and two separate living spaces, providing plenty of room to spread out & entertain. At the heart of the home is a beautifully updated kitchen featuring 36” white shaker cabinetry, a large contrasting wood island, quartz countertops, floating wood shelving, and brand-new LG stainless steel appliances. Light oak luxury vinyl plank flooring flows throughout the home, complemented by updated doors, fixtures, lighting, and finishes that create a bright and aesthetically pleasing feel. The oversized primary suite is a standout, offering an impressive amount of space, two closets, a private en-suite bathroom with a double-sink vanity, and direct access to the backyard through sliding glass doors. Both bathrooms feature double-sink vanities, offering added functionality and storage. Major improvements include a brand-new 2026 roof, 2026 A/C and indoor laundry providing added peace of mind for years to come. Outside, enjoy a large backyard shaded by mature trees with plenty of room to create your own outdoor retreat. This location is hard to beat! Minutes (yes, actually minutes) from The Loop, Hunters Creek, The Turnpike & The 417. This one you have to come see it for yourself!

118 Court Street, Kissimmee

$440,000

4 Beds ⋅ 2 Baths ⋅ Oneal & Osborns Add SubDv. ⋅ 34741 Zip Code

Virtually Staged. OPPORTUNITY KNOCKS in the heart of Kissimmee! This FULL DUPLEX offers two separate 2-bedroom, 1-bath residences and the flexibility to GENERATE INCOME from both units or live in one while renting the other. Recent updates to BOTH sides include NEW A/C SYSTEMS (2026) and UPDATED APPLIANCES (2026), insulation and air duct replacement (2025), new front doors (2024), and the ROOF IS (2019). UNIT 526 also features FRESH INTERIOR PAINT (2026) and an UPDATED BATHROOM (2024). Set on a spacious CORNER LOT with NO HOA, each residence offers its own FRONT PORCH, SCREENED LANAI and comfortable interior finished with tile and laminate wood flooring throughout - no carpet! UNIT 524 adds a private, fenced paver patio/backyard for additional outdoor living space. With two complete homes in one property, the setup creates plenty of possibilities for an INVESTOR, MULTI-GENERATIONAL LIVING or an OWNER-OCCUPANT looking to OFFSET EXPENSES with rental income. Unit 524 is currently tenant occupied, while Unit 526 is vacant and ready for its next chapter. Location adds even more appeal – enjoy walkability to Downtown Kissimmee and Kissimmee Lakefront Park, where community events, recreation and waterfront activities are close to home. Shopping, dining, medical services, parks and several area lakes are nearby, with convenient access to S John Young Parkway and US-192 for travel throughout Central Florida and the Disney area attractions. Whether you are expanding your rental portfolio or looking for a smart live-and-rent opportunity, this Kissimmee duplex delivers versatility, income potential and no added HOA. Call today for more information and schedule a tour!

524 & 526 Sumner Street, Kissimmee

$1,235,000

Midway Park SubDv. ⋅ 34741 Zip Code

Prime Kissimmee Commercial Property — Excellent Location & Development Potential Commercial Opportunity in a High-Traffic Location Excellent commercial property located on a busy roadway in Kissimmee, Florida, offering strong visibility and convenient access to major Central Florida destinations. The property is just minutes from Orlando, the Florida Turnpike, and Interstate 4, making it an attractive location for a variety of commercial, professional, and community-oriented uses. Future Land Use: Commercial Zoning: CG — Commercial General The CG zoning designation provides for a wide range of potential uses, subject to applicable Osceola County regulations, site requirements, and approvals. Here is a link to the Use Table in Municode which outlines the allowable uses for the requested CG zoning designation. 3.4.4 - USE TABLES | Land Development Code | Osceola County, FL | Municode Library Potential permitted uses include: • Community Residential / Group Home • Nursing Home / Assisted Living • Private Educational Facilities • Public / Charter Educational Facilities • Government Buildings and Facilities • Houses of Worship / Civic Membership Organizations • Parks and Playgrounds • Passenger Vehicle Leasing • Daycare / Adult Daycare • Offices and Professional Services • Veterinary Clinics • Special Events • Vehicle Sales, Leasing and Service

120 W Carroll Street, Kissimmee

$340,000

4 Beds ⋅ 3 Baths ⋅ Roseland Court SubDv. ⋅ 34741 Zip Code

Great Opportunity!!! ?? This spacious 4-bedroom, 3-full-bathroom home at 1515 Mabbette St, Kissimmee, FL 34741 offers an excellent combination of space, flexibility, and location! ? Fairly new roof — approximately 4 years old ? No HOA ? Potential for short-term rental use — buyer to verify local regulations and requirements ? 4 bedrooms and 3 full bathrooms ? One bedroom with its own bathroom and private entrance, offering excellent flexibility as a studio, guest suite, or in-law suite ?? Excellent location in downtown Kissimmee, just minutes from restaurants, schools, parks, major highways, and everyday conveniences. Whether you're looking for a primary residence, an investment property, or a home with additional living flexibility, this property is worth a look! Schedule your private showing today! ????

1515 Mabbette St, Kissimmee

$995,900

3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code

FISH LAKE - 175 ft.+/- LAKEFRONT ACREAGE | RENOVATION OPPORTUNITY | DEVELOPMENT POTENTIAL | MULTI GENERATIONAL SPACE RARE OPPORTUNITY to own approximately 4.8 ACRES +/-with 175 +/-feet of TRUE LAKEFRONT on FISH LAKE in Kissimmee. Tucked behind a gated entrance and accessed by a beautiful, long driveway lined with mature natural oak trees, this property offers a level of privacy and tranquility that is increasingly difficult to find. The original 1952 three-bedroom, two-bath home has been lovingly held by the same owner since it was built and offers a unique opportunity for someone ready to bring their vision to life. While the home will likely require a full remodel, there are beautiful original details worth preserving, including wood flooring, cedar ceilings, and a lake-facing sunroom where you can take in the peaceful water views. The property also offers an impressive amount of existing utility and workspace, including a detached metal garage with three bays and a lean-to, a two-car attached carport, plus an additional enclosed bay/workshop attached to the carport. The property is serviced by two wells and two septic tanks. For those looking to create a private family compound or multigenerational retreat, the expansive acreage provides room to explore additional structures, subject to applicable zoning and permitting requirements. For investors and developers, the property carries a Future Land Use designation of LOW DENSITY RESIDENTIAL, with public water and sewer located very close to the property, creating an opportunity worth investigating with the appropriate governmental authorities. Whether your vision is to restore the existing home into a one-of-a-kind lakefront residence, create a private multigenerational property, or explore the property's development potential, 2557 Ames Haven Road offers acreage, lake frontage, privacy, and possibilities rarely found together in Kissimmee.

2557 Ames Haven Road, Kissimmee

$368,000

5 Beds ⋅ 3 Baths ⋅ Robert Bass Add SubDv. ⋅ 34744 Zip Code

Unlock the potential of this versatile three-unit income-producing property in a prime Kissimmee location. Featuring 5 bedrooms, 3 bathrooms, and 1,463 square feet, this property offers three distinct living spaces, each with its own private entrance and dedicated electrical box, creating an excellent opportunity for multiple rental income streams, an owner-occupied investment, or flexible living arrangements. Numerous improvements have been completed since 2018, including new storm windows throughout, new electrical boxes, new mini-split A/C units, a new kitchen, updated flooring, and a new sewer pipe from the house to the street. Additional features include an enclosed outdoor screen room, two new window A/C units, and a new water heater, adding even more value and functionality to the property. Conveniently located in Kissimmee with easy access to I-4 and Downtown Orlando, this property places shopping, restaurants, lakes, entertainment, and Central Florida's world-famous attractions within easy reach. With its unique three-unit configuration, separate entrances, extensive updates, and desirable location, this property presents an exciting opportunity for investors seeking versatility and strong income potential. Three units. Multiple possibilities. Prime Kissimmee location. A property built for opportunity. Mortgage savings may be available for buyers of this listing.

1103 Brack Street, Kissimmee

$280,000

3 Beds ⋅ 2 Baths ⋅ I M Mabbetts Add SubDv. ⋅ 34741 Zip Code

Virtually Staged. Short Sale. 3 BEDROOMS, 2 BATHROOMS, 1,488 HEATED SQ FT, FULLY RENOVATED HISTORIC BUNGALOW IN THE HEART OF KISSIMMEE! Sale is subject to THIRD-PARTY/LENDER APPROVAL. Built in 1925 and located within Kissimmee's HISTORIC DISTRICT, this charming home combines the character and architectural appeal of an earlier era with the comfort of today's updates. From the inviting COVERED FRONT PORCH and classic bungalow design to the bright, spacious interior, this is a home with personality from the moment you arrive. Inside, you'll find 3 BEDROOMS and 2 FULL BATHROOMS across 1,488 HEATED SQUARE FEET, with an open and comfortable layout featuring a living and dining combination, a WOOD-BURNING FIREPLACE, and updated flooring throughout. The renovated kitchen features QUARTZ COUNTERTOPS, NEWER APPLIANCES, an INDUSTRIAL-STYLE SINK, and plenty of workspace for everyday living and entertaining. Major improvements include a NEWER HVAC SYSTEM (2025), METAL ROOF, UPDATED PVC PLUMBING, UPDATED ELECTRICAL, NEWER WINDOWS, LUXURY VINYL FLOORING, and updated tile bathrooms. The home sits on a crawlspace foundation and also offers a driveway, fenced outdoor space, rear patio area and additional storage shed. Conveniently located near DOWNTOWN KISSIMMEE, shopping, restaurants, major highways, schools and area attractions, this property offers a unique opportunity to own an updated piece of Kissimmee history. SHORT SALE — 3 BEDROOMS, 2 BATHROOMS, 1,488 HEATED SQ FT, FULLY RENOVATED HISTORIC BUNGALOW with a METAL ROOF, 2025 HVAC, UPDATED PLUMBING & ELECTRICAL, QUARTZ COUNTERTOPS and a PRIME KISSIMMEE LOCATION. THIRD-PARTY/LENDER APPROVAL REQUIRED.

725 Mabbette Street, Kissimmee

$1,449,000

5 Beds ⋅ 4 Baths ⋅ Lasseters SubDv. ⋅ 34744 Zip Code

Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market. Beyond the private wrought-iron gates off Neptune Road, this 1.5-acre estate offers the privacy and freedom of no HOA, allowing you to keep your boat just steps from the water and your RV on its own dedicated pad with electrical hookup. From the sparkling saltwater pool and tranquil koi pond with cascading waterfall to the countless custom features throughout the property, this is a home that truly must be experienced in person. Built with durable concrete block construction and topped with a newer roof, the residence features a timeless blend of hardwood and tile flooring. The heart of the home is a chef’s kitchen designed for both everyday living and entertaining, complete with custom wood cabinetry, a premium Viking vent hood over a six-burner gas cooktop, and sunset views of Lake Toho from the kitchen sink. The outdoor living spaces are equally impressive. Positioned between the pool area and the lakeshore, the custom outdoor kitchen is an entertainer’s dream, featuring a full brick wood-fired oven, brick rotisserie, brick smoker, and expansive concrete cooking area—perfect for hosting everything from intimate family dinners to large gatherings. The spacious primary suite occupies its own private wing of the home and showcases an entire wall of windows framing spectacular lake views. The en-suite bath includes a relaxing garden tub, separate walk-in shower, generous walk-in closet, and ample space to create your own private retreat. The main residence also offers three additional bedrooms, a dedicated office with a closet that could serve as a fifth bedroom, and thoughtfully designed living spaces throughout. Adding even more versatility is the detached guest house, complete with its own private driveway and rear entrance. Featuring an open-concept living and kitchen area, separate bedroom, full bath, and its own HVAC system, it’s ideal for extended family, guests, a private office, or potential rental opportunities. Despite its peaceful, estate-like setting, this exceptional property is conveniently located just minutes from the rapidly growing NeoCity technology district, Osceola Heritage Park, the Florida Turnpike for easy access throughout Central Florida, as well as the Kissimmee and Amtrak SunRail stations for a convenient alternative to highway commuting. This location is also great for the theme park enthusiasts, with over 15 major Disney, Universal, and SeaWorld parks combined within a short drive. For the avid boater/fisherman, you will be delighted to know that your boat- parked on your own dock (with a boat lift)- here on Lake Toho is a part of the Chain-of-Lakes, allowing you to travel through lakes all over Florida, and even to the Atlantic or Gulf of America. Lake Toho also hosts several professional bass fishing tournaments each year. Whether you’re searching for a private waterfront retreat, an entertainer’s paradise, or a place where you can truly enjoy the Florida lifestyle, this one-of-a-kind Lake Toho estate offers an opportunity that’s rarely available.

807 Neptune Road, Kissimmee

501 Mirasol Circle Unit 313, Celebration

$495,000

2 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration Condo SubDv. ⋅ 34747 Zip Code

The best homes don't just offer a place to live—they offer a lifestyle. Welcome to this beautifully maintained third-floor condominium in the highly sought-after Mirasol at Celebration, where elegant living meets the timeless charm of one of Central Florida's most iconic communities. With 2 bedrooms, 2 bathrooms, and the convenience of elevator access, this residence offers the perfect blend of comfort, sophistication, and low-maintenance living. Step inside to an inviting open-concept floor plan where rich wood flooring flows throughout the main living areas, creating a warm and refined atmosphere. At the heart of the home, the beautifully appointed kitchen features gleaming quartz countertops, stainless steel appliances, a spacious eat-in dining area, and a built-in desk—perfect for working from home, meal planning, or keeping everyday life organized. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike, while plush carpeting adds warmth and comfort to each bedroom. The spacious primary suite serves as a peaceful retreat, complete with an oversized walk-in closet and a spa-inspired ensuite bath featuring a double sink vanity, relaxing garden tub, and separate walk-in shower. Beyond your front door, Mirasol offers an impressive collection of resort-style amenities designed to complement your lifestyle. Residents enjoy a heated swimming pool and spa, a 24-hour fitness center, an on-site day spa and salon, a resident clubroom with billiards, a library, business center with conference room, cyber café, concierge service, and beautifully maintained grounds—all just moments from Celebration's charming downtown. From morning walks along Celebration's scenic trails to evenings spent dining at award-winning restaurants, browsing boutique shops, or attending one of the community's many events, every day feels like a getaway. Conveniently located just minutes from Walt Disney World, Orlando International Airport, and major highways, this exceptional residence offers the perfect balance of tranquility, accessibility, and luxury. Whether you're searching for a full-time residence, a seasonal retreat, or a place to simply enjoy life at a slower pace, this exceptional condominium delivers the Celebration lifestyle you've been waiting for. Welcome home to Mirasol at Celebration—where luxury, convenience, and community come together beautifully.

501 Mirasol Circle Unit 313, Celebration

$190,000

2 Beds ⋅ 1 Baths ⋅ Colonial Estates SubDv. ⋅ 34744 Zip Code

Investor opportunity! Great location in downtown Kissimmee. Situated on a generously sized lot with mature trees and a long driveway. Conveniently located just minutes from Downtown Kissimmee, Lakefront Park, shopping, dining, schools, SunRail, and major roadways including Florida's Turnpike and US-192, the property also provides easy access to Walt Disney World, Universal Orlando, Orlando International Airport, and other Central Florida attractions. With strong investment potential in a rapidly growing area, **Also available For Sale Property next door MLS# O6430485

2358 Old Dixie Highway, Kissimmee

$390,000

4 Beds ⋅ 2 Baths ⋅ Osceola Acres SubDv. ⋅ 34744 Zip Code

Welcome to this spacious 4-bedroom, 2-bath single-family home in Kissimmee, ideally located approximately 2 miles from Osceola Parkway and the Florida Turnpike — with NO HOA! Situated on a generous .37-acre lot, this home offers plenty of outdoor space, privacy, and room for entertaining. Inside, you’ll find four bedrooms, comfortable living areas, an additional den, and a screened-in back porch perfect for enjoying Florida living. Built in 1964, the home offers character and plenty of potential to personalize and make it your own. Special features include beautiful tongue-and-groove wood ceiling details, an HVAC system installed in 2021, and a roof replaced in 2019. With its convenient location, spacious interior, large lot, and no HOA, this property offers a great opportunity to create the home you’ve been looking for. Schedule your private showing today!

1212 Shawnee Drive, Kissimmee

1018 Plantation Drive Unit A18, Kissimmee

$190,000

2 Beds ⋅ 2 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code

Welcome to carefree Florida living! This beautifully maintained, fully furnished first-floor 2-bedroom, 2-bath condo is move-in ready! The spacious split-bedroom floor plan offers privacy and comfort, while the open living and dining areas provide the perfect space for relaxing or entertaining. Enjoy the convenience of ground-floor living with a private patio to enjoy the Florida weather. Located in a gated community with a community pool, this home offers a low-maintenance lifestyle in a prime Kissimmee location. Just minutes from Historic Downtown Kissimmee, shopping, dining, medical facilities, major highways, and Central Florida's world-famous attractions. Whether you're searching for a primary residence, seasonal retreat, or easy Florida getaway, this one is a must-see. Easy to show!

1018 Plantation Drive Unit A18, Kissimmee

$320,000

3 Beds ⋅ 2 Baths ⋅ Nicks & Lawsons Add SubDv. ⋅ 34741 Zip Code

Here's the problem... Freshly painted homes with updated kitchens, updated baths, a newer roof and A/C, a 7,000+ sq. ft. lot, NO HOA, and an established neighborhood usually don't stay a secret, especially when most big-ticket items have been addressed: (plumbing drainage, water lines, etc.) So, what's the catch? There isn't one. This 3-bedroom, 1.5-bath homes gives you the updates you want, the yard you've been searching for, and the freedom to make it your own, all without paying for someone else's "luxury" amenities. The only real question is.... will you see it before someone else does?

1911 Sunny Street, Kissimmee

1001 Plantation Drive Unit C1, Kissimmee

$133,000

2 Beds ⋅ 1 Baths ⋅ Heritage House Condos SubDv. ⋅ 34741 Zip Code

Welcome to easy Florida living in this beautiful corner unit 2-bedroom, 1 -bath condo located in a desirable 55+ community, just 10 miles from Walt Disney World! Whether you're looking for the perfect seasonal retreat or a low-maintenance full-time residence, this move-in-ready home has everything you need. This conveniently located home includes a 2023 A/C unit that has been well maintained. Start your mornings or unwind in the evenings on your private screened lanai then head over to the community pool to enjoy Florida's year-round sunshine. This home is close to world-class attractions, shopping, dining, golf, and healthcare, you'll have everything you need just minutes away. Best of all, this home is being sold fully furnished—simply bring your suitcase and start enjoying the Florida lifestyle from day one! Don't miss this opportunity to own your own slice of paradise. Schedule your private showing today!

1001 Plantation Drive Unit C1, Kissimmee

$600,000

6 Beds ⋅ 3 Baths ⋅ W A Patricks Add SubDv. ⋅ 34741 Zip Code

**Exceptional Investment Opportunity!** Acquire a **stabilized, income-producing triplex** in the heart of **Downtown Kissimmee**, one of Central Florida's strongest and most desirable rental markets. This turnkey investment offers **immediate cash flow** with excellent long-term appreciation potential. Ideally located near **SunRail**, **Lakefront Park**, **AdventHealth Kissimmee**, **Osceola Regional Medical Center**, and just minutes from **US-192**, **John Young Parkway**, **Osceola Parkway**, and **Florida's Turnpike**, providing outstanding accessibility throughout the region. Located approximately **20–25 minutes from Walt Disney World** and Orlando's world-renowned attractions, the property benefits from **strong and consistent rental demand** driven by the area's expanding employment base, thriving tourism industry, major healthcare employers, and convenient transportation network. An outstanding opportunity to add a well-maintained, income-generating asset to your investment portfolio, offering stable rental income, a prime location, and excellent potential for future value appreciation in one of Florida's fastest-growing real estate markets.

618 Mabbette Street, Kissimmee

$564,000

W A Patricks Add SubDv. ⋅ 34741 Zip Code

An exceptional opportunity for a professional owner-operator or investor in the heart of Downtown Kissimmee. Whether you're an attorney, insurance agency, title company, CPA, financial advisor, mortgage company, consulting firm, or other professional business, this versatile office building gives you the flexibility to occupy the entire property, operate your business from one side while generating rental income from the other, or lease the entire building as an income-producing investment. Ideally situated on a highly visible corner lot just two blocks from the Osceola County Courthouse, this fully renovated professional office building offers exceptional flexibility, functionality, and long-term value. Completely updated within the last three years, the property features new waterproof laminate flooring throughout, beautifully renovated bathrooms, and a modernized kitchen/break room. The thoughtfully designed layout is ideal for an owner-user or multi-tenant setup, featuring a shared reception and waiting area with its own handicap-accessible restroom, while each side of the building offers a private entrance, conference room, handicap-accessible restroom, and multiple private offices—providing privacy and efficiency for two separate businesses. In total, the property includes three handicap-accessible restrooms. Additional highlights include durable concrete block construction, a private rear parking lot with 10 spaces, and a detached storage building (approximately 10' x 9') complete with electricity and attic storage. Surrounded by Downtown Kissimmee's government offices, restaurants, Sun Rail station, and major roadways, this move-in-ready property offers a rare combination of location, flexibility, and income potential for both owner-users and investors.

104 S Clyde Avenue, Kissimmee

$499,900

3 Beds ⋅ 2 Baths ⋅ Ridgewood 1 Rev SubDv. ⋅ 34744 Zip Code

Under contract-accepting backup offers. Short Sale. Welcome to this beautiful 3-bedroom and 2 bathroom. Explore this spacious 2,457 sq. ft. home on a generous half-acre lot, offering a unique blend of comfort and potential. Featuring three bedrooms, two bathrooms. Highlighted by two detached garages—one a potential apartment with its own kitchen and bathroom. The home is close to Neo City, Downtown Kissimmee, The Lakefront, and you are not far from shopping, restaurants, major highways, the airport and Mickey.

581 Woodlawn Terrace, Kissimmee

$1,900,000

South Florida Railroad Companys Town Of Kissimmee SubDv. ⋅ 34741 Zip Code

Rare downtown Kissimmee commercial investment opportunity at 12 E Darlington Ave, Kissimmee, FL 34741, ideally positioned on a highly visible corner lot within the city’s walkable business district. The property features flexible T5-M Mixed-Use zoning, creating potential for retail, restaurant, professional office, residential or mixed-use redevelopment, subject to applicable approvals. This property also presents an excellent leasing opportunity, with the potential to construct up to two additional floors to create multiple income-producing spaces and maximize future rental revenue. Located near the Kissimmee SunRail Station, government offices, restaurants, entertainment and major transportation corridors including US-192 and John Young Parkway, the site benefits from strong surrounding traffic and continued downtown growth. A new planned convention center will be located less than a two-minute drive from the property, offering additional potential exposure from future tourism, business activity and area development. Free public parking is conveniently located directly across the street, adding valuable accessibility for customers, tenants and visitors. This is an exceptional opportunity for an owner-user, developer or investor seeking a prominent downtown location with strong leasing, redevelopment, income and appreciation potential. Renderings and proposed uses are for marketing purposes only; buyer must independently verify zoning, building height, permitted uses, development potential, flood zone and all property information.

12 E Darlington Avenue, Kissimmee

$399,000

4 Beds ⋅ 3 Baths ⋅ Neptune Shores 1 SubDv. ⋅ 34744 Zip Code

Under contract-accepting backup offers. This is a rare find. A nearly 2,700-square-foot home on a one-acre lot in a prime location for $399,000, with three ways to make it yours: move in and make it home, renovate it into the dream house you have been picturing, or reimagine the acre as a multi-parcel investment. Sitting right on Neptune Road, this property puts you squarely between St. Cloud and Kissimmee, two miles from the Florida Turnpike and a straight shot to Orlando, Lake Nona, and the coast. Land like this, this close in, does not come up often. The 1964 block home has 4 bedrooms and 3 full baths across roughly 2,658 square feet once you count the additions, and the layout already does the heavy lifting. A screened front porch opens to an oversized living and dining combo, walls of sliding glass to the former greenhouse, an updated kitchen with newer cabinetry and solid counters, and a family room that flows to an enclosed lanai and bonus room. The primary suite has its own en-suite bath and walk-in shower, with two more bedrooms and a second full bath on the main floor. Here is the part investors will circle: a separate upstairs quarters with its own private entrance, full living area, and full bath. Think in-law suite, long-term rental, or a home that helps pay for itself. Three ways to win here: Live in it. The bones are solid and the recent flooring and kitchen work give you a running start. Bring your vision, build real sweat equity, and end up with a one-of-a-kind acre homestead for near starter-home money. Flip it. The updates are already underway and this corridor rewards a clean, thoughtful renovation. Finish what is started and step into instant upside. Build on it. The one-acre parcel (210x200) is already assembled from multiple recorded lots in Neptune Shores and carries ORS1 residential zoning, no HOA, and a Flood Zone X designation. Run your numbers on a tear-down and subdivide into 2 to 4 new single-family lots (buyer to verify zoning, utilities, and lot-split feasibility with Osceola County). Outside is its own selling point. The grounds are a living food forest: avocado, pineapple, guava, and elderberries, plus Golden Chain trees and Rain Lilies. Add an attached one-car garage, a flex room with front and side-yard access, and a storage shed, and the utility matches the charm. Best of all, there is no HOA, so you set the rules on your acre without a board or monthly dues weighing in. Homes with this mix of location, land, and upside tend to move fast. Whether you want to move in, cash in, or break ground, 1730 Neptune Road is a rare canvas. Sold strictly as-is, ready for your vision.

1730 Neptune Road, Kissimmee

$435,000

4 Beds ⋅ 2 Baths ⋅ Neptune Rep SubDv. ⋅ 34744 Zip Code

SELLER MOTIVATED!! Discover a rare opportunity to own a versatile property in the heart of Kissimmee’s Historic District, offering endless possibilities for homeowners, multigenerational living, or investors. Situated on an oversized 0.24-acre lot with no HOA, this unique property features a bright, open-concept main living area filled with natural light, plus a flexible bonus room created with a non-permanent wall that can easily be removed to restore the original open layout without affecting the home’s structural integrity. One of the standout features is the detached 1-bedroom, 1-bath ADU (casita) complete with its own private entrance, kitchen, living area —ideal for extended family, guests, a private office, or additional rental income potential. The outdoor space is equally impressive, featuring two storage sheds, and 30-amp RV hookup, perfect opportunity to generate additional income or provide a comfortable private space for visiting family and guests fenced backyard with room to enjoy Florida living. Located just a short walk from Downtown Kissimmee and the beautiful Lakefront Park, you’ll enjoy easy access to waterfront dining, local boutiques, festivals, the marina, walking trails, and year-round community events. The property is also conveniently located near NeoCity, one of Central Florida’s premier innovation and technology hubs, as well as SunRail, major highways, Orlando International Airport, and world-famous attractions. Whether you’re searching for a primary residence, a multigenerational home, or an investment with built-in flexibility, this property offers exceptional value and endless possibilities. Some photos have been virtually staged and/or digitally enhanced for illustrative purposes. Schedule your private showing today!

518 Tohopekaliga Avenue, Kissimmee

$315,000

4 Beds ⋅ 2 Baths ⋅ Kissimmee Highlands #4 SubDv. ⋅ 34741 Zip Code

Exceptional cash-flow opportunity in the highly sought-after 34741 zip code! This property is an investor's dream, currently generating an impressive $2,300/month from the main residence alone. The main home features a beautifully updated 4-bedroom, 2-bathroom layout. Major capital expenditures have already been handled for you: a newer roof (under 5 years), central A/C replaced in 2022, and updated plumbing throughout most of the property. Inside, you will find fully remodeled bathrooms with modern showers, tile flooring throughout, and an extended kitchen fully equipped with stainless steel appliances. The primary suite even includes an independent A/C unit for maximum efficiency. MASSIVE VALUE-ADD BONUS: The expansive backyard features a detached, block-constructed versatile structure with a shingle roof. This flex-space offers a layout that accommodates 2 potential rooms, a bathroom, and a kitchenette/laundry setup. It is the perfect canvas for extended family use, a private home office, or a significant value-add project for the savvy investor. (Buyer to independently verify all room dimensions, zoning, permits, and future use possibilities). UNBEATABLE EXTRAS: The property is equipped with solar panels that dramatically slash electricity costs. Best of all? The seller will completely satisfy the solar balance at closing, delivering immediate, day-one equity and long-term savings to the new owner! The outdoor living space is an entertainer's delight, boasting an oversized covered patio with a fully tiled outdoor kitchen, an independent storage structure, and an extended brick-paver driveway. With NO HOA, moderate taxes, and a prime Central Florida location, this property offers unmatched flexibility and ROI potential. Property sold As-Is. Do not miss this rare opportunity—schedule your showing today!

2615 N Beaumont Avenue, Kissimmee

$383,000

Randolph Ave Rep SubDv. ⋅ 34741 Zip Code

Position your business for success with this exceptional freestanding professional office in the heart of Downtown Kissimmee. Located just minutes from the Osceola County Courthouse, government offices, restaurants, and major roadways, this property offers outstanding convenience and accessibility for clients and employees. The well-designed office features multiple private offices, two restrooms, a kitchenette, and ample on-site parking—a rare advantage in the downtown area. With a new roof installed in 2025 and a flexible layout ideal for legal, accounting, insurance, medical, real estate, or other professional services, this move-in-ready property presents an outstanding opportunity for both owner-users and investors seeking a prime commercial location in one of Central Florida’s growing business districts.

111 S Randolph Avenue, Kissimmee

$217,500

2 Beds ⋅ 1 Baths ⋅ Robert Bass Add SubDv. ⋅ 34744 Zip Code

TENANT OCCUPIED Makes $2K per Month Month to Month Lease is in place Located in Downtown Kissimmee so you can walk to stores and restaurants. Convenient to everything… Newly renovated inside and outside New roof and granite countertops, new flooring, new paint inside and outside, new appliances W/D, Dishwasher, Fridge plus newly fenced all around the property line Welcome to 1810 Brack St, a charming house located in the heart of Kissimmee, FL. This property accords a wonderful opportunity to enjoy Florida living. The exterior of the home features a classic design with well-maintained landscaping that enhances its curb appeal. Large windows throughout the house allow for ample natural light, creating a warm and inviting atmosphere inside. The property provides a spacious layout that is versatile for various living arrangements. With its convenient location, residents can easily access local amenities and attractions that Kissimmee has to accord. This home presents an excellent opportunity for those seeking a residence in a vibrant community. Discover the potential of this property and envision the possibilities for your future here at 1810 Brack St. Property is Sold As Is

1810 N Brack Street, Kissimmee

$765,999

5 Beds ⋅ 4 Baths ⋅ Oneal & Osborns Add SubDv. ⋅ 34741 Zip Code

FULLY REMODELED | NO HOA | PRIVATE IN-LAW SUITE | IN-GROUND POOL | PRIME IN-CITY LOCATION Welcome to 501 W. Sumner St., a rare opportunity to own a beautifully remodeled, move-in-ready residence that combines space, versatility, and modern style in a highly desirable in-city location. Thoughtfully updated from top to bottom, this impressive home offers 5 spacious bedrooms, 4 full bathrooms, and a flexible layout designed to accommodate a variety of lifestyles. From the moment you arrive, the charming front porch and inviting curb appeal set the tone for what awaits inside. Step through the front door and discover bright, open living spaces filled with natural light, contemporary finishes, and a welcoming atmosphere that feels like home. The expansive living area flows seamlessly into the formal dining space, creating the perfect setting for everyday living, holiday gatherings, and entertaining guests. The remodeled kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, modern finishes, and the functionality today’s buyers are looking for. Whether you’re preparing a quiet family dinner or hosting a celebration, this space is designed to make every occasion effortless. One of the property’s most valuable features is the private in-law suite with its own separate entrance. This versatile space is ideal for multi-generational living, extended family, guests, a home office, or potential rental income opportunities. The separate access provides privacy and flexibility that is increasingly difficult to find. The primary living quarters has generously sized bedrooms and well-appointed bathrooms, creating comfortable retreats for everyone in the household. With five bedrooms and four full bathrooms, there is room for large families, visiting guests, hobbies, work-from-home needs, and more. Step outside and enjoy your own private backyard oasis featuring a beautiful in-ground pool, perfect for cooling off on warm Florida days, hosting weekend gatherings, or simply relaxing in the comfort of your own home. The outdoor space offers endless possibilities for entertaining, gardening, or creating your dream backyard retreat. Best of all, NO HOA means greater freedom and flexibility without the additional restrictions and fees often associated with community living. Bring your personal touch and enjoy the ability to truly make this property your own. Conveniently located within city limits, this home places you close to shopping, dining, parks, schools, medical facilities, major roadways, and everyday conveniences while still offering the privacy and space that many buyers desire. Whether you’re searching for a spacious forever home, a multi-generational living solution, or a property with income-producing potential, 501 W. Sumner St. delivers an exceptional combination of location, flexibility, and modern upgrades. This is a truly turnkey opportunity that stands out from the rest. Schedule your private showing today and experience everything this remarkable property has.

501 Sumner Street, Kissimmee

$139,999

2 Beds ⋅ 2 Baths ⋅ Heritage House Condos SubDv. ⋅ 34741 Zip Code

Welcome to this charming 2-bedroom, 2-bath, 970 sq ft condo at Heritage House in the heart of Kissimmee! This inviting home offers a bright and open living space, perfect for relaxing or entertaining, along with a well-appointed kitchen and comfortable bedrooms. Step outside to enjoy the community pool or take a stroll around the beautifully maintained grounds. Ideally located, you’ll be just minutes from local shops, restaurants, and entertainment, with easy access to I-4 for quick trips to Orlando attractions, theme parks, and more. Whether you’re a first-time buyer, downsizing, or looking for a low-maintenance home with great amenities, this condo offers comfort, convenience, and a true sense of community. Don’t miss the opportunity to make it yours!

Kissimmee

$299,000

3 Beds ⋅ 2 Baths ⋅ Nelson Wampler Add SubDv. ⋅ 34741 Zip Code

Under contract-accepting backup offers. Handy man special! Great opportunity for a multi-generational home. The attached IN-LAW suite just needs your special touch to make it your own. With a separate entrance it has great potential! Sink and cabinets are already in place as well has the hookup for a stove and fridge. The bathroom has a walk in shower with unique vintage tile. The main home has 2 bedrooms and 1 bath as well as a spacious living room and large kitchen.

1404 Emmett Street, Kissimmee

$309,900

3 Beds ⋅ 1 Baths ⋅ Osceola Acres SubDv. ⋅ 34744 Zip Code

REDUCED! Kissimmee 2-Story Home Near Lake Tohopekaliga – Great Location! SELLERS MOTIVATED! Welcome to this charming 3B/1ba 1,715 sq ft, single-family home in Kissimmee, ideally situated on the north side of beautiful Lake Tohopekaliga. Enjoy a convenient location just minutes from Disney World, the Florida Turnpike, US-192, John Young Parkway, Osceola Parkway, and the 417 Greenway. Inside, the home features luxury vinyl wood-look flooring throughout, including the interior laundry area. The spacious dining and living areas display a comfortable open combination, perfect for everyday living and entertaining. Outside, you’ll find an oversized driveway with in ample parking, including plenty of space for a boat. Relax on the covered back porch or enjoy the front screened-in porch, while a small storage shed provides additional convenience. The property also features a private well, septic system, perimeter chain-link fencing, architectural shingle roof, and concrete block/stucco exterior. With its spacious parking, desirable location, and move-in-ready condition, this home offers a great opportunity to enjoy the best of the Kissimmee area. Schedule your showing today!

1213 Cherokee Drive, Kissimmee

1036 Plantation Drive Unit D8, Kissimmee

$139,000

1 Beds ⋅ 1 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code

Welcome to 1036 Plantation Dr, Unit D8, Kissimmee, FL 34741! This charming 1-bedroom, 1-bathroom condo offers comfortable living with a spacious open floorplan designed for both relaxation and entertaining. The bright living and dining areas flow seamlessly into the kitchen, creating an inviting and functional layout. The generously sized bedroom features a walk-in closet, providing ample storage space. Step outside to enjoy your private balcony, perfect for relaxing with your morning coffee or unwinding at the end of the day. Residents can also enjoy access to the community pool, offering the perfect spot to cool off and relax. Additional upgrades and features include fully replaced A/C ducts, a tankless water heater, an upgraded front door, and one assigned parking space. Conveniently located near shopping, dining, major highways, and area attractions, this property is a great opportunity for a primary residence, vacation home, or investment property. Don’t miss out on this fantastic opportunity!

1036 Plantation Drive Unit D8, Kissimmee

$305,000

3 Beds ⋅ 1 Baths ⋅ E B Waters & Sons Add SubDv. ⋅ 34741 Zip Code

Welcome to this charming 3-bedroom, 1-bath home situated on an oversized lot with no HOA restrictions. Whether you need space for your RV, boat, work trailer, or recreational vehicles, this property offers the flexibility and freedom that is increasingly difficult to find. The spacious lot provides endless possibilities for outdoor living, entertaining, gardening, or future expansion. Inside, you'll find a functional floor plan with comfortable living spaces ready for a new owner to make their own. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this property combines everyday convenience with the privacy and flexibility of homeownership without HOA oversight. Perfect for first-time homebuyers, investors, or anyone looking for extra space and storage, this property is a rare opportunity to own a large lot with room to live the lifestyle you want.

704 S Clyde Avenue, Kissimmee

$749,000

South Florida Railroad Companys Town Of Kissimmee SubDv. ⋅ 34741 Zip Code

A rare opportunity to purchase real estate on the main Historic Downtown Kissimmee Broadway corridor, and all the unique architectural character that entails. Potential to house three separate tenants within, although that opportunity has never been exercised. The back half of the building, under two new mini split AC units, is a blank slate of creative potential- encased by historic brick and exposed 100 year old beams and wood trusses, the decision to completely finish with drywall or to leave exposed is yours. Located in the T5-M zoning district, allowing for retail, restaurant, personal/business service establishments, office, and many more flexible uses. A few blocks away from the Sunrail, Kissimmee Lakefront Park, and major approved projects such as the Azure Hotel and Convention Center. The soon to come Connect Kissimmee/Broadway Streetscape project is also projected to be a major improvement to the area. Owner financing available to qualified buyers with at least 25% down.

109 Broadway, Kissimmee

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