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

3 Beds ⋅ 2 Baths ⋅ Johnston Park Rep SubDv. ⋅ 34744 Zip Code

Virtually Staged. Welcome to this beautifully presented pool home in Kissimmee! This spacious residence showcases the kitchen featuring elegant gold fixtures and sleek stainless steel appliances, including a range, refrigerator, dishwasher, and microwave. Designed for both comfort and entertaining, the home offers a bright living room and a cozy dinette space. Enjoy the clean, modern feel of no carpet throughout, complemented by stylish flooring and ceiling fans in several rooms for added comfort. Both bathrooms have been tastefully updated, enhancing the home’s contemporary appeal. Step outside to a large screened-in patio overlooking a sparkling open-air pool—perfect for relaxing or hosting gatherings. The fully fenced backyard adds an extra layer of privacy, making this home a true retreat.***Home square footage, taxes, lot sizes, and schools; are to be independently verified.***

1211 Lehigh Street, Kissimmee

$314,000

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

NEW PRICE! Property is Eligible for Free 1% interest rate Buydown for the first 12 months until June 30, 2026!!! 3-bedroom, 2-bathroom home located in a desirable area of Kissimmee, Florida. This property offers the freedom of NO HOA and NO CDD, making it a perfect option for homeowners or investors looking for flexibility and lower monthly expenses. The home features a functional layout with comfortable living spaces, ideal for families or those who enjoy entertaining. Conveniently situated near major highways, shopping centers, restaurants, schools, and just minutes from world-famous attractions in Central Florida. Kissimmee is known for its strategic location near Orlando and major theme parks, while also offering access to parks, lakes, and outdoor recreation throughout the area. Whether you are looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a rapidly growing Central Florida market. Don’t miss the chance to own a property in one of the most convenient and sought-after locations in the area. Additional Exterior and Interior property photos will be uploaded!

902 N Thacker Avenue, Kissimmee

$475,000

4 Beds ⋅ 3 Baths ⋅ Fairlawn Manor SubDv. ⋅ 34744 Zip Code

REDUCED PRICE- BEAUTIFUL HOME!!! NO HOA, SPACE FOR BOAT & RV, NO RENTAL RESTRICTIONS, MOVE-IN READY!!! Beautifully renovated contemporary home offering the perfect combination of style, flexibility, and location. Enjoy the freedom to park your boat, RV, trailer, or work vehicles with NO HOA restrictions, an increasingly rare feature in today's market. Inside, you'll find a bright open-concept floor plan with quartz countertops, stainless steel appliances, luxury waterproof vinyl flooring, spacious living areas, and a private balcony off the primary suite. Every detail has been thoughtfully updated, making this home truly move-in ready. Whether you're searching for your primary residence, a second home, or an investment property, this home offers outstanding flexibility with no rental restrictions. Ideally located just minutes from Downtown Kissimmee, Kissimmee Lakefront Park, shopping, restaurants, major highways, Orlando International Airport, and Central Florida's world-famous attractions. Qualified buyers may have access to interest rates starting as low as 4.99 through our preferred lender (subject to buyer qualification and lender terms). Don't miss this rare opportunity to own a fully renovated home with NO HOA, room for your boat or RV, and exceptional investment potential. Schedule your private showing today!

14 Glendale Drive, Kissimmee

$3,500,000

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

Historic retail strip center in the booming Downtown Kissimmee redevelopment area! Comprised of two, 2 story buildings, built in 1910 and 1920. Recent renovations include, new floor is some of the 2nd story office suites, bathroom remodels, 2 HVAC units, newer roof, exterior paint, walking deck on the rooftop. Zoned T5-M which supports retail, restaurants, office, residential above retail and hospitality in the same building and allows vertical development. Second building has an apartment with full kitchen, bathroom currently used as an office. The building has 2 Resturants/Bars on site and a third retail space, currently leased. The CRA has several grants in place for Facade improvement, restaurant buildout, Historic preservation and rooftop activation for bars, patios and events. Reduced parking requirements, shared parking and public garage behind the building. All information must be verified with City of Kissimmee planning and Zoning and the CRA.

Kissimmee

$550,000

34741 Zip Code

Large building formally used as residence on property just over 1/2 acre. Zoned Industrial the Property has many possible uses such as Landscape business, Used auto sales, Accounting office or Real Estate office.

1106 N Hoagland Boulevard, Kissimmee

$495,000

W A Patricks Add SubDv. ⋅ 34741 Zip Code

Prime investment and business opportunity in the heart of Downtown Kissimmee. This stand-alone professional building is located directly across from the Osceola County Courthouse, offering unmatched convenience for legal and professional services. The property features 8 dedicated parking spaces, a rare and valuable amenity in this central area. Surrounded by restaurants, retail, and government offices, it provides excellent visibility and strong daily traffic exposure. Ideal for law firms, accounting offices, title companies, medical professionals, or other professional businesses seeking a strategic and established downtown location.

1007 Emmett Street, Kissimmee

$1,999,000

34747 Zip Code

THIS PROPERTY HAS BEEN REZONED TO CCP ZONING WHICH ALLOW MULTIFAMIL AT 18 UNITS FOR EACH ACRE OR COMMERCIAL, PLUS OTHER USES. THE HOUSE ON THE PROPERTY IS BEING TORN DOWN AND HAS NO VALUE. ENGINEER EVALUATION WAS 46 UNITS COULD BE CONSTRUCTED ON THIS SITE. IT IS 2.56 ACRES- HIGH & DRY NO WETLANDS. THE VACANT LAND TO WEST IS ALSO +/- 2.5 ACRES MOST LIKELY IS AVAILABLE. THIS PROPERTY NEAR THE NEW VISIONS DEVELOPMENT AND REUNION. WATER & SEWER CONNECTIONS ARE AT SULLIVAN ROAD. PRICE WAS DEVELOPED TAKING IN TO ACCOUNTY THE COST TO RUN SERVICE TEO SITE.

7120 Osceola Polk Line Road, Kissimmee

$1,190,000

W E Allens Add SubDv. ⋅ 34744 Zip Code

Exceptional commercial real estate opportunity in a high-traffic, high-visibility area of Donegan. This property includes a freestanding structure situated on a large lot of over 30,000 sq. ft., providing ample space for operations, parking, storage, or future expansion. Currently improved with an automotive-style facility, this site is ideal for a wide range of business types — including auto repair, detailing, tire services, car sales, towing, logistics, or other commercial and light industrial uses. Its layout and infrastructure are perfectly suited for companies operating in the automotive or mechanical trades. With proximity to major roadways and surrounded by active commercial development, this property represents a rare chance to acquire real estate with strong upside potential. Zoning, permitted uses, and site-specific details should be verified by the buyer or agent. Please note: The existing business is not included in the sale. Only the land and building are being offered for purchase.

410 E Donegan Avenue, Kissimmee

$315,900

3 Beds ⋅ 1 Baths ⋅ Dellwood Park SubDv. ⋅ 34744 Zip Code

Great price on this beautifully renovated home, updated just three years ago! A proven, well-maintained rental with excellent income potential, this solid block 3-bedroom, 1-bath home offers side-yard parking behind fencing plus EV (electric vehicle) hookups. Renovated throughout, the home features all 3-year old appliances, ceramic tile flooring, a fully updated kitchen with 42” soft-close cabinets and stunning quartz countertops, recessed lighting, ceiling fans, tankless water heater, updated plumbing and electrical, 5/8” drywall, doors, paint, and updated ductwork. A/C (2017) and maintained. Enjoy outdoor living with a large covered back porch overlooking a refinished in-ground pool (2019), outdoor shower, RV concrete pad with electric, water, and security lighting, and a roof with solar attic vent. Additional upgrades include hurricane-certified double-pane vinyl windows. Ideally located near downtown Kissimmee, close to Osceola Parkway for shopping, schools, parks, major attractions, and easy access to both East and West Coast beaches. Move-in ready and investment-friendly—this one won’t last!

103 Dellwood Drive, Kissimmee

$549,000

Trinity Office Complex SubDv. ⋅ 34741 Zip Code

Beautifully renovated corner-lot office building located in the heart of Downtown Kissimmee. This property offers approximately 1,447 square feet of well-designed office space featuring a spacious reception area, four private offices, two bathrooms, an additional reception area, and two kitchens. The building includes dedicated parking for up to 12 vehicles, with additional street parking available for clients and guests. Ideal for a variety of professional uses, the layout allows for two separate businesses to operate independently with separate exterior access. The property consists of two lots: one for the building and one for parking spaces. Don’t miss this exceptional opportunity in a prime downtown location—schedule your showing today!

702 Mabbette Street, Kissimmee

$358,990

3 Beds ⋅ 2 Baths ⋅ Mathews Add SubDv. ⋅ 34741 Zip Code

Beautifully maintained 3-bedroom, 2-bath home in the vibrant downtown Kissimmee area. Featuring a generous kitchen with abundant storage, a spacious family room, and a charming living room with custom built-ins. The classic front porch provides the perfect space to unwind and enjoy the Florida breeze. Ideally located near restaurants, parks, and entertainment—this home is a true gem!

721 Mabbette Street, Kissimmee

$379,990

3 Beds ⋅ 2 Baths ⋅ Patricks Add SubDv. ⋅ 34741 Zip Code

Beautiful completely renovated duplex located in the heart of Historic Downtown Kissimmee. This property features two units: a 1-bedroom, 1-bath and a 2-bedroom,1-bath, making it ideal for investors or owner-occupants. Both units have been updated with brand-new kitchens with granite countertops, new flooring and tile throughout, stainless steel appliances, new A/C systems, new water heaters, new blinds, and ceiling fans. Centrally located just minutes from the Osceola County Courthouse, Kissimmee Police Station, downtown shops, restaurants, professional offices, and the SunRail, offering excellent accessibility and strong rental demand.

21 N Beaumont Avenue, Kissimmee

$369,000

W A Patricks Add SubDv. ⋅ 34741 Zip Code

Beautiful, fully renovated professional office located in the heart of Kissimmee. Ideally situated just minutes from the Osceola County Courthouse, Clerk of Court, and City Hall, offering excellent convenience for legal and business professionals. This well-designed space features two spacious private offices, a welcoming reception area, a conference room, a full kitchen, and a full bathroom. The property also includes ample parking with six dedicated spaces at the rear of the building. Perfect for a law firm, title company, insurance agency, real estate brokerage, mortgage company, or other professional services seeking a prime location with functional layout and modern finishes. Make your offer today!

808 Mabbette Street, Kissimmee

$479,000

34741 Zip Code

Beautifully fully renovated professional office located in the heart of Downtown Kissimmee. Just minutes from the Osceola County Courthouse, Clerk of Court, and City Hall, this prime corner-lot property offers excellent visibility on high-traffic Mabbette Street. The building features approximately 2,200 square feet of well-designed space, including two private offices, a welcoming reception and waiting area, a large conference room, a full kitchen, and two restrooms. Additional highlights include ample rear parking with six dedicated spaces. Ideal for a wide range of professional uses such as a law firm, title company, insurance office, real estate brokerage, mortgage company, medical office, and more. Don’t miss this outstanding opportunity—call today to schedule a showing!

802 Mabbette St, Kissimmee

$3,200,000

South Florida Railroad Co SubDv. ⋅ 34741 Zip Code

219-231 Broadway, Kissimmee, FL 34741 Premier investment opportunity in the heart of Historic Downtown Kissimmee! This expansive commercial offering encompasses prime real estate along Broadway — the main thoroughfare through the downtown core — placing your business or redevelopment project in a high-visibility, high-traffic location just moments from the courthouse, pedestrian corridors and the future SunRail station area. The property boasts over 16,000± SF of flexible mixed-use space suited for retail, office, restaurant, creative workspace, and adaptive reuse concepts, with strong walk-by and drive-by exposure. Located in a vibrant arts and cultural district that continues to see revitalization, the site currently features a signature public art mural project (“The Garden Within”) underway, adding unique character and drawing community engagement to the block. Osceola Arts. Downtown Kissimmee’s pedestrian environment, proximity to local dining, entertainment and civic destinations, and strong redevelopment tailwinds make this a rare and strategic holding with immediate presence and long-term value potential. This is a must-see property for investors, developers and owner-users seeking a cornerstone location in one of Central Florida’s most dynamic historic districts.

219 Broadway, Kissimmee

$1,100,000

Palm Park SubDv. ⋅ 34741 Zip Code

**COMMERCIAL LAND WITH BONUS INCOME PRODUCING PROPERTIES** IF YOUR'RE LOOKING FOR LAND THAT HAS **9 BONUS INCOME PRODUCING PROPERTIES** ON IT, LOOK NO FURTHER! THIS COMMERCIAL/MULTIFAMILY PARCLE CONTAINS 5 LOTS WITH SEVERAL PROPERTIES ON IT. IF YOU HAVE A VISION AND WANT TO INVEST IN THIS HIGHLY SOUGHT OUT AREA ON JOHN YOUNG PARKWAY , THIS DIAMOND IN THE ROUGH HAS ENDLESS POTENTIAL AND COULD MAKE YOU MORE THAN DOUBLE THE INCOME CURRENTLY COLLECTED WITH SOME TLC. LOCATED ON OVER 1 ACRE OF LAND ZONED FOR COMMERCIAL DEVELOPMENT/REDEVELOPMENT. CALL TODAY FOR MORE INFORMATION ON HOW YOU CAN OWN THIS ENTIRE PARCLE AND BECOME A LANDLORD AND FOR A BREAKDOWN OF THE INCOME.

809 N John Young Parkway, Kissimmee

$699,900

Palm Park SubDv. ⋅ 34741 Zip Code

IF YOUR'RE LOOKING FOR LAND THAT HAS **8 BONUS INCOME PRODUCING PROPERTIES** ON IT, LOOK NO FURTHER! THIS MULTIFAMILY PARCLE CONTAINS 3 LOTS WITH SEVERAL PROPERTIES. IF YOU HAVE A VISION AND WANT TO INVEST IN THIS HIGHLY SOUGHT OUT PROPERTY , THIS DIAMOND IN THE ROUGH HAS ENDLESS POTENTIAL AND COULD MAKE YOU MORE THAN DOUBLE THE INCOME COLLECTED WITH SOME TLC. LOCATED ON OVER 3/4 ACRE OF LAND ZONED FOR MULTIFAMILY. CALL TODAY FOR MORE INFORMATION ON HOW YOU CAN OWN THIS ENTIRE PARCLE AND BECOME A LANDLORD AND FOR A BREAKDOWN OF THE INCOME.

810 Person 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

$1,650,000

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

Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is perfectly positioned for success. It provides 217’ of frontage on a major highway (Pleasant Hill Rd.) with a daily traffic count north of 50k, it is close to shopping centers, Hospitals, schools and recreational areas, this location provides convenient access to the heart of Kissimmee downtown, and the upcoming Neo City. Take advantage of this rare opportunity to secure a versatile piece of real estate in a thriving and dynamic location. Contact us today for more information or to schedule a visit.

1886 Pleasant Hill Road, Kissimmee

$193,000

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

Under contract-accepting backup offers. Property to be sold AS-Is only. Owner motivated.

4315 Lake Avenue, Kissimmee

$167,000

3 Beds ⋅ 2 Baths ⋅ Gilchrist 2nd Add SubDv. ⋅ 34744 Zip Code

Investment opportunity

2374 Ross Street, Kissimmee

$1,200,000

Acreage & Unrec SubDv. ⋅ 34741 Zip Code

Industrial land with a single home property right on Hoagland Blvd, near 17/192 and Kissimmee Airport. This property has been serving the transportation industry for medium and heavy trucks, but it could easily be use for a warehouse business. This sale includes two industrial lots with a total of 2.16 acres, high and dry (PID 19 25 29 0000 0290 0000 & PID 19 25 29 00U0 0160 0000) The house features 3 bed/1 bath with 1,420 sq ft. and also provide two side entrance to the rear parking truck which is currently fence for your privacy convenience. No HOA, NO Flood-Zone & No Wetlands and Facing East with a total front exposure of 253'. This is the one you've been looking for. Contact me for details.

Buckley Drive, Kissimmee

$699,000

Sequoia Homes SubDv. ⋅ 34741 Zip Code

Under contract-accepting backup offers. 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

$269,000

2 Beds ⋅ 1 Baths ⋅ Woodall & Doyle SubDv. ⋅ 34741 Zip Code

Grey Location, Large corner lot near shopping, close to schools, principal roads, Disney and all theme parks & transportation, close to restaurants, cvs pharmacy, gas station, hospital, Mail Office.

1520 Hill Street, Kissimmee

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