Affordable Homes for Sale in Kissimmee, FL under $299,000

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  /22

  $269,000

  • 2 Beds
  • 2.5 Baths
  • 1,418 Sq Ft

  2135 Balboa Way, Kissimmee, FL 34741

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome with a versatile loft in the heart of Kissimmee! Step inside to find an open-concept living and dining area filled with natural light, perfect for entertaining or relaxing at home. The spacious loft upstairs offers endless possibilities — use it as a home office, media room, or easily convert it into a 3rd bedroom to fit your

  Edwin Ayala, Jr EXP REALTY LLC

  2135 Balboa Way, Kissimmee, FL 34741
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  /12

  $298,000

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft

  2824 Oakwater Dr Unit 28, Kissimmee, FL 34747

  Turnkey Investment Opportunity Near Disney Discover this fully furnished 3-bedroom, 2-bathroom first-floor condo featuring a private screened-in porch and an attached garage — the perfect blend of comfort and income potential. Located in the highly desirable gated community of Oakwater, this property sits in the heart of Orlando’s prime vacation corridor, just 2 miles from Walt Disney World,

  Carlos Orteg Ortega Rodriguez NAIM REAL ESTATE LLC

  2824 Oakwater Dr Unit 28, Kissimmee, FL 34747
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  /58

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  8834 Dunes Ct Unit 13-103, Kissimmee, FL 34747

  Priced to sell !! Rare & Exquisite Remodeled FURNISHED 3-Bedroom 2 bath Condo in Gated Legacy Dunes WITH GARAGE AND CARPORT – Just 10 Minutes from Disney! Step into luxury with this impressive ground-floor Condo that is meticulously maintained. This home is in pristine condition—immaculately clean and brimming with pride of ownership. A perfect investment or personal retreat! Whether you're

  Alan Martin FRONTLINE FLORIDA REALTY, INC.

  8834 Dunes Ct Unit 13-103, Kissimmee, FL 34747
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  /62

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  1739 Conifer Ave Unit 21, Kissimmee, FL 34758

  LIMITED TIME OFFER: Enjoy 1 MONTH FREE Lot Rent & Fees! Don't miss this incredible opportunity to buy NOW! 55+ RESORT LIVING! STOP RENTING, START ..Your Florida Lifestyle Awaits! Live minutes 23 from Disney in this vibrant 55+ community (45+ second resident ok!). This charming 2-bed, 2-bath home offers a blend of comfort, convenience, and modern updates. Enjoy effortless entry with a ramp,

  Lisa Dobbs LISA DOBBS LLC

  1739 Conifer Ave Unit 21, Kissimmee, FL 34758
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  /69

  $275,000

  • 3 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  1101 Park Ridge Cir, Kissimmee, FL 34746

  One or more photo(s) has been virtually staged. CURRENTLY GENERATING INCOME, INVESTORS SPECIAL!! 7 unit package deal!! the perfect combination of comfort, convenience, and Income generation! Beautiful 3-BED, 2.5-BATH, MANAGED AND MAINTAINED BY PROFESSIONALS, located in a highly sought-after gated community nestled in nature and also just minutes from the parks, all the best Orlando attractions,

  Franz Pinzon EXP REALTY LLC

  1101 Park Ridge Cir, Kissimmee, FL 34746
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  /56

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  2618 Roadster Ln, Kissimmee, FL 34746

  Stylish, spacious, and just minutes from Disney—this fully furnished 2-bedroom, 2.5-bathroom townhome with a very private patio is your dream retreat in a resort-style, guard-gated community! Nestled in the highly sought-after Regal Oaks at Old Town, this charming townhome offers the perfect blend of comfort, convenience, and short-term rental potential. Whether you're searching for an ideal

  Irena Aistrop LA ROSA REALTY LLC

  2618 Roadster Ln, Kissimmee, FL 34746
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  /36

  $65,000

  • 1 Bed
  • 1 Bath
  • 231 Sq Ft

  5367 W Irlo Bronson Memorial Hwy Unit 3202, Kissimmee, FL 34746

  Welcome to your ideal getaway or investment opportunity in the heart of Kissimmee! This well-appointed condo-tel features two full beds and anupdated bathroom, offering a comfortable and inviting retreat for guests or owners alike and provides the perfect blend of convenience andvacation-style living. Ideally located near Kissimmee’s popular dining, entertainment, and shopping

  Veronica Figueroa EXP REALTY LLC

  5367 W Irlo Bronson Memorial Hwy Unit 3202, Kissimmee, FL 34746
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  /2

  $60,000

  • Land
  • 0.32 Acre
  • $187,500 per Acre

  605 Marlin Way, Kissimmee, FL 34759

  This is one of 59 lots available for a bulk sale. Owner will sell individually as noted, in groups based on agreed upon price or as a bulk sale. This property is JUST the ideal place for you to build your dream home or develop a multitude of homes to sell. Community college being developed in the area, expansion of local hospitals, and increased schools make this area the perfect place to start

  Tim Weisheyer DREAM BUILDERS REALTY

  605 Marlin Way, Kissimmee, FL 34759
• 

  

  /19

  $269,900

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft

  605 Tamarin Ln, Kissimmee, FL 34759

  This beautifully remodeled home is move-in ready and waiting for its new owner! Step inside to find a modern open floor plan with fresh finishes throughout. The kitchen has been fully updated with new cabinetry, sleek countertops, and stainless steel appliances. , a brand-new air conditioning system installed in 2025. The roof, replaced in 2010, has an estimated remaining life of approximately 14

  Yanelis Aleman LANTES REALTY GROUP LLC

  605 Tamarin Ln, Kissimmee, FL 34759
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  /12

  $134,000

  • Land
  • 0.19 Acre
  • $705,263 per Acre

  1114 N Thacker Ave, Kissimmee, FL 34741

  Prime homesite near downtown Kissimmee and Lake TohopekaligaDiscover the perfect opportunity to build your home or investment property on this ideally located homesite in the heart of Kissimmee. Situated at 1114 N Thacker Avenue, this flat, ready-to-build lot offers convenience, connectivity, and potential.Just minutes from Kissimmee Lakefront Park, Lake Tohopekaliga, and the

  Keith Renner NECTAR REAL ESTATE

  1114 N Thacker Ave, Kissimmee, FL 34741
• 

  

  /29

  $232,000 Open Mon 8AM - 7PM

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  2840 Grasmere View Pkwy, Kissimmee, FL 34746

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome home to this stunning property with a natural color palette that creates a sense of tranquility throughout. The primary bathroom boasts a separate tub and shower, perfect for unwinding after a long day. Double sinks provide ample space for getting ready in the morning, while good under sink

  Karen Albright OPENDOOR BROKERAGE LLC

  2840 Grasmere View Pkwy, Kissimmee, FL 34746
• 

  

  /22

  $290,000

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  1409 Kissimmee Ct, Kissimmee, FL 34759

  Welcome to this beautifully maintained home featuring two full bathrooms and three bedrooms. The open-concept design creates a bright and spacious atmosphere, with natural light flowing seamlessly through the living and dining areas perfect for both everyday living and entertaining. The home includes transferable solar panels, offering long-term energy savings and added value for the next owner.

  Martha Hidalgo Gomez EXP REALTY LLC

  1409 Kissimmee Ct, Kissimmee, FL 34759
• 

  

  /23

  $245,000

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft

  2280 San Vital Dr Unit 108, Kissimmee, FL 34741

  Beautiful 4-bedroom, 3-bath townhome- located in the guard-gated community of Venetian Bay Villages. First floor primary bedroom, with large shower tub combination. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. This unit is close to the clubhouse and main community pool. The community offers 3 pools, including a main

  Mike Danganan RE/MAX PRIME PROPERTIES

  2280 San Vital Dr Unit 108, Kissimmee, FL 34741
• 

  

  /22

  $230,000

  • Land
  • 1.88 Acres
  • $122,340 per Acre

  0 Harvest Ln Unit MFRO6306704, Kissimmee, FL 34744

  Build your dream home on this gorgeous waterfront property! One of the few lake fronts for sale in the county, this raw piece of land boasts nearly 2 acres for you to utilize. This is the only parcel of land for sale on Fells Cove, which leads directly to East Lake Toho: The 2nd largest lake in Osceola County at 11,968 acres. Located in the Rustic Acres sub-division, it one of the few undeveloped

  Josh Weinberg HJ BEST PROPERTIES LLC

  0 Harvest Ln Unit MFRO6306704, Kissimmee, FL 34744
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  /28

  $264,855

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft

  2211 San Vittorino Cir Unit 102, Kissimmee, FL 34741

  Welcome to this charming 4-bedroom, 3-bathroom townhome located in the exclusive Venetian Bay Community! The property has recently been updated in the kitchen and bathrooms, featuring brand new high-end kitchen cabinets and quartz countertops. This property is a rare find and offers a perfect blend of elegance and functionality. With two master suites, an inviting open floor plan, a luminous main

  Roel Sarmago RE FLORIDA HOMES

  2211 San Vittorino Cir Unit 102, Kissimmee, FL 34741
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  /55

  $297,000

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  3596 Landing Net Dr, Kissimmee, FL 34746

  Welcome to Bellalago! This nearly new townhome, completed in December 2023, sits on a premium pond-view lot and offers modern finishes, a practical layout, and access to one of Central Florida’s most desirable resort-style communities. Built with a durable concrete tile roof, this home is designed to last. Inside, the great room plan seamlessly connects the living and dining areas to an open

  Naf Zaman THE FIRM RE

  3596 Landing Net Dr, Kissimmee, FL 34746
• 

  

  /17

  $264,000

  • 4 Beds
  • 3 Baths
  • 1,979 Sq Ft

  68 Herring Ct, Kissimmee, FL 34759

  DEAL OF A LIFETIME*** SIGNIFICANT PRICE IMPROVEMENT*** Welcome to your dream home! Discover the ultimate Florida lifestyle in this stunning 1-story, 4-bedroom, 3-bathroom home, perfectly situated on a spacious corner lot. Enjoy the perfect blend of formal and casual living spaces, including a formal dining room and an open-concept kitchen with nook and family room. The master bedroom boasts his

  Claudia Villarroel JASON MITCHELL REAL ESTATE FLO

  68 Herring Ct, Kissimmee, FL 34759
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  /2

  $180,000

  • Land
  • 0.28 Acre
  • $642,857 per Acre

  1005 Hill St, Kissimmee, FL 34741

  This DOUBLE lot is ready for you to start your next development project or build your home in the City! Yes, you read that right lot is actually a double lot! Build two duplexes. Build townhomes. or Build two single family homes with ADUs. You have a wide range of options with this piece of land. Lots this size are being snapped up quickly. Don't hesitate! Located in a minimal flood zone with no

  Harris Tyrell FLORIDA HOMES REALTY & MORTGAGE

  1005 Hill St, Kissimmee, FL 34741
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  /37

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  503 Bromley Ct, Kissimmee, FL 34758

  One or more photo(s) has been virtually staged. Welcome home to this move-in-ready, single-story 3-bedroom, 2-bath home with a 2-car garage, perfectly situated in the desirable Poinciana Villages. Designed for comfort and everyday living, the open floor plan offers seamless flow between the living, dining, and kitchen spaces—ideal for both relaxing and entertaining.The kitchen features

  Christine Landrau MARK SPAIN REAL ESTATE

  503 Bromley Ct, Kissimmee, FL 34758
• 

  

  /18

  $67,999

  • Land
  • 0.32 Acre
  • $212,497 per Acre

  1929 Manatee Dr, Kissimmee, FL 34759

  Not many vacant lots left—grab yours while you still can! Seize the opportunity to own this OVER-SIZED flag lot in the highly sought-after Poinciana community. Nestled in an established neighborhood, this property is just minutes from shopping, schools, gas stations, Poinciana Hospital, and major retailers like Walmart, Publix, Burlington, and TJ Maxx. Enjoy easy access to the Poinciana Parkway,

  Lalita Neil WATSON REALTY CORP

  1929 Manatee Dr, Kissimmee, FL 34759

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