Kissimmee, FL Homes for Sale under $500,000

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  /2

  $350,000

  • Land
  • 20,037 Sq Ft
  • $760,870 per Acre

  0 Plaza Dr, Kissimmee, FL 34743

  This is a great piece of Commercial lot, .41 acres, and is vacant. It is zoned commercial, OPD. It's a very busy commercial area, just off Boggy Creek Rd. Some of the businesses around includes Medical and Dental offices, martial arts, gas station, Mc Donalds, and lots of shopping. This is located just about 25 minutes from Orlando International airport.Buyers are responsible for their own

  Ram Jagarnith AMERICAN REALTY GROUP

  0 Plaza Dr, Kissimmee, FL 34743
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  /37

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  5252 Cane Island Loop Unit 204, Kissimmee, FL 34746

  Investor home-Private home-Vacation home. Charming 3-bedroom, 2-bathroom residence in the sought-after, gated Cane Island Resort community in Kissimmee. * $4,500 credit toward brand-new carpet with full asking price.. New complete AC unit 3 years. Fully Furnished. This inviting second-floor unit—accessible by elevator—offers an open-concept living area with a spacious kitchen featuring granite

  Kevin Atchoo INVENTURE GROUP LLC

  5252 Cane Island Loop Unit 204, Kissimmee, FL 34746
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  /6

  $285,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  50 Sawfish Ct, Kissimmee, FL 34759

  Welcome to this well-maintained 4-bedroom, 2-bathroom home ideally located near shopping, dining, entertainment, schools, and major highways. This spacious property offers a bright and open floor plan, perfect for both everyday living and entertaining. The modern kitchen features ample cabinet space and overlooks the comfortable living and dining areas. The generously sized primary suite includes

  Leonarda De La Cruz Medina EXP REALTY LLC

  50 Sawfish Ct, Kissimmee, FL 34759
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  /25

  $268,000

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  104 Turin Way, Kissimmee, FL 34758

  Welcome to 104 Turin Way, Kissimmee—a beautifully updated 3-bedroom, 2-bathroom home tucked away at the end of a quiet cul-de-sac on an expansive half-acre lot. This home features a desirable split floor plan, providing added privacy between the primary suite and guest bedrooms. Recent updates give the home a fresh, modern feel, while the BRAND NEW 2025 ROOF offers added peace of mind for years

  Derek McGehee ALL COUNTY POLK PROPERTY MANAG

  104 Turin Way, Kissimmee, FL 34758
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  /44

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  426 Bar Ct, Kissimmee, FL 34759

  Rarely available in this community — this well-built concrete block home offers a spacious 3-bedroom, 2-bath split floor plan with formal living and dining rooms, plus a bonus room for added flexibility. One of the larger one-story 3BR/2BA plans in the neighborhood, it was built in 2007 and lovingly maintained by its original owner. Inside you'll find generously sized rooms and bedrooms, a large

  Scott Nappier R.E. BROKERAGE & CONSULTATION

  426 Bar Ct, Kissimmee, FL 34759
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  /63

  $235,000

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

  8828 Dunes Ct Unit 12-304, Kissimmee, FL 34747

  ***Priced to sell *** . Rare & Exquisite Furnished Remodeled 3-Bedroom 2 bath Condo in Gated Legacy Dunes – Just 10 Minutes from Disney! Step into luxury with this impressive third-floor 3-bedroom, 2-bathroom condo. Meticulously maintained and rented long term in the past, this home is in pristine condition—immaculately clean and brimming with pride of ownership. A perfect investment or personal

  Alan Martin FRONTLINE FLORIDA REALTY, INC.

  8828 Dunes Ct Unit 12-304, Kissimmee, FL 34747
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  /25

  $272,999

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  502 Matterhorn Place, Kissimmee, FL 34758

  Don’t miss this incredible opportunity to own this well-maintained 3-bedroom, 2-bath CBS home with a 2-car garage, situated on an oversized lot with mature landscaping, trees, and an extended driveway offering plenty of parking space. This move-in-ready home features a brand-new 3.5-ton A/C installed in 2025 and a desirable split-bedroom layout with laminate flooring throughout the main living

  Jeannette Genova FGI REALTY

  502 Matterhorn Place, Kissimmee, FL 34758
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  /51

  $285,000

  $9K PRICE DROP

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

  2691 Corvette Ln, Kissimmee, FL 34746

  Stunning 2 bedroom 2.5 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Very quiet and private setting backing up to nature preserve. Open floor plan main floor with granite counter top kitchen, laundry and powder room. Freshly painted interior with accent walls. Turnkey furnished with contemporary furnishings. Fully

  Christine Butler IDILIQ ESTATES USA LLC

  2691 Corvette Ln, Kissimmee, FL 34746
• 

  

  /22

  $324,990

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  1808 Bryant St, Kissimmee, FL 34746

  The property is located at 1808 Bryant Street KISSIMMEE FL 34746 priced at 324990, the square foot and stories are 1463, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  1808 Bryant St, Kissimmee, FL 34746
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  /69

  $211,000

  • 2 Beds
  • 2 Baths
  • 1,445 Sq Ft

  3050 Pirates Retreat Ct Unit 207, Kissimmee, FL 34747

  Welcome to your perfect getaway! This beautifully furnished 2-bedroom, 2-bath condo offers an inviting retreat and is ideal for both short-term rentals and permanent living. Nestled in building 2 with open parking, this is the closest to the community pool and amenities, this corner unit features a stunning wooded view from the screened porch, providing a serene backdrop for relaxation. The

  Jaqueline Santos De Tabares CHARLES RUTENBERG REALTY ORLANDO

  3050 Pirates Retreat Ct Unit 207, Kissimmee, FL 34747
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  /18

  $363,874

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,271 Sq Ft

  5422 Crown Point Rd, Kissimmee, FL 34758

  Welcome to the Eagle at 5422 Crown Point Road in Westview! Step into this spacious two-story home that offers the perfect balance of comfort, functionality, and modern living. The open-concept main level features a bright kitchen with a center island that flows seamlessly into the dining area and expansive great room, creating an inviting space for everyday moments and special gatherings. A

  Taylor Morrison Builder

  5422 Crown Point Rd, Kissimmee, FL 34758
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  /24

  $219,000

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  67 E Country Cove Way, Kissimmee, FL 34743

  Virtually Staged. Well maintained and MOVE-IN READY, this single-story villa in the Country Cove Villas community of Kissimmee delivers LOW MAINTENANCE LIVING in a convenient location! Major updates have already been taken care of – this home features a NEWER ROOF (2024), UPDATED A/C (2022), and PLUMBING (2022), for added peace of mind from day one. The interior delivers TILE & WOOD LAMINATE

  Jennifer Wemert WEMERT GROUP REALTY LLC

  67 E Country Cove Way, Kissimmee, FL 34743
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  /25

  $384,000

  • 4 Beds
  • 3 Baths
  • 1,694 Sq Ft

  3221 Cupid Place, Kissimmee, FL 34747

  Welcome to this beautifully maintained corner-unit townhome located in the highly desirable West Lucaya Resort, offering the perfect combination of comfort, style, and investment potential. This fully furnished home features 4 spacious bedrooms and 3 full bathrooms, making it ideal as a primary residence, vacation home, or short-term rental investment. The open-concept layout includes a modern

  Paola Castellano EXP REALTY LLC

  3221 Cupid Place, Kissimmee, FL 34747
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  /23

  $260,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft

  1923 Michigan Ct, Kissimmee, FL 34759

  Updated 3-bedroom, 2-bathroom home in a fast-growing part of the Poinciana/Kissimmee community. Stainless steel kitchen appliances, laminate flooring everywhere but the bathrooms, a convenient inside laundry room and a 2-car garage for comfortable living. The home has a split bedroom plan for privacy. Large corner homesite.

  Barbara Liston KELLER WILLIAMS CLASSIC

  1923 Michigan Ct, Kissimmee, FL 34759
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  /36

  $382,900

  $17K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,233 Sq Ft

  2651 Rambling Oaks Way, Kissimmee, FL 34746

  JUST REDUCED!! SPACIOUS 4 BEDROOM HOME WITH OVERSIZED COVERED PORCH & FENCED YARD –NEAR DISNEY. Discover comfort, style, and peace of mind in this beautifully maintained 4 bedroom, 2 bathroom home offering a bright open layout and thoughtful upgrades throughout. With over 2,200 sq ft of living space, this property delivers comfort, functionality, and the ideal setup for everyday living or

  Luanmarit Danos SONARVI LLC

  2651 Rambling Oaks Way, Kissimmee, FL 34746
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  /29

  $269,000

  • 2 Beds
  • 2.5 Baths
  • 1,161 Sq Ft

  3043 White Orchid Rd, Kissimmee, FL 34747

  Welcome to Encantada Resort. Situated just minutes from Disney, Universal Studios and Central Florida's attractions, this FULLY FURNISHED, updated 2-bedroom, 2.5-bath townhome offers proven income opportunity. The first floor features an updated kitchen, spacious living and dining area, a half bath and a laundry room. Sliding glass doors open to a screened lanai where a hot tub awaits after a

  Rita Johnson KELLER WILLIAMS ELITE PARTNERS III REALTY

  3043 White Orchid Rd, Kissimmee, FL 34747
• 

  

  /22

  $324,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  1796 Bryant St, Kissimmee, FL 34746

  The property is located at 1796 Bryant Street KISSIMMEE FL 34746 priced at 324990, the square foot and stories are 1463, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  1796 Bryant St, Kissimmee, FL 34746
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  /10

  $309,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  1323 Congo Dr, Kissimmee, FL 34759

  The property is located at 1323 CONGO DRIVE POINCIANA FL 34759 priced at 309990, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  1323 Congo Dr, Kissimmee, FL 34759
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  /42

  $498,000

  • 8 Beds
  • 5.5 Baths
  • 2,881 Sq Ft

  8475 Oasis Key Cove, Kissimmee, FL 34747

  One of best vacation home at Emerald Island Resort...Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms.... Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ....6 bedroom 5.5 baths, it have Great opportunity awaits you

  Huafeng Fang MAGICMIND REALTY LLC

  8475 Oasis Key Cove, Kissimmee, FL 34747
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  /55

  $405,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,278 Sq Ft

  237 Strathmore Cir, Kissimmee, FL 34744

  Imagine yourself driving home within the tree-lined streets of the Remington Golf Community, as this 4-bedroom, 2-bath home welcomes you with a layout that feels open, comfortable, and easy to breathe in. The front foyer leads into connected living and dining spaces that flow effortlessly from one room to the next, offering plenty of room for gathering, relaxing, or finding a quiet corner of your

  Jonathan Speagle DALTON WADE INC

  237 Strathmore Cir, Kissimmee, FL 34744

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