Osceola County FL Homes under $500,000

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  $474,900

  $110K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,294 Sq Ft

  1660 Tropical Palms Cir, Kissimmee, FL 34747

  Back on the Market! - Buyers financing Failed - Modern Elegance Meets Vacation-Style Living – Fully Furnished and Move-In Ready!Welcome to a one-of-a-kind residence that blends comfort, character, and resort-style luxury in one of Central Florida’s most sought-after gated communities. Whether you're looking for a high-performing short-term rental or your next dream home, this professionally

  Ancizar Alzate EXP REALTY LLC

  1660 Tropical Palms Cir, Kissimmee, FL 34747
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  $418,000

  $9K PRICE INCREASE

  • 3 Beds
  • 3.5 Baths
  • 1,678 Sq Ft

  2614 Sunrise Shores Dr, Kissimmee, FL 34747

  Beautifully appointed, fully furnished 3-bedroom, 3.5-bathroom townhome located in the gated Summerville Resort community in Kissimmee. Each bedroom features a private en-suite bathroom for added comfort and privacy. Open-concept layout with granite countertops, tankless water heater, and natural gas appliances. Private rear patio with a retractable electric awning and built-in gas grill,

  Martonio Pinto AMERICAN HORIZONS REALTY

  2614 Sunrise Shores Dr, Kissimmee, FL 34747
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  $469,900

  $5K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,658 Sq Ft

  5411 Dahlia Reserve Dr, Kissimmee, FL 34758

  Short Sale. Looking for the perfect pool home this summer to beat the Florida heat? Look no further! This spacious 6-bedroom, 3 full-bath home offers over 2,568 square feet of comfortable living space designed for relaxation and entertaining. Step outside to your own private backyard oasis featuring an in-ground pool with a spa/hot tub — perfect for weekend gatherings, family fun, or simply

  Joseph Louis ERIZIA REALTY INVESTMENTS

  5411 Dahlia Reserve Dr, Kissimmee, FL 34758
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  $419,900

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  3275 Smoke Signal Cir, Kissimmee, FL 34746

  Location, location, location. This fully furnished pool home is currently generating positive Airbnb income and is being sold turn-key, offering an immediate income-producing opportunity. Situated on a spacious 1⁄4 acre lot just minutes from Disney, this well-maintained property is zoned for short-term rentals, long-term leasing, or owner occupancy. With zoning that allows short-term rentals,

  Narda Miranda EXP REALTY LLC

  3275 Smoke Signal Cir, Kissimmee, FL 34746
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  $479,000

  • 6 Beds
  • 5 Baths
  • 3,291 Sq Ft

  8965 Cuban Palm Rd, Kissimmee, FL 34747

  FURNISHED 6-bedroom, 5-bathroom home in the highly sought-after Paradise Palms Resort. This home is ideal for vacation buyers and savvy investors, featuring a bright, open floor plan and a private, screened-in pool perfect for cooling off after a day in the sun. Located in a premier gated community with 24-hour security, the property is designed for high-capacity entertaining, offering generous

  James Donovan TEAM DONOVAN

  8965 Cuban Palm Rd, Kissimmee, FL 34747
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  /24

  $500,000

  • 4 Beds
  • 5.5 Baths
  • 2,356 Sq Ft

  3092 Rockefeller Way, Kissimmee, FL 34747

  Modern Resort Living Just Minutes from Disney | Turn-Key Investment Opportunity Welcome to 3092 Rockefeller Way, a contemporary, fully furnished residence located in one of Kissimmee’s most desirable resort-style communities, just minutes from Walt Disney World®, dining, shopping, and world-class entertainment. Designed with both comfort and income potential in mind, this home is ideal as a

  Angela Worachek DALTON WADE INC

  3092 Rockefeller Way, Kissimmee, FL 34747
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  /23

  $425,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,307 Sq Ft

  2609 Waterline St, Kissimmee, FL 34743

  MOTIVATED SELLER WITH THIS NEW PRICE DROP!!! BRAND NEW ROOF BEFORE CLOSING, NO CDD, LOW HOA and PERFECT LOCATION. Updated & Move-In Ready Home in Prime Kissimmee Location! Welcome to 2609 Waterline Street, a beautifully refreshed 4 bedroom, 2.5 bath home that offers space, comfort, and convenience in one of Kissimmee’s most desirable areas. Freshly painted inside and out, this home is ready for

  William Gonzalez W & CO REALTY

  2609 Waterline St, Kissimmee, FL 34743
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  /30

  $419,000

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  Foxglove Plan at The Reserve at Twin Lakes, St. Cloud, FL 34772

  Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy.

  Meritage Homes Builder

  5185 Springrise Dr Unit 37076768, St. Cloud, FL 34772
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  $459,000

  $6K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,038 Sq Ft

  2620 Santosh Cove, Kissimmee, FL 34746

  Welcome to 2620 Santosh Cove, a beautifully maintained and fully furnished 4-bedroom, 3.5-bath pool home located in the highly desirable gated community of Veranda Palms. Whether you're searching for a primary residence, vacation retreat, or income-producing investment property, this home checks every box. Approved for both short-term and long-term rentals, this property offers exceptional

  Tai Phan LPT REALTY, LLC

  2620 Santosh Cove, Kissimmee, FL 34746
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  $420,000

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  397 White Heron Way, Saint Cloud, FL 34772

  One or more photo(s) has been virtually staged. This home just makes everyday life easier. With four bedrooms and a thoughtfully designed layout, there’s space for everyone to spread out while still staying connected. The open main living area brings the kitchen, dining, and living spaces together—perfect for busy mornings, homework at the table, or gathering at the end of the day. Natural light

  Christi Ramey KELLER WILLIAMS WINTER PARK

  397 White Heron Way, Saint Cloud, FL 34772
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  /37

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  224 Oregon Ave, Saint Cloud, FL 34769

  Full of soul, history, and space — this rare 1926 Mediterranean Revival gem sits on one of the few remaining gems of the historic Galion Gardens development on an oversized .34-ACRE lot in Saint Cloud's coveted Lakefront Park neighborhood with NO HOA! A BRAND NEW ROOF (May 2026) adds immediate peace of mind. This 4-bedroom, 2.5-bath home offers over 2,313 sq ft of living space packed with

  Steve Montgomery EXP REALTY LLC

  224 Oregon Ave, Saint Cloud, FL 34769
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  /79

  $431,000

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  3623 Weatherfield Dr, Kissimmee, FL 34746

  Welcome to the exclusive guard gated community of Bellalago. This resort style development is perfect for any age. Located on apremium corner lot, this 4 bed 3 bath home offers spacious accommodation and lots of upgrades . You will fall in love with the wellequipped kitchen which boasts new appliances, custom cabinets, breakfast bar, closet pantry and plenty of counter space with

  Nesterine Blair BLAIR REALTY GROUP INC

  3623 Weatherfield Dr, Kissimmee, FL 34746
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  $409,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  348 Talisi Loop, St. Cloud, FL 34771

  No Rear Neighbors!Lots of Upgrades which include Custom Closet and Custom Sliding Doors in Primary Suite & Bath. Gutters all around Exterior are included.A $10,000 value. This beautiful like New Home has a Open Concept and is located in the sprawling city of St Cloud, Florida. Perfect size for anyone looking for a bright and airy Living space.Convientely located to the Orlando International

  Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

  348 Talisi Loop, St. Cloud, FL 34771
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  $449,000

  • 3 Beds
  • 3 Baths
  • 1,755 Sq Ft

  2639 Candied Apple Aly, Kissimmee, FL 34744

  One or more photo(s) has been virtually staged. This magnificent never lived 2024 townhouse covers two stories and includes three bedrooms, two and a half bathrooms, and a two-car rear load garage. Font door opens onto a spacious open concept living room. There is also a laundry room with a washer and dryer and a fully equipped kitchen that leads to an enticing fenced patio. The lovely master

  Silvana Camner MIAMI AND ORLANDO LAT BROKER LLC

  2639 Candied Apple Aly, Kissimmee, FL 34744
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  $435,000

  $43K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  3400 Mount Vernon Way, Kissimmee, FL 34741

  Welcome to this beautifully appointed two-story corner-lot home nestled in the heart of Kissimmee. Featuring exceptional curb appeal with a brick-paved driveway, stone-accented façade, and meticulously maintained landscaping, this residence exudes elegance from the moment you arrive. The seller will pay off the remaining balance of the solar panels at closing.Step inside to an open-concept

  Vicente Virgilio ALTIS REALTY

  3400 Mount Vernon Way, Kissimmee, FL 34741
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  /30

  $459,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,662 Sq Ft

  3931 Wind Dancer Cir, St. Cloud, FL 34772

  PRICED TO SELL!! Come on in! This Home has it all, Open concept, stainless steel appliances, the cabinets are solid wood, with granite counter tops, this kitchen is made for a king! If you have a big family, there is plenty of space on the screened back porch for overflow. This home is equipped with 4 bedrooms, 2 1/2 baths. The master bedroom includes a shower stall, separate soaking tub, &

  Marcy Smiley Theobald IRON VALLEY REAL ESTATE OSCEOLA

  3931 Wind Dancer Cir, St. Cloud, FL 34772
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  /12

  $419,000

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  2867 Hornbill Dr, St. Cloud, FL 34772

  Prepare dinner from this home's open kitchen which overlooks a spacious great room.

  Meritage Homes Builder

  2867 Hornbill Dr, St. Cloud, FL 34772
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  /23

  $409,999

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,901 Sq Ft

  Portofino Plan at Waterlin - Coastline Collection, Saint Cloud, FL 34772

  This new single-story home offers a modern and low-maintenance layout ideal for any lifestyle. Upon entry are three comfortable bedroom suites, steps from a full bathroom in a streamlined design. An open plan at the back of the home blends the kitchen, living and dining areas with easy access to a covered patio. A generous owner’s suite—a serene retreat with a full bathroom and walk-in

  Lennar Builder

  308 Cypress Fork Trail Unit 40307192, Saint Cloud, FL 34772
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  $499,900

  • 5 Beds
  • 6 Baths
  • 2,169 Sq Ft

  7569 Sunny Dreams Ln, Kissimmee, FL 34747

  Experience elevated comfort and style in this stunning corner lot townhome designed for both relaxation and entertaining. This spacious residence features five generously sized bedrooms, each with its own private ensuite bathroom, plus an additional powder room for guests. Thoughtfully designed with elegance in mind, the home showcases beautiful granite countertops, premium finishes, and upscale

  Kaio Carioca JMC REALTY

  7569 Sunny Dreams Ln, Kissimmee, FL 34747
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  /27

  $450,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  Hayden Plan at Harmony West, Harmony, FL 34773

  Find all the space you need in our popular two-story Hayden floorplan in Harmony West, one of our communities in St. Cloud, Florida. Inside this 5-bedroom, 3-bathroom home, you’ll find 2,601 square feet of flexible living space and a two-car garage. Step thru the front foyer and you're greeted with a flex room designed for work or play. Make your way to the kitchen on the first floor, which

  D.R. Horton Builder

  6748 Alder Rd Unit 36202628, Harmony, FL 34773

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