Kissimmee, FL Homes for Sale under $500,000

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  /57

  $445,000

  • 5 Beds
  • 4.5 Baths
  • 2,263 Sq Ft

  8936 Sydney Ave, Kissimmee, FL 34747

  Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently

  Paula Maestrini EMPIRE NETWORK REALTY

  8936 Sydney Ave, Kissimmee, FL 34747
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  /23

  $490,900

  • 5 Beds
  • 4 Baths
  • 2,512 Sq Ft

  371 Cocoa Ct, Kissimmee, FL 34758

  Well maintained Duplex with 5 bedrooms and 4 bathrooms, 2 separate living areas. On one side are 3 bedrooms with 2 bathrooms and 1 car garage. On the other side are 2 bedrooms with 2 bathrooms. Great for investors, 2 separate units, 2 living areas. You can live on one side and rent on the other side. This property has only one tax id. 1 single HOA and 1 home insurance. The property has a separate

  MELANIE BIGIO OLYMPUS EXECUTIVE REALTY INC

  371 Cocoa Ct, Kissimmee, FL 34758
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  /38

  $490,000

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  1730 Neptune Rd, Kissimmee, FL 34744

  This property is a unique find for a buyer with a vision, offering a rare blend of convenience and botanical charm. Built in 1964 and situated on just over 0.98 acres, this home is perfectly positioned on Neptune Road—placing you right between the hearts of Saint Cloud and Kissimmee. Commuters will love being just two miles from the Florida Turnpike, providing easy access to Orlando and the

  Kristin Bearce AVANTI WAY REALTY LLC

  1730 Neptune Rd, Kissimmee, FL 34744
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  /48

  $499,990

  • 5 Beds
  • 3 Baths
  • 3,783 Sq Ft

  3824 Blue Dasher Dr, Kissimmee, FL 34744

  Highly motivated seller! Enjoy luxury living in the heart of Lake Nona with this fully renovated 5-bedroom, 3-bath home. Featuring a brand-new roof, fresh paint inside and out, high-end quartz countertops, new Shaker cabinetry, and top-of-the-line Samsung appliances. All bathrooms are fully updated with modern tile, new tubs, and premium MOEN fixtures. Spacious master suite offers room for a

  Maryelin Caldera EXP REALTY LLC

  3824 Blue Dasher Dr, Kissimmee, FL 34744
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  /35

  $485,000

  • 5 Beds
  • 4 Baths
  • 2,484 Sq Ft

  746 Mink Ct, Kissimmee, FL 34759

  Exceptional Duplex Investment in Poinciana – Village 3This well-maintained duplex presents an outstanding owner-occupant or investor opportunity, featuring two separate residences under one roof in the rapidly growing Poinciana community. Unit A offers 3 bedrooms and 2 baths, and Unit B provides 2 bedrooms and 2 baths; each unit offers approximately 1,242 square feet of living space (totaling

  Alexander Osoria TRANSCEND REALTY

  746 Mink Ct, Kissimmee, FL 34759
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  /14

  $429,900

  • 5 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  4774 Marcos Cir, Kissimmee, FL 34758

  Short Sale. SHORT SALE Approved. Don't Miss the opportunity!!

  Keyna Andino EXP REALTY LLC

  4774 Marcos Cir, Kissimmee, FL 34758
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  /24

  $449,000

  • 3 Beds
  • 3.5 Baths
  • 2,165 Sq Ft

  2183 Cooper Bell Place Unit 2183, Kissimmee, FL 34747

  SALE BY OWNER!!!!! Perfect Airbnb Opportunity sold Fully Furnished. – Located just a short drive from Orlando's iconic theme parks, this 3 Bed/3.5 Bath + DEN Townhouse with Private Heated Pool is an investor's dream! Featuring an open-concept layout, spacious bedrooms, and resort-style amenities like a fitness center, features an expansive water complex with wave simulator community pool, and

  Javier Espinosa EXP Realty LLC

  2183 Cooper Bell Place Unit 2183, Kissimmee, FL 34747
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  /11

  $448,990 New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,431 Sq Ft

  Plan 2431 at Hilliard Ridge, Kissimmee, FL 34744

  * Open kitchen overlooking great room * Walk-in closet at primary bedroom * Powder bath * Spacious secondary bedrooms * Dual-sink vanity at primary bath * Stainless steel appliance package * Kitchen island * Spacious great room * Upstairs laundry room * Flex Space * Open floor plan * ENERGY STAR certified home * Planned basketball court * Planned sports field * Near entertainment and leisure *

  KB Home Builder

  0 Simpson Rd Unit 36598597, Kissimmee, FL 34744
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  /22

  $440,000

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

  2505 Aster Cove Ln, Kissimmee, FL 34758

  Spectacular Home for SALE in the sought-after community of Crescent Lakes! This home is located in the gated subdivision of Aster Cove, backing a peaceful pond with the most amazing views. Four bedrooms, three bathrooms, with ample space for the family to enjoy. The open concept allows for entertaining family and friends comfortably. Enjoy a sparkling pool with an extensive deck for family

  Pedro Ali LA ROSA REALTY KISSIMMEE

  2505 Aster Cove Ln, Kissimmee, FL 34758
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  /36

  $459,500

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  918 San Paulo Way, Kissimmee, FL 34758

  **SOLAR PANELS INCLUDED, POOL, SHED, EXTRA LARGE LOT, CUL-DE SAC, FRUIT TREES, PRIVATE BASKETBALL COURT AND MORE**This amazing 4 Beds 2 Baths lovely property features a Pool, Fruit Trees and Solar Panels! Located on NEARLY HALF AN ACRE LOT! This property offers a perfect blend of comfort, sustainability, and outdoor enjoyment. Step in to this beautifully maintained 4-bedroom, 2-bathroom property

  Claudia Valero CENTURY 21 CARIOTI

  918 San Paulo Way, Kissimmee, FL 34758
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  $429,000

  • 3 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  7663 Recife Dr, Kissimmee, FL 34747

  .Welcome to Your Dream Home! Step into luxury with this stunning 3-bedroom home, where the master suite stands out with its generous space and ultimate comfort. The first floor boasts a modern open-concept kitchen and living area, seamlessly connected to a stylish barbecue space—perfect for entertaining guests or simply unwinding while enjoying Florida’s beautiful weather. With 3.5 elegant

  Eduardo Lopes ELITE INTERNATIONAL REALTY INC

  7663 Recife Dr, Kissimmee, FL 34747
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  /43

  $445,000

  • 5 Beds
  • 4.5 Baths
  • 2,263 Sq Ft

  8952 Adriatico Ln, Kissimmee, FL 34747

  Welcome to 8952 Adriatico Lane, a fully furnished 5-bedroom, 4.5-bath townhome in the highly desirable gated community of Windsor at Westside. Offering turnkey luxury, modern upgrades, and a proven history of successful short-term rental performance, this property stands out as an exceptional opportunity for both investors and personal-use buyers. The main level features an open-concept layout

  Blake Albritton AGILE GROUP REALTY

  8952 Adriatico Ln, Kissimmee, FL 34747
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  /51

  $460,000

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  2733 Scarborough Dr, Kissimmee, FL 34744

  LARGE PRICE REDUCTION!!! Location, Location, Location!! This beautiful home is a rare find. Located in the popular Golf Community of Remington, within the Water's Edge area. This home is on the golf course at the 15th Tee...but, you would hardly know it because of the natural landscaping that blends into the environment. The screened in pool area is an oasis with a beautiful stone fireplace and

  Jodi Anderson J ANDERSON REALTY

  2733 Scarborough Dr, Kissimmee, FL 34744

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