Kissimmee, FL Homes for Sale under $500,000

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  /44

  $398,200

  • 4 Beds
  • 3 Baths
  • 2,115 Sq Ft

  1994 Birnham Wood Bend, Kissimmee, FL 34746

  This is the one you've been waiting for! This beautifully designed Heritage floor plan offers a rare combination of spacious main home living and a fully functional Next Gen suite, perfect for multigenerational living, extended family, guests or a private office/retreat. The main residence features 3 bedrooms and 2 bathrooms with an inviting, open concept layout designed for comfortable everyday

  Lindsay Akri FLORIDA HOMES REALTY & MORTGAGE GVILLE

  1994 Birnham Wood Bend, Kissimmee, FL 34746
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  /37

  $274,000

  $6K PRICE DROP

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

  2607 Corvette Ln, Kissimmee, FL 34746

  Welcome to your magical getaway in Regal Oaks Resort — a beautifully maintained 2-bedroom, 2.5-bath townhouse designed to delight theme park families while delivering solid rental performance.Property Highlights:- 2 Spacious Bedrooms | 2.5 Bathrooms- Newer Interior Paint & Carpet- Private, Oversized Lanai with Hot Tub- Serene Forested Backdrop with Abundant Wildlife-

  Paula Casey BETTER HOMES & GARDENS LIFESTYLES REALTY

  2607 Corvette Ln, Kissimmee, FL 34746
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  /2

  $369,990

  • 4 Beds
  • 3 Baths
  • 1,660 Sq Ft

  2649 Whalebone Bay Dr, Kissimmee, FL 34741

  COMPLETELY REMODEL 4-bedroom, 3-full-bath home in the heart of Kissimmee! This beautiful property offers modern updates, comfortable living spaces, and plenty of versatility. The home features no carpet, eat in kitchen space, granite countertops, backsplash in kitchen and bathrooms, new sink, new garbage disposal and ALL APPLIANCES are included as well as wired CAMERA system. Roof was replaced in

  Damaris Ortiz PA SHAW SIGNATURE RE

  2649 Whalebone Bay Dr, Kissimmee, FL 34741
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  /2

  $475,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  7853 Marlow Place, Kissimmee, FL 34747

  The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment space, and convenient access to resort amenities are what make this home a must-see. This one-story retreat offers a blend of functionality and elegance, making it ideal for families and individuals alike.

  LGI Homes Builder

  7853 Marlow Place, Kissimmee, FL 34747
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  /15

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  3161 Tamarind Cir, Kissimmee, FL 34747

  Discover this fully furnished, turn-key 2-story townhouse, offering a quiet, peaceful retreat just minutes from Disney. Located in a prime position within the subdivision, this 2-bedroom, 2-bathroom home features a versatile layout with a bedroom and bath on each floor, plus a cozy upstairs loft. The spacious living area boasts dramatic high ceilings, filled with light from twin, large glass

  Jean Lei HOMESMART

  3161 Tamarind Cir, Kissimmee, FL 34747
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  /45

  $339,500

  $6K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,437 Sq Ft

  1667 Key Bay Trail, Kissimmee, FL 34747

  Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring

  Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  1667 Key Bay Trail, Kissimmee, FL 34747
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  /27

  $289,900

  • 3 Beds
  • 2.5 Baths
  • 1,277 Sq Ft

  8550 Crystal Cove Loop, Kissimmee, FL 34747

  LEASE WITH OPTION TO PURCHASE – FULLY FURNISHED END-UNIT IN GATED COMMUNITYDiscover the perfect blend of comfort, convenience, and investment potential with this beautifully maintained, fully furnished end-unit property in a desirable gated community surrounded by a lush Conservation Area. This property is being offered with a Lease with Option to Purchase, providing a unique opportunity to

  Teresa Reilly-O'Doherty PA KELLER WILLIAMS LEGACY REALTY

  8550 Crystal Cove Loop, Kissimmee, FL 34747
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  /89

  $424,999

  $20K PRICE DROP

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

  1909 Majorca Dr, Kissimmee, FL 34747

  Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside resort community. Turnkey and professionally designed, this property is thoughtfully appointed to host large groups in style and comfort—an exceptional opportunity for investors seeking a high-performing short-term rental, or for

  James Donovan TEAM DONOVAN

  1909 Majorca Dr, Kissimmee, FL 34747
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  /13

  $420,000

  • 4 Beds
  • 3 Baths
  • 1,632 Sq Ft

  1420 Myrna Ln, Kissimmee, FL 34744

  A rare find in Kissimmee. This property offers the perfect blend of modern updates, energy efficiency, and flexible living space with a fully updated 3-bedroom, 2-bathroom main home plus a true 1-bedroom, 1-bathroom apartment complete with its own kitchen. Approximately two years ago, the major components were replaced or renovated, including the roof, drywall, flooring, bathrooms, kitchen, and

  Bernice Lajas PROPERTY RESOURCE SPECIALISTS

  1420 Myrna Ln, Kissimmee, FL 34744
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  /23

  $249,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  221 Cobalt Dr, Kissimmee, FL 34758

  Beautiful spacious split plan! House is on a Flag Lot! Well maintained. Features tile throughout, laminate in two of the bedrooms, living & dining room combo, kitchen & family combo, eating space in kitchen, GRANITE countertop in kitchen & large open porch in back yard. Garage was converted into a 4th bedroom. Close to schools & shopping.

  Jacqueline Calderon PREMIER CHOICE REALTY & MANAGEMENT LLC

  221 Cobalt Dr, Kissimmee, FL 34758
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  /11

  $319,500

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  2411 Condado Ct, Kissimmee, FL 34743

  Price Improvement! Take another look at this well-positioned home offering comfort, updates, and strong value in today’s market. Ready for its next owner, this property features major system updates, including a newer A/C and water heater, along with updated countertops, refreshed cabinetry, stainless steel appliances, and a spacious primary suite with dual vanities.Enjoy a fully fenced

  Erika Vergara Torres 1ST LEGACY REALTY, LLC

  2411 Condado Ct, Kissimmee, FL 34743
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  /44

  $439,995

  • 4 Beds
  • 2 Baths
  • 2,259 Sq Ft

  3028 Camino Real Dr S, Kissimmee, FL 34744

  WELCOME TO 3028 CAMINO REAL DR S – YOUR PRIVATE POOL HOME IN THE UPSCALE GATED COMMUNITY OF VILLA SOL! Welcome to this beautiful pool home offering the perfect blend of comfort, privacy, and resort-style living in one of Kissimmee's most desirable communities. Whether you're searching for your primary residence, a vacation home, or an investment opportunity, this move-in-ready property checks all

  John Joseph I HONORE REALTY

  3028 Camino Real Dr S, Kissimmee, FL 34744
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  /34

  $449,000

  • 5 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  4258 Twisted Twig Bend, Kissimmee, FL 34746

  Single Family for Sale corner property in the community of STOREY Creek! The two-story home's layout includes five bedrooms, two and a half baths, and a two-car garage. This beautiful well-maintained home provides an open floor plan with living room, dining area, and kitchen with island & pantry. The Owner's Suite features a large walk-in shower and a spacious walk-in closet located on the first

  Alicia Lopez CHARLES RUTENBERG REALTY ORLANDO

  4258 Twisted Twig Bend, Kissimmee, FL 34746
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  /15

  $341,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,489 Sq Ft

  2231 Rita Ln, Kissimmee, FL 34744

  Under Construction. Fish Lake Cove presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete

  Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2231 Rita Ln, Kissimmee, FL 34744
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  /40

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  122 Flatfish Ct, Kissimmee, FL 34759

  This spacious 4-bedroom, 2.5-bathroom home in the desirable Poinciana/Kissimmee area offers a flexible and well-designed floor plan ideal for modern living. A welcoming foyer leads to formal dining and living areas, with the front living room easily functioning as a private home office. The heart of the home features an open-concept kitchen, breakfast nook, and den, creating a seamless flow for

  David Small KELLER WILLIAMS REALTY SMART 1

  122 Flatfish Ct, Kissimmee, FL 34759
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  /23

  $465,000

  $34K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  4830 Dedication St, Kissimmee, FL 34746

  Beautiful and fully furnished townhome 4 beds 3 baths located directly in front of guest parking in the highly desirable Storey Lake community! This home features modern finishes and is move-in or rental ready. Enjoy resort-style amenities including a clubhouse, fitness center, multiple pools, lazy river, water slides, sports courts, and more. Conveniently situated just 25 minutes from Orlando

  CAROLINA BELA AGENT TRUST REALTY CORPORATION

  4830 Dedication St, Kissimmee, FL 34746
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  /27

  $270,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  29 Andora Ct, Kissimmee, FL 34758

  4-bedroom, 2-bath home in the highly desirable Poinciana Villages community! A split-bedroom floor plan welcomes you with a formal living/dining area and a spacious kitchen open to the family room — perfect for everyday living and entertaining. The primary suite offers a walk-in closet and en-suite bath with dual-sink vanity and walk-in shower, while three additional bedrooms share a

  Jean Gillen GILLEN & ASSOCIATES

  29 Andora Ct, Kissimmee, FL 34758
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  /38

  $250,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  3 Country Club Ct, Kissimmee, FL 34759

  Welcome to 3 Country Club Court, Kissimmee, FL 34759! This beautifully updated home is ideally located in the heart of Poinciana, offering convenience, comfort, and value. Featuring a NEW ROOF and NEWER APPLIANCES, this move-in-ready property is perfect for first-time homebuyers, retirees, investors, or anyone looking for a centrally located Florida home. Enjoy one of the best locations in the

  Graciela Villela KELLER WILLIAMS RLTY NEW TAMPA

  3 Country Club Ct, Kissimmee, FL 34759
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  /14

  $339,100

  New Construction $4K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  4985 Loggia Ln, Kissimmee, FL 34758

  This new two-story home offers a luxurious retreat with a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. A nearby open-concept floorplan combines the kitchen, living and dining areas for streamlined, everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living

  Lennar Builder

  4985 Loggia Ln, Kissimmee, FL 34758
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  /11

  $380,000

  $16K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  5427 Bryce Canyon Dr, Kissimmee, FL 34758

  Beautiful 4-bedroom, 2-bath home offering comfort, space, and convenience! This well-maintained property features two spacious living areas, a functional kitchen, and plenty of room for family gatherings and entertaining. Step outside to enjoy a large backyard complete with a pizza oven and mature avocado trees, creating the perfect outdoor retreat. Conveniently located near schools, shopping

  Mirna Lopez Rodriguez SEVEN OASIS REALTY & ASSOCIATES LLC

  5427 Bryce Canyon Dr, Kissimmee, FL 34758

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