2,353

Kissimmee, FL Homes for Sale under $500,000

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  • /12

    $278,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    Everglade Plan at Lake Deer Estates - Classic Series, Kissimmee, FL 34759

    Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax.

    Meritage Homes Builder
    3505 Broadwing Blvd Unit 37076678, Kissimmee, FL 34759
  • /27

    $305,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2290 San Vital Dr Unit 105, Kissimmee, FL 34741

    Great property to live or as an investment, Community offers several pools, tennis courts, Fitness Center, Guard Gate and much more a Must see.

    Hans Tank MI CASITA REALTY

    2290 San Vital Dr Unit 105, Kissimmee, FL 34741
  • /56

    $444,999

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,845 Sq Ft

    9016 Pyrus St, Kissimmee, FL 34747

    SELLER MOTIVATED! Welcome to this move-in ready beautifully updated two-story home in the highly sought-after Murano at Westside community, ideally positioned in Kissimmee's Four Corners area just minutes from Walt Disney World, Margaritaville Orlando Resort, Celebration, and the best of Central Florida living. Built in 2020, this home offers rare flexibility with two spacious primary suites each

    Jenny Caso LIFESTYLE INTERNATIONAL REALTY

    9016 Pyrus St, Kissimmee, FL 34747
  • /37

    $269,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths

    1345 Anchor Bend Way, Kissimmee, FL 34746

    This charming townhome, in a great location!!! A must see!!Welcome to the Jasmine, a beautifully designed townhome offering approximately 1,373 square feet of modern living space. This 3-bedroom, 2.5-bath home with a 1-car garage combines comfort, style, and functionality-perfect for today's lifestyle. Step inside from the inviting front porch to an open great room layout that flows

    Shaheed Shaw Shaw Realty Services, LLC.

    1345 Anchor Bend Way, Kissimmee, FL 34746
  • /28

    $325,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,890 Sq Ft

    3155 Smoke Signal Cir, Kissimmee, FL 34746

    Welcome to the beautiful community of Indian Wells. This home offers 3 bedrooms and 2 bathrooms in the main home, but also has an attached in-law suite that offers a bedroom, full bathroom, and family room. It has a door that leads into the main home, but also has a private sliding glass door entrance from the rear of the home. The home has vinyl wood flooring throughout most of the living area,

    Kevin Waldbieser ALL STAR PROPERTIES OF CENTRAL

    3155 Smoke Signal Cir, Kissimmee, FL 34746
  • /32

    $249,900

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    17 Zinnia Ln E, Kissimmee, FL 34759

    WELCOME TO 17 ZINNIA LANE! LOCATED IN A CENTRAL AND BEAUTIFUL NEIGHBORHOOD IN POINCIANNA! THIS HOME IS PRICED TO SELL QUICKLY! THIS HOME OFFERS A LIVING ROOM PLUS FAMILY ROOM, DINING ROOM, OVERSIZED BEDROOMS, OPEN AND SPACIOUS FLOOR PLAN AND INSIDE LAUNDRY ROOM! ROOF IS 2020, WATER SOFTNER SYSTEM IS 2025 (OWNED), HOT WATER HEATER IS 2020.....THIS WOLD BE A GREAT HOME FOR A FAMILY OR AN INVESTOR

    Natalie Patten DALTON WADE INC

    17 Zinnia Ln E, Kissimmee, FL 34759
  • /54

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft

    1910 Dolphin Dr, Kissimmee, FL 34759

    Welcome Home to 1910 Dolphin Drive, Kissimmee, FL 34759. Don't miss this beautifully maintained 3-bedroom, 2-bath corner lot gem nestled in the sought-after Association of Poinciana Villages! From the moment you step inside, you'll appreciate the thoughtful details and pride of ownership throughout. The open, split floor plan features soaring vaulted ceilings and stunning hardwood and tile

    Les LLoyd Moore RE/MAX HERITAGE PROFESSIONALS

    1910 Dolphin Dr, Kissimmee, FL 34759
  • /50

    $299,995

    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft

    2900 Clarabelle Ct, Kissimmee, FL 34743

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bath corner-unit townhome offering 1,703 square feet of comfortable, low-maintenance living in Kissimmee! Nestled on a desirable corner lot at the end of a quiet cul-de-sac, this home offers added privacy, extra green space, and peaceful water views. Inside, you'll find an open-concept floor plan with durable tile flooring throughout the

    Simi Lakhani KELLER WILLIAMS CLASSIC

    2900 Clarabelle Ct, Kissimmee, FL 34743
  • /30

    $335,900

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1002 Cannock Dr, Kissimmee, FL 34758

    This is one of D.R. Horton's beautiful Cali models, open floor plan, with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. This home is like new, built in 2023. It has been upgraded with interior lighting and hardwood flooring. There is also tile, and some carpet throughout the home. The space is amazing for entertaining. The spacious kitchen has upgraded

    Yolanda Presley KELLER WILLIAMS ELITE PARTNERS III REALTY

    1002 Cannock Dr, Kissimmee, FL 34758
  • /10

    $220,000

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

    3214 Rio Grande Trail Unit D, Kissimmee, FL 34741

    Welcome to the Beautiful community of Shadow Bay. This Property is conveniently located close to shops and Schools. Features 3 beds and 2.5 Baths. Property is rented with lease until September 14, 2026. Seller is motivated. Bring your offer soon.

    Perry Taveras FLEURYS INVESTMENTS LLC

    3214 Rio Grande Trail Unit D, Kissimmee, FL 34741
  • /33

    $419,000

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft

    4650 Eagle Peak Dr, Kissimmee, FL 34746

    Beautiful 4-Bedroom Pool Home with Pond View in Sought-After Eagle PointeWelcome to this spacious and fully furnished 4-bedroom, 2-bathroom single-story pool home, ideally located in the highly desirable Eagle Pointe community in Kissimmee. Currently operating as a successful vacation rental, this property offers exceptional flexibility as a short-term rental, long-term investment, or

    Darren Coxon EXCLUSIVE VILLAS FLORIDA

    4650 Eagle Peak Dr, Kissimmee, FL 34746
  • /32

    $440,000

    New Construction $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    1994 Spring Shower Cir, Kissimmee, FL 34744

    THIS IS MORE THAN A HOME — IT’S A LIFESTYLE. Experience elevated living in this exceptional builder’s model home, located in the highly sought-after 55+ gated community of Tohoqua Reserve, now completely sold out. Built in 2022 and showcasing the builder’s highest level of upgrades, this residence offers a perfect blend of elegance, comfort, and modern Florida living. The heart of the home

    Carlos Nolte EXP REALTY LLC

    1994 Spring Shower Cir, Kissimmee, FL 34744
  • /53

    $249,500

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    315 Lauderdale Ct, Kissimmee, FL 34759

    Short Sale. Discover your dream home at 315 Lauderdale Ct, Kissimmee, FL 34759! This beautifully designed 2-bedroom, 2-bathroom single-family residence offers the perfect blend of style and functionality. Step into a bright and inviting living space with high ceilings that create an open and airy atmosphere. The modern kitchen features stunning stone counters, combining beauty and practicality

    David Small KELLER WILLIAMS REALTY SMART 1

    315 Lauderdale Ct, Kissimmee, FL 34759
  • /40

    $269,999

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft

    5017 Laguna Bay Cir Unit 95, Kissimmee, FL 34746

    Discover your next great investment or the perfect vacation escape at 5017 Laguna Bay Circle, #95! This fully furnished, 3-bedroom, 2-bathroom condo is the perfect opportunity, ready for you to enjoy or rent out from day one. Situated in the desirable Villas at Laguna Bay community, this property offers an exceptional blend of comfort and convenience. The community itself is a resort-style

    James Donovan TEAM DONOVAN

    5017 Laguna Bay Cir Unit 95, Kissimmee, FL 34746
  • /60

    $274,999

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    4721 Clock Tower Dr Unit 107, Kissimmee, FL 34746

    Priced to sell fast!!!!!!! Discover the perfect combination of luxury, location, and income potential with this spectacular, fully furnished, 2-bedroom, 2-bath first-floor condo at 4721 Clock Tower Dr, #107. Step right into your retreat with an open-concept living area, modern kitchen, and a peaceful private patio offering a pond view. As a resident or guest of The Terraces at Storey Lake, you

    James Donovan TEAM DONOVAN

    4721 Clock Tower Dr Unit 107, Kissimmee, FL 34746
  • /28

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 2,806 Sq Ft

    1907 Lakeview Way, Kissimmee, FL 34759

    Short Sale. SHORT SALE. LENDER APPROVED SHORT SALE. Your search stops right here and right now. This meticulously maintained residence is sure to sell quickly! No need to wait for a new-build, this residence is move-in-ready! From manicured landscaping to a spectacular gutter, this home is sure to be your very own oasis. When entering, you will be greeted with natural light that brightens up each

    Jean Lubin THE PEOPLE'S REALTY OF CENTRAL FLORIDA, LLC

    1907 Lakeview Way, Kissimmee, FL 34759
  • /33

    $234,900

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    2310 Silver Palm Dr Unit 104, Kissimmee, FL 34747

    PROFESSIONALLY MANAGED with MANY Short Term Rentals! The Royal Retreat at Windsor Palms: Your sensational Orlando Oasis! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale short-term rental community of Windsor Palms Resort! Secured by a 24-hour manned entrance for your peace of mind, this property

    Bill Owens FLORIDA REALTY INVESTMENTS

    2310 Silver Palm Dr Unit 104, Kissimmee, FL 34747
  • /29

    $219,777

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,120 Sq Ft

    336 Cervantes Dr, Kissimmee, FL 34743

    PRICE TO SELL!!!UP TO $4,000 IN BUYER INCENTIVES AVAILABLE! This property may qualify for up to $4,000 in closing cost credit when using the seller's preferred lender. Ask us how to qualify!Welcome to this well-maintained 2-bedroom, 2.5-bath townhouse located in a gated community offering both comfort and convenience. This two-story unit features a functional open floor plan with a spacious

    Julio Salgado REMAX PREMIER PROPERTIES

    336 Cervantes Dr, Kissimmee, FL 34743
  • /53

    $324,900

    $24K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft

    2479 Toscolona Dr, Kissimmee, FL 34741

    Experience resort-style living in the gated community of Tapestry. This stunning 3BR/2.5BA townhouse features a modern chef’s kitchen with state-of-the-art appliances, granite countertops throughout, and ample storage. Enjoy premium amenities including a luxury clubhouse, fitness center, and sparkling pool. Perfectly located and move-in ready—schedule your tour today!

    Ramesh Vanapalli REALTY HUB

    2479 Toscolona Dr, Kissimmee, FL 34741
  • /18

    $478,900

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,832 Sq Ft

    103 Alameda Dr, Kissimmee, FL 34743

    Rare 3-Unit Income Opportunity in the Heart of Kissimmee! No HOA. Thoughtfully configured into three fully separated living areas, this unique property includes a main unit with 3 bedrooms and 2 bathrooms, plus two separate studio-style units, each with its own private entrance, kitchen, and patio area for privacy and flexibility. With a total of 5 bedrooms and 4 bathrooms, this setup is ideal

    Luz Colon NONA LEGACY POWERED BY LA ROSA

    103 Alameda Dr, Kissimmee, FL 34743

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