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Kissimmee, FL Homes for Sale under $500,000

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  • /18

    $416,640 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    Columbia Plan at Westview - Aden South II, Kissimmee, FL 34758

    This two-story home divides space for optimal tranquility. The first floor showcases an open design that encompasses the dining room, kitchen and living room for simplified family living and entertaining. Nearby, the owner’s suite is separate from the upstairs bedrooms and features a private bathroom. The second level hosts four additional bedrooms and a versatile loft.

    Lennar Builder
    5638 Loggia Ln Unit 36037846, Kissimmee, FL 34758
  • /36

    $469,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,903 Sq Ft

    2581 Broadwing St, Kissimmee, FL 34746

    Discover the perfect blend of style and comfort in this stunning home from Ashton Woods’ Harmony Collection, offering a peaceful water-view backyard. The thoughtfully designed open floor plan features durable vinyl plank flooring throughout the main living areas and a versatile den or office space for work or relaxation. The chef-inspired kitchen boasts 42 cabinets, elegant quartz countertops,

    Ashton Woods Builder
    2581 Broadwing St, Kissimmee, FL 34746
  • /15

    $444,990 New Construction

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

    1484 Bitteroot St, Kissimmee, FL 34744

    The property is located at 1484 Bitteroot Street KISSIMMEE FL 34744 priced at 444990, the square foot and stories are 1828, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    1484 Bitteroot St, Kissimmee, FL 34744
  • /37

    $489,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,108 Sq Ft

    2005 Walnut Creek Dr, Kissimmee, FL 34744

    The property is located at 2005 Walnut Creek Drive KISSIMMEE FL 34744 priced at 489990, the square foot and stories are 2108, 1.The number of bath is 3, halfbath is 0 there are 4 bedrooms and 3 garages. For more details please, call or email.

    D.R. Horton Builder
    2005 Walnut Creek Dr, Kissimmee, FL 34744
  • /36

    $426,954 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    4222 Barbuda Ln, Kissimmee, FL 34758

    Welcome to the Farnese at 4222 Barbuda Lane in Esplanade at Westview! This elegant new home is designed for both style and functionality. At the heart of the layout, the gorgeous designer kitchen shines with 42-inch cabinets, sleek quartz countertops, and an expansive island that overlooks the great room and casual dining area, perfect for entertaining or everyday living. A separate formal dining

    Taylor Morrison Builder
    4222 Barbuda Ln, Kissimmee, FL 34758
  • /45

    $499,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    2597 Broadwing St, Kissimmee, FL 34746

    Live the relaxed Florida lifestyle in this beautiful Sunbrooke home, inspired by Ashton Woods’ Coastal Collection. Located in a charming enclave of just 85 homesites surrounded by conservation, this thoughtfully designed residence blends coastal-inspired finishes with modern comfort. Inside, enjoy open living spaces, stylish design selections, and quality finishes throughout. Sunbrooke offers

    Ashton Woods Builder
    2597 Broadwing St, Kissimmee, FL 34746
  • /15

    $448,820 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,595 Sq Ft

    Providence Plan at Knightsbridge, Kissimmee, FL 34746

    This new two-story home is a family-friendly haven. Located off the foyer is a flex room for versatility, followed by an open-plan layout among a family room for great gatherings, a dining room for memorable meals and a modern kitchen. The second floor hosts a loft that adds shared living space to the home, a conveniently located laundry room and all four bedrooms including a luxurious owner’s

    Lennar Builder
    1367 Brentwood Dr Unit 36037724, Kissimmee, FL 34746
  • /37

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    2410 Sweetbriar Ct, Kissimmee, FL 34744

    Seller is offering $10,000 towards closing costs. Welcome to your vacation style home that lives big, plays bigger, and was built for making memories. And did we mention there is no HOA!This 3-bedroom, 2-bath layout offers unique and rare amenities that will be difficult to find elsewhere. You’ll love the endless kitchen counter space and large center island, and enjoy having the formal

    Jonathan Adams CHARLES RUTENBERG REALTY ORLANDO

    2410 Sweetbriar Ct, Kissimmee, FL 34744
  • /24

    $429,990 New Construction

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

    Equinox Plan at Hawks Run - Single Family, Kissimmee, FL 34746

    Entering the home from the covered porch, you step into a bright foyer that leads to two bedrooms sharing a full bath. Continuing down the hallway, you’ll find a third bedroom and a laundry room with convenient access to the two-car garage. The layout opens up into a connected kitchen, family room, and dining area, creating a welcoming central living space. A covered patio extends off the family

    Starlight Homes Builder
    2406 Duck Hawk St Unit 36893617, Kissimmee, FL 34746
  • /27

    $453,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    2113 Walnut Creek Dr, Kissimmee, FL 34744

    The property is located at 2113 Walnut Creek Drive KISSIMMEE FL 34744 priced at 453990, the square foot and stories are 2447, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    2113 Walnut Creek Dr, Kissimmee, FL 34744
  • /46

    $439,900

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

    3028 Camino Real Dr S, Kissimmee, FL 34744

    POOL HOME ALERT! Welcome to 3028 Camino Real Drive S, where comfort meets Florida lifestyle in one of Kissimmee’s most sought-after communities! (POOL IS SERVICE PHOTOS ARE NOT UPDATED) This stunning 4-bedroom, 2-bathroom beauty features your very own private screen-enclosed pool—perfect for cooling off, hosting unforgettable BBQs, or just relaxing under the sun. Step inside and be wowed by the

    John Joseph CENTRIC REALTY SERVICES LLC

    3028 Camino Real Dr S, Kissimmee, FL 34744
  • /15

    $434,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,903 Sq Ft

    Badland Plan at Hawks Run, Kissimmee, FL 34746

    The Badland is a one-story home offering four bedrooms, two full bathrooms, and a two-car garage. A wide foyer welcomes you into the open-concept design, where the kitchen, dining area, and family room create a seamless living space. The private primary suite features a spacious walk-in closet, while thoughtfully placed secondary bedrooms provide comfort for family or guests. Ample storage,

    Ashton Woods Builder
    2424 Duck Hawk St Unit 36631905, Kissimmee, FL 34746
  • /22

    $436,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,571 Sq Ft

    Miramar Plan at Westview - Aden South III, Kissimmee, FL 34758

    This spacious two-story home with a welcoming front porch features a convenient flex space, an open living space and a covered patio for outdoor entertaining. Ideal for overnight guests is a first-floor bedroom. Upstairs is a bonus room for an extra common area, the owner’s suite with a spa-inspired bathroom and three more bedrooms.

    Lennar Builder
    5638 Loggia Ln Unit 36037744, Kissimmee, FL 34758
  • /37

    $416,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    2464 Broadwing Dr, Kissimmee, FL 34746

    Step into your next home through the foyer from the front porch and continue down the hall to the main living space, passing a convenient powder bath along the way. The kitchen, dining area, and family room form an open-concept space, with stairs to the second floor nearby and access to the two-car garage just off the kitchen. Upstairs, a loft connects two additional bedrooms—one with a walk-in

    Starlight Homes Builder
    2464 Broadwing Dr, Kissimmee, FL 34746
  • /28

    $450,000

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

    2660 Santosh Cove, Kissimmee, FL 34746

    Spectacular 4-Bedroom Home with Private Pool – Turnkey Investment Opportunity! Step into this beautifully maintained 4-bedroom, 3.5-bath home located in the highly sought-after gated community of Veranda Palms. The property features brand-new carpet and fresh interior paint, offering a clean, modern look that feels like new. Enjoy your private pool, along with both covered and uncovered garage

    Moses Nae MIAMI TANGO INVESTMENTS REALTY

    2660 Santosh Cove, Kissimmee, FL 34746
  • /36

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    510 Simpson Rd, Kissimmee, FL 34744

    Versatile three-bedroom, two-bath single-family home offering a flexible layout suitable for residential living or potential office or wellness use (buyer to verify zoning and permitted uses). The home offers just under 2,000 square feet of living area, with total square footage just over 3,000 square feet including a 2 car garage. Multiple private rooms provide adaptable space for a variety of

    Madie Zilke SOUTHERN GROUNDS REALTY LLC

    510 Simpson Rd, Kissimmee, FL 34744
  • /20

    $407,139 New Construction

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

    Landcaster Plan at Tohoqua - Townhome Collection, Kissimmee, FL 34744

    This spacious two-story townhome features a formal dining room and living room at the front of the home, followed by the modern kitchen and family room. Ideal for outdoor living and entertaining is an open walkway which extends into the lanai. On the second floor are all three bedrooms, including the tranquil owner’s suite with an adjoining bathroom and walk-in closet.

    Lennar Builder
    2396 Volunteer Ave Unit 36037775, Kissimmee, FL 34744
  • /73

    $440,000

    • 2 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    759 Villa Park Rd, Kissimmee, FL 34759

    One or more photo(s) has been virtually staged. Price Reduction!!!!! Seller Says Sell! Nothing is wrong with this home! Located near The Palms Resort Amenity Center, this beautifully appointed Naples Model (2.956 Sq Ft) offers the perfect blend of comfort, style, and functionality. Designed for both everyday living and effortless entertaining, this spacious home sits on a premium corner lot with

    Stan Wilson PELLEGO, LLC

    759 Villa Park Rd, Kissimmee, FL 34759
  • /56

    $439,900

    • 3 Beds
    • 3 Baths
    • 2,325 Sq Ft

    729 Glendora Rd, Kissimmee, FL 34759

    **See the FULL LENGTH VIDEO on Tour Link 1.** Discover your perfect Florida retirement retreat in the sought-after 55+ community of Solivita — this stunning Bolero floor plan offers the ultimate blend of privacy, luxury, and tranquility.Imagine waking up to serene pond views from your backyard and peaceful wooded vistas greeting you from the front — nature's beauty right at your doorstep.The

    Heather Hayes BORCHINI REALTY

    729 Glendora Rd, Kissimmee, FL 34759
  • /20

    $414,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    Voyager Plan at Hawks Run - Single Family, Kissimmee, FL 34746

    Step into your next home through the foyer from the front porch and continue down the hall to the main living space, passing a convenient powder bath along the way. The kitchen, dining area, and family room form an open-concept space, with stairs to the second floor nearby and access to the two-car garage just off the kitchen. Upstairs, a loft connects two additional bedrooms—one with a walk-in

    Starlight Homes Builder
    2406 Duck Hawk St Unit 36893633, Kissimmee, FL 34746
  • /10

    $401,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    Moonbeam Plan at Hawks Run - Single Family, Kissimmee, FL 34746

    Enter the home from the front porch into a welcoming foyer, where two bedrooms are located at the front of the home and share a full bath. As you continue down the hall, you’ll pass the laundry room, a coat closet, and access to the two-car garage. The home then opens into the kitchen, dining area, and family room, creating a spacious and inviting main living space. A patio is located just off

    Starlight Homes Builder
    2406 Duck Hawk St Unit 36893632, Kissimmee, FL 34746
  • /62

    $439,900

    • 4 Beds
    • 3.5 Baths
    • 2,246 Sq Ft

    947 Emerald Green Ct, Kissimmee, FL 34746

    PRIME LOCATION – FULLY FURNISHED – PRICED TO SELL! Discover this 4-bedroom, 3.5-bathroom single-family home in the highly sought-after Crystal Cove Resort, a gated vacation community in Kissimmee. Whether you’re looking for a profitable short-term rental investment or a primary residence, this home is a perfect choice! This beautifully decorated, fully furnished home is move-in ready and filled

    Ana Pagotto LPT REALTY, LLC

    947 Emerald Green Ct, Kissimmee, FL 34746
  • /27

    $459,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    1797 Three Bars Rd, Kissimmee, FL 34744

    The property is located at 1797 Three Bars Road KISSIMMEE FL 34744 priced at 459990, the square foot and stories are 2447, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    1797 Three Bars Rd, Kissimmee, FL 34744
  • /28

    $413,514 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,989 Sq Ft

    5794 Portico Place, Kissimmee, FL 34758

    What's Special: Deep Backyard | Covered Patio | High Ceilings Welcome to the Captiva at 5794 Portico Place in Aden North at Westview! Step through the front porch into an inviting foyer with a half bath and laundry across from the garage entry. Continue to the designer kitchen with pantry and L-shaped counters overlooking the dining area and great room, where soaring two-story ceilings create an

    Taylor Morrison Builder
    5794 Portico Place, Kissimmee, FL 34758
  • /10

    $410,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,589 Sq Ft

    4552 Noble St, Kissimmee, FL 34746

    Step into the foyer, where two bedrooms with a shared bath are located at the front of the home. As you continue down the hallway, you’ll pass the laundry room and access to the two-car garage before entering the open-concept kitchen, family room, and dining area. A covered patio sits just off the dining space, and tucked away on the opposite side of the family room is the primary bedroom,

    Starlight Homes Builder
    4552 Noble St, Kissimmee, FL 34746
  • /18

    $411,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,199 Sq Ft

    Aspen Plan at Westview - Aden South III, Kissimmee, FL 34758

    This spacious single-story home emphasizes convenience and modern comfort. Off the foyer are three secondary bedrooms, each with easy access to a nearby bathroom. Down the hallway is an open-concept layout connecting a well-equipped kitchen, dining room and family room with access to a large lanai. Adjacent to this space is the lavish owner’s suite, which features an en-suite bathroom and

    Lennar Builder
    5638 Loggia Ln Unit 36037743, Kissimmee, FL 34758
  • /26

    $417,378 New Construction

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft

    Cascade Plan at Tohoqua - Cottages Collection, Kissimmee, FL 34744

    This new two-story home design combines comfort and elegance. It features a large first-floor foyer and family room right inside the entry, plus a dining room for memorable meals, a kitchen for inspired cooks, a bedroom ideal for overnight visitors and a lanai for outdoor living. Upstairs are two secondary bedrooms and the lavish owner’s suite with a full-sized bathroom.

    Lennar Builder
    2396 Volunteer Ave Unit 36037779, Kissimmee, FL 34744
  • /36

    $493,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,108 Sq Ft

    ROBINSON Plan at Kindred, Kissimmee, FL 34744

    Introducing the Robinson floorplan at Kindred in Kissimmee, Florida, where every square foot is put to use with sophistication and comfort. This impressive one-story home with 2,108 square feet has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths with a 3-car garage. As you enter the

    D.R. Horton Builder
    1508 Park Side Ave Unit 36202636, Kissimmee, FL 34744
  • /31

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,383 Sq Ft

    2717 Eagle Canyon Dr S, Kissimmee, FL 34746

    Welcome to this beautiful 4-bedroom, 2 1/2 bath home in the desirable Eagle Lake community of Kissimmee. Featuring 2,383 sq ft of living space, this spacious residence offers an open floor plan with high ceilings, a Formal Living/Dining area, and a large Family Room perfect for entertaining. The updated kitchen includes quartz countertops, modern stainless steel appliances, ample cabinetry, and a

    Marshia Hale LPT REALTY, LLC

    2717 Eagle Canyon Dr S, Kissimmee, FL 34746
  • /52

    $428,000

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

    786 Cielo Trail, Kissimmee, FL 34759

    One or more photo(s) has been virtually staged. Nationally recognized as one of the top active adult +55 communities, Solvita is a wonderful place to live and play. For your consideration is a well maintained, just under 2200 square foot, San Rocco model - a two bedroom two bath home featuring an expansive great room with high ceilings, 8 foot doors and lots of natural light. As you enter the

    Douglas Bennett ARISTA REALTY GROUP, LLC

    786 Cielo Trail, Kissimmee, FL 34759
  • /19

    $425,922 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    Montara Plan at Tohoqua - Townhome Collection, Kissimmee, FL 34744

    This spacious two-story townhome is an entertainer’s dream, showcasing an open walkway and patio that provides endless opportunities for outdoor fun. On the first floor is an open living space, along with the owner’s suite with a spa-inspired bathroom. Upstairs are all three secondary bedrooms and a convenient tech area.

    Lennar Builder
    2396 Volunteer Ave Unit 36037774, Kissimmee, FL 34744
  • /38

    $429,999

    • 5 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    4394 Sunny Creek Place, Kissimmee, FL 34746

    Welcome to this stunning two-story home in the vibrant **Storey Creek** community. Built in 2021, this home offers **5 bedrooms, 2.5 baths**, and over **2,300 square feet** of modern living space. The open layout includes a chef’s kitchen with built-in appliances, a first-floor primary suite with a private bath, and four additional bedrooms upstairs. Residents will enjoy **resort-style

    Limarys Hernandez THE LIZ TEAM REALTY

    4394 Sunny Creek Place, Kissimmee, FL 34746
  • /27

    $429,169 New Construction

    • 3 Beds
    • 3 Baths
    • 2,315 Sq Ft

    4234 Barbuda Ln, Kissimmee, FL 34758

    What's Special: Larger Backyard | No Rear Neighbors | Close to Amenities | Flex Room. New Construction – Ready Now! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to the Lazio at 4234 Barbuda Lane in Esplanade at Westview! This popular floor plan offers 2,315 square feet of beautifully designed living space with three bedrooms, three full baths, and a two-car garage. Step

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    4234 Barbuda Ln, Kissimmee, FL 34758
  • /20

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    2605 Montego Bay Blvd, Kissimmee, FL 34746

    Remodeled 4-Bedroom Home Near Disney.This stunning property offers a bright and spacious open floor plan with soaring high ceilings that create a modern, airy atmosphere filled with natural light. The home has been beautifully remodeled, featuring a stylish kitchen with quartz countertops, upgraded bathrooms, and elegant finishes throughout. Two French doors lead from the dining area to the

    Yaima Gamez Mirabal FLORIDA INVESTMENT REALTY GRP

    2605 Montego Bay Blvd, Kissimmee, FL 34746
  • /38

    $489,900

    • 5 Beds
    • 3 Baths
    • 2,317 Sq Ft

    1037 Lake Berkley Dr, Kissimmee, FL 34746

    Welcome to this beautifully renovated 6-bedroom, 3-bathroom lakeview home located in the highly sought-after gated community of Lake Berkley Resort in the heart of Kissimmee—just minutes from Walt Disney World and very close to shops, restaurants, and a Walmart Supercenter.Offering a bright, open floor plan, this spacious two-story home features three bedrooms on the main level and three

    Sam Shao 31 REALTY, LLC

    1037 Lake Berkley Dr, Kissimmee, FL 34746
  • /35

    $485,000

    • 4 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    1204 Cumbrian Lakes Ct, Kissimmee, FL 34746

    Welcome to your dream home, where luxury and serenity harmoniously blend within a charming gated community. This thoughtfully designed residence offers great comfort and generous space, perfectly suited for families or entertaining guests. A newly installed roof and paved driveway welcomes you home. As you enter through the tiled foyer, the staircase leads you to the upper level onto an open

    Anne Silcock RE/MAX HERITAGE

    1204 Cumbrian Lakes Ct, Kissimmee, FL 34746
  • /33

    $499,000

    • 5 Beds
    • 4 Baths
    • 2,492 Sq Ft

    2468 Dubai St, Kissimmee, FL 34747

    Don’t miss this amazing opportunity to buy this beautifully 5 bedroom 4 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake &

    Jin Yao YORK MILLS REALTY LLC

    2468 Dubai St, Kissimmee, FL 34747
  • /94

    $449,000

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

    7661 Sand Pierre Ct, Kissimmee, FL 34747

    This is a beautiful end unit Villa on a cul-de-sac featuring two bedrooms, two full bath, extended enclosed lanai and private conservation property on the golf course. The Four Seasons at Orlando in Kissimmee is a gated (with guard) 55+ community with plenty of amenities and a large clubhouse and two heated pools. We are intertwined within Mystic Dunes Golf Course which residents have access to

    Sue Rinaldi VIVA ORLANDO REALTY INC.

    7661 Sand Pierre Ct, Kissimmee, FL 34747
  • /24

    $440,000

    • 4 Beds
    • 2 Baths
    • 1,876 Sq Ft

    5323 Coral Vine Ln, Kissimmee, FL 34758

    Step inside this beautifully pool home, featuring gorgeous tile throughout, and enjoy stunning pond views from your own backyard oasis. Located in the highly desirable Crescent Lakes community—zoned for short-term rental or full-time residential living—this well-maintained property offers exceptional flexibility and value. This home features 4 spacious bedrooms and 2 full bathrooms. The

    Pedro Ali LA ROSA REALTY KISSIMMEE

    5323 Coral Vine Ln, Kissimmee, FL 34758
  • /72

    $415,000

    • 4 Beds
    • 3 Baths
    • 1,650 Sq Ft

    8572 Bay Lilly Loop, Kissimmee, FL 34747

    Exceptionally furnished and designed to stand out, this 4-bedroom, 3-bath end-unit townhome with a private pool is a rare find within a guard-gated resort community. Set on a desirable corner location with mature, shady trees and a classic barrel tile roof, this townhome offers both curb appeal and privacy. Inside, the layout is ideal for hosting guests or enjoying extended stays, with tile

    Irena Aistrop LA ROSA REALTY LLC

    8572 Bay Lilly Loop, Kissimmee, FL 34747

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