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Homes for Sale in 34744

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  • /16

    $398,440

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    1964 Southbury Dr, Kissimmee, FL 34744

    The property is located at 1964 SOUTHBURY DRIVE KISSIMMEE FL 34744 priced at 398440, the square foot and stories are 1720, 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
    1964 Southbury Dr, Kissimmee, FL 34744
  • /17

    $375,000

    Open Sat 3PM - 5PM $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    1796 Tohoqua Blvd, Kissimmee, FL 34744

    Welcome to this beautifully designed Lancaster model townhome located in the highly sought-after Tohoqua community in Kissimmee. This bright and spacious two-story residence offers 3 bedrooms, 2.5 bathrooms, and a convenient rear-load 2-car garage, blending modern comfort with functional living. The open-concept floor plan features a spacious living and dining area that flows seamlessly into the

    Antonio Velazquez BP REALTY

    1796 Tohoqua Blvd, Kissimmee, FL 34744
  • /17

    $75,000

    • 2 Beds
    • 2 Baths
    • 403 Sq Ft

    2729 Camper Ave, Kissimmee, FL 34744

    Welcome to this charming, fully furnished mobile home located in Mill Creek RV Community! Ideally positioned near the community pool and recreation area, this home offers comfort, convenience and a relaxed Florida lifestyle. It may be suitable as a personal getaway, short-term rental or long-term rental, subject to community approval and rental guidelines. Conveniently located near shopping,

    Ana Maria Rivas Marrero LA ROSA REALTY ORLANDO LLC

    2729 Camper Ave, Kissimmee, FL 34744
  • /53

    $379,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    2579 Relaxing Ln, Kissimmee, FL 34744

    This stunning corner end unit townhouse with front view of the pond, is a perfect 3BR/2.5BA, in practically new condition, this is a Lennar Lancaster model. Great room space for formal living, dining room area, high ceilings throughout, lots of natural lights. Continue with a half bathroom with linen closet, move on to the combined family room, kitchn area. The family room spacious enough for a

    Lilliam Yambo LA ROSA REALTY KISSIMMEE

    2579 Relaxing Ln, Kissimmee, FL 34744
  • /55

    $464,900

    • 5 Beds
    • 3 Baths
    • 2,674 Sq Ft

    1450 Silverado Flats St, Kissimmee, FL 34744

    SPECTACULAR FIVE-BEDROOM HOME WITH HUGE, FULLY FENCED YARD! UP TO 1% LENDER CREDIT with Sellers preferred lender! THIS HOME IS LOCATED FACING A BEAUTIFUL BODY OF WATER SURROUNDED BY TREES AND WITH A FOUNTAIN IN THE POND for the ultimate serenity! Sit on your front porch and enjoy peace and quiet with a beautiful view of water and mature, well-kept trees to hear the wind rustling through the trees

    Lori Gilmore LORI GILMORE REAL ESTATE LLC

    1450 Silverado Flats St, Kissimmee, FL 34744
  • /31

    $545,000

    • 4 Beds
    • 3 Baths
    • 2,716 Sq Ft

    3105 Conrad Ct, Kissimmee, FL 34744

    Welcome to this beautiful, move-in-ready home in the desirable Lake Nona area! This spacious 4-bedroom, 3-bathroom home also features a versatile bonus room that can easily be used as a 5th bedroom or home office. A bright, open floor plan creates a welcoming atmosphere with stylish flooring throughout the main living areas and an abundance of natural light. The spacious kitchen is designed for

    Shereen Prewett ORCHARD BROKERAGE, LLC

    3105 Conrad Ct, Kissimmee, FL 34744
  • /5

    $4,800,000

    $1M PRICE INCREASE
    • Land
    • 5 Acres
    • $960,000 per Acre

    4281 Timber Ln, Kissimmee, FL 34744

    Seize this rare chance to invest in a promising 5-acre parcel strategically located in Kissimmee's rapidly growing corridor. This property presents an exceptional opportunity for savvy investors and developers looking to capitalize on Osceola County's expanding business landscape. Currently zoned as OAC (Open Agriculture and Conservation), the Future Land Use (FLU) is in the process of changing

    Li Xu AREATE REALTY

    4281 Timber Ln, Kissimmee, FL 34744
  • /51

    $505,790

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,077 Sq Ft

    Kissimmee, FL 34744

    Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far

    Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    Kissimmee, FL 34744
  • /63

    $400,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    1921 Howard Mesa Dr, Kissimmee, FL 34744

    The Allex is one of our one-story floorplans featured in our Kindred in Kissimmee, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads.Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living

    D.R. Horton Builder
    1921 Howard Mesa Dr, Kissimmee, FL 34744
  • /15

    $357,990

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

    2239 Rita Ln, Kissimmee, FL 34744

    D.R. Horton Builder
    2239 Rita Ln, Kissimmee, FL 34744
  • /23

    $459,000

    Open House 7/05 $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    2601 Gold Dust Cir, Kissimmee, FL 34744

    Back on the market! Beautifully updated home in the desirable Fortune Lakes community, featuring spacious living areas and a private mother-in-law suite—ideal for guests, multigenerational living, a home office, or potential rental income. Recent upgrades include a new roof (2022), fully renovated kitchen (2025), newly built mother-in-law suite (2025), and updated bathrooms. Enjoy a low HOA with

    Angel Ramirez LPT REALTY, LLC

    2601 Gold Dust Cir, Kissimmee, FL 34744
  • /15

    $229,000

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    Unlisted Address

    Cozy fixer upper ready for new owners. Quiet neighborhood. Great bones. Newer roof. Don't wait to see this one or it will be gone.

    Thomas Joynes ST. CLOUD REAL ESTATE

    Unlisted Address
  • /75

    $410,000

    $49K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,339 Sq Ft

    1777 Walnut Creek Dr, Kissimmee, FL 34744

    NEW PRICE! Kindred's LOWEST-PRICED COMPARABLE TWO-STORY, 4-BEDROOM RESALE of this size—and one of the most upgraded. This Elston offers approximately 2,300 sq ft, 4 bedrooms, 2.5 baths, a 2-car garage, pond/conservation views with NO REAR NEIGHBORS, and tens of thousands of dollars in improvements already completed. Even better, the spacious two-story Elston floor plan is not currently offered in

    Lauren Deem RE/MAX TITANIUM GROUP

    1777 Walnut Creek Dr, Kissimmee, FL 34744
  • /33

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    4419 Azure Isle Way, Kissimmee, FL 34744

    Virtually Staged. Pond views through the trees, a screened paver patio, and mature fruit trees make the backyard a highlight of this three-bedroom, two-bath home in gated North Point. Inside, 1,941 square feet unfold across a single-story layout with separate front gathering rooms, an open kitchen and rear living area, and a primary suite with its own patio access. Fresh interior paint and

    Peter Luu REAL BROKER, LLC

    4419 Azure Isle Way, Kissimmee, FL 34744
  • /31

    $434,900

    • 3 Beds
    • 2.5 Baths
    • 2,633 Sq Ft

    2012 Bearing Ln, Kissimmee, FL 34744

    Welcome to this beautifully transformed, turn-key home in the desirable Neptune Pointe neighborhood! Showcasing a complete modern refresh, this spacious three-bedroom, 2.5-bathroom residence with an attached two-car garage offers peace of mind with major upgrades, including a Brand-New Architectural Roof (2026), a Newly Replaced 50-Gallon Water Heater (2026), and a Serviced Lennox HVAC System

    Robert Salmons ENTERA REALTY LLC

    2012 Bearing Ln, Kissimmee, FL 34744
  • /53

    $436,900

    Open Sat 10AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    2704 Vista Verde Ln, Kissimmee, FL 34744

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath home featuring a versatile bonus room with a walk-in closet, ideal for a home office, playroom, guest room, or potential 4th bedroom. A spacious loft adds even more flexibility, perfect for movie nights, a game room, or additional living space.The open-concept floor plan offers a spacious living and dining area, a convenient half bath

    Delia Navarro LPT REALTY, LLC

    2704 Vista Verde Ln, Kissimmee, FL 34744
  • /13

    $383,730

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,571 Sq Ft

    1952 Southbury Dr, Kissimmee, FL 34744

    The property is located at 1952 SOUTHBURY DRIVE KISSIMMEE FL 34744 priced at 383730, the square foot and stories are 1571, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    1952 Southbury Dr, Kissimmee, FL 34744
  • /2

    $428,000

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

    1782 Hideout St, Kissimmee, FL 34744

    D.R. Horton Builder
    1782 Hideout St, Kissimmee, FL 34744
  • /20

    $355,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    1708 Casuarina Ln, Kissimmee, FL 34744

    LOCATION IS EVERYTHING! Corner Lot This 3 bedroom, 2 bathroom home is ideally located just minutes from Osceola Parkway and the Florida Turnpike, putting you close to everything Kissimmee and Central Florida have to offer. Even better, you're near the future NeoCity technology hub, making this an exciting location for future growth and development. Why live an hour away when you can be in the

    William Gonzalez W & CO REALTY

    1708 Casuarina Ln, Kissimmee, FL 34744
  • /42

    $995,900

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    2557 Ames Haven Rd, Kissimmee, FL 34744

    FISH LAKE - 175 ft.+/- LAKEFRONT ACREAGE | RENOVATION OPPORTUNITY | DEVELOPMENT POTENTIAL | MULTI GENERATIONAL SPACERARE OPPORTUNITY to own approximately 4.8 ACRES +/-with 175 +/-feet of TRUE LAKEFRONT on FISH LAKE in Kissimmee. Tucked behind a gated entrance and accessed by a beautiful, long driveway lined with mature natural oak trees, this property offers a level of privacy and

    Racquel Schroeder EAST PARK REALTY LLC

    2557 Ames Haven Rd, Kissimmee, FL 34744
  • /31

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft

    119 Southampton Dr, Kissimmee, FL 34744

    Golf-course investment opportunity in Remington. This well-positioned three-bedroom, two-bath single-family home offers approximately 1,816 square feet of living area, a new roof installed in 2026, direct golf-course views and a covered rear lanai. The property is currently leased at $1,925 per month through February 28, 2027 and is being offered subject to the existing lease. Remington community

    Debbie Browning FLORIDA REALTY RESULTS LLC

    119 Southampton Dr, Kissimmee, FL 34744
  • /51

    $279,999

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft

    787 Ocean St, Kissimmee, FL 34744

    Resort-Style Living Awaits in ChampionsGate! Welcome to this beautifully appointed 2-bedroom, 2-bathroom condo located in the highly sought-after guard-gated golf community of ChampionsGate. Offered fully furnished and move-in ready, this exceptional property is ideal as a primary residence, vacation retreat, or income-producing investment. Inside, you'll find a bright, open-concept floor plan

    Wendy Stewart TROPICAL SPRINGS REALTY

    787 Ocean St, Kissimmee, FL 34744
  • /50

    $418,000

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    4071 Longworth Loop, Kissimmee, FL 34744

    Welcome to this beautifully updated 3-bedroom, 2-bath home located in the sought-after Turnberry Reserve community in Kissimmee! Thoughtfully upgraded and move-in ready, this home combines modern finishes with comfortable living in one of the area's most convenient locations. Step inside to discover soaring ceilings, an open and airy split floor plan, and gorgeous 2023 luxury vinyl plank flooring

    Gea Gomez LPT REALTY, LLC

    4071 Longworth Loop, Kissimmee, FL 34744
  • /27

    $2,250,000

    • 4 Beds
    • 3 Baths
    • 2,970 Sq Ft

    2794 Holiday Woods Dr, Kissimmee, FL 34744

    Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a

    Richard Aybar KELLER WILLIAMS ADVANTAGE III

    2794 Holiday Woods Dr, Kissimmee, FL 34744
  • /34

    $1,938,000

    • 6 Beds
    • 5 Baths
    • 3,429 Sq Ft

    2690 E Lake Rd, Kissimmee, FL 34744

    Rare 6.46-Acre Waterfront Development Opportunity on East Lake TohopekaligaAn exceptional opportunity to acquire 6.46± acres of waterfront property in one of Central Florida's fastest-growing areas. This offering includes two parcels totaling approximately 6.46 acres, consisting of a 2.66-acre improved parcel and an adjacent 3.80-acre vacant parcel, providing incredible flexibility for

    Abdul Shabir REALTY ONE GROUP INSPIRATION

    2690 E Lake Rd, Kissimmee, FL 34744
  • /21

    $50,000

    $6K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 504 Sq Ft

    2769 Camper Ct, Kissimmee, FL 34744

    Welcome to this charming 1-bedroom, 1-bathroom cottage-style manufactured home featuring an additional loft area that provides versatile space for guests, storage, or extra sleeping accommodations. Enjoy your morning coffee or unwind on the covered front porch, perfect for relaxing outdoors. Situated on a desirable corner lot, the home offers a paved driveway with parking for up to 3 vehicles.

    Samantha Rodriguez Sunset Home Sales

    2769 Camper Ct, Kissimmee, FL 34744
  • /60

    $405,000

    Open House 6/12 $34K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft

    3013 Mandolin Dr, Kissimmee, FL 34744

    Welcome to this beautifully maintained single-family home, where comfort, style, and thoughtful upgrades come together in a spacious 4-bedroom, 2-bath layout spanning 2,148 square feet. Designed with both everyday living and family gatherings in mind, this inviting residence features an open floor plan with soaring vaulted ceilings, creating a bright and airy feel throughout the main living areas

    Christine Silva KELLER WILLIAMS CLASSIC

    3013 Mandolin Dr, Kissimmee, FL 34744
  • /63

    $499,990

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    1791 Smarts Rule St, Kissimmee, FL 34744

    Your New Home in Tohoqua, Kissimmee ?Welcome to 1791 Smarts Rule St, Kissimmee, FL 34744, a modern and bright residence that perfectly combines design, comfort, and a prime location in one of Kissimmee's most sought-after communities: Tohoqua.?? Key Features* Flexible Purchase Options: Available fully furnished with top-quality, high-end furniture—ready for immediate move-in—or

    christian dellolio AGENT TRUST REALTY CORPORATION

    1791 Smarts Rule St, Kissimmee, FL 34744
  • /14

    $339,990

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

    Sterling Plan at Fish Lake Cove, Kissimmee, FL 34744

    Welcome to the Sterling townhome, boasting 1,489 square feet, 3 bedrooms, 2 and a half baths, a one-car garage, and built with all concrete construction, located in our Fish Lake Cove community, in Kissimmee, Florida. Nestled within this picturesque community, discover this modern designed townhome offering the perfect blend of tranquility and comfort.As you enter the foyer, you’ll step

    D.R. Horton Builder
    0 Partin Settlement Rd Unit 37237369, Kissimmee, FL 34744
  • /94

    $3,499,000

    • 10 Beds
    • 7.5 Baths
    • 9,881 Sq Ft

    2780 Vickie Ct, Kissimmee, FL 34744

    Discover the epitome of equestrian luxury with this pristine 5.85-acre estate, featuring a state-of-the-art four-stall barn, premier riding ring, and a meticulously designed custom home and guest house. Strategically in Central Florida, just minutes from major roadways and an easy location to all the major horse shows and events Florida offers. Property also backs up to an 18-hole beautiful golf

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2780 Vickie Ct, Kissimmee, FL 34744
  • /33

    $449,000

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

    2639 Candied Apple Aly, Kissimmee, FL 34744

    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 suite has a private bathroom and

    Silvana Camner LPT REALTY, LLC

    2639 Candied Apple Aly, Kissimmee, FL 34744
  • /33

    $415,999

    $19K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,679 Sq Ft

    2705 Willow Glen Cir, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home featuring TWO PRIMARY SUITES, a private screened pool, and an exceptional floor plan designed for comfortable living, entertaining, and investment potential. Featuring luxury vinyl plank flooring throughout, freshly painted white kitchen cabinetry, brand-new stainless-steel

    Yindy Reyes EMPIRE NETWORK REALTY

    2705 Willow Glen Cir, Kissimmee, FL 34744
  • /87

    $419,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,107 Sq Ft

    1260 Pecan St, Kissimmee, FL 34744

    Market price adjustment! Fabulous custom-built home tucked away in a quiet neighborhood in-between Kissimmee and St Cloud; with easy access to Fish Lake, Osceola County Services Building, Urgent Care, shopping, restaurants and much more. This spacious 4-bedroom, 2-bathroom home offers 2,107 square feet of comfortable living space and is situated on a desirable corner lot shaded by mature trees.

    Dawn Grigsby EXP REALTY LLC

    1260 Pecan St, Kissimmee, FL 34744
  • /41

    $525,000

    $10K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,529 Sq Ft

    3014 Sera Bella Way, Kissimmee, FL 34744

    Virtually Staged. Welcome to your dream home in the beautiful Sera Bella Community in Kissimmee, Florida! This stunning single family home boasts 4 bedrooms, 2.5 bathrooms, and a spacious 2 car garage. The community pool is perfect for relaxing on hot summer days, while the granite counters and stainless steel appliances in the kitchen make cooking a breeze. You'll love the combination of carpet

    Franklyn Fennelys AGENT TRUST REALTY CORPORATION

    3014 Sera Bella Way, Kissimmee, FL 34744
  • /15

    $341,990

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

    2231 Rita Ln, Kissimmee, FL 34744

    D.R. Horton Builder
    2231 Rita Ln, Kissimmee, FL 34744
  • /21

    $425,000

    $30K PRICE DROP
    • Land
    • 16,988 Sq Ft
    • $1,089,744 per Acre

    0 Lions Ct, Kissimmee, FL 34744

    Prime commercial opportunity in the heart of Kissimmee! This 0.39-acre (16,988 sq ft) vacant lot is zoned KB3, allowing for a variety of commercial uses including retail, office, and business development. Featuring approximately 100 feet of frontage, this rectangular lot offers excellent visibility and accessibility for future development. The property benefits from nearby utilities, including

    Carlo Ovalles Caicedo AROD PARTNERS REALTY

    0 Lions Ct, Kissimmee, FL 34744
  • /34

    $2,179,000

    $321K PRICE DROP Pre-Foreclosure
    • 7 Beds
    • 6.5 Baths
    • 7,247 Sq Ft

    1890 Saha Ct, Kissimmee, FL 34744

    Welcome to an extraordinary private lakefront estate on the shores of legendary Lake Tohopekaliga. Situated on nearly three-quarters of an acre at the end of a quiet cul-de-sac, this nearly 8,000 square foot architectural showpiece has been completely reimagined from the ground up with an uncompromising full-scale luxury renovation. Every detail was thoughtfully curated—from the expansive

    Jon Eichelberger ME REALTY, LLC

    1890 Saha Ct, Kissimmee, FL 34744
  • /56

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,044 Sq Ft

    1596 Cross Prairie Pkwy, Kissimmee, FL 34744

    INVESTMENT OPPORTUNITY — TENANT-OCCUPIED HOME IN TOHOQUA!Welcome to this beautiful two-story home in the master-planned community of Tohoqua. Already rented, this property offers 4 bedrooms, 3 full bathrooms, approximately 2,044 square feet of living space, and a 2-car garage.The first floor features an open-concept kitchen, dining, and living area, with ceramic tile throughout

    ale Dos Santos Vieira EMPIRE NETWORK REALTY

    1596 Cross Prairie Pkwy, Kissimmee, FL 34744
  • /13

    $352,990

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

    2225 Rita Ln, Kissimmee, FL 34744

    The property is located at 2225 RITA LN KISSIMMEE FL 34744 priced at 352990, the square foot and stories are 1489, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    2225 Rita Ln, Kissimmee, FL 34744
  • /41

    $45,000

    • 2 Beds
    • 1.5 Baths

    1983 Fortune Rd Unit E3, Kissimmee, FL 34744

    Enter into a completely pristine, never-before-lived-in 2026 single-wide home designed for modern, affordable living. This beautiful 2-bedroom, 1.5-bathroom gem is completely move-in ready and waiting for you to make it your own. From the moment you go up the custom wooden entry steps, you will notice the bright, open energy of this space. The home features energy-efficient windows and dual

    Lisa Dobbs LISA DOBBS LLC

    1983 Fortune Rd Unit E3, Kissimmee, FL 34744

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