133,105

Osceola, FL Homes

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  • /99

    $499,900 Pending

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft

    3716 Paradiso Cir, Kissimmee, FL 34746

    Under contract-accepting backup offers. Welcome to 3716 Paradiso Circle, a beautifully maintained 3-bedroom, 3-bathroom home with a dedicated office and a versatile flex room that can easily serve as a fourth bedroom, second office, media room, or creative space. Located in the gated, resort-style community of Bellalago, this home offers the perfect combination of elegance, comfort, and

    Agent Photo

    Abraham Mendez

    NONA LEGACY POWERED BY LA ROSA

    (321) 485-7371

    3716 Paradiso Cir, Kissimmee, FL 34746
  • /12

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 1,744 Sq Ft
    • Townhouse for Rent

    1006 Dorking Way, Kissimmee, FL 34758

    This property for rent won't last... All utilities included electric, water, cable and internet. A well appointed 1 bedroom apartment with private entrance. Nice front balcony with washer and dryer included. Lots of storage with two walk-in closets in bathroom. Double sink and upgraded kitchen. Minutes from Davenport or Kissimmee near hospitals. On a quiet cul de-sac

    Kenneth Felix FELIX REALTY

    1006 Dorking Way, Kissimmee, FL 34758
  • /2

    $270,000 Sold Jul 28, 2025

    • 1,465 Sq Ft
    • $184/SF
    • 61 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    313 Greenwich Ct, Kissimmee, FL 34758

    313 Greenwich Court in Kissimmee, FL 34758 is a single-family home built in 2003 and is located in the vibrant and fast developing community of Poinciana. It features 3 bedrooms and 2 bathrooms. The property sits on a 9,670 square-foot lot and includes a two-car garage. The HOA fee includes Cable & internet. Open floor plan with tile flooring throughout, vaulted ceilings. Equipped with stainless

    Richie O'Dea BRIGHT TRUST REALTY LLC

    313 Greenwich Ct, Kissimmee, FL 34758
    • /25

      Est $373,743 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,386 Sq Ft

      3035 Cameron Dr, Kissimmee, FL 34743

      3035 Cameron Dr, Kissimmee, FL 34743
  • /100

    $1,125,000 Pending

    • 7 Beds
    • 6.5 Baths
    • 3,533 Sq Ft

    8940 Coconut Breeze Dr, Kissimmee, FL 34747

    Come make memories and a great ROI with your FULLY FURNISHED 7-Bedroom, 6.5 bath VACATION POOL HOME! As one of the most sought-after floor plans by Mattamy Homes, this turnkey, modern pool home offers a premium vacation experience, along with a solid history of great occupancy, valuable bookings and fan favorite reviews. The oversized custom theater room sets this property apart, enhancing guest

    Agent Photo

    Kenneth Burningham

    BURNINGHAM REALTY

    (321) 342-2352

    8940 Coconut Breeze Dr, Kissimmee, FL 34747
  • /12

    $1,662 - $3,180 per month

    Parkway Crossings

    Studio - 3 Beds

    3175 Corporate Ctr Pkwy, Kissimmee, FL 34744

    Parkway Crossings is now open and ready to welcome you home. This brand-new luxury apartment community in Kissimmee offers modern studio, one-, two-, and three-bedroom residences designed with eco-conscious elegance. With immediate move-ins available, youll experience upscale living where style, sustainability, and comfort come together.Perfectly located next to the Tupperware SunRail station and

    3175 Corporate Ctr Pkwy, Kissimmee, FL 34744
  • /2

    $430,000 Sold Jul 28, 2025

    • 1,616 Sq Ft
    • $266/SF
    • 69 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2000

    276 Celebration Blvd, Kissimmee, FL 34747

    This coveted three-story Eisenhower TownHome features an attached two-car garage and is located just steps from the Georgetown amenities. The unit offers 2 bedrooms, 2.5 bathrooms, and a first-floor study that can easily be used as a third bedroom or home office. The main living areas are on the second floor and include a spacious family room with crown molding and French doors leading to your

    Scott Cohara KELLER WILLIAMS CLASSIC

    276 Celebration Blvd, Kissimmee, FL 34747
    • /3

      Est $282,162 Not Listed For Sale

      8301 Happy Trail, Kissimmee, FL 34747

      8301 Happy Trail, Kissimmee, FL 34747
  • /38

    $669,000

    • 7 Beds
    • 6.5 Baths
    • 3,533 Sq Ft

    8951 Amelia Downs Trail, Kissimmee, FL 34747

    Turnkey Income-Generating Short-Term Rental Home! Seize a remarkable investment opportunity with this fully furnished, turnkey gem! Nestled in the desirable Solara community in Kissimmee, this stunning 7-bedroom, 6.5-bath residence masterfully combines luxury living with vacation-style comfort. With two primary suites—one on each floor—and an additional guest bedroom suite on the main level, this

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 341-7882

    8951 Amelia Downs Trail, Kissimmee, FL 34747
  • /2

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft
    • Apartment for Rent

    947 Spring Park Loop Unit B, Kissimmee, FL 34747

    Charming 1-bedroom, 1-bathroom apartment located in the picturesque community of Celebration, FL. This property features a spacious open floor plan, a modern kitchen with appliances (cooker, refrigerator, dishwasher, microwave, and garbage disposal), and a cozy living area. Enjoy the serene outdoor space with public parks, dog parks, bike trails, gyms, and swimming pools, appropriate for

    Steven Koleno BEYCOME OF FLORIDA LLC

    947 Spring Park Loop Unit B, Kissimmee, FL 34747
  • /2

    $280,000 Sold Jul 28, 2025

    • 1,306 Sq Ft
    • $214/SF
    • 56 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    127 Club Villas Ln, Kissimmee, FL 34744

    Welcome to 127 Club Villas Drive, a charming single-story townhome located in a gated community in Remington in Kissimmee, Florida. Thisbeautifully maintained 2-bedroom, 2-bathroom home offers 1,306 sq. ft. of heated living space and backs directly onto the award-winningRemington Golf Course, offering peaceful, panoramic views right from your screened patio. Step inside to find an

    Sue Vasquez FLORIDA REALTY RESULTS LLC

    127 Club Villas Ln, Kissimmee, FL 34744
    • /32

      Est $356,373 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,603 Sq Ft

      2648 Amati Dr, Kissimmee, FL 34741

      2648 Amati Dr, Kissimmee, FL 34741
  • /53

    $750,000

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

    4569 Cabello Loop, Kissimmee, FL 34746

    Immaculate fully furnished 6 Bedroom, 4 bath vacation home will bring a smile to any discerning owner. Property has served as a welcome retreat for the original owners from northern winters over the last several years. 24 hour guard gated Bella Vida is perfectly located to give you access to all the amazing draws such as Disney World, Universal, Sea World, shops and restaurants. No CDD Fees!

    Agent Photo

    Kenneth Burningham

    BURNINGHAM REALTY

    (321) 475-8879

    4569 Cabello Loop, Kissimmee, FL 34746
  • /30

    Call for Price

    Champions Village

    Studio

    8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747

    Nestled in the heart of Kissimmee, Champions Village offers the ideal place to call home. Enjoy the convenience of being just steps away from supermarkets, shops, restaurants, and more, with easy access to I-4 and Disney for effortless commuting.Our newly remodeled units feature modern upgrades, including stainless-steel appliances, stylish light fixtures, wood and tile flooring, plush

    8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
  • /2

    $325,000 Sold Jul 28, 2025

    • 2,806 Sq Ft
    • $116/SF
    • 97 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    2209 Pecos Ct, Kissimmee, FL 34759

    Back on the market due to Buyer's ability to follow the terms of the contract. Welcome to 2209 Pecos Ct, a delightful 4-bedroom, 2 and a half bathroom residence nestled on a generous 0.21-acre corner lot in the heart of Poinciana, FL. Built in 2006, this well-maintained home offers a comfortable and inviting living space, perfect for families and individuals alike. Featuring upgraded cabinets

    Robert Armstrong PL LA ROSA REALTY CENTRAL FLORIDA

    2209 Pecos Ct, Kissimmee, FL 34759
    • /19

      Est $260,020 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,217 Sq Ft

      214 Majors Ln Unit F, Kissimmee, FL 34743

      214 Majors Ln Unit F, Kissimmee, FL 34743
  • /30

    $550,000

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

    3571 Maple Ridge Loop, Kissimmee, FL 34741

    NEW AC, pool pump, and kitchen renovated with appliances in 2022. New roof and water heater in 2018. Welcome to 3571 Maple Ridge Loop, a spacious and beautifully maintained 5-bedroom, 3.5-bath pool home located in the highly desirable gated community of Forest Edge at Weston Reserve in Kissimmee, FL. With over 2,600 square feet of living space, this two-story home offers the perfect blend of

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 471-0335

    3571 Maple Ridge Loop, Kissimmee, FL 34741
  • /63

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft
    • House for Rent

    2501 Harwich Dr, Kissimmee, FL 34741

    **HOA IncludedWelcome to your new oasis! Kick back and relax in this stylish designer town villa, thoughtfully remodeled for a luxurious living experience. Conveniently located, you'll find everything you need right at your fingertips.This charming home features 3 cozy bedrooms and 2 bathrooms, perfect for comfortable living. Enjoy the spacious living area and whip up delicious meals

    Doris Ochoa WATSON REALTY CORP.

    2501 Harwich Dr, Kissimmee, FL 34741
  • /2

    $188,000 Sold Jul 28, 2025

    • 950 Sq Ft
    • $198/SF
    • 70 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    Unlisted Address

    SOLD AS IS,CLOSE TO MAYORROADS AND SHOOPING CENTERS, INVESTORS WELCOME.

    Morelys Caraballo LA ROSA REALTY ORLANDO LLC

    Unlisted Address
    • /53

      Est $604,280 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,648 Sq Ft

      1035 Tourmaline Dr, Kissimmee, FL 34746

      1035 Tourmaline Dr, Kissimmee, FL 34746
  • /42

    $699,000

    • 6 Beds
    • 5 Baths
    • 3,343 Sq Ft

    2736 Bookmark Dr, Kissimmee, FL 34746

    PRICED TO SELL! Incredible Investment Opportunity! This beautiful 6-bedroom, 5-bathroom home, built in 2019, comes fully furnished and is perfect for both relaxation and entertainment. Boasting a spacious open floor plan, the property features high-quality furniture throughout. One bedroom downstairs. Two of the bedrooms are master suites on the second floor, while a cozy loft provides additional

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 321-6515

    2736 Bookmark Dr, Kissimmee, FL 34746
  • /77

    $1,599 - $2,772 per month

    Mosaic at Lake Toho

    Studio - 3 Beds

    110 Lakeview Dr, Kissimmee, FL 34741

    Nestled along the northern shore of Lake Toho, Mosaic at Lake Toho is a community that lives up to its name! Inspired by this picturesque setting, you will enjoy lakefront living in the heart of Downtown Kissimmee. Our studio, 1,2-, and 3-bedroom apartment homes have been designed to provide comfort and convenience with innovative amenities, meticulously groomed grounds, and a dedicated staff

    110 Lakeview Dr, Kissimmee, FL 34741
  • /2

    $772,000 Sold Jul 28, 2025

    • 3,878 Sq Ft
    • $199/SF
    • 81 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2004

    3209 Waterbridge Ct, Kissimmee, FL 34744

    This beautiful home is truly a gem, offering a blend of elegance and modern upgrades in a prime location. As you arrive, the grand entrance and long driveway leading up to the spacious 3-car garage immediately makes a statement. Situated on a rare 0.40-acre lot within an HOA community, it’s the perfect mix of privacy and convenience.The moment you step inside, you’ll be welcomed by a newly

    Lorena and Omar Correa KELLER WILLIAMS ADVANTAGE III

    3209 Waterbridge Ct, Kissimmee, FL 34744
    • /84

      Est $376,856 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,859 Sq Ft

      2902 Theme St, Kissimmee, FL 34746

      2902 Theme St, Kissimmee, FL 34746
  • /45

    $269,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    130 Club Villas Ln, Kissimmee, FL 34744

    Cozy townhome in a gated community inside of Remington. This two bedroom two bath unit features an inside laundry closet, great room including a breakfastnook overlooking the golf course and pond. Features included a one car garage with door opener, a backscreened in lanai and front open porch. There is new carpet and a fresh coat of paint. The community includesa pool, community mail

    Agent Photo

    Marie A. Collins, PA

    FLORIDA REALTY RESULTS LLC

    (321) 360-4608

    130 Club Villas Ln, Kissimmee, FL 34744
  • /28

    $1,675 per month

    • 3 Beds
    • 2 Baths
    • 2,062 Sq Ft
    • House for Rent

    301 Miami Ln, Kissimmee, FL 34759

    Single family home.Ready to move in. Basic cable included

    Jose Rodriguez JOSE ORLANDO RODRIGUEZ

    301 Miami Ln, Kissimmee, FL 34759
  • /2

    $310,000 Sold Jul 28, 2025

    • 1,001 Sq Ft
    • $310/SF
    • 98 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    1211 Shawnee Dr, Kissimmee, FL 34744

    Great home for 1st time buyer or investors. Remodeled home with all new flooring in bedrooms. Roof was installed in March of 2018, Airconditioning in 2009, Hot Water heater 2021 and the septic was serviced this month. All appliances including washer and dryer are included. Relax in your tropical oasis with beautiful new wood deck on the front with pressure treated wood. The back screen porch is

    Mary Clevenger WEICHERT REALTORS HALLMARK PRO

    1211 Shawnee Dr, Kissimmee, FL 34744
    • /41

      Est $360,313 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,902 Sq Ft

      8927 Bismarck Palm Rd, Kissimmee, FL 34747

      8927 Bismarck Palm Rd, Kissimmee, FL 34747
  • /24

    $360,000 Pending

    • 5 Beds
    • 2 Baths
    • 2,105 Sq Ft

    534 Bristol Cir, Kissimmee, FL 34758

    Under contract-accepting backup offers. MOTIVATED SELLER! MOVE IN READY, LOW HOA AND NO CDD! Check out this Gorgeous and meticulous one story home. If space is what you need, then look no further. Portico Homes welcomes you to its model Magnolia, a 5 bedroom open concept home with 3 car garage. The Magnolia model comes with 2105 square feet of living open space and presents a master bedroom not

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (321) 490-3585

    534 Bristol Cir, Kissimmee, FL 34758
  • /73

    $1,643 - $6,028 per month

    Tapestry Headwaters

    Studio - 3 Beds

    4355 W Headwaters Dr, Kissimmee, FL 34746

    Live carefree every day at Tapestry Headwaters, where coming home feels like you're on vacation. With impressive finishes and resort-quality, pet-friendly amenities, our studio, 1, 2, & 3 apartment homes make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Embrace it! Lease your new home today.

    4355 W Headwaters Dr, Kissimmee, FL 34746
  • /2

    $235,000 Sold Jul 28, 2025

    • 938 Sq Ft
    • $251/SF
    • 105 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    86 Pine Island Cir, Kissimmee, FL 34743

    Pine Island Villas ~ Cozy ONE story 2BR/2BA pond view townhouse with a spacious screened porch with open floorplan. The kitchen features granite countertops with a serving window/breakfast bar overlooking the dining/living room combo plus closet pantry. The living room is open with vaulted ceilings, french doors lead to the screened patio overlooking the pond. The primary bedroom offers a

    Minetta Garay PROPERTY SOLUTIONS UNLIMITED INC.

    86 Pine Island Cir, Kissimmee, FL 34743
    • /50

      Est $339,588 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,445 Sq Ft

      2831 Moonstone Bend, Kissimmee, FL 34758

      2831 Moonstone Bend, Kissimmee, FL 34758
  • /29

    $449,000 Pre-Foreclosure

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

    4912 Windermere Ave, Kissimmee, FL 34746

    Spacious 4-bedroom, 3-bathroom townhouse in the gated community of Storey Lake Resort. Fully furnished with a private screened pool and access to resort-style amenities including pools, lazy river, fitness center, and golf cart shuttle. Ideal for short-term rentals or a vacation home close to Orlando’s major attractions.

    Agent Photo

    Paulo Alves

    DE PAULA REALTY USA INC.

    (321) 486-6923

    4912 Windermere Ave, Kissimmee, FL 34746
  • /26

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Townhouse for Rent

    816 Abbeville Ct Unit B, Kissimmee, FL 34759

    Move-In Ready 3-Bedroom Duplex with Spacious Backyard – KissimmeeWelcome to this beautifully maintained 3-bedroom, 2-bathroom duplex in a convenient Kissimmee location. This charming home features a bright open-concept layout, tile flooring throughout, and a modern kitchen with a large peninsula and bar-top seating, complete with a stainless steel appliance package—perfect for cooking and

    Fabian Berastegui P & C PROPERTIES

    816 Abbeville Ct Unit B, Kissimmee, FL 34759
  • /2

    $389,900 Sold Jul 28, 2025

    • 2,499 Sq Ft
    • $156/SF
    • 128 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1989

    2235 Emperor Dr, Kissimmee, FL 34744

    NEW ROOF TO BE INSTALLED BY 6/30/25. Large Pool Home with NO HOA!!! This 4 BR 3 BA home with 2,499 sf of living area and 3,456 sf under roof is situated on an oversized .39 acre corner lot in the established neighborhood of Cane Brake. Vaulted ceilings through most of the home make for a very spacious and open vibe. Kitchen features a closet pantry, lots of cabinets, appliances and a

    Lisa Davis DAVIS REAL ESTATE GROUP

    2235 Emperor Dr, Kissimmee, FL 34744
    • /36

      Est $360,816 Not Listed For Sale

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

      2842 Moonstone Bend, Kissimmee, FL 34758

      2842 Moonstone Bend, Kissimmee, FL 34758
  • /20

    $384,500

    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft

    3404 Great Pond Dr, Kissimmee, FL 34746

    MOVE-IN READY - Step into this beautifully spacious updated 4-bedroom, 2-bath home that perfectly blends comfort, style, and functionality. The heart of this home is the fully remodeled kitchen, featuring sleek quartz countertops, custom soft close cabinetry, stainless steel appliances, and a spacious - counter height - island perfect for meal prep or casual dining along with a coffee

    Agent Photo

    Carole Gille-Shamsai

    SHAHRZAD REALTY LLC

    (321) 521-2258

    3404 Great Pond Dr, Kissimmee, FL 34746
  • /34

    $1,580 - $2,850 per month

    Reunion at 400

    1 - 3 Beds

    400 Hidden Palm Cir, Kissimmee, FL 34747

    Experience elevated living at Reunion at 400, where impeccably designed residences and an exceptional location near Orlando converge. Our expansive one, two, and three-bedroom apartments seamlessly blend contemporary style with everyday practicality, offering a refined home tailored to your lifestyle. Indulge in upscale features such as stainless-steel appliances, integrated smart-home

    400 Hidden Palm Cir, Kissimmee, FL 34747
  • /2

    $255,000 Sold Jul 28, 2025

    • 1,433 Sq Ft
    • $178/SF
    • 178 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    3300 Whitestone Cir Unit 306, Kissimmee, FL 34741

    ***FURNISHED **** MOTIVATED SELLER ! Come see your spacious and modern corner apartment in the beautiful gated community of Florida Ridge, offering security and privacy. The comfortable 3 bedrooms and 2 bathrooms are located on the third floor with elevator access. And this apartment benefits from extra windows, bathing the space in natural light and enhancing the already spacious feel. The

    Odair Magalhaes LOKATION

    3300 Whitestone Cir Unit 306, Kissimmee, FL 34741
    • /41

      Est $417,192 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,983 Sq Ft

      911 Emerald Green Ct, Kissimmee, FL 34746

      911 Emerald Green Ct, Kissimmee, FL 34746

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