135,522

Kissimmee, FL Homes

Section Image Section Image
  • /41

    $649,000

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

    2748 Bookmark Dr, Kissimmee, FL 34746

    PRICED TO SELL! Seller is offering a $5,000 buyer closing cost credit with an acceptable full-price offer! Incredible Short-term Rental Investment Opportunity! Welcome to this stunning 6-bedroom, 5-bathroom fully furnished home, built in 2019 and designed for both comfort and entertainment. The spacious open-concept floor plan features stylish, high-quality furnishings throughout. On the first

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 799-6812

    2748 Bookmark Dr, Kissimmee, FL 34746
  • /40

    $1,399 - $2,772 per month

    Mosaic at Lake Toho

    Studio - 3 Beds

    110 Lakeview Dr, Kissimmee, FL 34741

    Mosaic at Lake Toho - Inspired Lakeside Living in KissimmeeExperience the perfect blend of comfort, style, and lakeside serenity at Mosaic at Lake Toho, a modern residential community located just moments from the shores of beautiful Lake Tohopekaliga in Kissimmee, Florida. Designed for today's lifestyle, our spacious one-, two-, and three-bedroom apartment homes feature

    110 Lakeview Dr, Kissimmee, FL 34741
  • /29

    $249,990 Sold Mar 14, 2025

    174 Cape Florida Dr, Kissimmee, FL 34759

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2001

    Last Sold Summary

    • $174/SF
    • 3 Days On Market

    Current Estimated Value $251,339

    Last Listing Agent Jonathan Cole KELLER WILLIAMS WINTER PARK

    174 Cape Florida Dr, Kissimmee, FL 34759
    • /2

      Est $562,377 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,999 Sq Ft

      265 E Lake Shore Blvd, Kissimmee, FL 34744

      265 E Lake Shore Blvd, Kissimmee, FL 34744
  • /38

    $628,000

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

    8951 Amelia Downs Trail, Kissimmee, FL 34747

    PRICED TO SELL! 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

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 285-1959

    8951 Amelia Downs Trail, Kissimmee, FL 34747
  • /19

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Townhouse for Rent

    1289 Wispy Cypress Dr, Kissimmee, FL 34746

    Step into this beautiful new townhouse designed for spacious, comfortable living! This home features a versatile 3-bedroom, 2.5-bathroom layout, complemented by the convenience of a private garage. Enjoy your own outdoor oasis on the private patio, perfect for relaxing or entertaining.

    Annie Resto EMPIRE NETWORK REALTY

    1289 Wispy Cypress Dr, Kissimmee, FL 34746
  • /2

    $85,000 Sold Apr 20, 2025

    3520 Forest Dr, Kissimmee, FL 34746

    • 3 Beds
    • 2 Baths
    • 784 Sq Ft
    • Built 1990

    Last Sold Summary

    • $108/SF
    • 0 Days On Market

    Last Listing Agent Carolee Goodwin-Blackmore GOODWIN REALTY & ASSOCIATES, INC

    3520 Forest Dr, Kissimmee, FL 34746
    • /2

      Est $309,892 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,556 Sq Ft

      2923 Via Tuscany Way, Kissimmee, FL 34744

      2923 Via Tuscany Way, Kissimmee, FL 34744
  • /77

    $790,000

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

    860 Shore Dr, Kissimmee, FL 34744

    NEW ROOF INSTALLED 01/26. CANAL FRONT TO LAKE TOHO!!! Beautifully remodeled 4 bedroom 2 1/2 bath home with a screened in swimming pool! Florida room that was remodeled into a summer kitchen equipped with a vented grill, mini fridge, bar with sink and a mini split a/c for comfort with double sets of sliding glass doors going onto the pool deck. The kitchen features skylight, espresso cabinets,

    Agent Photo

    Marie A. Collins, PA

    FLORIDA REALTY RESULTS LLC

    (321) 410-7274

    860 Shore Dr, Kissimmee, FL 34744
  • /34

    $1,565 - $2,580 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

    $700,000 Sold Feb 21, 2025

    1666 Marina Lake Dr, Kissimmee, FL 34744

    • 5 Beds
    • 4 Baths
    • 3,721 Sq Ft
    • Built 2000

    Last Sold Summary

    • 12% Below List Price
    • $188/SF
    • 26 Days On Market

    Current Estimated Value $713,584

    Last Listing Agent Iain Robinson CENTURY 21 EDGE

    1666 Marina Lake Dr, Kissimmee, FL 34744
    • /2

      Est $331,910 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,564 Sq Ft

      5568 Sycamore Canyon Dr, Kissimmee, FL 34758

      5568 Sycamore Canyon Dr, Kissimmee, FL 34758
  • /67

    $1,075,000

    • 5 Beds
    • 5.5 Baths
    • 5,412 Sq Ft

    760 Windlass Ct, Kissimmee, FL 34746

    See attached.

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 450-8175

    760 Windlass Ct, Kissimmee, FL 34746
  • /25

    $2,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,449 Sq Ft
    • Townhouse for Rent

    2108 Broome St, Kissimmee, FL 34743

    Welcome home to Soho at Lakeside - this newly completed 3 Bedroom 2 and half Bath modern town home is ready for immediate move-in. You will love the high ceilings and tall windows which allow for lots of natural light in this contemporary open floor plan. The combined Living area and Kitchen with large island are great for family gatherings and entertaining friends. A stylish half-bath is located

    Georgette Pinango REALTY COLLECTION

    2108 Broome St, Kissimmee, FL 34743
  • /2

    $300,000 Sold Oct 09, 2025

    14 Glendale Dr, Kissimmee, FL 34744

    • 4 Beds
    • 2.5 Baths
    • 2,510 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $120/SF
    • 12 Days On Market

    Current Estimated Value $321,331

    Last Listing Agent Anisha Kandhai SUNQUEST INVESTMENT REALTY LLC

    14 Glendale Dr, Kissimmee, FL 34744
    • /2

      Est $208,706 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,467 Sq Ft

      1370 Pacific Rd, Kissimmee, FL 34759

      1370 Pacific Rd, Kissimmee, FL 34759
  • /39

    $325,000

    • 5 Beds
    • 3 Baths
    • 2,530 Sq Ft

    101 Big Black Dr, Kissimmee, FL 34759

    Spacious and well-designed, this 5-bedroom, 3-bath home offers the flexibility and room today’s buyers and investors are looking for. With over 3,300 square feet of living space, this home is ideal for large or multi-generational households, remote work setups, or those seeking a strong long-term rental opportunity. Recent updates add even more value, including new flooring throughout the home

    Agent Photo

    Katie Sweet

    WATSON REALTY CORP.

    (321) 252-2491

    101 Big Black Dr, Kissimmee, FL 34759
  • /73

    $1,586 - $2,840 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

    $239,000 Sold Apr 23, 2025

    11 Silver Falls Cir, Kissimmee, FL 34743

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft
    • Built 1990

    Last Sold Summary

    • $223/SF
    • 5 Days On Market

    Current Estimated Value $237,929

    Last Listing Agent Alex Rodriguez FIERCE REALTY

    11 Silver Falls Cir, Kissimmee, FL 34743
    • /2

      Est $473,485 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 2,827 Sq Ft

      945 Seasons Blvd, Kissimmee, FL 34746

      945 Seasons Blvd, Kissimmee, FL 34746
  • /36

    $228,500

    • 3 Beds
    • 2 Baths
    • 1,136 Sq Ft

    2814 Osprey Cove Place Unit 104, Kissimmee, FL 34746

    Don’t miss this beautiful ground-floor, end-unit condo located in the community of Osprey Cove at The Oaks. This spacious 3-bedroom, 2-bathroom residence offers serene views of majestic oak trees, the golf course, pool and nearby tennis and pickleball courts, creating a peaceful backdrop for everyday living. The home has been thoughtfully refreshed and is truly move-in ready, with an updated

    Agent Photo

    Tom McKnight

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (321) 495-5614

    2814 Osprey Cove Place Unit 104, Kissimmee, FL 34746
  • /20

    $2,300 per month

    • 4 Beds
    • 2.5 Baths
    • 2,383 Sq Ft
    • House for Rent

    2327 Andrews Valley Dr, Kissimmee, FL 34758

    Beautiful 2-story home offering over 2,300 sq ft of comfortable living space in desirable Blackstone Landing. This open-concept floor plan features a first-floor primary suite with its own private entrance, ideal for added privacy, guests, or flexible living arrangements. The home also offers stainless steel appliances, updated flooring with no carpet upstairs, a whole-home water purification

    Ninzy Acevedo KELLER WILLIAMS ADVANTAGE 2 REALTY

    2327 Andrews Valley Dr, Kissimmee, FL 34758
  • /2

    $340,000 Sold Mar 04, 2025

    580 Nogales Ct, Kissimmee, FL 34758

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 63 Days On Market

    Current Estimated Value $338,226

    Last Listing Agent Lisa Foster PREFERRED REAL ESTATE BROKERS

    580 Nogales Ct, Kissimmee, FL 34758
    • /2

      Est $402,152 Not Listed For Sale

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

      4705 Pershoie Ln, Kissimmee, FL 34746

      4705 Pershoie Ln, Kissimmee, FL 34746
  • /73

    $475,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,792 Sq Ft

    2729 Eagle Glen Cir, Kissimmee, FL 34746

    In search of a great home for your large family? Come check out this FIVE bedroom THREE bath POOL home. This amazing floorplan features a living/dining room combo, eat in kitchen, family room, laundry room, one bedroom and one full bath downstairs,primary bedroom, additional 3 bedrooms upstairs, a large bonus room with a large closet currently used as a media room andseveral linen

    Agent Photo

    Marie A. Collins, PA

    FLORIDA REALTY RESULTS LLC

    (321) 471-3370

    2729 Eagle Glen Cir, Kissimmee, FL 34746
  • /34

    $1,399 - $2,080 per month

    Cielo View

    1 - 2 Beds

    190 Everton Dr, Kissimmee, FL 34744

    Situated between Kissimmee and St. Cloud, our brand-new one- and two-bedroom apartments offer spacious layouts, upscale finishes and resort-style amenities designed to make every day extraordinary. Just minutes from Orlando’s top attractions, here, the horizon isn’t just a view—it’s an invitation to something greater. Discover Cielo View and chart your course to home.

    190 Everton Dr, Kissimmee, FL 34744
  • /2

    $355,000 Sold Apr 30, 2025

    181 Whisper Wood Ct, Kissimmee, FL 34743

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $215/SF
    • 21 Days On Market

    Current Estimated Value $362,391

    Last Listing Agent Maricarmen Albelo LPT REALTY, LLC

    181 Whisper Wood Ct, Kissimmee, FL 34743
    • /2

      Est $638,572 Not Listed For Sale

      • 7 Beds
      • 6.5 Baths
      • 3,078 Sq Ft

      1021 Lake Berkley Dr, Kissimmee, FL 34746

      1021 Lake Berkley Dr, Kissimmee, FL 34746
  • /51

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    2639 Liberty Blvd, Kissimmee, FL 34741

    NO HOA!! This 3/2 manufactured home is located on a 0.33 acre corner lot in the heart of Kissimmee. The ample sized yard is completely fenced and includes a large driveway for parking any type of vehicle, there is also water and electric hook up for an RV with plenty of parking space. This home boasts an extra large front porch and back deck. All bedrooms have walk in closets and the entire home

    Agent Photo

    Marie A. Collins, PA

    FLORIDA REALTY RESULTS LLC

    (321) 291-2202

    2639 Liberty Blvd, Kissimmee, FL 34741
  • /4

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft
    • House for Rent

    540 Oak Branch Cir, Kissimmee, FL 34758

    Beautiful Home 3/2 In exclusive subdivision Cypress Wood on The Oak, with fence full patio and all floor tiles and new refrigerator, new dishwasher, new microwave and new disposal. Close at cypress parkway and new shopping Poinciana Hospital and Good Schools Elementary and Liberty High School. Required Security Deposit and not pets allowed or security deposit to small dog. Internet and cable

    Jose Lozada PROPERTY OUTLET INTERNATIONAL

    540 Oak Branch Cir, Kissimmee, FL 34758
  • /2

    $475,000 Sold Oct 23, 2025

    4640 Fairy Tale Cir, Kissimmee, FL 34746

    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 54 Days On Market

    Current Estimated Value $469,340

    Last Listing Agent Ryan Fleurey FATHOM REALTY FL LLC

    4640 Fairy Tale Cir, Kissimmee, FL 34746
    • /2

      Est $470,650 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,842 Sq Ft

      8121 Sun Palm Dr, Kissimmee, FL 34747

      8121 Sun Palm Dr, Kissimmee, FL 34747
  • /28

    $185,000

    • 2 Beds
    • 1 Bath
    • 872 Sq Ft

    1024 Plantation Dr Unit B9, Kissimmee, FL 34741

    Welcome to your peaceful FULLY FURNISHED retreat in sunny Central Florida! This METICULOUSLY maintained 2-bedroom, 1.5 bath condo ground floor unit is located in the gated and well-maintained Terra Condo community. This quiet neighborhood is ideally situated in the heart of Kissimmee, offering easy access to shopping, schools, golf courses, major highways, and a variety of restaurants. The unit

    Agent Photo

    Jolene Sheive

    LEGACY REALTY OF CENTRAL FLORIDA LLC

    (321) 490-4750

    1024 Plantation Dr Unit B9, Kissimmee, FL 34741
  • /46

    $1,502 - $3,773 per month

    Madison Waterstar

    1 - 3 Beds

    14535 Star Water Rd, Kissimmee, FL 34747

    Madison Waterstar is a brand new luxury apartment community located in the heart of Kissimmee, Florida. Disney World enthusiast and crew members will appreciate our close proximity.

    14535 Star Water Rd, Kissimmee, FL 34747
  • /2

    $345,000 Sold Dec 24, 2025

    2466 Augusta Way, Kissimmee, FL 34746

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 2001

    Last Sold Summary

    • $192/SF
    • 23 Days On Market

    Last Listing Agent Catherine Throneburg PREFERRED REAL ESTATE BROKERS II

    2466 Augusta Way, Kissimmee, FL 34746
    • /2

      Est $502,540 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 2,368 Sq Ft

      8125 Sun Palm Dr, Kissimmee, FL 34747

      8125 Sun Palm Dr, Kissimmee, FL 34747
  • /78

    $950,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,491 Sq Ft

    720 Basin Dr, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Wake up to breathtaking sunsets and embrace true lakefront living on iconic Lake Tohopekaliga in this custom-built home. Perfectly positioned on a rare peninsula privately maintained street, this exceptional 3-bedroom, 3-bath home offers water views from both the front and back, direct lake access, and the added peace of mind of a whole-home

    Agent Photo

    Marie A. Collins, PA

    FLORIDA REALTY RESULTS LLC

    (321) 241-3405

    720 Basin Dr, Kissimmee, FL 34744
  • /20

    $2,200 per month

    • 4 Beds
    • 3 Baths
    • 1,694 Sq Ft
    • Townhouse for Rent

    3209 Gold Ln, Kissimmee, FL 34747

    GREAT FULLY FURNISHED CENTRALLY AND CONVINIENTLY LOCATED TOWNHOUSE TURN-KEY READY TO MOVE IN ON W. IRLO MEMEMORIAL HWY. AT THE HEART OF KISSIMMEE, JUST 15' DRIVE TO WDW THEME PARKS AND ATTRACTIONS! WALKING DISTANCE TO MARGARITAVILLE RESORT & WATER PARK, SURROUNDED BY FINE DINING, SHOPPING & ENTERTAINMENT OPTIONS. VERY SOUGHT-AFTER SCHOOL DISTRICT. RESORT STYLE AMENITIES INCLUDE: HEATED SWIMMING

    Norberto Grinstein Grand Realty of America, Corp.

    3209 Gold Ln, Kissimmee, FL 34747
  • /2

    $369,990 Sold Mar 28, 2025

    913 Stockport Dr, Kissimmee, FL 34758

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $142/SF
    • 182 Days On Market

    Current Estimated Value $368,175

    Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

    913 Stockport Dr, Kissimmee, FL 34758
    • /2

      Est $171,484 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,287 Sq Ft

      2715 N Poinciana Blvd Unit 129, Kissimmee, FL 34746

      2715 N Poinciana Blvd Unit 129, Kissimmee, FL 34746

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home