136,745

Kissimmee, FL Homes

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  • /69

    $317,500

    $3K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,359 Sq Ft

    169 Big Black Dr, Kissimmee, FL 34759

    Under contract-accepting backup offers. Looking for space, privacy, and flexibility under one roof? This 4-bedroom home features a rare private ensuite suite behind a pocket door—perfect for multigenerational living, guests, or a home office setup. Welcome to this beautifully maintained, move-in ready home offering the perfect blend of comfort, space, and Florida living in one of Poinciana’s

    Agent Photo

    Katie Sweet

    WATSON REALTY CORP.

    169 Big Black Dr, Kissimmee, FL 34759
  • /114

    Starting at $1,400

    Total Monthly Price

    • 2 Beds

    2857 Entry Point Blvd, Kissimmee, FL 34747

    ELECTRIC, WATER, INTERNET & FURNITURE INCLUDED IN PRICE!! Welcome to The Haven at Westgate Vacation Villas, where tranquil and comfortable living awaits! Choose between six spacious and fully equipped accommodations, inside this quiet gated community, conveniently located near Walt Disney World (R) and other world-famous attractions, dining, and shopping. Here, you'll feel at ease in one of our

    The Haven at Westgate Vacation Villas

    2857 Entry Point Blvd, Kissimmee, FL 34747
  • /2

    $590,000

    Sold Mar 27, 2026

    4622 Fairy Tale Cir, Kissimmee, FL 34746

    • 5 Beds
    • 3.5 Baths
    • 3,863 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $153/SF
    • 12 Days On Market

    Current Estimated Value $592,974

    Last Listing Agent Emily Nickley MARKET CONNECT REALTY LLC

    4622 Fairy Tale Cir, Kissimmee, FL 34746
    • /2

      Est $341,447

      Not Listed For Sale

      171 Seabreeze Cir, Kissimmee, FL 34743

      • 3 Beds
      • 2 Baths
      • 1,563 Sq Ft
      • Built 1990
      171 Seabreeze Cir, Kissimmee, FL 34743

      Last Sold Summary

      • 2 Days On Market

  • /45

    $475,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft

    7920 Golden Pond Cir, Kissimmee, FL 34747

    Under contract-accepting backup offers. Proven Income. Prime Location. Move-In Ready Investment. Located just 3 miles from Orlando’s major theme parks, and close to the Route 192 shopping district, water park, and numerous restaurants, this well-maintained 4-bedroom, 3-bath pool home in Rolling Hills Estates is a short-term vacation rental, income-generating property offering 2,177 sq ft of

    Agent Photo

    Mark Breymeier

    IN TOUCH REAL ESTATE LLC

    7920 Golden Pond Cir, Kissimmee, FL 34747
  • /22

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,662 Sq Ft
    • Townhouse for Rent

    2570 Grey Hawk Dr, Kissimmee, FL 34746

    Now available for rent at $2,500/month, this beautifully maintained 3-bedroom, 2.5-bathroom home at 2570 Grey Hawk Drive offers a perfect blend of comfort and modern living in the heart of Kissimmee. Featuring a spacious open layout, bright natural light, and a functional floor plan designed for everyday living, this residence provides both style and convenience. The kitchen flows seamlessly into

    Agent Photo

    Asim Shah

    LOKATION

    2570 Grey Hawk Dr, Kissimmee, FL 34746
  • /2

    $430,000

    Sold Mar 05, 2026

    2776 Tropical Lake Dr, Kissimmee, FL 34741

    • 3 Beds
    • 2 Baths
    • 2,078 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $207/SF
    • 297 Days On Market

    Current Estimated Value $423,062

    Last Listing Agent Blanca Armada REMAX PREMIER PROPERTIES

    2776 Tropical Lake Dr, Kissimmee, FL 34741
    • /2

      Est $261,083

      Not Listed For Sale

      7606 Acklins Rd, Kissimmee, FL 34747

      • 3 Beds
      • 3 Baths
      • 1,187 Sq Ft
      • Built 2006
      7606 Acklins Rd, Kissimmee, FL 34747

      Last Sold Summary

      • 161 Days On Market

  • /50

    $540,000

    $15K PRICE INCREASE
    • 6 Beds
    • 3.5 Baths
    • 2,658 Sq Ft

    2606 Royal Fern Place, Kissimmee, FL 34758

    Welcome to this updated 6-bedroom, 3-bathroom home located in the highly sought-after Crescent Lakes community in Kissimmee. Tucked away on a quiet cul-de-sac in Dahlia Reserve, this property offers the perfect blend of space, privacy, and modern upgrades—ideal for families or anyone looking to enjoy the Florida lifestyle.From the moment you arrive, you’ll notice the care and attention poured

    Agent Photo

    Roo Klaers

    COLDWELL BANKER REALTY

    2606 Royal Fern Place, Kissimmee, FL 34758
  • /36

    Starting at $1,427 Per Month

    • 1 - 3 Beds

    851 Lake Tivoli Blvd, Kissimmee, FL 34741

    Lake Tivoli is an inviting apartment community nestled in the heart of Kissimmee, Florida, offering thoughtfully designed one-, two-, and three-bedroom apartment homes tailored for comfortable and convenient everyday living. Each residence features modern finishes, spacious floor plans, fully equipped kitchens, ample storage space, and private balconies or patios where you can relax and unwind.

    Lake Tivoli

    851 Lake Tivoli Blvd, Kissimmee, FL 34741
  • /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 $456,860

    Last Listing Agent Ryan Fleurey FATHOM REALTY FL LLC

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

      Est $438,759

      Not Listed For Sale

      2806 Baywood Ln, Kissimmee, FL 34746

      • 3 Beds
      • 2.5 Baths
      • 2,435 Sq Ft
      • Built 1998
      2806 Baywood Ln, Kissimmee, FL 34746

      Last Sold Summary

      • 69 Days On Market

  • /65

    $620,000

    Pending
    • 6 Beds
    • 4 Baths
    • 2,812 Sq Ft

    7763 Tosteth St, Kissimmee, FL 34747

    Under contract-accepting backup offers. Discover an exceptional investment opportunity in the highly sought after Windsor Hills Resort just 2.5 miles from Walt Disney World. This 6 or 7 bedroom, 4 bath home has been upgraded with a new roof (2025), two new A/C units (2023), a new pool heater (2026), and new kitchen appliances (2023). Buy with confidence as a pre listing inspection has been

    Agent Photo

    Mark Breymeier

    IN TOUCH REAL ESTATE LLC

    7763 Tosteth St, Kissimmee, FL 34747
  • /37

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Townhouse for Rent

    1414 Anchor Bend Way, Kissimmee, FL 34746

    Move into a well-maintained townhome in the desirable Bella Lago community offers resort-style living with a private boat lift to Lake Tohopekaliga, multiple pools, fitness centers, scenic walking and biking trails, restaurants, and 24-hour gated security. The neighborhood boasts lush landscaping and a peaceful, upscale vibe. Conveniently close to attractions, shopping, dining, and major

    Agent Photo

    Edwin Gomez

    REAL BROKER, LLC

    1414 Anchor Bend Way, Kissimmee, FL 34746
  • /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

    Current Estimated Value $343,155

    Last Listing Agent Catherine Throneburg MAINFRAME REAL ESTATE

    2466 Augusta Way, Kissimmee, FL 34746
    • /2

      Est $344,057

      Not Listed For Sale

      2314 Meadowbrook St, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,448 Sq Ft
      • Built 1977
      2314 Meadowbrook St, Kissimmee, FL 34744

      Last Sold Summary

      • 7 Days On Market

  • /30

    $299,000

    Open Sat 10AM - 1PM $34K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft

    104 Club Villas Ln, Kissimmee, FL 34744

    Wonderfully maintained home located in the desirable gated community of Remington Golf Club. The living and dining area are spacious and filled with natural light. The kitchen has a quaint breakfast nook with plenty of cabinet and countertop space. Architectural plant shelving and Bay windows add loads of character to the primary bedroom which includes private bath with walk-in shower. The second

    Agent Photo

    Jaret Whitney

    EXIT REALTY TRI-COUNTY

    104 Club Villas Ln, Kissimmee, FL 34744
  • /40

    Starting at $1,549 Per Month

    • 1 - 3 Beds

    4567 Seven Dwarfs Ln, Kissimmee, FL 34746

    Welcome to Dream Kissimmee, where luxury living and community warmth seamlessly blend. Ideally situated along US 192 and just minutes from Florida’s most iconic attractions, resorts, shopping, and dining, Dream Kissimmee offers a beautiful fusion of convenience and elegance in charming Kissimmee, Florida. Our brand-new one, two, and three-bedroom luxury apartments feature stunning interiors with

    Dream Kissimmee

    4567 Seven Dwarfs Ln, Kissimmee, FL 34746
  • /2

    $800,000

    Sold Apr 10, 2026

    916 Towhee Ct, Kissimmee, FL 34747

    • 4 Beds
    • 3 Baths
    • 2,045 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $391/SF
    • 8 Days On Market

    Current Estimated Value $801,235

    Last Listing Agent Scarlett Williams, PA CENTURY 21 CARIOTI

    916 Towhee Ct, Kissimmee, FL 34747
    • /2

      Est $308,343

      Not Listed For Sale

      572 Nogales Ct, Kissimmee, FL 34758

      • 3 Beds
      • 2 Baths
      • 1,383 Sq Ft
      • Built 2003
      572 Nogales Ct, Kissimmee, FL 34758

      Last Sold Summary

      • 20 Days On Market

  • /45

    $335,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,567 Sq Ft

    8152 Sun Palm Dr, Kissimmee, FL 34747

    BIG PRICED REDUCTION!! CHECK OUT THE VIRTUAL TOUR!!! The buyer will need to assume the Solar Loan at approximately $86K. Easily Assumable. Come see this Amazing Fully Furnished single family POOL home in the gated Windsor Palms resort community with 24 hour security. Windsor Palms is just minutes from Walt Disney World, Sea World, Universal and provides an amazing Vacation for both you and your

    Agent Photo

    Harold Olson

    EPIC FLORIDA REALTY LLC

    8152 Sun Palm Dr, Kissimmee, FL 34747
  • /30

    $2,800 Per Month

    • 5 Beds
    • 3 Baths
    • 2,830 Sq Ft
    • House for Rent

    3848 Carrick Bend Dr, Kissimmee, FL 34746

    This is 3848 Carrick Bend Dr in Bellalago, a resort lifestyle at its finest. Located inside the gated community of Bellalago, where amenities provide you with endless entertainment, including waterfront living. The property is a 2-story home with 5 bedrooms and 3 full bathrooms. Ample garage space for 2 vehicles, including an electric garage door opener. In the first level, you have bedroom #5,

    Agent Photo

    Z Colon

    Elite Realty Agency, LLC

    3848 Carrick Bend Dr, Kissimmee, FL 34746
  • /2

    $300,000

    Sold Oct 16, 2025

    1920 Commander Way, Kissimmee, FL 34746

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Built 2007

    Last Sold Summary

    • 8% Below List Price
    • $214/SF
    • 144 Days On Market

    Current Estimated Value $290,466

    Last Listing Agent Hector Acosta COLDWELL BANKER REALTY

    1920 Commander Way, Kissimmee, FL 34746
    • /2

      Est $265,903

      Not Listed For Sale

      310 Cornwallis Ct, Kissimmee, FL 34758

      • 4 Beds
      • 2 Baths
      • 1,744 Sq Ft
      • Built 2003
      310 Cornwallis Ct, Kissimmee, FL 34758

      Last Sold Summary

      • 11 Days On Market

  • /38

    $630,000

    $70K PRICE DROP
    • 8 Beds
    • 6 Baths
    • 3,565 Sq Ft

    4445 Shiva Loop, Kissimmee, FL 34746

    Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and

    Agent Photo

    Asim Shah

    LOKATION

    4445 Shiva Loop, Kissimmee, FL 34746
  • /38

    Starting at $1,567

    Total Monthly Price

    • Studio - 3 Beds

    700 Aultman St, Kissimmee, FL 34741

    Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at The Allen allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban

    The Allen

    700 Aultman St, Kissimmee, FL 34741
  • /2

    $402,450

    Sold Jul 30, 2025

    4699 Golden Knight Blvd, Kissimmee, FL 34746

    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $156/SF
    • 9 Days On Market

    Current Estimated Value $392,193

    Last Listing Agent Ben Goldstein LENNAR REALTY

    4699 Golden Knight Blvd, Kissimmee, FL 34746
    • /2

      Est $696,041

      Not Listed For Sale

      309 Celebration Blvd, Kissimmee, FL 34747

      • 3 Beds
      • 3.5 Baths
      • 3,047 Sq Ft
      • Built 2000
      309 Celebration Blvd, Kissimmee, FL 34747

      Last Sold Summary

      • 45 Days On Market

  • /2

    $615,000

    • 4 Beds
    • 4.5 Baths
    • 2,356 Sq Ft

    3051 Rockefeller Way, Kissimmee, FL 34747

    Stunning fully furnished 4BD/5BA townhouse just steps from the clubhouse and near the main entrance of Magic Village View. Ideal for investment or personal use. Features gourmet kitchen, full laundry, and extended outdoor patio with summer kitchen and spa. Located only 5–10 minutes from Disney parks and surrounded by restaurants and supermarkets. Enjoy resort-style living with 24/7 clubhouse,

    Agent Photo

    Antonio Valentino

    AVAL REALTY LLC

    3051 Rockefeller Way, Kissimmee, FL 34747
  • /23

    $2,800 Per Month

    • 5 Beds
    • 2 Baths
    • House for Rent

    2139 Mallard Creek Cir, Kissimmee, FL 34743

    Ready to Rent! Stunning 5-bedroom, 2-bathroom pool home. Designed for modern comfort and convenience, this move-in-ready residence offers an unparalleled lifestyle in the heart of Central Florida.ExplanationSpacious & Stylish Living: Enjoy seamless tile flooring throughout and a beautifully updated kitchen perfect for entertaining. The master bath is a sanctuary with elegant granite

    Agent Photo

    Jesus Pazmino

    LoKation

    2139 Mallard Creek Cir, Kissimmee, FL 34743
  • /2

    $410,000

    Sold Apr 09, 2026

    8160 Fan Palm Way, Kissimmee, FL 34747

    • 4 Beds
    • 3 Baths
    • 1,567 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 150 Days On Market

    Current Estimated Value $406,891

    Last Listing Agent Nicholas Vaseloff PRIMEFIT PROPERTIES LLC

    8160 Fan Palm Way, Kissimmee, FL 34747
    • /2

      Est $399,517

      Not Listed For Sale

      2712 Pearl Ct, Kissimmee, FL 34743

      • 4 Beds
      • 2 Baths
      • 1,874 Sq Ft
      • Built 2003
      2712 Pearl Ct, Kissimmee, FL 34743

      Last Sold Summary

      • 70 Days On Market

  • /19

    $570,000

    $30K PRICE DROP
    • 7 Beds
    • 5.5 Baths
    • 3,314 Sq Ft

    1724 Lima Ave, Kissimmee, FL 34747

    New Price! Luxurious 7-Bed, 5.5-Bath Retreat in Windsor at Westside! Nestled on a premium lot in the coveted Windsor at Westside gated community, this fully furnished 7-bedroom, 5.5-bathroom home is perfect for vacations, primary living, or investment, just minutes from Disney. Enjoy a spacious open floor plan with owner’s suites on both floors, a gourmet kitchen featuring stainless steel

    Agent Photo

    Peter Dang

    ALLIANCE REAL ESTATE GROUP

    1724 Lima Ave, Kissimmee, FL 34747
  • /30

    Starting at $1,669

    Total Monthly Price

    • 1 - 3 Beds

    3251 Prime Park Cir, Kissimmee, FL 34746

    Enjoy spacious floor plans that are completely outfitted with top-of-the-line appliances to give each resident a sense of elegance and style, a washer and dryer unit, and beautifully designed cabinets throughout. You and your guests will feel like your home is a lush destination with our resort-style pool and the state of the art fitness center. Once you move into Prime Apartments, everything you

    Prime

    3251 Prime Park Cir, Kissimmee, FL 34746
  • /2

    $325,000

    Sold Jul 29, 2025

    8941 Bismarck Palm Rd, Kissimmee, FL 34747

    • 4 Beds
    • 3 Baths
    • 1,902 Sq Ft
    • Built 2013

    Last Sold Summary

    • 8% Below List Price
    • $171/SF
    • 54 Days On Market

    Current Estimated Value $321,306

    Last Listing Agent Matt Dixon COMPASS FLORIDA LLC

    8941 Bismarck Palm Rd, Kissimmee, FL 34747
    • /2

      Est $248,431

      Not Listed For Sale

      4765 Ormond Beach Way, Kissimmee, FL 34746

      • 3 Beds
      • 2.5 Baths
      • 1,286 Sq Ft
      • Built 2004
      4765 Ormond Beach Way, Kissimmee, FL 34746

      Last Sold Summary

      • 103 Days On Market

  • /37

    $525,000

    $125K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 3,291 Sq Ft

    8860 Candy Palm Rd, Kissimmee, FL 34747

    Homes for sale in Kissimmee FL near Disney don’t get better than this fully furnished 6-bedroom, 5-bathroom pool home in the highly sought-after Paradise Palms Resort, a gated short-term rental community just minutes from Walt Disney World Resort. This turnkey vacation home features a private screened-in pool and lanai overlooking a peaceful conservation view, creating the perfect setting for

    Agent Photo

    Kenny Medina

    LPT REALTY, LLC

    8860 Candy Palm Rd, Kissimmee, FL 34747
  • /17

    $2,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft
    • Townhouse for Rent

    2250 San Vital Dr Unit 107, Kissimmee, FL 34741

    Spacious 4 bedroom/ 3 bath townhouse. Master bedroom and Bath located on 1st floor. Furnished and ready for move in. New quartz counters and SS appliances in kitchen. Minutes to shopping, dining, entertainment and more. Gated community with 24/hr gate guard. Property offers many amenities. NO PETS.

    Agent Photo

    Licinio Cruz

    L & L REALTY GROUP

    2250 San Vital Dr Unit 107, Kissimmee, FL 34741
  • /2

    $470,000

    Sold Sep 19, 2025

    4014 Longworth Loop, Kissimmee, FL 34744

    • 4 Beds
    • 2.5 Baths
    • 2,399 Sq Ft
    • Built 2007

    Last Sold Summary

    • $196/SF
    • 1 Day On Market

    Current Estimated Value $461,348

    Last Listing Agent Magda Cerra CERRAMAR REALTY CORP

    4014 Longworth Loop, Kissimmee, FL 34744
    • /2

      Est $212,915

      Not Listed For Sale

      2212 Grand Cayman Ct Unit 1616, Kissimmee, FL 34741

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1999
      2212 Grand Cayman Ct Unit 1616, Kissimmee, FL 34741

      Last Sold Summary

      • 93 Days On Market

Showing Results 321 - 360, Page 9 of 18

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