23,055

Homes in ZIP Code 34744

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  • /35

    $394,900

    • 3 Beds
    • 2.5 Baths
    • 1,795 Sq Ft

    1844 Bright Sky Dr, Kissimmee, FL 34744

    Short Sale. ```textShort Sale – Subject to Lender Approval. Exceptional opportunity in the highly desirable Tohoqua community. This like-new 3-bedroom, 2.5-bath home with a 2-car garage offers the perfect combination of modern living, prime location, and outstanding value. Built less than 2 years ago, this home delivers the benefits of newer construction without the wait or rising builder

    Luisana Soto AROD PARTNERS REALTY

    1844 Bright Sky Dr, Kissimmee, FL 34744
  • /19

    $1,655 Per Month

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

    570 Academy Dr Unit 101, Kissimmee, FL 34744

    Hop Into Spring Savings! One Month Free. Our thoughtfully designed and spacious 1, 2 and 3 bedroom apartments offer today's upscale finishes that provide an indulgent and luxurious flow and function to your everyday living experience. Enjoy, stainless steel energy efficient appliances, screened-in balcony, granite countertops, and subway tile backsplash in the kitchen, lighted ceiling fans, Smart

    Bryan Cagan CAGAN MANAGEMENT GROUP INC

    570 Academy Dr Unit 101, Kissimmee, FL 34744
  • /2

    $525,990 Sold May 29, 2025

    1870 Clear Sky Dr, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,109 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $249/SF
    • 3 Days On Market

    Current Estimated Value $519,358

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1870 Clear Sky Dr, Kissimmee, FL 34744
    • /2

      Est $403,477 Not Listed For Sale

      2644 Peace of Mind Ave, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,795 Sq Ft
      • Built 2024
      2644 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 5% Above List Price
      • $214/SF
      • 5 Days On Market
      • Last Sold Price $383,429
      • Jan 30, 2025

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /3

    $289,999 Pending

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

    2394 Old Dixie Hwy, Kissimmee, FL 34744

    Spacious 4-bedroom, 3-bath single-family home on a generous 0.31-acre corner lot with no HOA! This versatile property offers an ideal layout with an eat-in kitchen, inside laundry, and a welcoming front bonus/sitting room perfect for a home office, reading area, or flex space.The split-style floor plan provides comfortable living for multi-generational households, or rental opportunities. Located

    Carlethia Burnette FLORIDA REALTY INVESTMENTS

    2394 Old Dixie Hwy, Kissimmee, FL 34744
  • /11

    $1,475 Per Month

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • House for Rent

    1707 Michigan Ave, Kissimmee, FL 34744

    1707 Michigan Ave, Kissimmee, FL 34744
  • /2

    $402,990 Sold Feb 20, 2026

    1828 Three Bars Rd, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • $242/SF
    • 17 Days On Market

    Current Estimated Value $403,090

    Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1828 Three Bars Rd, Kissimmee, FL 34744
    • /2

      Est $408,364 Not Listed For Sale

      1988 Tohoqua Blvd, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,795 Sq Ft
      • Built 2024
      1988 Tohoqua Blvd, Kissimmee, FL 34744

      Last Sold Summary

      • 5% Above List Price
      • $216/SF
      • 5 Days On Market
      • Last Sold Price $388,189
      • Jan 16, 2025

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /41

    $425,000

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

    1720 Fulfillment Dr, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Welcome to this BEAUTIFULLY MAINTAINED 4-bedroom, 3-bath two-story home in the highly desirable Tohoqua community of Kissimmee, offering over 2,000 SQUARE FEET of thoughtfully designed living space. Built in 2022 and enhanced with TASTEFUL UPGRADES, this home truly FEELS LIKE NEW while offering added comfort and style throughout. From the moment you

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1720 Fulfillment Dr, Kissimmee, FL 34744
  • /25

    $3,500 Per Month

    • 4 Beds
    • 4 Baths
    • 2,868 Sq Ft
    • House for Rent

    215 Strathmore Cir, Kissimmee, FL 34744

    Back on the market and ready for immediate move-in! Welcome to your dream home in a gated community! This stunning 4-bedroom, 4-bathroom pool home is truly one of a kind. Featuring two master suites, it offers exceptional flexibility, comfort, and privacy—perfect for multi-generational living or hosting guests.Wake up to breathtaking views of the golf course and serene pond, creating the

    Lorena Moscoso SIGNATURE INTERNATIONAL REAL E

    215 Strathmore Cir, Kissimmee, FL 34744
  • /2

    $387,990 Sold Dec 12, 2025

    1859 Three Bars Rd, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $258/SF
    • 5 Days On Market

    Current Estimated Value $388,569

    Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1859 Three Bars Rd, Kissimmee, FL 34744
    • /2

      Est $429,248 Not Listed For Sale

      2538 Peace of Mind Ave, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2024
      2538 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 7% Above List Price
      • $198/SF
      • 17 Days On Market
      • Last Sold Price $399,999
      • Feb 28, 2025

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /2

    $167,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    2374 Ross St, Kissimmee, FL 34744

    Investment opportunity

    Jasmin Iglesias LPT REALTY, LLC

    2374 Ross St, Kissimmee, FL 34744
  • /53

    $3,300 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,852 Sq Ft
    • House for Rent

    1813 Walnut Crk Dr, Kissimmee, FL 34744

    Welcome to this well-designed 4-bedroom, 3.5-bath home offering flexible living with a separate 1-bedroom, 1-bath private suite—perfect for multigenerational living or an in-law setup.The main home features 3 bedrooms and 2.5 bathrooms, while the attached suite includes its own living room and kitchenette, providing comfort and independence.This single-story home (no stairs)

    1813 Walnut Crk Dr, Kissimmee, FL 34744
  • /2

    $517,700 Sold Oct 14, 2025

    2500 Derby Dr, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 2,535 Sq Ft
    • Built 1990

    Last Sold Summary

    • 10% Below List Price
    • $204/SF
    • 104 Days On Market

    Current Estimated Value $518,298

    Last Listing Agent Abraham Bidhendi STAR BAY REALTY CORP.

    2500 Derby Dr, Kissimmee, FL 34744
    • /2

      Est $382,883 Not Listed For Sale

      2635 Candied Apple Aly, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,755 Sq Ft
      • Built 2024
      2635 Candied Apple Aly, Kissimmee, FL 34744

      Last Sold Summary

      • 1% Below List Price
      • $221/SF
      • 99 Days On Market
      • Last Sold Price $387,528
      • Apr 29, 2025

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /20

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    103 Dellwood Dr, Kissimmee, FL 34744

    Great price on this beautifully renovated home, updated just three years ago! A proven, well-maintained rental with excellent income potential, this solid block 3-bedroom, 1-bath home offers side-yard parking behind fencing plus EV (electric vehicle) hookups. Renovated throughout, the home features all 3-year old appliances, ceramic tile flooring, a fully updated kitchen with 42” soft-close

    Brandy DiLeonardo LA ROSA REALTY LLC

    103 Dellwood Dr, Kissimmee, FL 34744
  • /54

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft
    • House for Rent

    1799 Harbor Blvd, Kissimmee, FL 34744

    PET FRIENDLY!!! Welcome to this beautiful well maintained 3 beds 2.5 baths home located in the most desirable area in Kissimmee. The Regal Oaks Shore is the most peaceful, well kept, and easily accessible community in the area. Located within minutes of 192, Florida Turnpike, and major commercial facilities such as Walmart, Home Depot, Ross, 5 Bellow, a big variety of restaurants, banks, pet

    Andrea Mendonca WRA BUSINESS & REAL ESTATE

    1799 Harbor Blvd, Kissimmee, FL 34744
  • /2

    $367,990 Sold Sep 08, 2025

    1562 Dalehurst Ln, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $235/SF
    • 94 Days On Market

    Current Estimated Value $373,566

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1562 Dalehurst Ln, Kissimmee, FL 34744
    • /2

      Est $488,494 Not Listed For Sale

      1916 Flourish Ave, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 2,113 Sq Ft
      • Built 2024
      1916 Flourish Ave, Kissimmee, FL 34744

      Last Sold Summary

      Last Listing Agent Antonio Chacon PREFERRED REAL ESTATE BROKERS

  • /9

    $215,000

    • Land
    • 1.16 Acres
    • $185,345 per Acre

    0 Winners Cir Unit MFRO6402577, Kissimmee, FL 34744

    Build-ready and full of potential, this prime vacant land opportunity in Kissimmee is nearly construction-ready with approximately 95% of site work already completed. The lot has just been cleared, saving you significant time and upfront costs—making it the perfect canvas for your custom homebuilder to bring your vision to life. Positioned in a rapidly growing area, this property offers both

    Justin Hilton PREFERRED REAL ESTATE BROKERS

    0 Winners Cir Unit MFRO6402577, Kissimmee, FL 34744
  • /14

    $2,200 Per Month

    • 4 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • AVAILABLE NOW

    4055 Sunny Day Way, Kissimmee, FL 34744

    Located in the highly desirable Turnery Reserve neighborhood. This 4 bedroom 2 bath home is suited for a family. International Airport and Shopping Centers at Lake Nona are easily accessible. Community Pool, Clubhouse, and Dog Park located inside neighborhood.

    4055 Sunny Day Way, Kissimmee, FL 34744
  • /2

    $446,990 Sold Mar 23, 2026

    1808 Three Bars Rd, Kissimmee, FL 34744

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2025

    Last Sold Summary

    • $183/SF
    • 39 Days On Market

    Current Estimated Value $446,510

    Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1808 Three Bars Rd, Kissimmee, FL 34744
    • /2

      Est $575,090 Not Listed For Sale

      1682 Three Bars Rd, Kissimmee, FL 34744

      • 4 Beds
      • 3.5 Baths
      • 2,787 Sq Ft
      • Built 2024
      1682 Three Bars Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 2% Above List Price
      • $203/SF
      • 52 Days On Market
      • Last Sold Price $564,990
      • Mar 27, 2025

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

  • /3

    $640,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    498 Marllo Rd, Kissimmee, FL 34744

    Under Construction. Discover this beautifully crafted new custom home by Snow Construction, offering just under 2,000 square feet of thoughtfully designed living space. This 4-bedroom, 2-bath residence sits on a full 1-acre lot and showcases quality block construction with a 9’4” plate height and soaring vaulted ceilings. Step inside to an open-concept floor plan loaded with upgrades throughout.

    Tina Howes SNOW REALTY AND INVESTMENTS INC

    498 Marllo Rd, Kissimmee, FL 34744
  • /38

    $2,480 Per Month

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • House for Rent

    2329 Pine Tree Ct, Kissimmee, FL 34744

    Beautiful home for rent in Kissimmee, conveniently located near shopping, schools, and major roads,and just minutes from Valencia College.The property offers comfortable living spaces, an excellent layout, and great natural light. Enjoy a spacious backyard, perfect for relaxing or entertaining One small dog is allowed (maximum 20 lbs) with a non-refundable fee. Tenant is responsible for all

    Francis Ovalle LA ROSA REALTY KISSIMMEE

    2329 Pine Tree Ct, Kissimmee, FL 34744
  • /2

    $257,000 Sold Jun 04, 2025

    2015 Grand Oak Dr, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $183/SF
    • 104 Days On Market

    Current Estimated Value $245,601

    Last Listing Agent Irena Aistrop LA ROSA REALTY LLC

    2015 Grand Oak Dr, Kissimmee, FL 34744
    • /2

      Est $468,988 Not Listed For Sale

      1613 Bull Hill Rd, Kissimmee, FL 34744

      • 5 Beds
      • 3 Baths
      • 2,447 Sq Ft
      • Built 2024
      1613 Bull Hill Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 5% Above List Price
      • $183/SF
      • 17 Days On Market
      • Last Sold Price $446,990
      • Mar 28, 2025

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

  • /23

    $424,390 Open Sat 10AM - 4PM

    • 2 Beds
    • 2 Baths
    • 2,018 Sq Ft

    2035 Spring Shower Cir, Kissimmee, FL 34744

    Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    2035 Spring Shower Cir, Kissimmee, FL 34744
  • /8

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • ESSEX PARK VILLAGE UNIT C

    1703 Michigan Ave Unit C, Kissimmee, FL 34744

    1703 Michigan Ave Unit C, Kissimmee, FL 34744
  • /15

    $452,990 Sold Oct 24, 2025

    1954 Walnut Creek Dr, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 14 Days On Market

    Current Estimated Value $440,333

    D.R. Horton Kindred

    1954 Walnut Creek Dr, Kissimmee, FL 34744
    • /2

      Est $402,344 Not Listed For Sale

      1617 Bull Hill Rd, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2024
      1617 Bull Hill Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 2% Above List Price
      • $261/SF
      • 42 Days On Market
      • Last Sold Price $392,990
      • Mar 28, 2025

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

  • /6

    $595,000

    • Land
    • 35,283 Sq Ft
    • $734,568 per Acre

    400 Greenup St, Kissimmee, FL 34744

    Commercial zoned .81 acres ready for development. Zoning is B3, General Commercial in the heart of downtown Kissimmee. This property is high and dry. Possible uses moderate-intensity retail, service, office, recreation/ entertainment, visitor accommodation, and institutional uses that serve the residents in the community. Located across from Advent health Center, and close proximity to 192, John

    Teresa Reilly-O'Doherty PA KELLER WILLIAMS LEGACY REALTY

    400 Greenup St, Kissimmee, FL 34744
  • /44

    $2,900 Per Month

    • 5 Beds
    • 3 Baths
    • 3,296 Sq Ft
    • House for Rent

    1759 Can Do Way, Kissimmee, FL 34744

    Well-appointed home in Tohoqua Community. Fabulous floor plan. Stone elevation. Walk into Nice airy and Bright living areas. Find a Guest Bedroom and separate Full Bathroom on the 1st floor. Separate Formal area. Not only is there a built in Computer Desk but a nook dedicated as a Tech Room with built in desk. Kitchen overlooks spacious Family Room Updated sleek Kitchen cabinetry and Quartz

    Reeta Gulati RE REALTY

    1759 Can Do Way, Kissimmee, FL 34744
  • /2

    $413,000 Sold Apr 29, 2026

    1719 Flourish Ave, Kissimmee, FL 34744

    • 5 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $169/SF
    • 44 Days On Market

    Current Estimated Value $458,779

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    1719 Flourish Ave, Kissimmee, FL 34744
    • /2

      Est $405,049 Not Listed For Sale

      1606 Bull Hill Rd, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 2024
      1606 Bull Hill Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 1% Above List Price
      • $248/SF
      • 49 Days On Market
      • Last Sold Price $399,990
      • Mar 25, 2025

      Last Listing Agent Cristian Valderrama VESTI LLC

  • /24

    $529,900

    • 4 Beds
    • 2 Baths
    • 2,420 Sq Ft

    3193 Toho Ct Unit I, Kissimmee, FL 34744

    JUST 2 MILES from vibrant LAKE NONA TOWN CENTER with effortless access to best restaurants, cafés, shopping and everyday conveniences!!!!!Beautiful 4-bedroom, 2-bath home in the desirable Fells Cove community offering the perfect combination of comfort, style, and location. Features include wood and bamboo flooring, granite countertops, 42” cabinets with crown molding, stainless steel

    Julia Nikulina COLDWELL BANKER REALTY

    3193 Toho Ct Unit I, Kissimmee, FL 34744
  • /18

    $1,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • Condo in Essex Park Condo, Kissimmee

    1807 Michigan Ave, Kissimmee, FL 34744

    Centrally located 2 bedroom, 2 bath, 2nd floor condo with 1,118 square ft of living space. Large rooms and a remodeled kitchen with pantry and appliances including over the range microwave. Separate dining area and large living room. Ceramic flooring throughout for easy cleaning, remodeled bathrooms and screened in balcony with stairs to the backyard from guest bedroom. Located just off 192,

    1807 Michigan Ave, Kissimmee, FL 34744
  • /11

    $414,990 Sold Dec 03, 2025

    1921 Walnut Creek Dr, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 13 Days On Market

    Current Estimated Value $412,834

    D.R. Horton Kindred

    1921 Walnut Creek Dr, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      3235 Rain Shower Ln, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 3,218 Sq Ft
      • Built 1998
      3235 Rain Shower Ln, Kissimmee, FL 34744

      Last Sold Summary

      • $101/SF
      • 41 Days On Market
      • Last Sold Price $325,000
      • Apr 25, 2025

      Last Listing Agent Traci Prantner ROCK WELL REAL ESTATE

Showing Results 361 - 400, Page 10 of 18

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