23,158

Homes in ZIP Code 34744

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  • /19

    $154,000

    $16K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    107 E Cypress St, Kissimmee, FL 34744

    Investor special! Great location! Location, Location, Location!!! This cute little house has newer roof, new plumbing, new electric lines, new appliances and new tiles throughout. This house has fence too. This house got lots of potentiality. Public records show 1 bedroom but it has 2 bedrooms and 1 bonus room that can be treated as additional bedroom (3rd Bedroom) and that brings up to total

    Mohammed Hossain PROFILES INTERNATIONAL REALTY

    107 E Cypress St, Kissimmee, FL 34744
  • /14

    $1,350

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    817 Bay St, Kissimmee, FL 34744

    Very Roomy backyard, Washer Dryer Hook ups, brand new bathroom from the floor to ceiling, new AC unit, New stove Newish fridge and more.

    817 Bay St, Kissimmee, FL 34744
  • /2

    $440,000

    Sold Apr 27, 2026

    720 Shore Dr, Kissimmee, FL 34744

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 1975

    Last Sold Summary

    • $293/SF
    • 6 Days On Market

    Current Estimated Value $438,489

    Last Listing Agent Racquel Schroeder EAST PARK REALTY LLC

    720 Shore Dr, Kissimmee, FL 34744
    • /2

      Est $406,169

      Not Listed For Sale

      1852 Bright Sky Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,795 Sq Ft
      • Built 2025
      1852 Bright Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 10 Days On Market

  • /58

    $498,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,868 Sq Ft

    112 Harwood Cir, Kissimmee, FL 34744

    Golf Course Frontage | Pond Views | Pool Home | 4 Bedrooms | 3 Full Baths Enjoy breathtaking golf course and pond views from this beautifully maintained 4-bedroom, 3-bath home nestled among majestic oak trees in one of Kissimmee's most desirable golf communities. From the moment you arrive, you'll appreciate the tranquil setting and exceptional outdoor living spaces designed to take full

    Laurie Varner REMAX PREMIER PROPERTIES

    112 Harwood Cir, Kissimmee, FL 34744
  • /29

    $2,200

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,562 Sq Ft
    • Townhouse for Rent

    2452 Hassonite St, Kissimmee, FL 34744

    **IMMEDIATE AVAILABILITY - CONTACT TO TOUR**A beautiful 3BR/2.5 bath townhome in the gated community of Amber Pointe. This home features an open-concept and split floor plan. Walk in the entryway and notice the modern powder room on the right. On the left, the kitchen includes stainless steel appliances, an overhead microwave, and refrigerator. The living area features large windows and a

    2452 Hassonite St, Kissimmee, FL 34744
  • /2

    $265,000

    Sold Feb 17, 2026

    88 Club Villas Ln, Kissimmee, FL 34744

    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Below List Price
    • $190/SF
    • 245 Days On Market

    Current Estimated Value $263,943

    Last Listing Agent Aimee Cruz CHARLES RUTENBERG REALTY ORLANDO

    88 Club Villas Ln, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      0 Kings Hwy, Kissimmee, FL 34744

      0 Kings Hwy, Kissimmee, FL 34744

      Last Sold Summary

      • 1 Day On Market

  • /50

    $420,000

    $15K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,513 Sq Ft

    2754 Callaway Ln, Kissimmee, FL 34744

    Under contract-accepting backup offers. DON'T MISS THIS 4 BEDROMED 3 1/2 BATH ( 2 EN-SUITE ) WITH HEATED POOL.**NEW ROOF APRIL 2024** FULLY FUNISHED HOME ALL READY TO GO, PRICED TO SELL. DON'T MISS IT, CALL FOR A SHOWING TODAY. THIS CLASSIC 2 STOREY HOME IS SITUATED IN WINDSOR PARK AT GATED REMINGTON GOLF AND COUNTRY CLUB. ON ENTERING THE PROPERTY IT IS OBVIOUS IT HAS BEEN DECORATED WITH A GREAT

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    2754 Callaway Ln, Kissimmee, FL 34744
  • /15

    $1,900

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Townhouse for Rent

    1074 Universal Rest Place, Kissimmee, FL 34744

    Beautiful and spacious newly remodeled townhouse featuring 3 bedrooms and 2 bathrooms in a prime location! This gorgeous home offers a large living/family room perfect for entertaining and comfortable everyday living. The modern kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space. The spacious master suite includes a private bathroom and a walk-in

    1074 Universal Rest Place, Kissimmee, FL 34744
  • /28

    $511,990

    Sold Feb 06, 2026

    2009 Walnut Creek Dr, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,361 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $217/SF
    • 31 Days On Market

    Current Estimated Value $510,369

    D.R. Horton Kindred

    2009 Walnut Creek Dr, Kissimmee, FL 34744
    • /18

      Est $426,694

      Not Listed For Sale

      1884 Bright Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2025
      1884 Bright Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 24 Days On Market

  • /29

    $449,990

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

    1502 Bitteroot St, Kissimmee, FL 34744

    Under contract-accepting backup offers. Seller is offering a concession of up to $14,000 for buyers to use towards closing costs, rate buy downs and prepaids. Step into modern elegance with this stunning 2024-built residence, thoughtfully designed to blend sophisticated style with everyday comfort. Offering 5 spacious bedrooms, 3 full bathrooms, and over two levels of beautifully appointed living

    Christopher Soucy REALTY ONE GROUP MVP

    1502 Bitteroot St, Kissimmee, FL 34744
  • /11

    $2,400

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • House for Rent

    3078 Mandolin Dr, Kissimmee, FL 34744

    Step into this beautifully renovated 4-bedroom, 2-bathroom oasis in sought-after Turnberry Reserve-just minutes from Lake Nona's Medical City. This light-filled home features a spacious split floor plan with soaring ceilings that create an open, welcoming atmosphere. Stylish new laminate flooring flows seamlessly throughout, combining modern design with easy maintenance. The heart of the home-the

    3078 Mandolin Dr, Kissimmee, FL 34744
  • /2

    $449,990

    Sold Aug 07, 2025

    1711 Three Bars Rd, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $246/SF
    • 107 Days On Market

    Current Estimated Value $439,479

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

    1711 Three Bars Rd, Kissimmee, FL 34744
    • /2

      Est $479,492

      Not Listed For Sale

      1918 Clear Sky Dr, Kissimmee, FL 34744

      • 5 Beds
      • 3 Baths
      • 2,571 Sq Ft
      • Built 2024
      1918 Clear Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 29 Days On Market

  • /2

    $437,000

    $32K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,568 Sq Ft

    Unlisted Address

    Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in

    Lorenzo Clark VALIANT REALTY GROUP LLC

    Unlisted Address
  • /14

    $2,600

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    763 Country Woods Cir, Kissimmee, FL 34744

    Water, landscaping, pool maintenance, cable and internet included in the rent!! Discover the perfect blend of comfort, convenience, and value in this beautifully maintained pool home located in the heart of Kissimmee. Ideally situated near shopping centers, supermarkets, major highways, restaurants, and schools, this residence offers easy access to everything you need while providing a peaceful

    763 Country Woods Cir, Kissimmee, FL 34744
  • /2

    $455,990

    Sold Mar 16, 2026

    1913 Howard Mesa Dr, Kissimmee, FL 34744

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

    Last Sold Summary

    • $186/SF

    Current Estimated Value $457,078

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1913 Howard Mesa Dr, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      4325 Boggy Creek Rd, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 1982
      4325 Boggy Creek Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 34 Days On Market

  • /20

    $435,000

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

    1326 Sweetwood Blvd, Kissimmee, FL 34744

    Unique 3-Unit Income Opportunity in Kissimmee – No HOA!Situated on a quiet cul-de-sac, this versatile property features three separate living areas, making it an excellent option for homeowners, extended families, or investors. The main residence offers 2 bedrooms and 1 bathroom, along with a functional living area and full kitchen. Additionally, the property includes two separate 1-bedroom,

    Luz Colon NONA LEGACY POWERED BY LA ROSA

    1326 Sweetwood Blvd, Kissimmee, FL 34744
  • /9

    $1,800

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    2539 Christine Dr Unit House for rent (utilities included), Kissimmee, FL 34744

    $ 1,800 (utilities included) Apartment with two bedrooms, 1 bathroom, kitchen, living-dining room, common laundry area, and two parking lots in driveway. Utilities included (electricity and water) Renewed. $ 1800. Close to Walmart, the loop and Latin supermarkets. Kissimmee mill run zipcode 34744 It can be for couple or family. Background check and proof of income are required. One month deposit

    2539 Christine Dr Unit House for rent (utilities included), Kissimmee, FL 34744
  • /2

    $190,000

    Sold Jun 05, 2026

    1906 Damon Ave, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $155/SF
    • 8 Days On Market

    Current Estimated Value $201,053

    Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    1906 Damon Ave, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      1888 Clear Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,109 Sq Ft
      • Built 2025
      1888 Clear Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 2 Days On Market

  • /30

    $559,990

    • 4 Beds
    • 3.5 Baths
    • 2,851 Sq Ft

    1624 Barberry Dr, Kissimmee, FL 34744

    Welcome to this beautifully designed Next Gen® home in one of the most desirable areas of Kissimmee. Perfect for multigenerational living, this flexible floor plan offers a private Next Gen suite with its own living space, ideal for extended family, guests, or a home office setup.Located just 5 minutes from Florida's Turnpike and US-192, this home provides convenient access to shopping,

    Yolanda Barco LPT REALTY, LLC

    1624 Barberry Dr, Kissimmee, FL 34744
  • /15

    $1,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Townhouse for Rent

    655 Cornerstone Dr, Kissimmee, FL 34744

    Welcome to resort-style living in Kissimmee, FL! This stunning townhouse offers 3 bedrooms and 2.5 bathrooms, perfect for those seeking a comfortable and convenient lifestyle. Enjoy the luxury of a gated entrance, community pool, fitness center, playground, and community clubhouse right at your fingertips. Whether you're looking to relax by the pool, stay active in the fitness center, or

    Glory Feliciano TRUSTHOME PROPERTIES INC

    655 Cornerstone Dr, Kissimmee, FL 34744
  • /2

    $390,990

    Sold Dec 22, 2025

    1878 Geronimo St, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $260/SF
    • 15 Days On Market

    Current Estimated Value $389,924

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

    1878 Geronimo St, Kissimmee, FL 34744
    • /2

      Est $507,701

      Not Listed For Sale

      1906 Clear Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,139 Sq Ft
      • Built 2025
      1906 Clear Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 14 Days On Market

  • /2

    $379,000

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

    1819 Wild Rye Way, Kindred, FL 34744

    Short Sale. More pictures coming soon. Experience the best of Central Florida living in the highly desirable Kindred master-planned community! This beautifully designed Alexx floor plan offers approximately 1,500+ sq. ft. of thoughtfully designed living space featuring 3 bedrooms, 2 bathrooms, a spacious open-concept layout, a modern kitchen overlooking the living and dining areas, a private

    Karina Labarca, PA CHARLES RUTENBERG REALTY ORLANDO

    1819 Wild Rye Way, Kindred, FL 34744
  • /16

    $2,285 Per Month

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • House for Rent

    1615 Sunburst Way, Kissimmee, FL 34744

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    1615 Sunburst Way, Kissimmee, FL 34744
  • /2

    $290,000

    Sold Sep 29, 2025

    2907 Willow Oak Ct, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $213/SF
    • 19 Days On Market

    Current Estimated Value $304,711

    Last Listing Agent Jemima Douze REALTY HUB

    2907 Willow Oak Ct, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      2585 Cotton Candy Aly, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,755 Sq Ft
      • Built 2025
      2585 Cotton Candy Aly, Kissimmee, FL 34744

      Last Sold Summary

      • 1 Day On Market

  • /6

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    Unlisted Address

    To schedule a tour, please contact the agent via text message 24 hours in advance. Written offers are accepted via email. The property is located near restaurants, access roads, supermarkets, and hospitals—an excellent location.

    Andrea Rodriguez Buenaventura LA ROSA REALTY KISSIMMEE

    Unlisted Address
  • /31

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft
    • Townhouse for Rent

    2012 Tohoqua Blvd, Kissimmee, FL 34744

    Welcome to this beautiful townhouse located in the highly desirable Tohoqua community in Kissimmee. This well-maintained property offers a spacious and functional floor plan designed for comfortable everyday living. Enjoy bright open living areas, a modern kitchen with ample cabinet and counter space, generously sized bedrooms, and a private outdoor area perfect for relaxation. Residents of

    Milena Nunez REALTY ONE GROUP EVOLUTION

    2012 Tohoqua Blvd, Kissimmee, FL 34744
  • /2

    $385,000

    Sold Oct 01, 2025

    223 Westmoreland Cir, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 1,993 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Below List Price
    • $193/SF
    • 32 Days On Market

    Current Estimated Value $384,592

    Last Listing Agent Eliezer Ayala PLATINUM STAR REALTY

    223 Westmoreland Cir, Kissimmee, FL 34744
    • /2

      Est $446,308

      Not Listed For Sale

      2703 Serenity Meadow Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 2,088 Sq Ft
      • Built 2024
      2703 Serenity Meadow Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 9 Days On Market

  • /31

    $209,000

    $10K PRICE DROP Pending
    • 8 Beds
    • 4 Baths
    • 2,120 Sq Ft

    103 E Magnolia St, Kissimmee, FL 34744

    Under contract-accepting backup offers. Investor Special! SIGHT UNSEEN. Rare triplex opportunity featuring three units: one 4-bedroom, 2-bath unit and two 2-bedroom, 1-bath units. Property requires a full gut rehab and is best suited for investors seeking a value-add project. Excellent opportunity for the BRRRR strategy, or long-term rental portfolio addition. Bring your vision and unlock this

    Shadi Tamimi SET HOMES REALTY LLC

    103 E Magnolia St, Kissimmee, FL 34744
  • /16

    $2,195 Per Month

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • House for Rent

    1524 Planters Pt Rd, Kissimmee, FL 34744

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    1524 Planters Pt Rd, Kissimmee, FL 34744
  • /2

    $390,990

    Sold Jun 27, 2025

    1925 Fulfillment Dr, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Built 2025

    Last Sold Summary

    • $223/SF
    • 1 Day On Market

    Current Estimated Value $386,138

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1925 Fulfillment Dr, Kissimmee, FL 34744
    • /2

      Est $393,266

      Not Listed For Sale

      1648 Badger Creek Rd, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2025
      1648 Badger Creek Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 62 Days On Market

Showing Results 321 - 360, Page 9 of 18

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