23,230

Homes in ZIP Code 34744

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  • /4

    $4,599,000

    $401K PRICE DROP
    • Land
    • 5 Acres
    • $919,800 per Acre

    4250 High Plains Ln, Kissimmee, FL 34744

    Prime 5 acre Industrial Development Land with 355 FF on High Plains Lane. This parcel can be combined with the parcel next door to create 10 contiguous acres and 700 FF on High Plains Lane. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Industrial Manufacturing and can easily be converted to IM. The allowable uses are attached to this

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    4250 High Plains Ln, Kissimmee, FL 34744
  • /20

    Starting at $1,216 Per Month

    • 1 - 4 Beds

    1101 Cobblestone Cir, Kissimmee, FL 34744

    Experience design and quality rolled together in our collection of one, two, three, and four-bedroom apartment homes. From spacious closets to in-home washers and dryers, we provide all the details to create a true sense of home.Our community also features a range of amenities to enjoy, including our swimming pool, fitness center, and laundry centers. We're pet-friendly too, and ready to welcome

    Cobblestone of Kissimmee

    1101 Cobblestone Cir, Kissimmee, FL 34744
  • /15

    $435,690

    Sold Dec 19, 2025

    1875 Howard Mesa Dr, Kissimmee, FL 34744

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

    Move in Ready Sold Summary

    • $238/SF
    • 6 Days On Market

    Current Estimated Value $443,497

    D.R. Horton Kindred

    1875 Howard Mesa Dr, Kissimmee, FL 34744
    • /50

      Est $342,628

      Not Listed For Sale

      1247 Bonita Canyon Dr, Kissimmee, FL 34744

      • 2 Beds
      • 2 Baths
      • 1,772 Sq Ft
      • Built 2013
      1247 Bonita Canyon Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Eric Holt ARISTA REALTY GROUP, LLC

  • /21

    $2,600,000

    $400K PRICE DROP
    • Land
    • 5.12 Acres
    • $507,812 per Acre

    4355 Semoran Farms Rd, Kissimmee, FL 34744

    Prime 5 acres of land with access to Boggy Creek Rd. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Low Density Residential and can easily be converted to LDR. The allowable uses for LDR are attached to this listing. Boggy Creek Rd is currently being turned into a 4 Lane Road. This parcels proximity to Lake Nona and the tourist corridor and

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    4355 Semoran Farms Rd, Kissimmee, FL 34744
  • /8

    Starting at $1,193 Per Month

    • 1 - 3 Beds

    201 St Cloud Village Ct, Kissimmee, FL 34744

    Welcome HomeDiscover St.Cloud Village LLC, an affordable housing community where every resident is valued and the community flourishes. With comfortable living spaces and shared amenities, we are dedicated to creating a welcoming and inclusive environment for all.

    St. Cloud Village

    201 St Cloud Village Ct, Kissimmee, FL 34744
  • /2

    $354,900

    Sold Oct 03, 2025

    913 Tramells Trail, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $182/SF
    • 48 Days On Market

    Current Estimated Value $361,343

    Last Listing Agent Andy Chen HAPPY HOME REAL ESTATE LLC

    913 Tramells Trail, Kissimmee, FL 34744
    • /38

      Est $298,740

      Not Listed For Sale

      3133 Via Otero Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,623 Sq Ft
      • Built 2017
      3133 Via Otero Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

  • /47

    $500,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    4347 Silver Creek St, Kissimmee, FL 34744

    Gated Creekside at Boggy Creek. Built in 2020, this two story home offers 4 bedrooms, 2.5 baths and 2,379 heated square feet, plus a dedicated first floor office and a 15x18 upstairs loft. The kitchen features a granite island, walk-in pantry and stainless appliances. The primary suite includes a walk-in closet and a bath with dual vanities, garden tub and separate shower. Upstairs laundry room.

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    4347 Silver Creek St, Kissimmee, FL 34744
  • /20

    $1,786 Per Month

    • 1 Bed
    • 1 Bath
    • 807 Sq Ft
    • Condo for Rent

    1040 Jamison Lp Unit 981-108, Kissimmee, FL 34744

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1834/mo 12-Month+ Stay base rent: starts at $1786/mo Landing's apartments at The Jamison are

    1040 Jamison Lp Unit 981-108, Kissimmee, FL 34744
  • /2

    $405,000

    Sold Sep 25, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $241/SF
    • 19 Days On Market

    Current Estimated Value $415,150

    Last Listing Agent Anita Treschan PREMIER SOTHEBYS INT'L REALTY

    Unlisted Address
    • /40

      Est $484,536

      Not Listed For Sale

      3290 Stratton Cir, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,432 Sq Ft
      • Built 2017
      3290 Stratton Cir, Kissimmee, FL 34744

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Shanyr Ramirez VESTI LLC

  • /86

    $349,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft

    1768 Fulfillment Dr, Kissimmee, FL 34744

    Virtually Staged. Welcome to this beautifully designed 3-bedroom, 2.5-bathroom townhome in the sought-after Tohoqua community of Kissimmee. Offering approximately 1,603 square feet of thoughtfully planned living space, this home features an open-concept layout with spacious living and dining areas, a stylish kitchen with ample cabinetry and generous counter space, and abundant natural light

    Agent Photo

    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    1768 Fulfillment Dr, Kissimmee, FL 34744
  • /16

    $2,525 Per Month

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft
    • House for Rent

    2150 Rj Cir, Kissimmee, FL 34744

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    2150 Rj Cir, Kissimmee, FL 34744
  • /2

    $450,000

    Sold Sep 23, 2025

    1758 King Phillip Dr, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 2,735 Sq Ft
    • Built 1991

    Last Sold Summary

    • 13% Below List Price
    • $165/SF
    • 143 Days On Market

    Current Estimated Value $473,115

    Last Listing Agent Jonathan Speagle DALTON WADE INC

    1758 King Phillip Dr, Kissimmee, FL 34744
    • /25

      Not Listed For Sale

      3174 Morning Light Way, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1998
      3174 Morning Light Way, Kissimmee, FL 34744

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Everardo Santos ESG INVESTMENT ENTERPRISE INC

  • /36

    $389,000

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    3570 Southern Cross Loop, Kissimmee, FL 34744

    Welcome to 3570 Southern Cross Loop, a well-maintained single-story home built in 2018 and located in East Lake Preserve. This residence offers 3 bedrooms, 2 bathrooms, plus a versatile flex room that can accommodate a variety of uses, including a home office, guest space, hobby room, or additional living area.A standout feature of the property is the approximately 12' x 40' covered lanai

    Agent Photo

    Jose Santana

    NORKIS & CO REALTY

    3570 Southern Cross Loop, Kissimmee, FL 34744
  • /6

    $2,480 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,212 Sq Ft
    • House for Rent

    903 Anchorage Ln, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2624.90. That covers your base rent, $2480.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    903 Anchorage Ln, Kissimmee, FL 34744
  • /2

    $435,000

    Sold Aug 06, 2026

    2723 Callaway Ln, Kissimmee, FL 34744

    • 4 Beds
    • 3.5 Baths
    • 2,513 Sq Ft
    • Built 2005

    Last Sold Summary

    • $173/SF
    • 72 Days On Market

    Current Estimated Value $434,908

    Last Listing Agent Lindsy Holland NEXTHOME SUNSHINE REALTY

    2723 Callaway Ln, Kissimmee, FL 34744
    • /39

      Est $597,657

      Not Listed For Sale

      2787 Autumn Breeze Way, Kissimmee, FL 34744

      • 4 Beds
      • 4 Baths
      • 2,705 Sq Ft
      • Built 2017
      2787 Autumn Breeze Way, Kissimmee, FL 34744

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Karla Price COLDWELL BANKER REALTY

  • /9

    $124,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1805 Michigan Ave Unit D, Kissimmee, FL 34744

    SELLER IS OFFERING $5,000 towards buyer's closing costs- This 2-bedroom, 2-bath home offers 1,118 square feet of comfortable living space in a highly convenient location near NEO CITY and VALENCIA COLLEGE . If you're looking for an INVESTMENT OPPORTUNITY, this property presents excellent potential for passive income and long-term equity growth. Inside, you'll find a spacious layout featuring two

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    1805 Michigan Ave Unit D, Kissimmee, FL 34744
  • /20

    $2,195 Per Month

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • House for Rent

    1461 Powell Ln, Kissimmee, FL 34744

    **MOVE-IN SPECIAL!!! $500 OFF FIRST FULL MONTH AND NO MOVE IN FEE WITH DEPOSIT BY 9/19/26**SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.Step into a perfect blend of modern comfort and functional design in this beautiful single-story residence at 1461 Powell Ln, offering a generous 1,676 square feet

    1461 Powell Ln, Kissimmee, FL 34744
  • /2

    $365,000

    Sold Mar 04, 2026

    1525 Amherst Ln, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • Built 1989

    Last Sold Summary

    • $217/SF
    • 5 Days On Market

    Current Estimated Value $366,359

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    1525 Amherst Ln, Kissimmee, FL 34744
    • /2

      Est $401,297

      Not Listed For Sale

      3917 Santa Elena Ln, Kissimmee, FL 34744

      • 4 Beds
      • 2 Baths
      • 1,956 Sq Ft
      • Built 2012
      3917 Santa Elena Ln, Kissimmee, FL 34744

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Magda Cerra CERRAMAR REALTY CORP

  • /22

    $3,000,000

    • Land
    • 5.18 Acres
    • $579,151 per Acre

    4385 Semoran Farms Rd, Kissimmee, FL 34744

    Prime 5 acres of land with access to Boggy Creek Rd. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Low Density Residential and can easily be converted to LDR. The allowable uses for LDR are attached to this listing. Boggy Creek Rd is currently being turned into a 4 Lane Road. This parcels proximity to Lake Nona and the tourist corridor and

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    4385 Semoran Farms Rd, Kissimmee, FL 34744
  • /17

    $2,599 Per Month

    • 4 Beds
    • 3 Baths
    • 2,207 Sq Ft
    • House for Rent

    2611 Winter Calm Ln, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2743.90. That covers your base rent, $2599.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2611 Winter Calm Ln, Kissimmee, FL 34744
  • /2

    $465,000

    Sold Apr 20, 2026

    3127 Riachuelo Ln, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,338 Sq Ft
    • Built 2003

    Last Sold Summary

    • $199/SF
    • 20 Days On Market

    Current Estimated Value $464,220

    Last Listing Agent Luz Lovera CT HOMES REALTY CORPORATION

    3127 Riachuelo Ln, Kissimmee, FL 34744
    • /2

      Est $393,647

      Not Listed For Sale

      2910 Casabella Dr, Kissimmee, FL 34744

      • 4 Beds
      • 2 Baths
      • 1,895 Sq Ft
      • Built 2012
      2910 Casabella Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 261 Days On Market

      Last Listing Agent Maria Arato ALAMO HOMES GROUP

  • /43

    $540,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    2590 Borinquen Dr, Kissimmee, FL 34744

    Unique 3 Bed and 2 Bath home set on a full 1-acre homesite, this unique property offers the rare combination of privacy, space, and functionality in the heart of Kissimmee. The expansive grounds provide room to spread out, add future improvements, or simply enjoy the open land that’s increasingly hard to find in the area.A standout feature of the property is the large, detached garage,(1200

    Agent Photo

    Richie O'Dea

    BRIGHT TRUST REALTY LLC

    2590 Borinquen Dr, Kissimmee, FL 34744
  • /18

    $2,549 Per Month

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft
    • House for Rent

    2449 Relaxing Ln, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2693.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2449 Relaxing Ln, Kissimmee, FL 34744
  • /2

    $269,900

    Sold Jan 08, 2026

    603 Elmhurst Ct, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 2007

    Last Sold Summary

    • $179/SF
    • 49 Days On Market

    Current Estimated Value $264,158

    Last Listing Agent Daisy Daniels J A D FL HOME INC

    603 Elmhurst Ct, Kissimmee, FL 34744
    • /2

      Est $702,677

      Not Listed For Sale

      4443 Azure Isle Way, Kissimmee, FL 34744

      • 5 Beds
      • 4 Baths
      • 3,657 Sq Ft
      • Built 2013
      4443 Azure Isle Way, Kissimmee, FL 34744

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Angelo Beaudouin RE/MAX VANTAGE

  • /48

    $338,000

    $18K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft

    1833 Spring Shower Cir, Kissimmee, FL 34744

    WELCOME HOME to this BEAUTIFULLY MAINTAINED VILLA located in TOHOQUA RESERVE, one of Kissimmee's MOST SOUGHT-AFTER, AMENITY-RICH, 55+ GATED COMMUNITIES. Perfectly positioned on an OVERSIZED, FENCED LOT, this home offers the ideal blend of comfort, privacy, and LOW-MAINTENANCE LIVING—perfect for year-round residents or seasonal homeowners.Step inside to discover a BRIGHT, OPEN-CONCEPT

    Agent Photo

    Craig Finzel

    ATRIUM REALTY, LLC

    1833 Spring Shower Cir, Kissimmee, FL 34744
  • /20

    $1,925 Per Month

    • 1 Bed
    • 1 Bath
    • 914 Sq Ft
    • Condo for Rent

    1040 Jamison Lp Unit 940-104, Kissimmee, FL 34744

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1975/mo 12-Month+ Stay base rent: starts at $1925/mo Landing's apartments at The Jamison are

    1040 Jamison Lp Unit 940-104, Kissimmee, FL 34744
  • /2

    $525,000

    Sold Apr 26, 2026

    2903 Sera Bella Way, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Above List Price
    • $230/SF
    • 3 Days On Market

    Current Estimated Value $518,912

    Last Listing Agent Kevin Gomez THE ANDERSON GROUP & CO PL

    2903 Sera Bella Way, Kissimmee, FL 34744
    • /2

      Est $290,036

      Not Listed For Sale

      2931 Puerta Del Sol Blvd, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,585 Sq Ft
      • Built 2014
      2931 Puerta Del Sol Blvd, Kissimmee, FL 34744

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Jonathan Schmucke ROMAN'S PRO REALTY LLC

  • /33

    $4,250,000

    $250K PRICE DROP Pending
    • Land
    • 5 Acres
    • $850,000 per Acre

    4345 Boggy Creek Rd, Kissimmee, FL 34744

    Prime 5 acre Industrial Development Land with 301 FF on Boggy Creek Rd. This parcel can be combined with the parcel next door to create 10 continguous acres and 615 FF on Boggy Creek Rd. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Industrial Restricted and can easily be converted to IR. The allowable uses are attached to this listing.

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    4345 Boggy Creek Rd, Kissimmee, FL 34744
  • /15

    $2,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,813 Sq Ft
    • House for Rent

    1083 Hermosa Way, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1083 Hermosa Way, Kissimmee, FL 34744
  • /2

    $536,590

    Sold Nov 12, 2025

    1873 Bright Sky Dr, Kissimmee, FL 34744

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

    Last Sold Summary

    • 4% Below List Price
    • $254/SF
    • 4 Days On Market

    Current Estimated Value $516,738

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1873 Bright Sky Dr, Kissimmee, FL 34744
    • /2

      Est $372,832

      Not Listed For Sale

      1023 Hermosa Way, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 1,882 Sq Ft
      • Built 2010
      1023 Hermosa Way, Kissimmee, FL 34744

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Danielle Sasportas DALTON WADE INC

Showing Results 81 - 120, Page 3 of 18

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