23,232

Homes in ZIP Code 34744

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  • /33

    $245,000

    • 3 Beds
    • 2.5 Baths
    • 1,380 Sq Ft

    1661 Windsor Oak Ct, Kissimmee, FL 34744

    Welcome to this beautifully maintained townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym.In gated community. It is convenient to educational facilities and Valencia

    Nubia Saenz BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    1661 Windsor Oak Ct, 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
  • /22

    $429,378

    Sold Nov 12, 2025

    2505 Spring Tune Aly, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $212/SF
    • 15 Days On Market

    Current Estimated Value $401,480

    Lennar Tohoqua - Cottages Collection

    2505 Spring Tune Aly, Kissimmee, FL 34744
    • /11

      Est $450,528

      Not Listed For Sale

      1869 Clear Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,139 Sq Ft
      • Built 2025
      1869 Clear Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 27 Days On Market

  • /76

    $1,068,000

    $132K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,621 Sq Ft

    1632 Regal Cove Ct, Kissimmee, FL 34744

    Welcome to Regal Cove – Modern Luxury Meets Country Charm!Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round.From the moment

    Rachel Coolidge FIERCE REALTY

    1632 Regal Cove Ct, 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

    $510,000

    Sold Jun 11, 2026

    1795 Ranger Highlands Rd, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,374 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $215/SF
    • 76 Days On Market

    Current Estimated Value $512,712

    Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

    1795 Ranger Highlands Rd, Kissimmee, FL 34744
    • /2

      Est $401,437

      Not Listed For Sale

      1840 Bright Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2025
      1840 Bright Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /46

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    3202 Surfbird St, Kissimmee, FL 34744

    Welcome to this well kept 4 bedroom, 2.5 bath, in a perfect location less than 5 miles to Lake Nona and its conveniences without the hefty price. Tucked away in a boutique community with low HOA, this home offers privacy you'll appreciate. Enjoy a fully fenced backyard with no rear neighbors, backing up to conservation and private land the perfect setting to relax or entertain. Built with solid

    Mike Perez EXP REALTY LLC

    3202 Surfbird St, 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

    $410,000

    Sold Aug 21, 2026

    2213 Lange St, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $236/SF
    • 27 Days On Market

    Current Estimated Value $417,682

    Last Listing Agent Maxwell Wardlaw, PA EPIQUE REALTY INC.

    2213 Lange St, Kissimmee, FL 34744
    • /2

      Est $356,173

      Not Listed For Sale

      1901 Fulfillment Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,615 Sq Ft
      • Built 2025
      1901 Fulfillment Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /62

    $409,900

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    2663 Gold Dust Cir, Kissimmee, FL 34744

    Under contract-accepting backup offers. Beautiful 4 bedroom 2 bath single family home with 2,085 sqft (under air) in the Fortune Lakes Community of Kissimmee Florida. This spacious home sits on a large waterview lot overlooking a private pond in the backyard with no rear neighbors. The larger lot also provides plenty of space between the neighbors on each side. The home is well maintained with a

    Andy Chen HAPPY HOME REAL ESTATE LLC

    2663 Gold Dust 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
  • /6

    $394,490

    Sold Feb 13, 2026

    2352 Southbury Dr, Kissimmee, FL 34744

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $223/SF
    • 43 Days On Market

    Current Estimated Value $368,585

    Pulte Homes Tohoqua - Townhomes

    2352 Southbury Dr, Kissimmee, FL 34744
    • /2

      Est $383,685

      Not Listed For Sale

      2454 Peace of Mind Ave, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,795 Sq Ft
      • Built 2025
      2454 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /72

    $649,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,653 Sq Ft

    2809 Sail Breeze Way, Kissimmee, FL 34744

    Under contract-accepting backup offers. Virtually Staged. Incredible Pool & Spa Home on a gorgeous Pond Lot! Located in the highly desirable, gated community of North Pointe in Kissimmee, FL, this beautifully maintained two-story home resides on a glistening pond, features 4 bedrooms, 2.5 baths, a 2-car garage, a fully-fenced backyard and one of the most gorgeous pools & spas in the community.

    Deanna Armel ARMEL REAL ESTATE INC

    2809 Sail Breeze Way, 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
  • /18

    $417,990

    Sold Oct 08, 2025

    1850 Geronimo St, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $259/SF
    • 57 Days On Market

    Current Estimated Value $401,365

    D.R. Horton Kindred

    1850 Geronimo St, Kissimmee, FL 34744
    • /2

      Est $397,691

      Not Listed For Sale

      2441 Spring Tune Aly, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2025
      2441 Spring Tune Aly, Kissimmee, FL 34744

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /20

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1464 Riverboat Dr, Kindred, FL 34744

    Welcome to this charming house located at 1464 Riverboat Dr, Kissimmee, FL 34744. This residence boasts a delightful exterior that invites you to explore further. The property features a welcoming facade that complements its serene surroundings. Nestled in a desirable area, this home accords a wonderful opportunity to enjoy the vibrant lifestyle of Kissimmee. With its appealing architecture and

    Steven Koleno BEYCOME OF FLORIDA LLC

    1464 Riverboat Dr, Kindred, FL 34744
  • /17

    $2,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,595 Sq Ft
    • Unit

    1780 Vermejo Ln, Kissimmee, FL 34744

    This property is available. Please inquire on this site to schedule a showing. ENJOY $500 OFF FIRST MONTH'S RENT WHEN YOU APPLY B SEPTEMBER 15TH!Discover modern living at this inviting two-story townhouse located at 1780 Vermejo Lane in Kissimmee, FL 34744. The attractive exterior, featuring a contemporary color palette and well-maintained landscaping, welcomes you home. Step

    Unit

    1780 Vermejo Ln, Kissimmee, FL 34744
  • /2

    $529,296

    Sold Nov 18, 2025

    1849 Bright Sky Dr, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 2,139 Sq Ft
    • Built 2025

    Last Sold Summary

    • $247/SF

    Current Estimated Value $452,898

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

    1849 Bright Sky Dr, Kissimmee, FL 34744
    • /2

      Est $383,775

      Not Listed For Sale

      1829 Fulfillment Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,755 Sq Ft
      • Built 2025
      1829 Fulfillment Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /17

    $389,990

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    1872 Kindle St, Kindred, FL 34744

    The property is located at 1872 Kindle Street KISSIMMEE FL 34744 priced at 389990, the square foot and stories are 1504, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    1872 Kindle St, Kindred, FL 34744
  • /20

    $1,715 Per Month

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

    1225 Utica Dr Unit 2-123, 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 $1765/mo 12-Month+ Stay base rent: starts at $1715/mo Landing's apartments at Solaris at

    1225 Utica Dr Unit 2-123, Kissimmee, FL 34744
  • /15

    $389,990

    Sold Aug 11, 2026

    1917 Howard Mesa Dr, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Below List Price
    • $242/SF
    • 26 Days On Market

    Current Estimated Value $402,537

    D.R. Horton Kindred

    1917 Howard Mesa Dr, Kissimmee, FL 34744
    • /19

      Est $493,932

      Not Listed For Sale

      2507 Peace of Mind Ave, Kissimmee, FL 34744

      • 5 Beds
      • 3 Baths
      • 2,571 Sq Ft
      • Built 2025
      2507 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 27 Days On Market

  • /35

    $379,290

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    2644 Clear Night Ave, Kissimmee, FL 34744

    Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    2644 Clear Night Ave, Kissimmee, FL 34744
  • /17

    $3,200

    Total Monthly Price

    • 5 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • House for Rent

    835 Neptune Pointe Ln, Kissimmee, FL 34744

    RENOVATED 5-BEDROOM POOL HOME – AVAILABLE SEPTEMBER 1$3,200/month – POOL & LAWN MAINTENANCE INCLUDED!Beautifully renovated 5-bedroom, 2.5-bath home in Kissimmee offering nearly 2,900 sq. ft. of living space with a private screened-in swimming pool.? HOME FEATURES:• 5 bedrooms / 2.5 bathrooms• Nearly 2,900 sq. ft.• Private screened-in swimming pool•

    835 Neptune Pointe Ln, Kissimmee, FL 34744
  • /2

    $299,500

    Sold May 20, 2026

    2695 Holiday Woods Dr, Kissimmee, FL 34744

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1981

    Last Sold Summary

    • $272/SF
    • 3 Days On Market

    Current Estimated Value $298,293

    Last Listing Agent Cassandra Kelly CENTURY 21 WOLF'S CROSSING REALTY

    2695 Holiday Woods Dr, Kissimmee, FL 34744
    • /2

      Est $423,574

      Not Listed For Sale

      2437 Spring Tune Aly, Kissimmee, FL 34744

      • 4 Beds
      • 3.5 Baths
      • 2,522 Sq Ft
      • Built 2025
      2437 Spring Tune Aly, Kissimmee, FL 34744

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /2

    $379,990

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

    1844 Bright Sky Dr, Kissimmee, FL 34744

    This new two-story home showcases a pleasing, contemporary design. The first floor features a large entry and an open floorplan among the modern kitchen, tranquil dining room and inviting family room. The laundry room is located by the kitchen, and a lanai is tucked beside the family room. Upstairs, three bedrooms including a lavish owner’s suite provide restful retreats for family members and

    Lennar Builder
    1844 Bright Sky Dr, Kissimmee, FL 34744
  • /20

    $2,235 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • House for Rent

    2009 Tohoqua Blvd, 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 $2379.90. That covers your base rent, $2235.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2009 Tohoqua Blvd, Kissimmee, FL 34744
  • /15

    $390,639

    Sold Nov 19, 2025

    1893 Fulfillment Dr, Kissimmee, FL 34744

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

    Move in Ready Sold Summary

    • $223/SF
    • 110 Days On Market

    Current Estimated Value $380,372

    Lennar Tohoqua - Townhome Collection

    1893 Fulfillment Dr, Kissimmee, FL 34744
    • /2

      Est $404,408

      Not Listed For Sale

      1888 Bright Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2025
      1888 Bright Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /2

    $190,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    2358 Old Dixie Hwy, Kissimmee, FL 34744

    Investor opportunity! Great location in downtown Kissimmee. Situated on a generously sized lot with mature trees and a long driveway. Conveniently located just minutes from Downtown Kissimmee, Lakefront Park, shopping, dining, schools, SunRail, and major roadways including Florida's Turnpike and US-192, the property also provides easy access to Walt Disney World, Universal Orlando, Orlando

    Franklin Mateo KELLER WILLIAMS LEGACY REALTY

    2358 Old Dixie Hwy, Kissimmee, FL 34744
  • /7

    $2,350

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • House for Rent

    2457 Spring Tune Aly, Kissimmee, FL 34744

    Welcome to your new home! This beautiful 3-bedroom, 2.5-bathroom lakefront home offers comfortable living in a resort-style community with great amenities and convenient access to nearby schools and major highways.The home features white tile flooring throughout the downstairs and carpet upstairs. The kitchen includes a refrigerator, dishwasher, and microwave, along with a convenient walk-in

    2457 Spring Tune Aly, Kissimmee, FL 34744
  • /2

    $60,000

    Sold Aug 10, 2026

    0 Jackson St Unit MFRS5153686, Kissimmee, FL 34744

    • Land
    • 7,840 Sq Ft
    • $333,333 per Acre

    Last Sold Summary

    • 20% Above List Price
    • 0 Days On Market

    Last Listing Agent Susana Moor LA ROSA REALTY KISSIMMEE

    0 Jackson St Unit MFRS5153686, Kissimmee, FL 34744
    • /2

      Est $384,204

      Not Listed For Sale

      1566 Dalehurst Ln, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,816 Sq Ft
      • Built 2025
      1566 Dalehurst Ln, Kissimmee, FL 34744

      Last Sold Summary

      • 17 Days On Market

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

Showing Results 241 - 280, Page 7 of 18

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