23,230

Homes in ZIP Code 34744

Section Image Section Image
  • /39

    $644,000

    • 5 Beds
    • 3 Baths
    • 3,213 Sq Ft

    1771 Lee Janzen Dr, Kissimmee, FL 34744

    SELLER MOTIVATED! GOLF, WATER VIEWS & PRIVATE POOL!Experience the best of Florida living in this beautifully appointed 4-bedroom, 3-bathroom home with a spacious second-floor bonus room and 3-car garage, ideally situated along the 15th fairway of the prestigious Kissimmee Bay Country Club. With breathtaking golf course and water views, a private pool, and exceptional upgrades, this home

    Lorena Moscoso SIGNATURE INTERNATIONAL REAL E

    1771 Lee Janzen Dr, Kissimmee, FL 34744
  • /26

    $2,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • House for Rent

    1581 Starfish St, Kissimmee, FL 34744

    Move In Ready. NO HOA, Dreamhouse for fishing lovers. Boat parking onsite. The property is minutes to the Kissimmee Lake Front Park, and close to downtown Kissimmee. No Carpet, Tile Floor throughout the whole house. Easy access to Shopping Centers, Supermarkets, Florida Turnpike may link you to all other major Hwys. Formal Living Room, Huge Family Room. Fenced Backyard, Large paver courtyard for

    1581 Starfish St, Kissimmee, FL 34744
  • /2

    $407,990

    Sold Jan 05, 2026

    1825 Three Bars Rd, Kissimmee, FL 34744

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

    Move in Ready Sold Summary

    • $253/SF
    • 23 Days On Market

    Current Estimated Value $411,873

    D.R. Horton Kindred

    1825 Three Bars Rd, Kissimmee, FL 34744
    • /2

      Est $470,736

      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

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /6

    $333,000

    $14K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    2000 Rankin St, Kissimmee, FL 34744

    Short Sale. Hud approved short sale at $333,000. Welcome to this beautiful 3-bedroom, 2.5-bath home with a 1-car garage, located in the highly sought-after Kindred community of Kissimmee. Built in 2024, this move-in ready residence offers 1,814 square feet of thoughtfully designed living space featuring an open-concept floor plan perfect for everyday living and entertaining.The modern kitchen

    Tebi Rodriguez LA ROSA REALTY KISSIMMEE

    2000 Rankin St, Kissimmee, FL 34744
  • /26

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    1502 Damon Ave Unit A, Kissimmee, FL 34744

    First month is half off with an approved application!! Welcome to this privately secured second-floor apartment offering comfort, functionality, and an amazing location. Freshly painted with new blinds for the windows, and equipped with 2 exclusive parking spaces- this charming 2-bedroom, 1-bathroom home features a desirable split-bedroom floor plan, providing added privacy between the bedrooms.

    Joshua Starnes EXP REALTY LLC

    1502 Damon Ave Unit A, Kissimmee, FL 34744
  • /2

    $335,000

    Sold Aug 07, 2026

    781 Country Woods Cir, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Below List Price
    • $278/SF
    • 16 Days On Market

    Current Estimated Value $328,342

    Last Listing Agent Christopher Gallon, Pa EXP REALTY LLC

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

      Est $403,461

      Not Listed For Sale

      1868 Bright Sky Dr, Kissimmee, FL 34744

      • 4 Beds
      • 3 Baths
      • 2,023 Sq Ft
      • Built 2025
      1868 Bright Sky Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /18

    $464,990

    New Construction $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    1876 Howard Mesa Dr, Kindred, FL 34744

    The property is located at 1876 Howard Mesa Drive KISSIMMEE FL 34744 priced at 464990, the square foot and stories are 2447, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    1876 Howard Mesa Dr, Kindred, FL 34744
  • /7

    $1,450 Per Month

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

    1815 Michigan Ave, Kissimmee, FL 34744

    Beautiful condo in downtown Kissimmee and close to Disney World! This condo is located on the SECOND floor and offers 2 bedrooms and 2 bathrooms. The spacious interior features ceramic and laminate floors. The living room is spacious and open plan. You'll find countertops, a refrigerator, a stove, and plenty of cabinet space. The dining room overlooks the kitchen. The master bedroom offers ample

    1815 Michigan Ave, Kissimmee, FL 34744
  • /2

    $515,000

    Sold Mar 07, 2026

    1511 Grandview Blvd, Kissimmee, FL 34744

    • 3 Beds
    • 2.5 Baths
    • 1,981 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $260/SF
    • 158 Days On Market

    Current Estimated Value $501,451

    Last Listing Agent Monica La O STAR BAY REALTY CORP.

    1511 Grandview Blvd, Kissimmee, FL 34744
    • /20

      Est $407,396

      Not Listed For Sale

      2438 Peace of Mind Ave, Kissimmee, FL 34744

      • 4 Beds
      • 3.5 Baths
      • 2,522 Sq Ft
      • Built 2025
      2438 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 83 Days On Market

  • /62

    $849,000

    New Construction $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    1516 Pine Island Rd, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Luxury Custom Estate sits on just under an acre. Welcome to this exceptional custom-built estate where space, style, and convenience come together on a generous .86-acre homesite. Striking contemporary elevation with clean architectural lines and elegant stone accents, creating a timeless yet modern curb appeal. Large windows enhance the exterior

    Ken Baker KEN BAKER REAL ESTATE

    1516 Pine Island Rd, Kissimmee, FL 34744
  • /29

    $2,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • House for Rent

    1759 Copinger Terrace, Kindred, FL 34744

    Kindred Living on Par with your lifestyle, wants and needs! This 4 Bedrooms, 2 Bath home is situated in the gorgeous community known as Kindred and all of its wonderful amenities. The home features stone counters throughout, motorized blinds, custom lighting, whole home water filtration system and your own putting green and turf in your backyard! Spacious bedrooms are fantastic and the primary

    Sergio Palmero LIFESTYLE INTERNATIONAL REALTY

    1759 Copinger Terrace, Kindred, FL 34744
  • /2

    $860,000

    Sold Dec 19, 2025

    2816 Sand Crane Ln, Kissimmee, FL 34744

    • 5 Beds
    • 4 Baths
    • 3,291 Sq Ft
    • Built 1998

    Last Sold Summary

    • 13% Below List Price
    • $261/SF
    • 37 Days On Market

    Current Estimated Value $862,088

    Last Listing Agent Desiree Rodriguez Silva AVENEW REALTY CORP

    2816 Sand Crane Ln, 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

      Last Listing Agent Gina DeGori FLORIDA REALTY RESULTS LLC

  • /27

    $268,000

    $7K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,386 Sq Ft

    2436 Hassonite St, Kissimmee, FL 34744

    **MOTIVATED SELLER**Some concessions may be accepted.Welcome to 2436 Hassonite St., Kissimmee, A charming and beautifully maintained home full of warmth, comfort, and style! Featuring a bright open-concept layout, spacious living areas, and a well-appointed kitchen, this home is perfect for everyday living and easy entertaining. Ideally located near St. Cloud, with quick access to major

    Jessica Camacho KELLER WILLIAMS LEGACY REALTY

    2436 Hassonite St, Kissimmee, FL 34744
  • /78

    $3,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,374 Sq Ft
    • House for Rent

    1530 Barberry Dr, Kissimmee, FL 34744

    Spacious 4-bedroom, 3-bathroom single-family home with 2,374 sq ft of living space. Features include a modern kitchen with island, dishwasher, microwave and pantry, large closets, private patio, attached garage, washer and dryer, central air conditioning, and window coverings. Located in an amenity-rich community offering a pool, clubhouse, fitness center, jogging trails, tennis, basketball and

    1530 Barberry Dr, Kissimmee, FL 34744
  • /2

    $442,000

    Sold Feb 03, 2026

    1690 Andrea Ct, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $265/SF
    • 4 Days On Market

    Current Estimated Value $439,990

    Last Listing Agent Bob Guidice GOLFPARK PROPERTIES

    1690 Andrea Ct, 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

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /37

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    1534 Oak Reserve Dr, Kindred, FL 34744

    Set in the heart of Kissimmee, 1534 Oak Reserve Dr keeps shopping, restaurants, theme parks, the airport, and major roads all within easy reach. This new listing pairs a connected address with a bright, move-in ready interior built for comfortable Florida living.Inside, 1,846 square feet of open, welcoming space await. High ceilings lend each room an airy feel, while the open floor plan

    Drew Belani COMPASS FLORIDA LLC

    1534 Oak Reserve Dr, Kindred, FL 34744
  • /16

    $1,800 Per Month

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

    2075 Heritage Key Blvd, Kissimmee, FL 34744

    Don’t miss this opportunity at 2075 Heritage Key Blvd in Kissimmee!This spacious 3-bedroom, 2.5-bathroom townhome offers approximately 1,512 square feet of comfortable living space in the gated Heritage Key community. The open floor plan provides plenty of room for relaxing and entertaining. Step outside to the covered patio and enjoy peaceful pond and fountain views, perfect for morning

    Rabie Georgey PROPERTIES IN TOWN

    2075 Heritage Key Blvd, Kissimmee, FL 34744
  • /2

    $315,000

    Sold Sep 23, 2025

    1119 Delaware Ave, Kissimmee, FL 34744

    • 4 Beds
    • 3 Baths
    • 1,684 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 7 Days On Market

    Current Estimated Value $322,831

    Last Listing Agent Jonadad Theodore THEODORE REALTY & ASSOCIATES LLC

    1119 Delaware Ave, Kissimmee, FL 34744
    • /2

      Est $473,623

      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

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /49

    $404,645

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

    1804 Howard Mesa Dr, Kissimmee, FL 34744

    Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home

    Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1804 Howard Mesa Dr, Kissimmee, FL 34744
  • /8

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    Unlisted Address

    Spacious 1-bedroom, 1-bath private unit for rent in Kissimmee featuring a separate entrance for added privacy. The unit offers a comfortable living and dining area, plenty of natural light, a functional kitchen area, and a remodeled bathroom. Conveniently located near shopping, restaurants, supermarkets, Valencia College (192), conveniently located near one of the Florida Turnpike entrances.

    Mariana Jaspe AGENT TRUST REALTY CORPORATION

    Unlisted Address
  • /18

    $460,990

    Sold Jul 17, 2026

    1852 Howard Mesa Dr, Kindred, FL 34744

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Below List Price
    • $188/SF
    • 15 Days On Market

    D.R. Horton Kindred

    1852 Howard Mesa Dr, Kindred, FL 34744
    • /2

      Est $373,320

      Not Listed For Sale

      2721 Serenity Meadow Dr, Kissimmee, FL 34744

      • 2 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 2025
      2721 Serenity Meadow Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  • /46

    $563,999

    Open Sat 11AM - 1PM $1K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,057 Sq Ft

    2994 Gavin Sky Dr, Kissimmee, FL 34744

    Discover exceptional multigenerational living at 2994 Gavin Sky Drive, a spacious five-bedroom, three-and-a-half-bath Ammolite model situated on a premium homesite in Seasons at Big Sky—a desirable Kissimmee community with a low HOA and no CDD.Offering approximately 3,057 square feet of heated living space and 4,159 total square feet, this thoughtfully designed home provides flexibility,

    Jose Hooker-Gomez CHARLES RUTENBERG REALTY ORLANDO

    2994 Gavin Sky Dr, Kissimmee, FL 34744
  • /18

    $2,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,683 Sq Ft
    • Townhouse for Rent

    2437 Hassonite St, Kissimmee, FL 34744

    Welcome to this well-maintained Townhouse located in the gated community of Amber Point in Kissimmee, offering comfort, convenience, and a great location. This two-story townhouse 3-bedroom, 2.5 bathroom offers 1,683 square feet of comfortable living space, a 2 car garage, and all bedrooms located upstairs for added privacy. The open main floor features a functional layout that works well for

    Fabio Burgos LA ROSA REALTY KISSIMMEE

    2437 Hassonite St, Kissimmee, FL 34744
  • 2338 Southbury Dr, Kissimmee, FL 34744

    $369,490

    Sold Apr 01, 2026

    2338 Southbury Dr, Kissimmee, FL 34744

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

    Move in Ready Sold Summary

    • $209/SF
    • 151 Days On Market

    Current Estimated Value $362,698

    Pulte Homes Tohoqua - Townhomes

    2338 Southbury Dr, 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

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /27

    $49,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    2758 Camper Ct, Kissimmee, FL 34744

    Welcome to this beautiful and meticulously maintained 1-bedroom, 1-bath "tiny home" located in the highly desirable Mill Creek community in Kissimmee, FL. Just 10 miles from Disney, Orlando's top attractions, and Orlando International Airport, this all-age community offers an impressive array of amenities, including a swimming pool, mini-golf, children's playground, planned activities, and

    Jennifer Maasdorp Integrity Mobile Homes

    2758 Camper Ct, Kissimmee, FL 34744
  • /52

    $2,995 Per Month

    • 5 Beds
    • 3 Baths
    • 3,009 Sq Ft
    • House for Rent

    1704 Bridgets Ct, Kissimmee, FL 34744

    This spacious 2 story single family home at the Kissimmee Bay Country Club Golf Course Gated community. Screened-in Swimming Pool. 5 bedrooms 3 bath. All bedrooms are downstairs. Split plan Master with Master bath and oversized walk-in closet. Living room, oversized family room with a back door leads to the Golf Course, kitchen with closet pantry, kitchen island and appliances. Butler’s quarter

    Joe Hawash REALSOURCE PROPERTY MANGNT LLC

    1704 Bridgets Ct, Kissimmee, FL 34744
  • /2

    $262,500

    Sold Apr 22, 2026

    651 Cornerstone Dr, Kissimmee, FL 34744

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

    Last Sold Summary

    • 2% Below List Price
    • $186/SF
    • 11 Days On Market

    Current Estimated Value $258,015

    Last Listing Agent Monica Mendivil SUNSHINE PREMIUM PROPERTIES

    651 Cornerstone Dr, Kissimmee, FL 34744
    • /2

      Est $434,819

      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

      Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  • /35

    $369,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    1721 Freeman Dr, Kissimmee, FL 34744

    Welcome to this beautifully maintained and recently renovated home in the desirable, established Oak Run community in Kissimmee. Enjoy the benefits of low property taxes and NO HOA. This move-in-ready home features a spacious split floor plan with a bright living room accented by crown molding, a formal dining area, and a generously sized kitchen offering abundant cabinet space, extensive

    Miguel Marchan AGENT TRUST REALTY CORPORATION

    1721 Freeman Dr, Kissimmee, FL 34744
  • /13

    $1,595 Per Month

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

    530 Academy Dr Unit 201, Kissimmee, FL 34744

    Welcome to Academy Park Apartments, where luxury, comfort, and convenience come together in the heart of Kissimmee, Florida. Our thoughtfully designed and spacious 1, 2, and 3 bedroom apartments for rent in Kissimmee/Neo City feature upscale finishes and modern amenities that elevate your everyday living experience. Each apartment home offers open-concept layouts with premium interior features,

    Bryan Cagan CAGAN MANAGEMENT GROUP INC

    530 Academy Dr Unit 201, Kissimmee, FL 34744
  • /2

    $390,000

    Sold Jan 16, 2026

    2335 Pine Tree Ct, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,629 Sq Ft
    • Built 1977

    Last Sold Summary

    • $239/SF
    • 54 Days On Market

    Current Estimated Value $383,137

    Last Listing Agent Samantha Jorgensen THE PROPERTY PROS REAL ESTATE, INC

    2335 Pine Tree Ct, Kissimmee, FL 34744
    • /2

      Est $484,506

      Not Listed For Sale

      1865 Walnut Creek Dr, Kissimmee, FL 34744

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2025
      1865 Walnut Creek Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 73 Days On Market

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

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home