Homes in ZIP Code 34744

• 

  

  

  /30

  $239,900

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  207 E Orange St, Kissimmee, FL 34744

  Come check out this historic mature home in the downtown Kissimmee area. House sits on one of the larger lots in this neighborhood. Property features a front and back porch, large backyard including an oversize shed among large mature trees. Newer Lennox A/C unit, Rheem Performance line water heater, city water line replaced 2 years ago. Fixer upper opportunity.

  Danny Ramos ONE FAMILY REALTY

  207 E Orange St, Kissimmee, FL 34744
• 

  

  

  /29

  $3,100 per month

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft
  • House for Rent

  1549 Leaf Ln, Kissimmee, FL 34744

  Beautiful Single Family residence with 4 bedrooms 3 bathrooms Loft , 2 car garage and a covered lanai where you can take in this homesites serene pond views. Convenient to Florida's Turnpike, Lake Toho and Downtown Kissimmee. Pennyroyal offers residents a Community Pool with Cabana, Playground and Dog Park.Schedule your showing today !!!

  Tania Gomez NAIM REAL ESTATE LLC

  1549 Leaf Ln, Kissimmee, FL 34744
• 

  

  /2

  $343,000 Sold Jun 13, 2025

  • 1,170 Sq Ft
  • $293/SF
  • 100 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1976

  2959 Old Dixie Hwy, Kissimmee, FL 34744

  Spacious 4-Bedroom Home with Income Potential in the Heart of Kissimmee!Welcome to 2959 Old Dixie Hwy, Kissimmee, FL 34744! This versatile 4-bedroom, 3-bathroom single-family home offers a unique layout that includes a separate in-law suite or apartment, perfect for multi-generational living or generating extra income.The home features a new roof, an additional washer and dryer, an extra

  Moira Villavicencio EXP REALTY LLC

  2959 Old Dixie Hwy, Kissimmee, FL 34744
• 

  

  

  /31

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  3513 Boggy Creek Rd, Kissimmee, FL 34744

  3513 Boggy Creek Rd, Kissimmee, FL 34744
• 

  

  

  /43

  $289,000

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

  1645 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 rare and flexible layout with two master suites, offering privacy and comfort for family, guests, or a work-from-home setup. The open-concept living and dining area is bright and inviting, and the kitchen flows

  Yasesky Abreu LPT REALTY, LLC

  1645 Windsor Oak Ct, Kissimmee, FL 34744
• 

  

  /16

  $2,320 per month

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • House for Rent

  2117 Fleet Ct, 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.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  2117 Fleet Ct, Kissimmee, FL 34744
• 

  /2

  $439,500 Sold Jun 12, 2025

  • 2,053 Sq Ft
  • $214/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  4469 Biscayne Breeze Way, Kissimmee, FL 34744

  One or more photo(s) has been virtually staged. Bring your electric vehicle! This 3 bedroom plus flex space home features tranquil POND VIEWS, a NEW ROOF, and PAID OFF SOLAR SYSTEM with EV car charger! TOUR THE HOUSE WITH THE VIRTUAL TOUR and VIDEO WALK THROUGH LINKS. As you enter the home, you’ll find something that other similar floorplans don’t have---a media room! Perfect for movie night or

  Chris Winn BLOOM HOME GROUP REALTY LLC

  4469 Biscayne Breeze Way, Kissimmee, FL 34744
• 

  /2

  Est $423,592 Not Listed For Sale

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

  1815 Partin Terrace Rd, Kissimmee, FL 34744

  1815 Partin Terrace Rd, Kissimmee, FL 34744
• 

  

  /26

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft

  2338 Harbor Town Dr, Kissimmee, FL 34744

  PRICED TO SELL! Welcome to this charming 3-bedroom, 2-bathroom home situated in the heart of Kissimmee. Perfectly positioned for convenience, this residence offers easy access to shopping, dining, schools, and major highways. Inside, you'll find updated flooring throughout and a functional layout that includes a cozy laundry closet for added practicality. The home also features a newer roof,

  Jasmin Cabral LIFESTYLE INTERNATIONAL REALTY

  2338 Harbor Town Dr, Kissimmee, FL 34744
• 

  

  /21

  $1,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,425 Sq Ft
  • Townhouse for Rent

  1659 Windsor Oak Ct, Kissimmee, FL 34744

  FOR RENT: Spacious 3 Bedrooms, 2 Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well-equipped with all appliances and a breakfast bar located on the first floor and opens up to the bright family room and screened-in porch. You will be delighted by ALL NEWLY RENOVATED luxurious BATHROOMS installed with modern fixtures. Stairs leading to second

  Mark Peters LA ROSA REALTY LLC

  1659 Windsor Oak Ct, Kissimmee, FL 34744
• 

  /2

  $325,000 Sold Jun 12, 2025

  • 1,232 Sq Ft
  • $264/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  2164 Rj Cir, Kissimmee, FL 34744

  Welcome to this beautifully maintained single-family home, perfectly situated in a quiet and welcoming neighborhood. This residence offers an inviting living space, featuring 3 spacious bedrooms and 2 full bathrooms. The interior showcases durable tile flooring throughout, blending style with ease of maintenance. Recent upgrades include a brand-new roof and updated plumbing, offering added peace

  Melissa Aragon LPT REALTY, LLC

  2164 Rj Cir, Kissimmee, FL 34744
• 

  /2

  Est $353,129 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft

  1297 Axel Graeson Ave, Kissimmee, FL 34744

  1297 Axel Graeson Ave, Kissimmee, FL 34744
• 

  

  /10

  $340,000

  • 3 Beds
  • 1.5 Baths
  • 1,374 Sq Ft

  107 Dellwood Dr, Kissimmee, FL 34744

  More photos coming soon! Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those

  Sherley Paul LPT REALTY, LLC

  107 Dellwood Dr, Kissimmee, FL 34744
• 

  

  /5

  $850 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  2295 Irlo Bronson Mem Hwy Unit 163 Double Room, Kissimmee, FL 34744

  Property Id: 1929018Our studio apartments in Kissimmee East, a hidden gem in Central Florida, offer a low-maintenance, high-satisfaction lifestyle. All the utilities are included in the rent, saving you from dealing with the usual hassles of apartment living. Our fully furnished units include flat screen tv, Free Wifi, refrigerator, and microwave. With on-site laundry facilities

  2295 Irlo Bronson Mem Hwy Unit 163 Double Room, Kissimmee, FL 34744
• 

  /2

  $378,000 Sold Jun 12, 2025

  • 1,614 Sq Ft
  • $234/SF
  • 113 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  1516 Quinta Rd, Kissimmee, FL 34744

  Don't miss this fantastic opportunity to own a home in the highly desirable Kindred community in Kissimmee, FL! The seller is motivated, so act quickly. This charming 3-bedroom, 2-bathroom home offers 1,614 sq. ft. of comfortable living space and is designed with both functionality and style in mind.This one-story home features all-concrete block construction for durability and peace of mind.

  Judy Colon THE FIRM RE

  1516 Quinta Rd, Kissimmee, FL 34744
• 

  

  /46

  Est $540,077 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,787 Sq Ft

  1585 Southfork Dr, Kindred, FL 34744

  1585 Southfork Dr, Kindred, FL 34744
• 

  

  /50

  $530,000

  • 4 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  2823 Sail Breeze Way, Kissimmee, FL 34744

  Beautiful 4-Bedroom Home with Pond View!Welcome to this charming, move-in ready home with stunning views of a peaceful pond. As you enter, you’ll love the spacious formal living and dining areas, perfect for family meals or entertaining guests. The open kitchen is a true highlight, featuring a built-in breakfast nook and breakfast bar for casual meals and morning coffee.The master suite

  Jeremy Stout KELLER WILLIAMS REALTY AT THE LAKES

  2823 Sail Breeze Way, Kissimmee, FL 34744
• 

  

  /13

  $2,500 per month

  • 5 Beds
  • 3 Baths
  • 2,407 Sq Ft
  • House for Rent

  2921 Bonita Cir, Kissimmee, FL 34744

  A corner lot home with 5 bedrooms, 3 baths & a community Pool in the Gated Community of Lago Buendia at this price!!! There’s a Massive Master Suite on second floor featuring Dual Walk-in closets, Master Bath includes Dual Vanities, Garden Bath & large separate Tiled Shower & water closet. 3 additional Bedrooms upstairs w/ Private Bath. One additional bedroom on the first floor w/ a Private Bath.

  William Jusme MILLENNIUM REALTY CENTER LLC

  2921 Bonita Cir, Kissimmee, FL 34744
• 

  /2

  $280,000 Sold Jun 12, 2025

  • 1,380 Sq Ft
  • $203/SF
  • 130 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1998

  3701 Silver Lake Dr, Kissimmee, FL 34744

  Welcome Home to this cozy 4 bedroom, 2 bath home in quiet neighborhood. This Gem has an open floor plan great for family gatherings, split bedrooms, updated kitchen, stainless steel appliances, new flooring thru out. Oversized front yard with plenty of parking and yard space for playing. Big backyard with screened in swimming pool perfect for outdoor cooking or taking a dip on those Hot Summer

  Berta Perez COLDWELL BANKER RESIDENTIAL RE

  3701 Silver Lake Dr, Kissimmee, FL 34744
• 

  

  /60

  Est $428,444 Not Listed For Sale

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

  1483 Southfork Dr, Kindred, FL 34744

  1483 Southfork Dr, Kindred, FL 34744
• 

  

  /69

  $514,000

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

  1525 Gants Cir, Kissimmee, FL 34744

  A rare find in Kissimmee—this beautiful 4-bedroom, 3-bathroom pool home sits on an impressive 1/3 acre lot in the gated community of Ashley Cove, offering space, privacy, and functionality in one exceptional package. Backing onto mature trees with no rear neighbors, the fully fenced backyard provides a serene, private escape that’s perfect for both entertaining and everyday living.Step

  Irena Aistrop LA ROSA REALTY LLC

  1525 Gants Cir, Kissimmee, FL 34744
• 

  

  /16

  $1,945 per month

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  181 Owenshire Cir, 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 $2089.90. That covers your base rent, $1945.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  181 Owenshire Cir, Kissimmee, FL 34744
• 

  /2

  $270,000 Sold Jun 11, 2025

  • 1,760 Sq Ft
  • $153/SF
  • 53 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  1999 Grand Oak Dr, Kissimmee, FL 34744

  **PRICE IMPROVEMENT** Welcome home to this spacious 4-bedroom, 3.5-bath property that offers the rare luxury of TWO PRIMARY SUITES—one conveniently located on the main floor and another upstairs, ideal for multigenerational living or added privacy. Enjoy a beautifully designed kitchen featuring a large granite island, ample cabinet space, and a seamless flow into the bright, open-concept living

  Samuel Eckerson KELLER WILLIAMS ELITE PARTNERS III REALTY

  1999 Grand Oak Dr, Kissimmee, FL 34744
• 

  

  /60

  Est $431,202 Not Listed For Sale

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

  1487 Southfork Dr, Kindred, FL 34744

  1487 Southfork Dr, Kindred, FL 34744
• 

  

  /24

  $399,900

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

  Unlisted Address

  Charming and spacious 3 Bedrooms and 2 Bathrooms located in the desirable kindred comunity. this well mantained property features an open floor plan, modern kitchen, and private backyard, The community has beautiful common areas, 6 miles of trails, tennis courts, volleyball, resort style amenites including 3 big pools, clubhouse fitness center. conveniently located near schools ++A, restaurants,

  Vanessa Torres Lopez AGENT TRUST REALTY CORPORATION

  Unlisted Address
• 

  

  /8

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 1,828 Sq Ft
  • House for Rent

  1519 Barberry Dr, Kissimmee, FL 34744

  Under Construction. Beautiful move-in-ready studio near theme parks and the airport. Includes water and electricity.

  Daynell Rodriguez Cardenas LA ROSA REALTY ORLANDO LLC

  1519 Barberry Dr, Kissimmee, FL 34744
• 

  /2

  $519,990 Sold Jun 09, 2025

  • 2,571 Sq Ft
  • $202/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2024

  1894 Clear Sky Dr, Kissimmee, FL 34744

  Under Construction. Look no further we have found your dream home. The Miramar Plan is a two-story home with five bedrooms, three baths, and a two-car garage. This impressive home provides an open floor plan with family room, dining area, and kitchen with island and pantry. The first floor is completed with a flex room, bedroom, and bath. The second floor of the Mira Mar Plan includes the owner

  Ben Goldstein LENNAR REALTY

  1894 Clear Sky Dr, Kissimmee, FL 34744
• 

  

  /47

  Est $362,216 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  1762 Red Canyon Dr, Kissimmee, FL 34744

  1762 Red Canyon Dr, Kissimmee, FL 34744
• 

  

  /21

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,281 Sq Ft

  2444 Oak Mill Dr, Kissimmee, FL 34744

  Strategically located and thoughtfully updated, this 3 Bedroom, 2 Bathroom, 2-Car Garage home with NO HOA delivers turnkey value with major system upgrades: Roof, A/C, and Water Heater all replaced in 2023—a forward-thinking investment with long-term peace of mind.The interior boasts an open-concept layout with ceramic tile flooring in the main living areas and stainless steel appliances

  Daniel Fernandez LA ROSA REALTY KISSIMMEE

  2444 Oak Mill Dr, Kissimmee, FL 34744
• 

  

  /20

  $2,460 per month

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

  2645 Willow Glen Cir, Kissimmee, FL 34744

  This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

  2645 Willow Glen Cir, Kissimmee, FL 34744
• 

  /2

  $340,000 Sold Jun 09, 2025

  • 1,191 Sq Ft
  • $285/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  3220 Midnight Star Ct, Kissimmee, FL 34744

  Kissimmee - Charming 3 Bedroom, 2 Bath Home with Attached Garage + Detached Garage/Workshop on 1+ Acre! Welcome to Your Slice of Country Living with Modern Convenience! Located in the Desirable Morningside Community, This Well-Maintained 3-Bedroom, 2 Bath Home Sits on a High & Dry 1.01 Acre Lot with No HOA or Fees - Offering the Perfect Blend of Privacy, Space, and Freedom. Step Inside to Find a

  Melissa Godwin GODWIN REALTY GROUP

  3220 Midnight Star Ct, Kissimmee, FL 34744
• 

  

  /36

  Est $343,865 Not Listed For Sale

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

  1760 Red Canyon Dr, Kissimmee, FL 34744

  1760 Red Canyon Dr, Kissimmee, FL 34744
• 

  

  /53

  $650,000

  • 5 Beds
  • 3 Baths
  • 2,801 Sq Ft

  2695 Hilliard Ct, Kissimmee, FL 34744

  Beautifully updated home featuring a remodeled kitchen with stainless steel appliances, spacious open living areas, and a private mother-in-law suite—perfect for extended family or guests. Detached 3-car garage in the rear provides ample storage and workspace. Located on a quiet cul-de-sac just minutes from downtown Kissimmee, schools, parks, and shopping. A versatile property offering comfort,

  Tony & Elsa Fuentes EXP REALTY LLC

  2695 Hilliard Ct, Kissimmee, FL 34744
• 

  

  /15

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Townhouse for Rent

  805 Ocean St, Kissimmee, FL 34744

  Welcome to this recently updated 2 bedroom, 1 bath rental unit located in the heart of Kissimmee. With 800 sq ft of living space, this charming property is ready for its newest residents. As you enter the home, you'll immediately notice the open concept living area and remodeled kitchen that give this property a modern touch. The kitchen features updated cabinets, countertops, and new appliances,

  Alison Ashby CORCORAN PREMIER REALTY

  805 Ocean St, Kissimmee, FL 34744
• 

  /2

  $500,990 Sold Jun 09, 2025

  • 2,139 Sq Ft
  • $234/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  1887 Clear Sky Dr, Kissimmee, FL 34744

  Under Construction. Why not replace that cluttered & dated home with a modern classic that is built to last. The magnificent Eastham is an open plan dream home with four bedrooms, three bathrooms, and a two-car garage. You will love the welcoming foyer that greets all guests. There is an impressive kitchen that overlooks the spacious dining room and family room. Enjoy your morning coffee on the

  Ben Goldstein LENNAR REALTY

  1887 Clear Sky Dr, Kissimmee, FL 34744
• 

  

  /58

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  2560 Derby Dr, Kissimmee, FL 34744

  2560 Derby Dr, Kissimmee, FL 34744
• 

  

  /47

  $417,000

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft

  2612 Keswick Ct, Kissimmee, FL 34744

  Welcome to your dream home in a beautiful golf community of Remington. This stunning single-family home boasts 3 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage for all your parking needs. The kitchen is a chef's delight with granite counters, stainless steel appliances, and ample cabinet space for all your culinary creations. The open floor plan is perfect for entertaining guests or

  Franklyn Fennelys AGENT TRUST REALTY CORPORATION

  2612 Keswick Ct, Kissimmee, FL 34744
• 

  

  /18

  $2,215 per month

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • House for Rent

  3827 Springlake Village Ct, 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 $2274.90. That covers your base rent, $2215.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

  3827 Springlake Village Ct, Kissimmee, FL 34744
• 

  /2

  $365,000 Sold Jun 06, 2025

  • 1,802 Sq Ft
  • $203/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  1744 Cross Prairie Pkwy, Kissimmee, FL 34744

  Welcome to this stunning 3-bedroom, 2.5-bathroom single-family home in the heart of Central Florida. With an open floor plan and a neutral color scheme, this home is a blank canvas, ready for you to add your personal touch. The spacious layout offers plenty of room for living and entertaining, with a rear garage entry for added convenience.Nestled in the resort-style community of Tohoqua,

  Maria Fernandez LA ROSA REALTY PRESTIGE

  1744 Cross Prairie Pkwy, Kissimmee, FL 34744
• 

  

  /44

  Est $387,224 Not Listed For Sale

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

  1783 Hideout St, Kissimmee, FL 34744

  1783 Hideout St, Kissimmee, FL 34744

Showing Results 521 - 560, Page 14 of 18