Homes in ZIP Code 34744

• 

  

  

  /58

  $515,000

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

  1882 Rustic Falls Dr, Kissimmee, FL 34744

  Priced over $50,000 LESS than new construction!Seller offering a 2/1 Rate Buydown valued up to $10,000 or use it toward closing costs—your choice!Welcome to this stunning multi-generational home in the highly sought-after Kindred community of Kissimmee. This home is a rare find—offering both exceptional space and unbeatable value.Built in 2017 by DR Horton,

  Nick Carroll REAL BROKER, LLC

  1882 Rustic Falls Dr, Kissimmee, FL 34744
• 

  

  

  /4

  $1,700 per month

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

  2506 Relaxing Ln, Kissimmee, FL 34744

  Really cute 1 bedroom apartment with gorgeous shaker style cabinets, a dishwasher refrigerator and its own washer and dryer as well. This one wont last long. please call to set up an appointment.

  Maurice&Carolina Rogers LPT REALTY, LLC

  2506 Relaxing Ln, Kissimmee, FL 34744
• 

  

  /2

  $418,990 Sold Jul 17, 2025

  • 2,023 Sq Ft
  • $207/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  1888 Bright Sky Dr, Kissimmee, FL 34744

  Under Construction. Step into your comfort zone with the dazzling Cascade open floorplan, that includes four bedrooms, three bathrooms, with a two-car garage. This is an earthy & elegant two-story home with a detached rear load garage. The kitchen has a generous island, fabulous panty and opens to the elegant dining room, perfect for sunny brunches and memorable meals! The family room is perfect

  Ben Goldstein LENNAR REALTY

  1888 Bright Sky Dr, Kissimmee, FL 34744
• 

  

  

  /38

  Est $328,461 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,623 Sq Ft

  3133 Via Otero Dr, Kissimmee, FL 34744

  3133 Via Otero Dr, Kissimmee, FL 34744
• 

  

  

  /19

  $499,860 New Construction

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

  1857 Clear Sky Dr, Kissimmee, FL 34744

  This spacious two-story home with a welcoming front porch features a convenient flex space, an open living space and a covered patio for outdoor entertaining. Ideal for overnight guests is a first-floor bedroom. Upstairs is a bonus room for an extra common area, the owner’s suite with a spa-inspired bathroom and three more bedrooms.

  Lennar

  Miramar II, Kissimmee, FL 34744
• 

  

  /35

  $1,200 - $1,916 per month

  Heritage Park

  1-4 Beds

  302 Parkland Cir, Kissimmee, FL 34744

  Innovative, affordable and stylish! Heritage Park Apartments in Kissimmee, FL is comprised of three story mid-rise and carriage homes located on Parkland Circle, just off-US 192, east of Downtown Kissimmee. With easy access to Florida's Turnpike, Osceola Parkway and John Young Parkway, find yourself just minutes from the Silver Spurs Arena, The Crosslands Shopping Center, The Loop West Shopping

  302 Parkland Cir, Kissimmee, FL 34744
• 

  /2

  $435,000 Sold Jul 17, 2025

  • 2,085 Sq Ft
  • $209/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2003

  2642 Gold Dust Cir, Kissimmee, FL 34744

  This 4-bedroom, 2-bathroom property has been remodeled and boasts exquisite spaciousness and luxury! Ready for the new owner to fully enjoy this home. You'll fall in love with the property on your first visit. All the kitchen and laundry appliances remain.

  Felix Ramos LA ROSA REALTY LLC

  2642 Gold Dust Cir, Kissimmee, FL 34744
• 

  

  /38

  Est $406,941 Not Listed For Sale

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

  1522 Diamond Loop Dr, Kindred, FL 34744

  1522 Diamond Loop Dr, Kindred, FL 34744
• 

  

  /14

  $402,990 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

  Autumn, Kissimmee, FL 34744
• 

  

  /24

  $2,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,407 Sq Ft
  • House for Rent

  2718 Lucas Lakes Ln, Kissimmee, FL 34744

  Don't miss this beautiful home located in a desirable golf course community! This meticulously maintained property offers new flooring throughout the first level, enhancing its warm and welcoming feel. Step inside to find a spacious formal living and dining room, perfect for entertaining guests. The kitchen features an eat-in area, breakfast bar, and a closet pantry, opening up to a cozy family

  Antonio Velazquez LPT REALTY, LLC

  2718 Lucas Lakes Ln, Kissimmee, FL 34744
• 

  /2

  $790,000 Sold Jul 17, 2025

  • 4,113 Sq Ft
  • $192/SF
  • 16 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2007

  2841 Lloyd Ln, Kissimmee, FL 34744

  You will fall in love with your very own private oasis on over 3 acres of land. Upon entering the property of this custom built home, the circular driveway with fountain greets you. So many custom details went into this home; the grand pillars in the foyer, tile and cherry wood floors throughout the home, high end windows with buit-in blinds, built-in shelves, full-size custom bar perfect for

  Cindy Lehon Barber SIGNATURE COLLECTION REALTY IN

  2841 Lloyd Ln, Kissimmee, FL 34744
• 

  

  /40

  Est $486,855 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft

  3290 Stratton Cir, Kissimmee, FL 34744

  3290 Stratton Cir, Kissimmee, FL 34744
• 

  

  /20

  $462,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  2426 Peace of Mind Ave, Kissimmee, FL 34744

  This new two-story home is a family-friendly haven with a first-floor dining room for memorable meals, a kitchen for inspired cooks and a family room for great gatherings. A patio is accessed through the family room and the owner’s suite, which is situated on this floor for added privacy. Upstairs are a versatile loft, three secondary bedrooms and a conveniently located laundry room.

  Lennar

  Sierra, Kissimmee, FL 34744
• 

  

  /13

  $133 - $1,739 per month

  Cobblestone of Kissimmee

  1-4 Beds

  1101 Cobblestone Cir, Kissimmee, FL 34744

  1101 Cobblestone Cir, Kissimmee, FL 34744
• 

  /2

  $440,000 Sold Jul 17, 2025

  • 2,056 Sq Ft
  • $214/SF
  • 66 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  2289 Jessica Ln, Kissimmee, FL 34744

  Location, Location, Location! Income Potential & Multi-Generational Living Awaits in Your Florida Dream Home!Discover the perfect blend of comfort, style, and space in this exceptional 4-bedroom, 3-bathroom family home nestled on a sprawling nearly quarter-acre lot! This unique property also features a desirable NEXT GEN SUITE, offering fantastic potential for rental income or comfortable

  Karina Garate EXP REALTY LLC

  2289 Jessica Ln, Kissimmee, FL 34744
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  3174 Morning Light Way, Kissimmee, FL 34744

  3174 Morning Light Way, Kissimmee, FL 34744
• 

  

  /22

  $454,990 New Construction

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

  1868 Bright Sky Dr, Kissimmee, FL 34744

  This new two-story home design combines comfort and elegance. It features a large first-floor foyer and family room right inside the entry, plus a dining room for memorable meals, a kitchen for inspired cooks, a bedroom ideal for overnight visitors and a lanai for outdoor living. Upstairs are two secondary bedrooms and the lavish owner’s suite with a full-sized bathroom.

  Lennar

  Cascade, Kissimmee, FL 34744
• 

  

  /23

  $2,350 per month

  • 3 Beds
  • 2.5 Baths
  • 1,603 Sq Ft
  • Townhouse for Rent

  1856 Cross Prairie Pkwy, Kissimmee, FL 34744

  Welcome to 1856 Cross Prairie Parkway, Kissimmee, FL 34744 — a spacious and stylish 3-bedroom, 2.5-bathroom townhouse offering 1,693 sq. ft. of comfortable living space in a vibrant and growing community. Property Highlights:3 spacious bedrooms, including a primary suite with walk-in closet, 2.5 modern bathrooms with quality finishes, Open-concept living/dining area – perfect for entertaining,

  Rosa Vazquez HOMEVEST REALTY

  1856 Cross Prairie Pkwy, Kissimmee, FL 34744
• 

  /2

  $414,999 Sold Jul 17, 2025

  • 1,639 Sq Ft
  • $253/SF
  • 49 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  639 Chadbury Way, Kissimmee, FL 34744

  Beautiful 4-Bedroom Home with Private Pool in Gated Community!Welcome to this f4-bedroom, 2-bathroom single-family home located in a secure and sought-after gated community. This move-in-ready property features a private screened-in pool and spacious patio, perfect for relaxing or entertaining year-round.Inside, you'll find a bright and open floor plan with generous living space, ideal

  Andres Largacha Heredia LA ROSA REALTY ORLANDO LLC

  639 Chadbury Way, Kissimmee, FL 34744
• 

  

  /45

  Est $679,418 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,172 Sq Ft

  2826 Autumn Breeze Way, Kissimmee, FL 34744

  2826 Autumn Breeze Way, Kissimmee, FL 34744
• 

  

  /23

  $421,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2541 Cotton Candy Alley, Kissimmee, FL 34744

  This spacious two-story townhome is an entertainer’s dream, showcasing an open walkway and patio that provides endless opportunities for outdoor fun. On the first floor is an open living space, along with the owner’s suite with a spa-inspired bathroom. Upstairs are all three secondary bedrooms and a convenient tech area.

  Lennar

  Montara, Kissimmee, FL 34744
• 

  

  /24

  $2,245 per month

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

  2152 Cross Prairie Pkwy, 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 $2389.90. That covers your base rent, $2245.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2152 Cross Prairie Pkwy, Kissimmee, FL 34744
• 

  /2

  $445,000 Sold Jul 17, 2025

  • 2,586 Sq Ft
  • $172/SF
  • 106 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2020

  2817 Noble Crow Dr, Kissimmee, FL 34744

  PRICED TO SELL! Fantastic opportunity to own this exceptional home in the serene neighborhood of MARBELLA in Kissimmee. This stunning two-story house features an impressive 4 bedrooms, 3 bathrooms, a 2-car garage and a rear porch with a spacious fully fenced backyard, perfect for hosting the best outdoor gatherings. Designed for family entertainment and relaxed living, this home showcases an

  Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

  2817 Noble Crow Dr, Kissimmee, FL 34744
• 

  

  /23

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  3191 Morning Light Way, Kissimmee, FL 34744

  3191 Morning Light Way, Kissimmee, FL 34744
• 

  

  /14

  $396,440 New Construction

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

  2652 Peace of Mind Ave, 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

  Autumn, Kissimmee, FL 34744
• 

  

  /43

  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • House for Rent

  3169 Queen Alexandria Dr, Kissimmee, FL 34744

  Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home located in the desirable Raintree neighborhood of Springlake Village. This home features an open floor plan with a bright and spacious living area, perfect for both relaxing and entertaining. The updated kitchen boasts modern finishes and ample cabinet space, seamlessly flowing into the dining and living

  Kristen Ackley ACKLEY FLORIDA PROPERTY MANAGEMENT INC

  3169 Queen Alexandria Dr, Kissimmee, FL 34744
• 

  /2

  $505,050 Sold Jul 17, 2025

  • 4,323 Sq Ft
  • $117/SF
  • 149 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2006

  2802 Quiet Water Trail, Kissimmee, FL 34744

  Auction Property. Discover your dream home. Spanning over 4000 sq.ft, this majestic 2-story residence features 5 bedrooms and 5 baths. The upper level boasts a grand suite with a kitchenette, full bath and separate office, and 3 additional bedrooms, 2 extra baths, and an airy loft. The expansive main floor includes a formal family and dining room, a flexible space for a study or playroom, and an

  Scott Savage CHRISTOPHER SCOTT REALTY GROUP

  2802 Quiet Water Trail, Kissimmee, FL 34744
• 

  

  /39

  Est $615,208 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,705 Sq Ft

  2787 Autumn Breeze Way, Kissimmee, FL 34744

  2787 Autumn Breeze Way, Kissimmee, FL 34744
• 

  

  /20

  $527,269 New Construction

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

  1888 Clear Sky Dr, Kissimmee, FL 34744

  A Next Gen® single-story plan, this spacious home features an attached private suite with its own separate entrance, living room, kitchenette, bedroom and bathroom. In the main home is an open living space, study, total of three bedrooms and a covered patio. The owner’s suite is tucked away in the back of the home and provides a private full-sized bathroom.

  Lennar

  Freedom, Kissimmee, FL 34744
• 

  

  /20

  $2,301 - $3,318 per month

  Simmons Trace

  3-4 Beds

  2700 Sherman St, Kissimmee, FL 34744

  There's a place where dream homes come true, and it's Simmons Trace! We're an inviting rental home community committed to granting you the latest in style, technology, and sustainability through our exclusive homes for rent in Kissimmee, FL. They blend the convenience of a well-connected address with superior amenities and contemporary interior designs, so you can lead the lifestyle you

  2700 Sherman St, Kissimmee, FL 34744
• 

  /2

  $495,000 Sold Jul 16, 2025

  • 1,811 Sq Ft
  • $273/SF
  • 45 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1984

  1558 Regal Oak Dr, Kissimmee, FL 34744

  Homestead living in the quaint Regal Oak Shores neighborhood with lake-access minutes away! Beautifully updated and move-in ready, this spacious 4-BEDROOM, 3-FULL BATH, POOL home features a bright open layout, modern finishes throughout, and a private in-law suite—ideal for guests or multi-generational living. Enjoy outdoor living with a screened-in sparkling pool and plenty of patio space to

  Taryn Riley REAL BROKER, LLC

  1558 Regal Oak Dr, Kissimmee, FL 34744
• 

  

  /21

  Not Listed For Sale

  0 Lions Ct, Kissimmee, FL 34744

  0 Lions Ct, Kissimmee, FL 34744
• 

  

  /15

  $391,990 New Construction

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

  2585 Cotton Candy Alley, Kissimmee, FL 34744

  This spacious two-story townhome features a formal dining room and living room at the front of the home, followed by the open kitchen and family room. Ideal for outdoor living and entertaining is an open walkway and patio. On the second floor are all three bedrooms.

  Lennar

  Landcaster, Kissimmee, FL 34744
• 

  

  /29

  $2,675 per month

  • 4 Beds
  • 3 Baths
  • 1,719 Sq Ft
  • House for Rent

  634 Chadbury Way, Kissimmee, FL 34744

  4-Bedroom Pool Home for Rent in Remington Golf Community located in the desirable Windsor Park neighborhood sits on a premium lot with stunning golf course and lake views. The spacious layout includes two en-suite bedrooms and a Jack-and-Jill bath, ideal for families or roommates. Inside, you'll find granite countertops, tile flooring, Berber carpet in the bedrooms, modern appliances, and laundry

  Shenelle Gosha COLDWELL BANKER REALTY

  634 Chadbury Way, Kissimmee, FL 34744
• 

  /2

  $385,000 Sold Jul 16, 2025

  • 1,719 Sq Ft
  • $224/SF
  • 89 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  654 Chadbury Way, Kissimmee, FL 34744

  PRICE REDUCED! Welcome to this beautiful single-story home located in the desirable Remington Golf Community in Kissimmee. Privately situated at the end of a quiet cul-de-sac, this 4-bedroom, 3-bathroom home features a smart layout with two full suites and a Jack and Jill setup connecting the additional two bedrooms — offering the perfect combination of comfort and flexibility for families or

  Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

  654 Chadbury Way, Kissimmee, FL 34744
• 

  

  /37

  Est $882,779 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,467 Sq Ft

  2799 Autumn Breeze Way, Kissimmee, FL 34744

  2799 Autumn Breeze Way, Kissimmee, FL 34744
• 

  

  /10

  $459,087 New Construction

  • 3 Beds
  • 2 Baths
  • 2,082 Sq Ft

  1901 Blissful Dr, Kissimmee, FL 34744

  This new home is conveniently laid out on a single floor. It features an open kitchen, a family room that flows seamlessly into the dining room and opens out to the covered patio plus a versatile flex space. Two secondary bedrooms and an owner’s suite with a bathroom featuring a separate tub and shower offer restful retreats for family members or guests.

  Lennar

  Bourne II, Kissimmee, FL 34744
• 

  

  /20

  $2,685 per month

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

  2617 Autumn Peace Dr, 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 $2829.90. That covers your base rent, $2685.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2617 Autumn Peace Dr, Kissimmee, FL 34744
• 

  /2

  $415,000 Sold Jul 16, 2025

  • 1,870 Sq Ft
  • $222/SF
  • 198 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1988

  1855 Cavalier Ct, Kissimmee, FL 34744

  Price improvement! Now $424,900 – Motivated seller! – This well-maintained pool home offers space, updates, and a prime location. Built in 1988 and nestled in a quiet neighborhood, the property features a beautiful private pool with a covered deck, perfect for relaxing or entertaining. A long driveway and two-car garage provide ample parking, and the partially fenced backyard adds privacy along

  Wilfredo Fonseca G FIRST REALTY LLC

  1855 Cavalier Ct, Kissimmee, FL 34744
• 

  

  /36

  Est $880,332 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,499 Sq Ft

  4386 Summer Breeze Way, Kissimmee, FL 34744

  4386 Summer Breeze Way, Kissimmee, FL 34744

Showing Results 121 - 160, Page 4 of 18