Homes in ZIP Code 34744

• 

  

  

  /21

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  2518 Bowmer Dr, Kissimmee, FL 34744

  Move-in ready, completely remodeled. Single family home featuring 3 bedrooms., 2 baths, 2 car garage. The welcoming great room offers plenty of space to entertain family and friends. The fully equipped kitchen has plenty of cabinets, storage space, and granite counter tops. Relax in the privacy and comfort of the spacious Florida room. Bathrooms, granite counter tops, roof, and fence were

  

  Michael Solomon

  COLDWELL BANKER SOLOMON

  (321) 449-8065

  2518 Bowmer Dr, Kissimmee, FL 34744
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• 

  

  /2

  $2,550 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • Townhouse for Rent

  2135 Southbury Dr, Kissimmee, FL 34744

  Welcome to 2135 Southbury Drive, a brand-new construction home for lease in the highly desirable Tohoqua community of Kissimmee! This stunning residence has never been lived in, offering a fresh, modern living experience with all the upgrades you’re looking for. Step inside to an open and inviting floor plan filled with natural light, sleek finishes, and a contemporary design perfect for

  

  Rafael Ortiz

  KELLER WILLIAMS LEGACY REALTY

  (321) 475-0114

  2135 Southbury Dr, Kissimmee, FL 34744
• 

  

  

  /15

  $439,990 Sold Dec 05, 2025

  1949 Walnut Creek Dr, Kindred, FL 34744

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

  Move in Ready Sold Summary

  • $241/SF
  • 23 Days On Market

  Current Estimated Value $434,302

  D.R. Horton Kindred

  1949 Walnut Creek Dr, Kindred, FL 34744
• 

  

  /2

  Est $367,363 Not Listed For Sale

  2508 Balmoral Dr, Kissimmee, FL 34744

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • Built 2004

  2508 Balmoral Dr, Kissimmee, FL 34744

  Last Sold Summary

  • 1% Below List Price
  • $201/SF
  • 68 Days On Market

  • Last Sold Price $370,000
  • May 09, 2025

  Last Listing Agent Jesenia Gonzalez Uhlig, PA REALTY PROS ASSURED
• 

  

  

  /20

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,852 Sq Ft

  1817 Walnut Creek Dr, Kissimmee, FL 34744

  SHORT SALE – SUBJECT TO LENDER APPROVAL. 4BR/3.5BA one-story concrete block home in Kindred (Camden model) featuring a multi-generational layout with private in-law suite (separate living area, bedroom, kitchenette, optional private entry). Open kitchen with granite countertops, stainless steel appliances, and an island overlooking the great room. Spacious primary suite with dual vanities and two

  

  William Encinosa

  W International Realty LLC

  (689) 329-3338

  1817 Walnut Creek Dr, Kissimmee, FL 34744
• 

  

  /85

  Starting at $1,461

  Total Monthly Price

  • Studio - 3 Beds

  1040 Jamison Loop, Kissimmee, FL 34744

  The Jamison has been thoughtfully designed and created to set the stage for you to enjoy a wide variety of entertainment options or simply some R&R. Spacious studios and one-, two- and 3-bedroom bedroom apartment homes offer a flexible space ready for your personal touch. LIVE CLOSELocated just south of Orlando proper and mere minutes from the area attractions, The Jamison has strategic highway

  The Jamison

  (689) 210-5083

  

  1040 Jamison Loop, Kissimmee, FL 34744
• 

  /2

  $567,500 Sold May 08, 2026

  2780 Lake Vista Dr, Kissimmee, FL 34744

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Below List Price
  • $307/SF
  • 184 Days On Market

  Current Estimated Value $560,764

  Last Listing Agent Daniel Patino THE FIRM RE

  2780 Lake Vista Dr, Kissimmee, FL 34744
• 

  /2

  Est $371,709 Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft
  • Built 1993

  Unlisted Address

  Last Sold Summary

  • 13% Above List Price
  • $226/SF
  • 39 Days On Market

  • Last Sold Price $330,000
  • May 08, 2025

  Last Listing Agent Melvin Cotto G FIRST REALTY LLC
• 

  

  /39

  $479,999

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  1665 Barberry Dr, Kindred, FL 34744

  STOP SCROLLING — THIS IS THE ONE. Welcome to 1665 Barberry Dr, Kissimmee, FL 34744, located in the sought-after Kindred Community! This massive 5-bedroom, 3-bathroom home offers 2,601 SQFT of beautifully designed living space — and here’s the rare bonus: Block construction on BOTH the first AND second floors for superior durability and strength! Open-concept layout perfect for entertaining-

  

  Kerlin Torres Wesson

  MY REALTY GROUP, LLC.

  (689) 356-3791

  1665 Barberry Dr, Kindred, FL 34744
• 

  

  /5

  $2,450 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,802 Sq Ft
  • House for Rent

  1660 Cross Prairie Pkwy, Kissimmee, FL 34744

  Well-maintained 3-bedroom, 2.5-bath single-family home located at 1660 Cross Prairie Pkwy in the growing Tohoqua community of Kissimmee. This two-story residence features an open-concept living and dining area with a functional layout ideal for everyday living. The kitchen overlooks the main living space, creating a seamless flow for daily activities and entertaining. A half bathroom is

  

  Maritza Monzon

  INTERNATIONAL EXECUTIVE REALTY

  (321) 850-2019

  1660 Cross Prairie Pkwy, Kissimmee, FL 34744
• 

  

  /16

  $424,990 Sold Mar 04, 2026

  1809 Three Bars Rd, Kissimmee, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $255/SF
  • 15 Days On Market

  Current Estimated Value $421,091

  D.R. Horton Kindred

  1809 Three Bars Rd, Kissimmee, FL 34744
• 

  /2

  Est $703,422 Not Listed For Sale

  2570 Oak St, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 3,160 Sq Ft
  • Built 2002

  2570 Oak St, Kissimmee, FL 34744

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 63 Days On Market

  • Last Sold Price $715,000
  • May 06, 2025

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
• 

  

  /33

  $359,000

  • 4 Beds
  • 3 Baths
  • 1,832 Sq Ft

  216 Magical Way, Kissimmee, FL 34744

  Discover an incredible opportunity. NEW ROOF 2022 it has 4 bedrooms with 2 masters suite, 3 bathroom home with 2 car garage in the sought-after Magical Landings community in Kissimmee! This well-maintained home offers exceptional value with just a few minor cosmetic touches needed to make it truly shine. This property is perfect for families, multi-generational living, or even a vacation home.

  

  Ernani Sena

  ATRIUM REALTY, LLC

  (321) 461-2816

  216 Magical Way, Kissimmee, FL 34744
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  /47

  Starting at $1,457 Per Month

  • 1 - 2 Beds

  1450 Neo Square Blvd, Kissimmee, FL 34744

  14Fifty Neo City wasn't built to be ordinary. This is as interesting as a luxury living destination gets. Our East Lake waterfront location invites you out into nature, while lavish lodge-like amenities welcome you in with a resort-inspired swimming pool and an upscale sports court. Our one, two, and three bedroom pet-friendly apartment homes are teeming with designer finishes and cozy comforts.

  14Fifty NeoCity

  (689) 202-3184

  

  1450 Neo Square Blvd, Kissimmee, FL 34744
• 

  /2

  $299,500 Sold Dec 17, 2025

  3132 Camino Real Dr N, Kissimmee, FL 34744

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 79 Days On Market

  Current Estimated Value $299,343

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  3132 Camino Real Dr N, Kissimmee, FL 34744
• 

  

  /26

  Est $464,919 Not Listed For Sale

  1722 Ranger Highlands Rd, Kindred, FL 34744

  • 5 Beds
  • 3 Baths
  • 2,674 Sq Ft
  • Built 2018

  1722 Ranger Highlands Rd, Kindred, FL 34744

  Last Sold Summary

  • 1% Above List Price
  • $172/SF
  • 110 Days On Market

  • Last Sold Price $460,000
  • Jun 11, 2023

  Last Listing Agent Yesenia Aviles Rivera NAIM REAL ESTATE LLC
• 

  

  /59

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,417 Sq Ft

  168 Club Villas Ln, Kissimmee, FL 34744

  Completely remodeled villa with golf course views in Remington's exclusive gated community. This Home is ideal for those seeking low-maintenance Florida living, offering a split floor plan with two bedrooms, two bathrooms, a large kitchen, and a den suitable as a third bedroom or office. Enjoy open living spaces, a screened lanai overlooking the course, and recent appliance updates. Conveniently

  

  Edwin Gomez

  REAL BROKER, LLC

  (321) 463-6445

  168 Club Villas Ln, Kissimmee, FL 34744
• 

  

  /6

  $2,800 Per Month

  • 5 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • House for Rent

  3017 Camino Real Dr S, Kissimmee, FL 34744

  This stunning Mediterranean-style home, located in the gated community of Villa Sol, has been freshly painted and features a beautifully renovated kitchen. Enjoy resort-style living with a private pool and an array of great amenities, including a clubhouse, boat access, tennis courts, and a sprawling 125-acre park. This exceptional home wont last long schedule your showing today!

  

  Jose De Jesus

  RELIABLE PROPERTY MGMT & SALES

  (321) 499-8159

  3017 Camino Real Dr S, Kissimmee, FL 34744
• 

  /2

  $75,000 Sold Dec 12, 2025

  0 Royal St, Kissimmee, FL 34744

  • Land
  • 6,098 Sq Ft
  • $535,714 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 150 Days On Market

  Last Listing Agent Harris Tyrell FLORIDA HOMES REALTY & MORTGAGE

  0 Royal St, Kissimmee, FL 34744
• 

  /2

  Est $436,677 Not Listed For Sale

  1869 Brockridge Rd, Kindred, FL 34744

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 2019

  1869 Brockridge Rd, Kindred, FL 34744

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 49 Days On Market

  • Last Sold Price $440,000
  • Mar 25, 2025

  Last Listing Agent Jason Braddock EXP REALTY LLC
• 

  

  /24

  $1,400,000 Pending

  • Land
  • 2.5 Acres
  • $560,000 per Acre

  4320 Boggy Creek Rd, Kissimmee, FL 34744

  Prime 2.5 acres of land with 180 FF on 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. There will be a stop light at Boggy Creek and Timber Rd. This

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 517-2197

  4320 Boggy Creek Rd, Kissimmee, FL 34744
• 

  

  /42

  Starting at $1,473 Per Month

  • 1 - 3 Beds

  1115 Pacifica Dr, Kissimmee, FL 34744

  San Mateo Crossing, located in vibrant Kissimmee, Florida, offers newone, two and three-bedroom apartments with everything you need to live a lifeof modern luxury. Our resort-style property features mid-rise apartments andlofts with sleek and stylish finishes, surrounded by a warm and invitingcommunity. Residents will enjoy a variety of community amenities includingaccess to a

  San Mateo Crossing

  (689) 215-7988

  

  1115 Pacifica Dr, Kissimmee, FL 34744
• 

  

  /15

  $382,990 Sold Aug 06, 2025

  1881 Fulfillment Dr, Kissimmee, FL 34744

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

  Move in Ready Sold Summary

  • $218/SF
  • 7 Days On Market

  Current Estimated Value $384,799

  Lennar Tohoqua - Townhome Collection

  1881 Fulfillment Dr, Kissimmee, FL 34744
• 

  /2

  Est $402,949 Not Listed For Sale

  2945 Casabella Dr, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 1,970 Sq Ft
  • Built 2014

  2945 Casabella Dr, Kissimmee, FL 34744

  Last Sold Summary

  • 1% Above List Price
  • $203/SF
  • 109 Days On Market

  • Last Sold Price $400,000
  • Mar 14, 2025

  Last Listing Agent Maria Arato ALAMO HOMES GROUP
• 

  

  /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

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 323-0765

  4385 Semoran Farms Rd, Kissimmee, FL 34744
• 

  

  /8

  $850 Per Month

  • 1.5 Baths
  • 13,520 Sq Ft
  • Apartment for Rent

  2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744

  Robert Beyer

  Robert Beyer

  (321) 495-5574

  2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744
• 

  /2

  $523,521 Sold May 22, 2025

  1906 Clear Sky Dr, Kissimmee, FL 34744

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

  Last Sold Summary

  • $245/SF
  • 14 Days On Market

  Current Estimated Value $516,647

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1906 Clear Sky Dr, Kissimmee, FL 34744
• 

  /2

  Est $442,768 Not Listed For Sale

  3131 Armstrong Spring Dr, Kissimmee, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,805 Sq Ft
  • Built 2019

  3131 Armstrong Spring Dr, Kissimmee, FL 34744

  Last Sold Summary

  • 1% Above List Price
  • $244/SF
  • 107 Days On Market

  • Last Sold Price $440,000
  • Jul 31, 2024

  Last Listing Agent Kevin Kendrick EXP REALTY LLC
• 

  

  /33

  $4,250,000 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.

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 490-4991

  4345 Boggy Creek Rd, Kissimmee, FL 34744
• 

  

  /76

  Starting at $1,557 Per Month

  • 1 - 3 Beds

  500 Spencer Ave, Kissimmee, FL 34744

  Unlock a world of modern living at Weston 4 Hundred. Nestled in the vibrant heart of Kissimmee, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

  Weston 4 Hundred

  (689) 202-4435

  

  500 Spencer Ave, 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 $435,934

  D.R. Horton Kindred

  1875 Howard Mesa Dr, Kissimmee, FL 34744
• 

  

  /4

  Est $224,975 Not Listed For Sale

  1111 Jade Ln E, Kissimmee, FL 34744

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft
  • Built 1997

  1111 Jade Ln E, Kissimmee, FL 34744

  Last Sold Summary

  • 10% Below List Price
  • $240/SF
  • 64 Days On Market

  • Last Sold Price $249,000
  • Apr 20, 2024

  Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY
• 

  

  /33

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 1,935 Sq Ft

  1737 Kato Way, Kissimmee, FL 34744

  Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom townhouse in Kissimmee, Florida! This spacious home offers a functional layout perfect for comfortable living and entertaining. The kitchen features stainless steel appliances and granite countertops, seamlessly connecting to the main living areas. The home also includes a water purification system, adding extra convenience and value.

  

  Keegan Siegfried

  LPT REALTY, LLC

  (321) 257-9107

  1737 Kato Way, Kissimmee, FL 34744
• 

  

  /55

  Starting at $1,335 Per Month

  • Studio - 4 Beds

  2089 Heritage Key Blvd, Kissimmee, FL 34744

  Rooted in Kissimmee since 2007, Heritage Key Villas offers a living experience that is both established and evolving. Heritage Key provides a genuine sense of home with mature oaks, peaceful fountains, and scenic ponds. Whether you are looking for a modern apartment or a spacious townhome, our community serves as the ultimate home base for recharging. We offer a diverse range of floor plans, from

  Heritage Key Villas

  (866) 491-8572

  2089 Heritage Key Blvd, 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 $355,537

  Last Listing Agent Andy Chen HAPPY HOME REAL ESTATE LLC

  913 Tramells Trail, Kissimmee, FL 34744
• 

  

  /52

  Est $490,922 Not Listed For Sale

  4350 Silver Creek St, Kissimmee, FL 34744

  • 4 Beds
  • 2.5 Baths
  • 2,370 Sq Ft
  • Built 2019

  4350 Silver Creek St, Kissimmee, FL 34744

  Last Sold Summary

  • 2% Above List Price
  • $203/SF
  • 21 Days On Market

  • Last Sold Price $480,000
  • Jun 24, 2024

  Last Listing Agent Florence Zimmerman WEMERT GROUP REALTY LLC
• 

  

  /17

  $499,999

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft

  1743 Good Neighbor Loop, Kissimmee, FL 34744

  One or more photo(s) has been virtually staged. Experience elevated single-story living in this thoughtfully designed Next Gen® residence, where privacy, versatility, and modern comfort come together seamlessly. Perfectly suited for multigenerational living, this home features a true private in-law suite with its own front entrance, separate living area, kitchenette, bedroom, and full

  

  Ian Trumbach

  FLORIDA PRESTIGIOUS HOMES INC

  (321) 780-2411

  1743 Good Neighbor Loop, Kissimmee, FL 34744
• 

  

  /50

  Starting at $1,395 Per Month

  • 1 - 3 Beds

  790 Academy Dr, Kissimmee, FL 34744

  Our thoughtfully designed and spacious 1, 2 and 3 bedroom apartments offer today's upscale finishes that provide an indulgent and luxurious flow and function to your everyday living experience. Enjoy, stainless steel energy efficient appliances, screened-in balcony, granite countertops, and subway tile backsplash in the kitchen, lighted ceiling fans, Smart Capable Whirlpool Side by Side Washer

  Academy Park Apartments

  (689) 204-2696

  

  790 Academy Dr, 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 $404,996

  Last Listing Agent Anita Treschan PREMIER SOTHEBYS INT'L REALTY

  Unlisted Address
• 

  

  /35

  Est $495,703 Not Listed For Sale

  3258 Stratton Cir, Kissimmee, FL 34744

  • 4 Beds
  • 2.5 Baths
  • 2,454 Sq Ft
  • Built 2017

  3258 Stratton Cir, Kissimmee, FL 34744

  Last Sold Summary

  • 1% Below List Price
  • $204/SF
  • 10 Days On Market

  • Last Sold Price $500,000
  • Jun 07, 2024

  Last Listing Agent Corey Smallman MARKET CONNECT REALTY LLC

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