Homes in ZIP Code 34744

• 

  

  

  /28

  $398,900

  $31K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  4020 Sunny Day Way, Kissimmee, FL 34744

  PRICE IMPROVEMENT!!! Beautiful Move-In Ready 4-bedroom, 2-bath home offering 2,148 sq. ft. with no rear neighbors for added privacy! Located in the desirable Turnberry community, tucked just off Boggy Creek Road! This charming residence offers a lifestyle of comfort and convenience, with community amenities including playgrounds, a pool, tennis courts, and a basketball court—perfect for families

  

  Norquy Pagan

  NONA LEGACY POWERED BY LA ROSA

  4020 Sunny Day Way, Kissimmee, FL 34744
• 

  

  

  /8

  $945 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

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

  

  

  /16

  $409,990

  Sold Nov 14, 2025

  1863 Three Bars Rd, Kissimmee, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $246/SF
  • 7 Days On Market

  Current Estimated Value $415,473

  D.R. Horton Kindred

  1863 Three Bars Rd, Kissimmee, FL 34744
• 

  

  /2

  Est $417,479

  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

  • 49 Days On Market

  Last Listing Agent Jason Braddock EXP REALTY LLC
• 

  

  

  /23

  $409,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1979 Cacutta Way, Kissimmee, FL 34744

  Resort-style living awaits in Kindred! This move-in-ready 3-bedroom, 2-bath one-story block home delivers standout curb appeal with an oversized paver driveway accented by LED landscape lighting, creating a stunning evening approach and a warm, welcoming look from the street. Inside, enjoy a bright, open layout with tile flooring throughout the main living areas and a spacious kitchen featuring

  

  Ian Trumbach

  FLORIDA PRESTIGIOUS HOMES INC

  1979 Cacutta Way, Kissimmee, FL 34744
• 

  

  /59

  Starting at $1,618 Per Month

  • 1 - 3 Beds

  1225 Utica Dr, Kissimmee, FL 34744

  Solaris at Kissimmee is a brand-new apartment and townhome community offering a serene, wellness-inspired lifestyle in the heart of Central Florida. Choose from spacious 1-3 bedroom apartments or unique 3-story, 2-bedroom townhomes with private garages. Interiors feature warm, midcentury-modern finishes and thoughtful layouts designed for comfort and style. Enjoy tranquil amenities including a

  Solaris at Kissimmee

  

  1225 Utica Dr, Kissimmee, FL 34744
• 

  /2

  $430,000

  Sold Nov 21, 2025

  2493 Spring Tune Aly, Kissimmee, FL 34744

  • 4 Beds
  • 3.5 Baths
  • 2,522 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $170/SF
  • 10 Days On Market

  Current Estimated Value $435,676

  Last Listing Agent Ben Goldstein LENNAR REALTY

  2493 Spring Tune Aly, Kissimmee, FL 34744
• 

  /2

  Est $413,161

  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

  • 109 Days On Market

  Last Listing Agent Maria Arato ALAMO HOMES GROUP
• 

  

  /42

  $465,000

  $50K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,717 Sq Ft

  1839 Good Neighbor Loop, Kissimmee, FL 34744

  Beautiful Corner Lot Home with Community Amenities Nearby* Welcome to this stunning corner lot home, perfectly situated across from community amenities and just 22 minutes from the airport. Enjoy the convenience of easy access to Florida's Turnpike, making travel a breeze. This spacious home features a spectacular floor plan designed for modern living: - *4 Bedrooms, 4 Bathrooms*: All bedrooms

  

  Kerlin Torres Wesson

  MY REALTY GROUP, LLC.

  1839 Good Neighbor Loop, Kissimmee, FL 34744
• 

  

  /62

  Starting at $1,765 Per Month

  • 1 - 3 Beds

  1387 E Vine St, Kissimmee, FL 34744

  Welcome to Aston Square: Luxury Living in KissimmeeExperience the perfect blend of sophistication and comfort at Aston Square, where modern luxury meets exceptional living. Our thoughtfully designed 1, 2, and 3-bedroom apartments and carriage homes offer the perfect canvas for your lifestyle, with premium finishes and smart home features that elevate everyday living.

  Aston Square

  

  1387 E Vine St, Kissimmee, FL 34744
• 

  /2

  $399,990

  Sold Jul 10, 2026

  2037 Walnut Creek Dr, Kissimmee, FL 34744

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 2026

  Last Sold Summary

  • $266/SF

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

  2037 Walnut Creek Dr, Kissimmee, FL 34744
• 

  /2

  Est $439,032

  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

  • 107 Days On Market

  Last Listing Agent Kevin Kendrick EXP REALTY LLC
• 

  

  /21

  $359,900

  $30K PRICE DROP

  • 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

  2518 Bowmer Dr, Kissimmee, FL 34744
• 

  

  /135

  Starting at $1,316 Per Month

  • Studio - 4 Beds

  2175 Easton Loop, Kissimmee, FL 34744

  Stillwater Lakes – Kissimmee's Premier Waterfront Living is now leasing brand-new luxury townhomes and studio, one-, two-, and three-bedroom apartments for rent in Kissimmee, FL. Discover Stillwater Lakes, an upscale waterfront apartment community where modern design meets serene Florida beauty. Our spacious apartments and luxury townhomes feature contemporary finishes, open layouts, and stunning

  Stillwater Lakes

  

  2175 Easton Loop, Kissimmee, FL 34744
• 

  /2

  $450,000

  Sold Jul 15, 2026

  1453 Taos Ave, Kindred, FL 34744

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Above List Price
  • $173/SF
  • 7 Days On Market

  Current Estimated Value $453,078

  Last Listing Agent Mitch Susana REALTY ONE GROUP MAGIC CITY

  1453 Taos Ave, Kindred, FL 34744
• 

  

  /9

  Est $415,891

  Not Listed For Sale

  1400 Fair Oaks Ave, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 2,079 Sq Ft
  • Built 2020

  1400 Fair Oaks Ave, Kissimmee, FL 34744

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent German Quinones FLORIDA REALTY RESULTS LLC
• 

  

  /46

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  1608 Mohegan Blvd, Kissimmee, FL 34744

  Tucked inside the gated community of Heritage Run in Kissimmee, 1608 Mohegan Blvd offers the perfect combination of comfort, convenience, and location. Enjoy easy access to major highways, shopping, dining, medical facilities, schools, Valencia College, and public transportation, with Kissimmee, St. Cloud, and Orlando all within comfortable reach. Whether you're commuting to work, attending

  

  Scot Hartwell

  PLATINUM REAL ESTATE

  1608 Mohegan Blvd, Kissimmee, FL 34744
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  /88

  Starting at $1,545 Per Month

  • 1 - 3 Beds

  201 Royal Tupper Terrace, Kissimmee, FL 34744

  Experience the perfect blend of sophistication and comfort at Altis Grand Twin Lakes. Our luxurious Kissimmee apartments offer a selection of thoughtfully designed floor plans that are as spacious as they are versatile. Each residence is adorned with high-end finishes, including attached garages, private entries, premium stainless-steel appliances, and full-size washer and dryer units, all

  Altis Grand Twin Lakes

  

  201 Royal Tupper Terrace, Kissimmee, FL 34744
• 

  /2

  $359,000

  Sold Jun 18, 2026

  216 Magical Way, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 1,832 Sq Ft
  • Built 2005

  Last Sold Summary

  • $196/SF
  • 34 Days On Market

  Current Estimated Value $359,786

  Last Listing Agent Ernani Sena ATRIUM REALTY, LLC

  216 Magical Way, Kissimmee, FL 34744
• 

  

  /4

  Est $236,141

  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

  • 64 Days On Market

  Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY
• 

  

  /20

  $480,000

  $55K PRICE INCREASE

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

  1817 Walnut Creek Dr, Kissimmee, FL 34744

  APPROVED SHORT SALE – 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 walk-in closets.

  

  William Encinosa

  W International Realty LLC

  1817 Walnut Creek Dr, Kissimmee, FL 34744
• 

  

  /92

  Starting at $1,537

  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

  

  1040 Jamison Loop, Kissimmee, FL 34744
• 

  /2

  $461,579

  Sold Jun 18, 2026

  2680 Lola Ln, Greenwood, FL 32443

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft
  • Built 2026

  Last Sold Summary

  • $224/SF

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

  2680 Lola Ln, Greenwood, FL 32443
• 

  

  /52

  Est $480,285

  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

  • 21 Days On Market

  Last Listing Agent Florence Zimmerman WEMERT GROUP REALTY LLC
• 

  

  /39

  $459,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  1506 Jenni Lee Ct, Kissimmee, FL 34744

  Welcome home! From the moment you arrive, the mature landscaping and beautiful trees create a warm, welcoming feeling that continues throughout this thoughtfully designed 4-bedroom, 3-bath pool home on a Cul de sac. With a dedicated office, desirable split-bedroom floor plan, and updated flooring, there is plenty of space to relax, work, entertain, and enjoy everyday Florida living. This home has

  

  Christopher Woeste

  TIE TEAM REALTY LLC

  1506 Jenni Lee Ct, Kissimmee, FL 34744
• 

  

  /55

  Starting at $1,499 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

  

  1450 Neo Square Blvd, Kissimmee, FL 34744
• 

  

  /42

  $389,900

  Sold Sep 10, 2026

  2732 E Lake Pointe Dr, Kissimmee, FL 34744

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Built 2020

  Last Sold Summary

  • $197/SF
  • 9 Days On Market

  Current Estimated Value $430,946

  Last Listing Agent Glory Montalvo PROPERTY OUTLET INTERNATIONAL

  2732 E Lake Pointe Dr, Kissimmee, FL 34744
• 

  

  /35

  Est $488,904

  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

  • 10 Days On Market

  Last Listing Agent Corey Smallman MARKET CONNECT REALTY LLC
• 

  

  /57

  $380,000

  $15K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft

  908 Marisa Ln, Kissimmee, FL 34744

  LOCATION LOCATION! Welcome to this beautifully upgraded 4-BEDROOM, 2-BATH home located in the highly desirable GATED COMMUNITY OF LEGACY PARK!From the moment you step inside, you’ll be impressed by the SOARING HIGH CEILINGS, abundant natural light, and WHOLE-HOME UPGRADED PORCELAIN TILE FLOORING that creates a luxurious, seamless look throughout the entire home. No carpet! Modern finishes and

  

  Jocelyne Yanez

  HOMESMART

  908 Marisa Ln, Kissimmee, FL 34744
• 

  

  /105

  Starting at $1,247 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

  

  1115 Pacifica Dr, Kissimmee, FL 34744
• 

  /2

  $440,000

  Sold Jul 02, 2026

  2492 Blowing Breeze Ave, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft
  • Built 2021

  Last Sold Summary

  • $217/SF
  • 0 Days On Market

  Current Estimated Value $439,412

  Last Listing Agent Lorena Moscoso SIGNATURE INTERNATIONAL REAL E

  2492 Blowing Breeze Ave, Kissimmee, FL 34744
• 

  /2

  Est $472,816

  Not Listed For Sale

  1920 Partin Terrace Rd, Kissimmee, FL 34744

  • 5 Beds
  • 2.5 Baths
  • 2,883 Sq Ft
  • Built 2016

  1920 Partin Terrace Rd, Kissimmee, FL 34744

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Mei Leung EASY REALTY
• 

  

  /43

  $434,900

  $22K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,074 Sq Ft

  3012 Villa Preciosa Dr, Kissimmee, FL 34744

  Welcome to 3012 Villa Preciosa, Kissimmee, FLOpportunity, location, and peace of mind come together in this beautifully maintained 4-bedroom home located in the highly sought-after gated community of Villa Sol!Offering over 2,000 square feet of thoughtfully designed living space, this move-in-ready residence delivers the perfect blend of comfort, functionality, and investment potential.

  

  Yadira Bello

  COLDWELL BANKER REALTY

  3012 Villa Preciosa Dr, Kissimmee, FL 34744
• 

  

  /76

  Starting at $1,499 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

  

  500 Spencer Ave, Kissimmee, FL 34744
• 

  /2

  $300,000

  Sold Oct 09, 2025

  14 Glendale Dr, Kissimmee, FL 34744

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $120/SF
  • 12 Days On Market

  Current Estimated Value $462,455

  Last Listing Agent Anisha Kandhai SUNQUEST REALTY & SERVICES LLC

  14 Glendale Dr, Kissimmee, FL 34744
• 

  /2

  Est $466,182

  Not Listed For Sale

  2865 Running Brook Cir, Kissimmee, FL 34744

  • 4 Beds
  • 2.5 Baths
  • 2,793 Sq Ft
  • Built 2013

  2865 Running Brook Cir, Kissimmee, FL 34744

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Buffy Barrott RESIDENTIAL MATCHMAKERS LLC
• 

  

  /35

  $350,000

  $107K PRICE DROP Under Contract

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

  1502 Jadewood Way, Kindred, FL 34744

  Under contract-accepting backup offers. Short Sale. This beautiful single-family home is now available in Kindred Community, Kissimmee, FL. The home features 4 bedrooms, 2 bathrooms, and garage parking for 2 vehicles. The main bedroom has a walk-in closet and an en-suite bathroom. This property shines with solar panels, saving you money and the environment. Only 30 minutes away from Amtrak and

  

  Lionel Cruz

  COMPASS FLORIDA LLC

  1502 Jadewood Way, Kindred, FL 34744
• 

  

  /20

  Starting at $1,330

  Total Monthly Price

  • 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

  Heritage Park

  

  302 Parkland Cir, Kissimmee, FL 34744
• 

  /2

  $470,000

  Sold Sep 19, 2025

  4014 Longworth Loop, Kissimmee, FL 34744

  • 4 Beds
  • 2.5 Baths
  • 2,399 Sq Ft
  • Built 2007

  Last Sold Summary

  • $196/SF
  • 1 Day On Market

  Current Estimated Value $469,897

  Last Listing Agent Magda Cerra CERRAMAR REALTY CORP

  4014 Longworth Loop, Kissimmee, FL 34744
• 

  /2

  Est $375,683

  Not Listed For Sale

  1756 Brockridge Rd, Kindred, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,739 Sq Ft
  • Built 2018

  1756 Brockridge Rd, Kindred, FL 34744

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Jennifer De Vivo LOTUS DOOR REALTY

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