Homes in ZIP Code 34744

/37
$775,000

$15K PRICE DROP Pending
- 6 Beds
- 4.5 Baths
- 3,899 Sq Ft
2850 Spring Breeze Way, Kissimmee, FL 34744

PRICE JUST REDUCED! MOVE-IN READY! Check out the VIRTUAL TOUR link for full, interactive 3D Matterport Tour!Welcome to this exceptional 6-bedroom, 4.5-bathroom Lennar “Next Gen” home in the gated North Point community of Kissimmee, conveniently located near the Lake Nona area. Built in 2014 and offering approximately 3,899 heated square feet, this spacious two-story residence features an

Tommy Harris

DALTON WADE INC

2850 Spring Breeze Way, Kissimmee, FL 34744
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/98
Starting at $1,595 Per Month
- 1 - 3 Beds
2110 Bay Island Ln, Kissimmee, FL 34744

Make your way home to Ascend Kindred, where modern apartments meet an unmatched amenity package in Kissimmee, FL. Featuring oversized walk-in closets, screened-in patios or balconies, and gourmet kitchens complete with gorgeous quartz countertops and stainless steel appliances, our brand-new one, two, and three-bedroom floor plans spare no detail when it comes to comfort, convenience, and style.

Ascend Kindred

2110 Bay Island Ln, Kissimmee, FL 34744
/16
$404,990

Sold May 15, 2026

2062 Walnut Creek Dr, Kindred, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 1% Below List Price
- $269/SF
- 9 Days On Market
Current Estimated Value $380,858

D.R. Horton Kindred

2062 Walnut Creek Dr, Kindred, FL 34744

/46
Est $454,527

Not Listed For Sale

1803 Brockridge Rd, Kindred, FL 34744
- 4 Beds
- 3 Baths
- 2,374 Sq Ft
- Built 2018
1803 Brockridge Rd, Kindred, FL 34744

Last Sold Summary
- 49 Days On Market
Last Listing Agent Jason Braddock EXP Realty, LLC

/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
/84
Starting at $1,376 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

2089 Heritage Key Blvd, Kissimmee, FL 34744
/2
$412,000

Sold Apr 06, 2026

1110 van Lieu St, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 1,744 Sq Ft
- Built 2022
Last Sold Summary
- 6% Below List Price
- $236/SF
- 152 Days On Market
Current Estimated Value $410,924

Last Listing Agent Laurie Varner REMAX PREMIER PROPERTIES

1110 van Lieu St, Kissimmee, FL 34744

/2
Est $306,142

Not Listed For Sale

3106 Camino Real Dr N, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
- Built 2017
3106 Camino Real Dr N, Kissimmee, FL 34744

Last Sold Summary
- 57 Days On Market
Last Listing Agent Mara Lopez LPT REALTY, 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

168 Club Villas Ln, Kissimmee, FL 34744
/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
$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 $558,935

Last Listing Agent Daniel Patino THE FIRM RE

2780 Lake Vista Dr, Kissimmee, FL 34744

/14
Not Listed For Sale

3655 Late Morning Cir, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 960 Sq Ft
- Built 1990
3655 Late Morning Cir, Kissimmee, FL 34744

Last Sold Summary
- 104 Days On Market
Last Listing Agent Alex Rodriguez FIERCE REALTY

/44
$469,900

$5K PRICE DROP
- 4 Beds
- 3 Baths
- 2,027 Sq Ft
4355 Summer Breeze Way, Kissimmee, FL 34744

Welcome home to this beautiful waterfront property in North Pointe! This 4-bedroom, 3-bathroom home features a fenced backyard overlooking a large pond, with views of East Lake Tohopekaliga from the front of the home. The upgraded kitchen includes 42-inch staggered maple cabinets, stainless steel appliances, and granite countertops. The home features 20-inch porcelain tile flooring throughout the

Rustina Gibson

RE/MAX VANTAGE

4355 Summer Breeze Way, Kissimmee, FL 34744
/23
Starting at $778 Per Month
- 1 - 3 Beds
2124 Lepic Ln, Kissimmee, FL 34744

Kick back, relax and enjoy the good life at Gannet Pointe. Our 1, 2 & 3 bedroom apartments in Kissimmee, Florida, come in a variety of floor plans so you can choose your ideal living space. Our convenient location in Kissimmee places you moments away from popular dining, shopping, and outdoor recreation. The home you’ve been searching for is waiting for you at Gannet Pointe. *CALL FOR

Gannet Pointe

2124 Lepic Ln, 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 $445,501

D.R. Horton Kindred

1949 Walnut Creek Dr, Kindred, FL 34744

/2
Est $500,356

Not Listed For Sale

1851 Partin Terrace Rd, Kindred, FL 34744
- 4 Beds
- 3.5 Baths
- 2,851 Sq Ft
- Built 2018
1851 Partin Terrace Rd, Kindred, FL 34744

Last Sold Summary
- 90 Days On Market
Last Listing Agent Maritssa Trejo WEICHERT REALTORS HALLMARK PRO

/46
$429,990

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
1673 Barberry Dr, Kindred, FL 34744

Welcome to 1673 Barberry Lane, a beautifully upgraded Cali model located in the heart of Kissimmee, FL, offering over $80,000 in thoughtful upgrades and designed for both comfortable living and income-producing potential. This home stands out from the moment you arrive, combining modern enhancements, functional design, and premium features throughout. Whether you’re looking for a primary

Rafael Ortiz

KELLER WILLIAMS LEGACY REALTY

1673 Barberry Dr, Kindred, FL 34744
/50
Starting at $1,697 Per Month
- Studio - 3 Beds
3175 E Corporate Ctr Pkwy, Kissimmee, FL 34744

Brand New and Leasing Fast! Receive 2 Months Free Rent, Applied as 50% Off Rent for 4 Months. Tour and lease today.Now leasing brand-new studio, one-, two-, and three-bedroom apartments in Kissimmee, FL. Parkway Crossings combines modern design, eco-conscious features, and exceptional amenities for a truly elevated lifestyle. Conveniently located near the Tupperware SunRail Station and Orlando

Parkway Crossings

3175 E Corporate Ctr Pkwy, Kissimmee, FL 34744
/2
$400,000

Sold Sep 03, 2026

2716 Wortham Ln, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 2,341 Sq Ft
- Built 1998
Last Sold Summary
- 7% Below List Price
- $171/SF
- 161 Days On Market
Current Estimated Value $406,139

Last Listing Agent Jerry Miller MARK SPAIN REAL ESTATE

2716 Wortham Ln, Kissimmee, FL 34744

/36
Est $599,955

Not Listed For Sale

4435 Azure Isle Way, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 3,470 Sq Ft
- Built 2013
4435 Azure Isle Way, Kissimmee, FL 34744

Last Sold Summary
- 83 Days On Market
Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

/3
$3,999,000

$3M PRICE DROP Pending
- Land
- 5 Acres
- $799,800 per Acre
4349 Boggy Creek Rd, Kissimmee, FL 34744

Prime 5 acre Industrial Development Land on the corner of Boggy Creek and Timber Rd with 315 FF on Boggy Creek Rd. This parcel can be combined with the parcel next door to create 10 continuous 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

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

4349 Boggy Creek Rd, 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

790 Academy Dr, 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 $423,429

D.R. Horton Kindred

1809 Three Bars Rd, Kissimmee, FL 34744

/51
Not Listed For Sale

3704 Dawn Ave, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1999
3704 Dawn Ave, Kissimmee, FL 34744

Last Sold Summary
- 29 Days On Market
Last Listing Agent Kathy Aparo-Griffin APARO-GRIFFIN PROPERTIES INC

/35
$730,000

$20K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,980 Sq Ft
2830 Horton Rd, Kissimmee, FL 34744

4-bedroom, 2.5-bath home situated on 5.5 acres +/- of cleared land with mature oak trees and fruit trees. Bring your livestock, outdoor toys, trailers, and equipment—there is plenty of room to enjoy country-style living with the convenience of being close to everything. This 1,980-square-foot property is partially fenced and offers space, privacy, and flexibility with no HOA and no CDD. Plenty of

Milinda Knollinger

CORCORAN CONNECT LLC

2830 Horton Rd, Kissimmee, FL 34744
/25
Starting at $1,389 Per Month
- 2 - 4 Beds
501 Bald Cypress Dr, Kissimmee, FL 34744

Learn more about our current Move-In Specials and save today!A great Kissimmee location at an affordable price! Osceola Pointe Apartments is located on West Osceola Parkway with quick and easy access to SR-417/Central Florida GreeneWay, SR-423/John Young Parkway, and SR-91/Florida's Turnpike. Nearby Osceola Parkway offers convenient access to major attractions, shopping, dining, and

Osceola Pointe

501 Bald Cypress Dr, 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 $303,889

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

3132 Camino Real Dr N, Kissimmee, FL 34744

/2
Est $480,561

Not Listed For Sale

2822 Sail Breeze Way, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,297 Sq Ft
- Built 2013
2822 Sail Breeze Way, Kissimmee, FL 34744

Last Sold Summary
- 28 Days On Market
Last Listing Agent Jamil C. Winston (Jay) LPT REALTY, LLC

/4
$4,599,000

$401K PRICE DROP
- Land
- 5 Acres
- $919,800 per Acre
4250 High Plains Ln, Kissimmee, FL 34744

Prime 5 acre Industrial Development Land with 355 FF on High Plains Lane. This parcel can be combined with the parcel next door to create 10 contiguous acres and 700 FF on High Plains Lane. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Industrial Manufacturing and can easily be converted to IM. The allowable uses are attached to this

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

4250 High Plains Ln, Kissimmee, FL 34744
/40
Starting at $1,150 Per Month
- 1 - 2 Beds
2304-2400 Academy Cir, Kissimmee, FL 34744

Nestled off the main thoroughfare, Academy Village presents an apartment community tucked away from the metropolitan hustle, yet convenient to great shopping areas, dinning, major employers and transportation. We have spacious one and two bedroom floor plans that offers care free living along with all the amenities you deserve. Professionally Managed by Cagan Management Group, Inc. Academy

Academy Village Apartments

2304-2400 Academy Cir, 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
Not Listed For Sale

0 Plaza Dr, Kissimmee, FL 34743
0 Plaza Dr, Kissimmee, FL 34743

Last Sold Summary
- 277 Days On Market
Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

/21
$2,600,000

$400K PRICE DROP
- Land
- 5.12 Acres
- $507,812 per Acre
4355 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

4355 Semoran Farms Rd, Kissimmee, FL 34744
/29
Starting at $959

Total Monthly Price
- Studio - 1 Bed
201 Simpson Rd, Kissimmee, FL 34744

Remington Apartments – A Place You’ll Be Proud to Call Home - Kissimmee's Premier 55 + communityWelcome to Remington Apartments, where comfort meets convenience in the heart of Kissimmee. Our community is designed to offer a lifestyle you’ll love, surrounded by beautifully landscaped grounds and modern amenities that make every day feel special. Community Highlights:Sparkling

55+ Remington Apartments

201 Simpson Rd, Kissimmee, FL 34744
/2
$440,000

Sold Aug 14, 2026

2386 Ruth Ln, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,836 Sq Ft
- Built 1987
Last Sold Summary
- 5% Below List Price
- $240/SF
- 54 Days On Market
Current Estimated Value $475,890

Last Listing Agent T.R. Wyman LA PRIMERA, INC.

2386 Ruth Ln, Kissimmee, FL 34744

/2
Est $365,495

Not Listed For Sale

1836 Partin Terrace Rd, Kindred, FL 34744
- 3 Beds
- 2 Baths
- 1,690 Sq Ft
- Built 2018
1836 Partin Terrace Rd, Kindred, FL 34744

Last Sold Summary
- 19 Days On Market
Last Listing Agent Nicholas Fabricatore FLORIDA REALTY INVESTMENTS

/47
$500,000

Pending
- 4 Beds
- 2.5 Baths
- 2,379 Sq Ft
4347 Silver Creek St, Kissimmee, FL 34744

Gated Creekside at Boggy Creek. Built in 2020, this two story home offers 4 bedrooms, 2.5 baths and 2,379 heated square feet, plus a dedicated first floor office and a 15x18 upstairs loft. The kitchen features a granite island, walk-in pantry and stainless appliances. The primary suite includes a walk-in closet and a bath with dual vanities, garden tub and separate shower. Upstairs laundry room.

Ariel Vargas

EXP REALTY LLC

4347 Silver Creek St, Kissimmee, FL 34744
/20
Starting at $1,216 Per Month
- 1 - 4 Beds
1101 Cobblestone Cir, Kissimmee, FL 34744

Experience design and quality rolled together in our collection of one, two, three, and four-bedroom apartment homes. From spacious closets to in-home washers and dryers, we provide all the details to create a true sense of home.Our community also features a range of amenities to enjoy, including our swimming pool, fitness center, and laundry centers. We're pet-friendly too, and ready to welcome

Cobblestone of Kissimmee

1101 Cobblestone Cir, Kissimmee, FL 34744
/2
$578,151

Sold Sep 18, 2025

1455 August Gray Dr, Kissimmee, FL 34744
- 5 Beds
- 3.5 Baths
- 3,030 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $191/SF
- 282 Days On Market
Current Estimated Value $561,693

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

1455 August Gray Dr, Kissimmee, FL 34744

/2
Est $480,918

Not Listed For Sale

1885 Hickory Bluff Rd, Kindred, FL 34744
- 5 Beds
- 3 Baths
- 2,674 Sq Ft
- Built 2017
1885 Hickory Bluff Rd, Kindred, FL 34744

Last Sold Summary
- 126 Days On Market
Last Listing Agent Abby Roman ONE TEAM REALTY

Showing Results 41 - 80, Page 2 of 18

Florida Osceola County Kissimmee

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Homes in ZIP Code 34744

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