Homes in ZIP Code 34744

/19
$339,000
- 4 Beds
- 2.5 Baths
- 2,510 Sq Ft
14 Glendale Dr, Kissimmee, FL 34744

Handy-Man Special – This 4 bedroom, 2.5 bath home is a blank canvas waiting for your vision. Located in Kissimmee in a neighborhood with no HOA, close to schools and major highways. Inside you will find a functional layout with plenty of space for a growing family. The main floor features a spacious living room, kitchen, and half bath while the second story features 4 bedrooms and two

Anisha Kandhai SUNQUEST INVESTMENT REALTY LLC

14 Glendale Dr, Kissimmee, FL 34744
/31
$2,200 per month
- 4 Beds
- 2 Baths
- 1,766 Sq Ft
- House for Rent
171 Thornbury Dr, Kissimmee, FL 34744

Move-in ready, this well-kept 4-bedroom, 2-bath home is located in the gated Remington Golf Community. Filled with natural light, the open layout features a spacious formal dining room and family room positioned beside the kitchen, perfect for both everyday living and entertaining. The tile flooring runs throughout the home, making it easy to maintain and clean. Step outside to unwind in the

Liu Zhang JOY ESTATE ENTERPRISE INC

171 Thornbury Dr, Kissimmee, FL 34744
/2
$325,000 Sold Jul 25, 2025
- 1,284 Sq Ft
- $253/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2000
2401 Cedarfield Ln, Kissimmee, FL 34744

Welcome to this 3-bedroom, 2-bathroom single-family home on a desirable corner lot in the gated Remington Community in Kissimmee. This split floorplan offers privacy, with the primary suite on one side and two additional bedrooms on the other. Enjoy easy maintenance with tile flooring throughout—no carpet. The centrally located kitchen provides convenient access to all living areas. The spacious

vanessa santiago LPT REALTY, LLC

2401 Cedarfield Ln, Kissimmee, FL 34744

/2
Est $348,209 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,579 Sq Ft
2750 Summer Retreat Ln, Kissimmee, FL 34744

2750 Summer Retreat Ln, Kissimmee, FL 34744

/29
$364,900
- 3 Beds
- 2.5 Baths
- 1,523 Sq Ft
189 Owenshire Cir, Kissimmee, FL 34744

One or more photo(s) has been virtually staged. Welcome to this well-maintained 3 bedrooms, 2.5 baths, two-story home built on an oversized lot with no rear neighbors, on a quiet cul-de-sac near open green spaces and walking trails. The upgrades in this fine home include a new roof in 2023 and a new HVAC system in 2024. The primary bedroom features a walk-in closet, en-suite bathroom, and a

Carolina Faircloth COLDWELL BANKER RESIDENTIAL RE

189 Owenshire Cir, Kissimmee, FL 34744
/11
$2,650 per month
- 3 Beds
- 2 Baths
- 2,029 Sq Ft
- House for Rent
2841 Running Brook Cir, Kissimmee, FL 34744

Property Id: 2113012Welcome to this stunning 3 bedroom, 2 bathroom single-family home with a Flex/bonus room in a gated community in Kissimmee, FL. Location, location, location! This smoke-free, pet-friendly home is located just minutes from Orlando Aiport, Lake Nona and The VA hospital. This property features vaulted ceilings with modern amenities including a brand new stove and

2841 Running Brook Cir, Kissimmee, FL 34744
/2
$388,753 Sold Jul 25, 2025
- 2,023 Sq Ft
- $192/SF
- 41 Days On Market
- 4 Beds
- 3 Baths
- Built 2025
2458 Peace of Mind Ave, 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

2458 Peace of Mind Ave, Kissimmee, FL 34744

/60
Est $431,008 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
1798 Hideout St, Kissimmee, FL 34744

1798 Hideout St, Kissimmee, FL 34744

/12
$370,000
- 2 Beds
- 2 Baths
- 1,624 Sq Ft
961 Shore Dr, Kissimmee, FL 34744

Beautiful home in Kissimmee very close to the highway and shopping areas, with large natural green spaces

Daynell Rodriguez Cardenas LA ROSA REALTY ORLANDO LLC

961 Shore Dr, Kissimmee, FL 34744
/27
$1,850 per month
- 3 Beds
- 2 Baths
- 1,107 Sq Ft
- House for Rent
2415 Harbor Town Dr, Kissimmee, FL 34744

This home is located in the gated community of Harbor Town! 3 bedroom, 2 bathroom home, tile flooring throughout.Spacious living/dining room with vaulted ceilings. Located close to a major highway, shopping, dining and entertainment.Call to schedule your private showing today!

Sonya Dietsch TOP SAVING REALTY

2415 Harbor Town Dr, Kissimmee, FL 34744
/2
$355,000 Sold Jul 25, 2025
- 1,683 Sq Ft
- $211/SF
- 28 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2007
2447 Hassonite St, Kissimmee, FL 34744

Stunning Fully Updated 3-Bed, 3-Bath Townhome in a Prime Location! Beautifully renovated townhome that perfectly blends modern elegance with everyday comfort—just minutes from Orlando International Airport. Step into a sleek and stylish kitchen equipped with stainless steel appliances, contemporary cabinetry, quartz countertops, and a bright eat-in area—ideal for both casual meals and

Eduardo Lopez EXP REALTY LLC

2447 Hassonite St, Kissimmee, FL 34744

/15
Est $500,854 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,260 Sq Ft
3028 Aleksey View Dr, Kissimmee, FL 34744

3028 Aleksey View Dr, Kissimmee, FL 34744

/35
$295,000
- 3 Beds
- 2.5 Baths
- 1,380 Sq Ft
1638 Windsor Oak Ct, Kissimmee, FL 34744

Welcome to this beautifully maintained and fully upgraded 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 flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. You’ll find a bright and inviting open-concept living and

Lissette Escobar PREFERRED REAL ESTATE BROKERS

1638 Windsor Oak Ct, Kissimmee, FL 34744
/18
$2,580 per month
- 4 Beds
- 2 Baths
- 1,963 Sq Ft
- House for Rent
142 Southampton 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 $2724.90. That covers your base rent, $2580.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

142 Southampton Dr, Kissimmee, FL 34744
/2
$390,000 Sold Jul 24, 2025
- 1,581 Sq Ft
- $247/SF
- 14 Days On Market
- 3 Beds
- 2 Baths
- Built 1997
182 Westmoreland Cir, Kissimmee, FL 34744

**This property qualifies for a closing cost credit up to $5,800 through the Seller’s preferred lender.** Welcome to this 3-bedroom, 2-bath single-family home with a 2-car garage, nestled in a quiet and convenient neighborhood in Kissimmee. This home offers a smart layout, vaulted ceilings, and a screen-enclosed pool and spa, making it perfect for both everyday living and entertaining. The

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

182 Westmoreland Cir, Kissimmee, FL 34744

/2
Est $647,070 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,482 Sq Ft
1581 Twelve Oaks Cir, Kissimmee, FL 34744

1581 Twelve Oaks Cir, Kissimmee, FL 34744

/57
$345,000
- 3 Beds
- 2.5 Baths
- 1,870 Sq Ft
1942 Shiloh Brook St, Kissimmee, FL 34744

Beautiful Corner Townhome boasting 3 bedrooms and 2 1/2 bathrooms. Amazing Upgrades and community.

Michelle Vega EXP REALTY LLC

1942 Shiloh Brook St, Kissimmee, FL 34744
/24
$3,250 per month
- 5 Beds
- 4 Baths
- 3,460 Sq Ft
- House for Rent
1073 Berkeley Dr, Kissimmee, FL 34744

Discover your dream home in Kissimmee, Florida! This stunning 5-bedroom, 4-bathroom house features a sparkling pool, perfect for relaxation and entertainment. Enjoy spacious living in a convenient location close to shopping, dining, and attractions. Brand new Floors through out the house upstairs including the stairs. House was just also Painted. Come take a look.

Perry Taveras FLEURYS INVESTMENTS LLC

1073 Berkeley Dr, Kissimmee, FL 34744
/2
$300,000 Sold Jul 24, 2025
- 1,928 Sq Ft
- $156/SF
- 39 Days On Market
- 4 Beds
- 2 Baths
- Built 2001
Unlisted Address

move in ready well-kept 4/2 with enclosed screen porch with a beautiful pond view, new roof and water heater, close to schools, shopping, restaurants and entertainment a great house in a nice community for your family to enjoy.

Evelyn Hefner THE EXPERTS TEAM REALTY INC

Unlisted Address

/2
Est $345,274 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,640 Sq Ft
1771 Mccoy Ln, Kissimmee, FL 34744

1771 Mccoy Ln, Kissimmee, FL 34744

/20
$375,000
- 3 Beds
- 2 Baths
- 1,673 Sq Ft
2868 Running Brook Cir, Kissimmee, FL 34744

Welcome to this inviting 3 bedroom, 2 bath home in a desirable gated community in Kissimmee! The split floor plan offers both privacy and functionality, with a generously sized primary suite boasting 18 feet of depth and two large walk-in closets. Enjoy comfortable living with an interior laundry room, a side-entry garage, and a covered rear patio overlooking the fully fenced backyard. The

Bart Marek CHARLES RUTENBERG REALTY ORLANDO

2868 Running Brook Cir, Kissimmee, FL 34744
/16
$2,245 per month
- 3 Beds
- 2 Baths
- 1,813 Sq Ft
- House for Rent
1083 Hermosa Way, 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

1083 Hermosa Way, Kissimmee, FL 34744
/2
$510,000 Sold Jul 24, 2025
- 3,291 Sq Ft
- $155/SF
- 10 Days On Market
- 5 Beds
- 3 Baths
- Built 2025
1851 Blissful Dr, Kissimmee, FL 34744

Under Construction. Is it time to move out of your apartment sized home? This abundantly spacious masterpiece covers two stories and includes five bedrooms, three bathrooms and a three-car garage. Families will love the ample living space provided by the huge family room and bonus space located off the foyer. The kitchen features a breakfast nook and overlooks the covered patio. There is also an

Ben Goldstein LENNAR REALTY

1851 Blissful Dr, Kissimmee, FL 34744

/2
Est $490,318 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,287 Sq Ft
1367 Addison Bluff Ln, Kissimmee, FL 34744

1367 Addison Bluff Ln, Kissimmee, FL 34744

/79
$359,900
- 3 Beds
- 2 Baths
- 1,235 Sq Ft
1606 Liggins Ave, Kissimmee, FL 34744

Welcome to this beautifully maintained residence in the desirable Oak Run community. Prime Location Ideally located near to airport, top-rated schools, shopping, dining, and major highways—offering both convenience and community in one of Kissimmee’s most established neighborhoods. Situated on an oversized corner lot, this 3-bedroom, 2-bathroom home blends comfort, style, and functionality.

Alberto Sanchez CENTURY 21 ALL HOMES & PROPERT

1606 Liggins Ave, Kissimmee, FL 34744
/24
$2,995 per month
- 5 Beds
- 4.5 Baths
- 3,460 Sq Ft
- House for Rent
2725 Portchester Ct, Kissimmee, FL 34744

Set in Remington’s desirable golf club community, this updated 5-bed, 4.5-bath home offers 3,460 sq ft of modern living. Fresh interior paint and new flooring upstairs. An open, airy plan links the generous living areas to the kitchen and dining spaces, ideal for everyday life and entertaining. Out back, a saltwater pool overlooks a tranquil pond—perfect for relaxing or hosting. Minutes to Publix

Jeff Li CINO INTERNATIONAL INC

2725 Portchester Ct, Kissimmee, FL 34744
/2
$439,990 Sold Jul 24, 2025
- 2,522 Sq Ft
- $174/SF
- 7 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2025
2437 Spring Tune Alley, Kissimmee, FL 34744

Under Construction. Looking for light and bright? Style is delivered with the luxurious Sierra floor plan. This lovely home includes four bedrooms, three and a half bathrooms, with a two-car detached rear load garage. This is a gorgeous two-story home with a detached rear load garage. There is an elegant dining room. The kitchen has a large island, fabulous pantry, and opens to a spacious family

Ben Goldstein LENNAR REALTY

2437 Spring Tune Alley, Kissimmee, FL 34744

/2
Est $436,473 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
3043 Sharp Rd, Kissimmee, FL 34744

3043 Sharp Rd, Kissimmee, FL 34744

/38
$392,000
- 3 Beds
- 2 Baths
- 1,757 Sq Ft
3819 Wood Thrush Dr, Kissimmee, FL 34744

Owner's pride of ownership with a New Roof 2025, New Fence 2020, New Carpet in Bedrooms 2025, and freshly painted interior! Stainless steel appliances in kitchen open to a breakfast nook and family room. The breakfast bar is raised & great for entertaining! Grill on lanai/porch with privacy fenced backyard with white vinyl fence. Split plan with vaulted ceilings & front-end loading washer/dryer

Andrea Simon Coldwell Banker Realty

3819 Wood Thrush Dr, Kissimmee, FL 34744
/12
$1,900 per month
- 2 Beds
- 2 Baths
- 970 Sq Ft
- House for Rent
2690 Sample St, Kissimmee, FL 34744

Property Id: 2119565Freshly Renovated Home in Kissimmee with Ensuite BedroomsWelcome to your new home at 2690 Sample St! This beautifully renovated property offers the perfect blend of comfort and convenience. The home features two spacious bedrooms, each with its own private ensuite bathroom—ideal for added privacy and functionality.Recent renovations include modern finishes,

2690 Sample St, Kissimmee, FL 34744
/2
$469,990 Sold Jul 24, 2025
- 2,082 Sq Ft
- $226/SF
- 45 Days On Market
- 3 Beds
- 2 Baths
- Built 2025
1863 Clear Sky Dr, Kissimmee, FL 34744

Under Construction. The Bourne checks all your boxes. This exceptional three-bedroom, two bathroom home features a welcoming front porch and a two car garage. The open fully equipped kitchen overlooks the combination dining and family rooms. The luxurious owner bedroom includes a spa-inspired owner bath, with separate bathtub and shower as well as his and her sinks. Upgraded features include: 42"

Ben Goldstein LENNAR REALTY

1863 Clear Sky Dr, Kissimmee, FL 34744

/2
Est $421,456 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
1373 Addison Bluff Ln, Kissimmee, FL 34744

1373 Addison Bluff Ln, Kissimmee, FL 34744

/30
$395,000
- 4 Beds
- 2 Baths
- 2,012 Sq Ft
2702 Scarborough Ct, Kissimmee, FL 34744

Welcome Home!! Nestled away in one of the most sought after gated communities lies this gorgeous 4 bedroom sits on the most lushes green golf course imagined. As you come up to your Italian stoned paved driveway, you'll see the uniquely contemporary style home. Greeting you will be the glass upgraded door. Enter the home with its beautiful porcelain tile and take in the stunning view of the golf

Angel Iglesia SOUTHERN HERITAGE REALTY, INC

2702 Scarborough Ct, Kissimmee, FL 34744
/12
$2,400 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
1314 Asher Mason Ave, Kissimmee, FL 34744

Beautiful 3-bed, 2-bath home built in 2023 in the Big Sky community, now available for rent. Features an open floor plan with a spacious living and dining area flowing into a modern kitchen. Prime location just minutes from Kissimmee Lakefront Park, The Loop for shopping and dining, Boggy Creek Airboat Adventures, and the Osceola County History Museum. Enjoy comfort, style, and convenience all in

Marlionfel Fernandez AROD PARTNERS REALTY

1314 Asher Mason Ave, Kissimmee, FL 34744
/2
$310,000 Sold Jul 24, 2025
- 1,559 Sq Ft
- $199/SF
- 130 Days On Market
- 2 Beds
- 2 Baths
- Built 2023
1892 Spring Shower Cir, Kissimmee, FL 34744

Corner lot - Great location near to all shopping area and few miles from turnpike. Welcome to 1892 Spring Shower Circle, a charming single-family villa nestled in a gated community in Kissimmee, Florida. This brand-new residence offers 1,579 square feet of thoughtfully designed living space, featuring 2 bedrooms, 2 bathrooms, and a versatile den with double doors for privacy that can serve as a

Salma Qureshi LPT REALTY, LLC

1892 Spring Shower Cir, Kissimmee, FL 34744

/2
Est $431,807 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
3040 Cadence Sound Ln, Kissimmee, FL 34744

3040 Cadence Sound Ln, Kissimmee, FL 34744

/31
$398,900
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
2539 Christine Dr, Kissimmee, FL 34744

Come see this beautifully remodeled home in a quiet neighborhood! ?Take advantage of a seller-paid promotion, $3,000 credit toward the buyer’s closing costs (which can also be used to buy down rates).Income-Producing Opportunity! This home features a 4th bedroom with a private entrance, perfect for rental income or guest use. LOCATION, LOCATION, LOCATION!Minutes away

Navid Rokh EQUITYPRO LLC

2539 Christine Dr, Kissimmee, FL 34744
/20
$2,445 per month
- 4 Beds
- 3 Baths
- 2,037 Sq Ft
- House for Rent
1982 Calm Soul Way, 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 $2589.90. That covers your base rent, $2445.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

1982 Calm Soul Way, Kissimmee, FL 34744
/11
$479,990 Sold Jul 23, 2025
- 2,139 Sq Ft
- $224/SF
- 4 Beds
- 3 Baths
- Built 2025
1869 Clear Sky Dr, Kissimmee, FL 34744

This single-story home features a welcoming foyer and an open-space layout among the dining room, kitchen and family room that extends to a covered patio for outdoor entertaining or relaxing. There are four bedrooms in total, including an owner’s suite with a large bedroom, luxe bathroom and generously sized walk-in closet.

Lennar

1869 Clear Sky Dr, Kissimmee, FL 34744

/13
Est $485,992 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,056 Sq Ft
1962 Spring Shower Cir, Kissimmee, FL 34744

1962 Spring Shower Cir, Kissimmee, FL 34744

Showing Results 441 - 480, Page 12 of 18

Florida Osceola County Kissimmee 34744

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage