Homes in ZIP Code 34744

/76
$1,099,800
- 6 Beds
- 5.5 Baths
- 4,621 Sq Ft
1632 Regal Cove Ct, Kissimmee, FL 34744

Welcome to Regal Cove – Modern Luxury Meets Country Charm!Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round.From the moment

Rachel Coolidge FIERCE REALTY

1632 Regal Cove Ct, Kissimmee, FL 34744
/20
$2,430 per month
- 4 Beds
- 2 Baths
- 1,983 Sq Ft
- House for Rent
1045 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 $2574.90. That covers your base rent, $2430.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

1045 Hermosa Way, Kissimmee, FL 34744
/2
$501,990 Sold Jun 20, 2025

1706 Three Bars Rd, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,601 Sq Ft
- Built 2025
Last Sold Summary
- $193/SF
- 86 Days On Market
Current Estimated Value $520,185

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

1706 Three Bars Rd, Kissimmee, FL 34744

/2
Not Listed For Sale

2045 Calm Soul Way, Kissimmee, FL 34744
- 4 Beds
- 2.5 Baths
- 1,770 Sq Ft
- Built 2023
2045 Calm Soul Way, Kissimmee, FL 34744

Last Sold Summary
- $216/SF
- 19 Days On Market
Last Sold Price $381,590

Last Listing Agent Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC

/27
$420,000
- 3 Beds
- 2 Baths
- 2,341 Sq Ft
2716 Wortham Ln, Kissimmee, FL 34744

Don’t miss this rare opportunity to own a pristine, move-in-ready sanctuary in the highly desirable Remington Golf Community. This exceptional pool home delivers the perfect blend of modern comfort and effortless Florida living. Step inside to discover a bright, open-concept layout filled with natural light. The heart of the home features a well-appointed kitchen with a large island and skylight

Jerry Miller MARK SPAIN REAL ESTATE

2716 Wortham Ln, Kissimmee, FL 34744
/10
$2,300 per month
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Townhouse for Rent
1661 Cross Prairie Pkwy, Kissimmee, FL 34744

Welcome to this well-maintained 3-bedroom, 2.5-bath townhome located at 1661 Cross Prairie Pkwy in the growing Tohoqua community of Kissimmee. This two-story residence offers a comfortable and functional layout designed for everyday living. The first floor features an open-concept living and dining area that provides a welcoming environment for gathering, relaxing, and daily routines. The kitchen

Jaime Parga Portela EXP REALTY LLC

1661 Cross Prairie Pkwy, Kissimmee, FL 34744
/2
$365,000 Sold Oct 28, 2025

2868 Running Brook Cir, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,673 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $218/SF
- 17 Days On Market
Current Estimated Value $363,553

Last Listing Agent Bart Marek CHARLES RUTENBERG REALTY ORLANDO

2868 Running Brook Cir, Kissimmee, FL 34744

/2
Not Listed For Sale

2083 Calm Soul Way, Kissimmee, FL 34744
- 4 Beds
- 2.5 Baths
- 1,770 Sq Ft
- Built 2023
2083 Calm Soul Way, Kissimmee, FL 34744

Last Sold Summary
- $214/SF
- 24 Days On Market
Last Sold Price $378,000

Last Listing Agent Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC

/59
$400,990 Pending
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
2105 Walnut Creek Dr, Kissimmee, FL 34744

Under Construction. The Allex floorplan offers 3 bedrooms, 2 bathrooms, and 1,504 sq ft of living space. Features include open living areas, a covered lanai, quartz countertops, stainless-steel appliances, and a walk-in pantry. Spacious bedrooms include carpeted floors, closets and natural light. The primary bedroom has an attached bathroom with a walk-in closet and double vanity. This all

Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

2105 Walnut Creek Dr, Kissimmee, FL 34744
/16
$2,270 per month
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
- House for Rent
2408 Denn John Ln, Kissimmee, FL 34744

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

2408 Denn John Ln, Kissimmee, FL 34744
/2
$397,350 Sold May 29, 2025

1648 Badger Creek Rd, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2025
Last Sold Summary
- $264/SF
- 62 Days On Market
Current Estimated Value $398,149

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

1648 Badger Creek Rd, Kissimmee, FL 34744

/2
Not Listed For Sale

2075 Calm Soul Way, Kissimmee, FL 34744
- 4 Beds
- 2.5 Baths
- 1,770 Sq Ft
- Built 2023
2075 Calm Soul Way, Kissimmee, FL 34744

Last Sold Summary
- $214/SF
- 24 Days On Market
Last Sold Price $378,000

Last Listing Agent Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC

/11
$225,500 Pending
- 3 Beds
- 2 Baths
- 1,173 Sq Ft
1240 Windway Cir, Kissimmee, FL 34744

Short Sale. Investors dream! Located in the highly desirable community of Windsong, this pool home has huge potential with its spacious yard, 3 bedrooms, 2 bathrooms and flowing kitchen, dining and family rooms. There a 15,000 dollar buyer's premium due at closing.

Kavita Uttamchandani CENTURY 21 CARIOTI

1240 Windway Cir, Kissimmee, FL 34744
/14
$1,192 per month
- 1 Bed
- 1 Bath
- 650 Sq Ft
- House for Rent
509 E Magnolia St, Kissimmee, FL 34744

TENANT'S AGENT MUST CALL OWNER DIRECTLY. MOVE IN $275 + $1192 SECURITY DEPOSIT, CALL OWNER DIRECTLY Private 2 ROOM Studio Apartment UNFURNISHED INCLUDES ELECTRIC, Free COMMON AREA washer dryer, fast internet. Lawncare, Trash and Sewer included. IT IS A LARGE ROOM WITH AN ENCLOSED PORCH WITH REFRIGERATOR/FREEZER AND SINK. TENANT CAN BRING COOKING ITEMS. Country setting, near everything! No pets.

Karen Stone Keller Williams Realty Boca Raton

509 E Magnolia St, Kissimmee, FL 34744
/2
$343,000 Sold Apr 24, 2025

2591 Candied Apple Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $212/SF
- 4 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY

2591 Candied Apple Aly, Kissimmee, FL 34744

/2
Est $396,667 Not Listed For Sale

2679 Candied Apple Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Built 2024
2679 Candied Apple Aly, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $215/SF
- 3 Days On Market
Last Sold Price $376,960

Last Listing Agent Ben Goldstein LENNAR REALTY

/3
$289,999 Pending
- 4 Beds
- 3 Baths
- 1,567 Sq Ft
2394 Old Dixie Hwy, Kissimmee, FL 34744

Spacious 4-bedroom, 3-bath single-family home on a generous 0.31-acre corner lot with no HOA! This versatile property offers an ideal layout with an eat-in kitchen, inside laundry, and a welcoming front bonus/sitting room perfect for a home office, reading area, or flex space.The split-style floor plan provides comfortable living for multi-generational households, or rental opportunities. Located

Carlethia Burnette FLORIDA REALTY INVESTMENTS

2394 Old Dixie Hwy, Kissimmee, FL 34744
/20
$2,475 per month
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- House for Rent
2455 Ixora Ct, Kissimmee, FL 34744

Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed in 2021, is located in the Sunbelt community. This property is

2455 Ixora Ct, Kissimmee, FL 34744
/2
$399,260 Sold Apr 28, 2025

1941 Spring Shower Cir, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,889 Sq Ft
- Built 2024
Last Sold Summary
- $211/SF
- 10 Days On Market
Current Estimated Value $399,673

Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

1941 Spring Shower Cir, Kissimmee, FL 34744

/2
Est $479,708 Not Listed For Sale

1984 Tohoqua Blvd, Kissimmee, FL 34744
- 4 Beds
- 3.5 Baths
- 2,522 Sq Ft
- Built 2024
1984 Tohoqua Blvd, Kissimmee, FL 34744

Last Sold Summary
- 9% Above List Price
- $175/SF
- 15 Days On Market
Last Sold Price $440,740

Last Listing Agent Ben Goldstein LENNAR REALTY

/33
$406,990 New Construction
- 3 Beds
- 2 Baths
- 1,614 Sq Ft
2069 Walnut Creek Dr, Kissimmee, FL 34744

Under Construction. Explore the Jemison floorplan, offering a 3-bedroom, 2-bathroom layout with 1,614 sq ft. The home features an open kitchen, spacious great room, and covered lanai. The kitchen includes an island, walk-in pantry, and stainless-steel appliances. Bedroom one has an ensuite bathroom and walk-in closet. A second bedroom and bath are located at the front of the home. Just off the

Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

2069 Walnut Creek Dr, Kissimmee, FL 34744
/15
$2,019 per month
- 3 Beds
- 2 Baths
- 1,124 Sq Ft
- House for Rent
Unlisted Address

Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,124_heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

Cathy Behe TAH FLORIDA LLC

Unlisted Address
/2
$525,990 Sold Jun 25, 2025

1977 Walnut Creek Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2025
Last Sold Summary
- $250/SF
- 22 Days On Market
Current Estimated Value $522,836

Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

1977 Walnut Creek Dr, Kissimmee, FL 34744

/2
Est $574,774 Not Listed For Sale

1449 August Gray Dr, Kissimmee, FL 34744
- 5 Beds
- 3.5 Baths
- 3,030 Sq Ft
- Built 2025
1449 August Gray Dr, Kissimmee, FL 34744

Last Sold Summary
- 3% Above List Price
- $185/SF
- 27 Days On Market
Last Sold Price $560,000

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/2
$167,000 Pending
- 3 Beds
- 2 Baths
- 1,382 Sq Ft
2374 Ross St, Kissimmee, FL 34744

Investment opportunity

Jasmin Iglesias EXP REALTY LLC

2374 Ross St, Kissimmee, FL 34744
/20
$1,938 per month
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-110, Kissimmee, FL 34744

Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2090/mo12-Month+ Stay base rent: starts at $1938/moLanding's apartments at Solaris at

1225 Utica Dr Unit 1-110, Kissimmee, FL 34744
/2
$525,990 Sold May 29, 2025

1870 Clear Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,109 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $249/SF
- 3 Days On Market
Current Estimated Value $525,012

Last Listing Agent Ben Goldstein LENNAR REALTY

1870 Clear Sky Dr, Kissimmee, FL 34744

/2
Est $503,089 Not Listed For Sale

1467 August Gray Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,070 Sq Ft
- Built 2024
1467 August Gray Dr, Kissimmee, FL 34744

Last Sold Summary
- $244/SF
- 79 Days On Market
Last Sold Price $505,000

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/20
$329,000
- 3 Beds
- 1 Bath
- 1,368 Sq Ft
103 Dellwood Dr, Kissimmee, FL 34744

Great price on this beautifully renovated home, updated just three years ago! A proven, well-maintained rental with excellent income potential, this solid block 3-bedroom, 1-bath home offers side-yard parking behind fencing plus EV (electric vehicle) hookups. Renovated throughout, the home features all 3-year old appliances, ceramic tile flooring, a fully updated kitchen with 42” soft-close

Brandy DiLeonardo LA ROSA REALTY LLC

103 Dellwood Dr, Kissimmee, FL 34744
/22
$2,500 per month
- 4 Beds
- 2.5 Baths
- 2,001 Sq Ft
- Townhouse for Rent
1707 Cross Prairie Pkwy, Kissimmee, FL 34744

Beautiful 4-bedroom, 2.5-bath townhome with 2,001 sq. ft. in the highly desirable Tohoqua community, ready for immediate move-in. This spacious home features an open-concept layout with high ceilings, a modern kitchen with quartz countertops and espresso cabinets, and a first-floor owner’s suite with a spa-style bathroom. Upstairs offers three additional bedrooms and a versatile loft. Enjoy a

Henry Buitrago NONA LEGACY POWERED BY LA ROSA

1707 Cross Prairie Pkwy, Kissimmee, FL 34744
/2
$402,990 Sold Feb 20, 2026

1828 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
Last Sold Summary
- $242/SF
- 17 Days On Market
Current Estimated Value $400,809

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

1828 Three Bars Rd, Kissimmee, FL 34744

/2
Est $540,619 Not Listed For Sale

1497 August Gray Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,070 Sq Ft
- Built 2025
1497 August Gray Dr, Kissimmee, FL 34744

Last Sold Summary
- 8% Above List Price
- $242/SF
- 48 Days On Market
Last Sold Price $500,000

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/59
$472,500
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
2905 Summer Green Trail, Kissimmee, FL 34744

THIS IS THE PERFECT STARTER HOME OR SECOND HOME. THIS SPACIOUS 2,344 4-BEDROOM, 3-BATHROOM IS NESTLED IN TOWN OF KISSIMMEE IN OSCEOLA COUNTY CLOSE TO ALL MAJOR ATTRACTIONS AND TRANSPORTATION AVENUES OF THE TURNPIKE , I-4 , THE 417, AND THE SR 528. THE HOME IS NEAR LAKE NONA AND MEDICAL VILLAGE. PERFECT LOCATION FOR YOUNG PROFESSIONALS AND MEDICAL PERSONNEL.

Stephen Ivy ABBA REALTY SVC INC

2905 Summer Green Trail, Kissimmee, FL 34744
/20
$2,363 per month
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-303, Kissimmee, FL 34744

Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2523/mo12-Month+ Stay base rent: starts at $2363/moLanding's apartments at Solaris at

1225 Utica Dr Unit 1-303, Kissimmee, FL 34744
/2
$387,990 Sold Dec 12, 2025

1859 Three Bars Rd, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2024
Last Sold Summary
- 2% Below List Price
- $258/SF
- 5 Days On Market
Current Estimated Value $386,201

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

1859 Three Bars Rd, Kissimmee, FL 34744

/2
Est $620,049 Not Listed For Sale

1473 August Gray Dr, Kissimmee, FL 34744
- 5 Beds
- 3.5 Baths
- 3,030 Sq Ft
- Built 2025
1473 August Gray Dr, Kissimmee, FL 34744

Last Sold Summary
- 7% Above List Price
- $192/SF
- 67 Days On Market
Last Sold Price $581,362

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/60
$401,990 Pending
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
2121 Walnut Creek Dr, Kissimmee, FL 34744

Under Construction. The Allex floorplan offers 3 bedrooms, 2 bathrooms, and 1,504 sq ft of living space. Features include open living areas, a covered lanai, quartz countertops, stainless-steel appliances, and a walk-in pantry. Spacious bedrooms include carpeted floors, closets and natural light. The primary bedroom has an attached bathroom with a walk-in closet and double vanity. This all

Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

2121 Walnut Creek Dr, Kissimmee, FL 34744
/19
$2,250 per month
- 3 Beds
- 2.5 Baths
- 1,569 Sq Ft
- Townhouse for Rent
1778 Red Canyon Dr, Kindred, FL 34744

Don't miss this opportunity to live in one of Kissimmee's most vibrant communities!Modern open-plan design. The new Cross Prairie K-8 school is located within the community.Resort Lifestyle: Enjoy unforgettable afternoons at the resort-style pool with cabanas. The community also features a state-of-the-art fitness center, clubhouse, tennis courts, beach volleyball, a dog park, and nature

Karla Alvarez MY REALTY GROUP, LLC.

1778 Red Canyon Dr, Kindred, FL 34744
/2
$517,700 Sold Oct 14, 2025

2500 Derby Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 2,535 Sq Ft
- Built 1990
Last Sold Summary
- 10% Below List Price
- $204/SF
- 104 Days On Market
Current Estimated Value $513,142

Last Listing Agent Abraham Bidhendi STAR BAY REALTY CORP.

2500 Derby Dr, Kissimmee, FL 34744

/2
Est $587,018 Not Listed For Sale

1658 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 3.5 Baths
- 2,787 Sq Ft
- Built 2024
1658 Three Bars Rd, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $200/SF
- 44 Days On Market
Last Sold Price $557,000

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

Showing Results 361 - 400, Page 10 of 18

Florida Osceola County Kissimmee 34744

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