34744, FL homes for sale & real estate

19 hours on Rocket

$530,000

4 beds • 2.5 baths • 2,251 sqft

2823 Sail Breeze Way, Kissimmee, FL 34744

#S5130069, Jeremy Stout, Listing office: KELLER WILLIAMS REALTY AT THE LAKES

107 Dellwood Dr, Kissimmee, FL 34744 - single story home with driveway, an attached carport, and a front yard

19 hours on Rocket

$340,000

3 beds • 1.5 baths • 1,374 sqft

107 Dellwood Dr, Kissimmee, FL 34744

#O6322464, Sherley Paul, Listing office: LPT REALTY, LLC

Room to negotiate?

Median Sold Price

$400K

Avg. Sale Time

51 Days

Based on our June 2025 Market Report.

23 hours on RocketTour

$439,500

4 beds • 2 baths • 1,788 sqft

1588 Diamond Loop Dr, Kissimmee, FL 34744

#O6320982, Brigida Chacon Medina, Listing office: AGENT TRUST REALTY CORPORATION

23 hours on Rocket

$499,999

4 beds • 3 baths • 1,902 sqft

4403 Scene Ln, Kissimmee, FL 34746

#S5130007, James Donovan, Listing office: TEAM DONOVAN

23 hours on RocketTour

$299,000

3 beds • 2.5 baths • 1,689 sqft

2626 Skyline Loop, Kissimmee, FL 34758

#S5129930, Muhammad Gadit, Listing office: LA ROSA REALTY KISSIMMEE

1 day on RocketTour

$533,620

4 beds • 3 baths • 2,108 sqft

1985 Walnut Creek Dr, Kissimmee, FL 34744

#O6323231, Paul King, Listing office: DR HORTON REALTY OF CENTRAL FLORIDA LLC

1 day on Rocket

$499,900

4 beds • 3 baths • 2,139 sqft

1889 Blissful Dr, Kissimmee, FL 34744

#O6319274, Consuelo Vilar, Listing office: WELCOME HOME REALTY GROUP LLC

1 day on RocketTour

$449,000

4 beds • 4.5 baths • 2,396 sqft

Address Not Disclosed, Kissimmee, FL 34747

#O6322858, Nuria Laso, Listing office: URBAN CITY REALTY LLC

1 day on RocketTour

$459,000

5 beds • 3 baths • 2,674 sqft

1591 Barberry Dr, Kissimmee, FL 34744

#S5129501, Erik Franco, Listing office: LA ROSA REALTY KISSIMMEE

1 day on RocketTour

$560,000

4 beds • 2.5 baths • 2,450 sqft

1704 Felicity Ln, Kissimmee, FL 34744

#TB8402245, Jonathan Minerick, Listing office: HOMECOIN.COM

1 day on Rocket

$529,000

4 beds • 3 baths • 2,044 sqft

1525 Gants Cir, Kissimmee, FL 34744

#S5129978, Irena Aistrop, Listing office: LA ROSA REALTY LLC

1 day on RocketTour

$399,900

3 beds • 2 baths • 1,680 sqft

Address Not Disclosed, Kissimmee, FL 34744

#S5129958, Vanessa Torres Lopez, Listing office: AGENT TRUST REALTY CORPORATION

3 days on Rocket

$379,000

3 beds • 2 baths • 1,281 sqft

2444 Oak Mill Dr, Kissimmee, FL 34744

#S5129928, Daniel Fernandez, Listing office: LA ROSA REALTY KISSIMMEE

3 days on RocketTour

$417,000

3 beds • 2 baths

2612 Keswick Ct, Kissimmee, FL 34744

#A11830931, Franklyn Fennelys PA, Listing office: Agent Trust Realty Corporation

3 days on RocketTour

$650,000

5 beds • 3 baths • 2,801 sqft

2695 Hilliard Ct, Kissimmee, FL 34744

#S5129919, Antonio Fuentes, Jr, Listing office: EXP REALTY LLC

3 days on RocketTour

$417,000

3 beds • 2 baths • 1,838 sqft

2612 Keswick Ct, Kissimmee, FL 34744

#S5129918, Franklyn Fennelys, PA, Listing office: AGENT TRUST REALTY CORPORATION

4 days on RocketTour

$435,000

3 beds • 2 baths • 1,607 sqft

2864 Running Brook Cir, Kissimmee, FL 34744

#TB8401043, Stephen Hachey, Listing office: FLAT FEE MLS REALTY

4 days on Rocket

$464,500

3 beds • 2 baths • 2,076 sqft

2612 Summer Clouds Way, Kissimmee, FL 34744

#O6321202, Amine Berrada, Listing office: ATLAS BLUE REALTY INC

4 days on RocketTour

$365,000

3 beds • 2.5 baths • 1,870 sqft

1785 Red Canyon Dr, Kissimmee, FL 34744

#O6322193, Linda Guzman, Listing office: LIV AT NONA

4 days on Rocket

$369,999

3 beds • 2 baths • 1,516 sqft

1940 Egret Meadows Ave, Kissimmee, FL 34744

#S5129881, Juliana Salazar, Listing office: VARONIA REAL ESTATE, LLC

5 days on Rocket

$600,000

3 beds • 3 baths • 2,401 sqft

1810 Lee Janzen Dr, Kissimmee, FL 34744

#S5129706, Racquel Schroeder, Listing office: EAST PARK REALTY LLC

5 days on RocketTour

$498,000

4 beds • 3 baths • 2,586 sqft

2833 Noble Crow Dr, Kissimmee, FL 34744

#S5129543, Maria Torres Beltran, Listing office: CENTURY 21 NEXT LEVEL REALTY

5 days on RocketTour

$359,990

3 beds • 2.5 baths • 1,624 sqft

1868 Katz Crossing Dr, Kissimmee, FL 34744

#S5128954, Carla Toro, Listing office: AGENT TRUST REALTY CORPORATION

5 days on Rocket

$539,900

5 beds • 2.5 baths • 2,952 sqft

4064 Sunny Day Way, Kissimmee, FL 34744

#O6322000, Sean Ferguson, Listing office: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

5 days on RocketTour

$389,828

3 beds • 2.5 baths • 1,755 sqft

1921 Fulfillment Dr, Kissimmee, FL 34744

#O6322263, Ben Goldstein, Listing office: LENNAR REALTY

6 days on Rocket

$501,000

4 beds • 3 baths • 2,603 sqft

4871 Fells Cove Ave, Kissimmee, FL 34744

#O6321362, Lony Emilien, Listing office: MARCOH REALTY LLC

6 days on RocketTour

$362,000

4 beds • 2 baths • 1,784 sqft

890 Marisa Ln, Kissimmee, FL 34744

#TB8401151, Tony Giglio, Listing office: TOP BROKERAGE, LLC

6 days on RocketTour

$525,000

5 beds • 2 baths • 2,242 sqft

1601 Regal Oak Dr, Kissimmee, FL 34744

#A11829186, Linette Alfonso, Listing office: Esquire Real Estate Serv.

7 days on RocketTour

$325,000

4 beds • 2 baths • 2,091 sqft

Address Not Disclosed, Kissimmee, FL 34759

#S5129497, Ricardo De Lara, Listing office: LA ROSA REALTY KISSIMMEE

7 days on RocketTour

$620,000

4 beds • 3 baths • 1,902 sqft

2460 Reading Trl, Kissimmee, FL 34746

#O6321622, Gleyson Silva, Listing office: GOLDEN KEY REAL ESTATE SOLUTIONS LLC

7 days on RocketTour

$670,990

3 beds • 2 baths • 1,629 sqft

2810 Horton Rd, Kissimmee, FL 34744

#S5129394, Diana Quintana, Listing office: HOMETRUST REALTY GROUP

7 days on RocketTour

$397,000

4 beds • 2 baths • 1,580 sqft

2601 Blowing Breeze Ave, Kissimmee, FL 34744

#O6321099, Jenny Mahet, Listing office: KARDOSH REALTY

Tour

$586,990

4 beds • 3.5 baths • 2,787 sqft

1990 Walnut Creek Dr, Kissimmee, FL 34744

#O6321123, Paul King, Listing office: DR HORTON REALTY OF CENTRAL FLORIDA LLC

Tour

$501,990

5 beds • 3 baths • 2,601 sqft

1913 Walnut Creek Dr, Kissimmee, FL 34744

#O6321114, Paul King, Listing office: DR HORTON REALTY OF CENTRAL FLORIDA LLC

Tour

$580,000

4 beds • 3.5 baths • 2,676 sqft

2824 Noble Crow Dr, Kissimmee, FL 34744

#S5129567, Jose Sanchez Sustache, Listing office: HOMESMART

Tour

$400,000

3 beds • 2 baths • 1,757 sqft

3819 Wood Thrush Dr, Kissimmee, FL 34744

#1049793, Andrea L Simon, Listing office: Coldwell Banker Realty

$442,000

5 beds • 3.5 baths • 2,906 sqft

438 Janice Kay Pl, Kissimmee, FL 34744

#O6320811, Allan Sutton, Listing office: SUN CREST FLORIDA PROPERTIES

Tour

$434,990

3 beds • 2 baths • 1,614 sqft

1792 Bull Hill Rd, Kissimmee, FL 34744

#O6318608, Idejair Pereira, Listing office: EMPIRE NETWORK REALTY

$950,000

4 beds • 3 baths • 2,556 sqft

2571 Ames Haven Rd, Kissimmee, FL 34744

#S5129375, Racquel Schroeder, Listing office: EAST PARK REALTY LLC

Tour

$649,000

7 beds • 6.5 baths • 3,533 sqft

2114 Fleming Mist Pl, Kissimmee, FL 34747

#O6320253, Andre Kressler, Listing office: KRESSLER REAL ESTATE

34744, FL Real Estate Market Overview

There are 405 homes for sale in 34744, FL. The following market insights reflect all property types in the 34744, FL real estate market. In June 2025 in 34744, FL there were 5.8% less homes for sale than in May 2025. In June 2025, listings were on the market for 51 days. During the same period, the median list price in this real estate market was $400,000. Over 8 listings were sold over their listed price in June 2025 in 34744, FL. In the same period over 27 listings were sold below the listed price and 30 listings were sold for the listed price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in 34744, FL

Overview

34744 is located in Florida. There are roughly 47,060 residents, living in 15,425 households. The average temperature for 34744 this time of the year is low of 72F and high of 92F. On average, 34744 gets about 6.93 inches of precipitation in July. Most residents are home owners (63%), have a post secondary degree (49%) and are single, no kids (30%).

Data provided by Home Junction

Schools near 34744, FL

Elementary Schools

Oakshire Elementary School
14501 Oakshire Blvd
Public District PK-5
Boggy Creek Elementary School
810 Florida Pkwy
Public District PK-5
Partin Settlement Elementary School
2434 Remington Blvd
Public District PK-5

Middle Schools

Kissimmee Charter Academy
2850 Bill Beck Blvd
Public Charter KG-8
Sports Leadership Arts Management (Slam)
611 Line Dr
Public Charter 6-9
P. M. Wells Charter Academy
2426 Remington Blvd
Public Charter KG-8

High Schools

Zenith Accelerated Academy
2218 E Irlo Bronson Memorial Hwy
Public District 8-12
Main Street High School
1100 N Main St
Public Charter 9-12
Neocity Academy
195 Neocity Way
Public District 9-12

Data provided by Great Schools