Homes for Sale in Kissimmee, FL 34744

Every active MLS listing in Kissimmee’s 34744 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Kissimmee, FL (2,933 listings); for the ZIP’s values, taxes and growth see the 34744 housing scorecard.

247 homes are for sale in ZIP 34744 (Kissimmee, FL) right now, from $229,000 to $605,000 for the middle 80%, at a median asking price of $395,000 and $217 per square foot. The typical listing is 1,809 sq ft, built 2018; 76 came on the market in the last 7 days and 19% are new construction.

Newest homes for sale in 34744

$499,900 New

5 bd · 3 ba · 3,385 sq ft · built 2007

3915 Shoreview Drive

North Shore Village

Listing courtesy of REALTYCITY INC

$419,990 New

4 bd · 2 ba · 1,846 sq ft · built 2017

1576 Diamond Loop Drive

Kindred

Listing courtesy of VESTI LLC

FISH LAKE Cove

$341,990 New

3 bd · 2.5 ba · 1,489 sq ft · built 2026

2237 Rita Lane

FISH LAKE Cove

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

FISH LAKE Cove

$341,990 New

3 bd · 2.5 ba · 1,489 sq ft · built 2026

2235 Rita Lane

FISH LAKE Cove

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

FISH LAKE Cove

$341,990 New

3 bd · 2.5 ba · 1,489 sq ft · built 2026

2233 Rita Lane

FISH LAKE Cove

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$575,000 New

4 bd · 2.5 ba · 3,282 sq ft · built 1990

677 Adriane Park Circle

Adriane Park

Listing courtesy of PREMIER SOTHEBYS INTL REALTY

$549,900 New

4 bd · 3.5 ba · 2,851 sq ft · built 2018

1799 Ranger Highlands Road

Kindred

Listing courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC

$537,050 New

5 bd · 3 ba · 2,615 sq ft · built 2026

1888 Serenity Garden Drive

Tohoqua

Listing courtesy of PULTE REALTY OF NORTH FLORIDA LLC

$481,995 New

3 bd · 2.5 ba · 1,705 sq ft · built 1989

1461 Amanda Road

mill run

Listing courtesy of SOUTHERN GROUNDS REALTY LLC

$463,490 New

4 bd · 2 ba · 1,828 sq ft · built 2025

1868 Southbury Drive

Kindred

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$462,490 New

5 bd · 3 ba · 2,447 sq ft · built 2025

2153 Serenity Garden Drive

Kindred

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$435,000 New

3 bd · 2 ba · 1,571 sq ft · built 1978

1326 Sweetwood Boulevard

Sweetwood Estates

Listing courtesy of NONA LEGACY POWERED BY LA ROSA

$434,900 New

3 bd · 2.5 ba · 2,633 sq ft · built 2005

2012 Bearing Lane

Neptune Pointe

Listing courtesy of ENTERA REALTY LLC

$421,490 New

4 bd · 2 ba · 1,665 sq ft · built 2025

2159 Serenity Garden Drive

Kindred

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$419,900 New

3 bd · 2 ba · 1,668 sq ft · built 2021

1464 Riverboat Drive

Kindred

Listing courtesy of BEYCOME OF FLORIDA LLC

$414,900 New

3 bd · 2.5 ba · 2,375 sq ft · built 2005

901 Anchorage Lane

Neptune Pointe

Listing courtesy of ENTERA REALTY LLC

$403,490 New

3 bd · 2 ba · 1,504 sq ft · built 2025

2165 Serenity Garden Drive

Kindred

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$399,999 New

3 bd · 2.5 ba · 1,826 sq ft · built 2023

2092 Cross Prairie Parkway

Tohoqua

Listing courtesy of CANI PROPERTY MANAGEMENT

$399,000 New

4 bd · 3 ba · 2,044 sq ft · built 2022

2369 Volunteer Avenue

Tohoqua

Listing courtesy of RESILIENT MIND REALTY GROUP

Homes for sale in 34744 by price

Communities in 34744 with the most homes for sale

• Tohoqua · 47 for sale · median $399,990
• Kindred · 40 for sale · median $413,450
• FISH LAKE Cove · 14 for sale · median $341,990
• mill run · 7 for sale · median $410,000
• Amber Pointe · 6 for sale · median $291,250
• Heritage Run · 6 for sale · median $339,450
• Neptune Pointe · 5 for sale · median $449,999
• Creekside At Boggy Creek · 5 for sale · median $520,000
• Seasons At Big Sky · 4 for sale · median $478,500
• North Shore Village · 4 for sale · median $499,900
• Essex Park Villas · 4 for sale · median $134,500
• Pennyroyal · 4 for sale · median $497,700

How to read this

Counts and medians are from active MLS listings with a 34744 mailing ZIP as of September 15, 2026; property mix Single-family 62%, Townhouse 25%, Condo 2%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. Other Kissimmee ZIP codes: 34747, 34746, 34758, 34741, 34743, 34759. See also homes for sale in Osceola County. More: Kissimmee condos, Kissimmee townhomes, luxury homes in Kissimmee, new listings this week in Kissimmee.