Live Market Tracker · 34744
Kissimmee Housing Market
Buyer's or seller's market in 34744? Here's the live read — measured from recent Stellar MLS sales and active inventory, updated automatically.
About 7.4 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Homes for Sale in 34744
309 active listings in Kissimmee


$944,900
1425 Riviera Dr
Kissimmee, FL 34744
6 bd · 5 ba · 4,654 sqft
Regal Bay
MLS ID #O6386384, CORNERSTONE TRUST, LLC.
Listing provided by Stellar MLS


$415,000
1933 Bellknoll Ln
Kissimmee, FL 34744
4 bd · 2 ba · 1,846 sqft
Kindred
MLS ID #O6411567, APEX INTERNATIONAL BROKERAGE.
Listing provided by Stellar MLS


$448,000
4406 Silver Creek St
Kissimmee, FL 34744
3 bd · 3 ba · 1,878 sqft
Creekside At Boggy Creek Ph 1
MLS ID #O6418739, FUTURE HOME REALTY INC.
Listing provided by Stellar MLS


$484,999
2601 Gold Dust Cir
Kissimmee, FL 34744
4 bd · 4 ba · 2,691 sqft
Fortune Lakes
MLS ID #S5146084, LPT REALTY, LLC.
Listing provided by Stellar MLS


$343,990
984 Pinewood St
Kissimmee, FL 34744
3 bd · 3 ba · 1,484 sqft
Fish Lake Cove
MLS ID #O6414273, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$389,990
2033 Walnut Creek Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,614 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416042, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS


$315,000
1009 Chalcedony St
Kissimmee, FL 34744
3 bd · 3 ba · 1,683 sqft
Amber Pointe Unit 2
MLS ID #O6412394, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS

$499,900
1889 Rustic Falls Dr
Kissimmee, FL 34744
4 bd · 4 ba · 3,099 sqft
Kindred Ph 1c
MLS ID #S5138827, NORTHGROUP REAL ESTATE, INC.
Listing provided by Stellar MLS


$320,000
1740 Saint Tropez Ct
Kissimmee, FL 34744
3 bd · 3 ba · 2,104 sqft
Monaco Villas Ph 2
MLS ID #O6409575, MARK SPAIN REAL ESTATE.
Listing provided by Stellar MLS


$650,000
2540 Winners Cir
Kissimmee, FL 34744
4 bd · 5 ba · 3,246 sqft
Winners Park
MLS ID #O6382446, WEMERT GROUP REALTY LLC.
Listing provided by Stellar MLS

$387,000
1959 Cacutta Way
Kissimmee, FL 34744
4 bd · 2 ba · 1,846 sqft
Kindred
MLS ID #S5151373, NAIM REAL ESTATE LLC.
Listing provided by Stellar MLS


$318,500
1010 Van Lieu St
Kissimmee, FL 34744
2 bd · 2 ba · 1,062 sqft
Kissimmee Heights
MLS ID #O6409485, VENOSA REALTY LLC.
Listing provided by Stellar MLS

$298,000
1008 Universal Rest Pl
Kissimmee, FL 34744
3 bd · 2 ba · 1,728 sqft
Eric Estates
MLS ID #O6422010, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS

$653,400
1860 Saha Ct
Kissimmee, FL 34744
4 bd · 3 ba · 2,869 sqft
Regal Oak Shores Unit 3
MLS ID #R4911559, DEESE MANAGEMENT & REAL ESTATE.
Listing provided by Stellar MLS


$395,000
908 Marisa Ln
Kissimmee, FL 34744
4 bd · 2 ba · 1,784 sqft
Legacy Park Ph 2
MLS ID #TB8523179, HOMESMART.
Listing provided by Stellar MLS


$355,000
1001 La Mirada Ct
Kissimmee, FL 34744
4 bd · 3 ba · 1,626 sqft
Lago Buendia Ph 1
MLS ID #O6391089, GRAND REALTY.
Listing provided by Stellar MLS


$474,900
1495 Skyline Dr
Kissimmee, FL 34744
3 bd · 2 ba · 2,094 sqft
Harbour Oaks Unit 1
MLS ID #S5145209, MACERA REALTY GROUP INC.
Listing provided by Stellar MLS

$409,990
1872 Howard Mesa Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,504 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416128, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$460,990
1852 Howard Mesa Dr
Kissimmee, FL 34744
5 bd · 3 ba · 2,447 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416113, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS


$394,990
2030 Walnut Creek Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,504 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6411670, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$464,990
1846 Howard Mesa Dr
Kissimmee, FL 34744
5 bd · 3 ba · 2,447 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416092, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$409,990
1842 Howard Mesa Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,504 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416068, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$460,990
1838 Howard Mesa Dr
Kissimmee, FL 34744
5 bd · 3 ba · 2,447 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416080, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS

$426,990
1834 Howard Mesa Dr
Kissimmee, FL 34744
4 bd · 2 ba · 1,665 sqft
Kindred Ph 3b 3c & 3d
MLS ID #O6416060, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
34744 Market — Common Questions
Is Kissimmee (34744) a buyer's or seller's market in 2026?+
34744 (Kissimmee) is currently a buyer's market with about 7.4 months of inventory. About 7.4 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
What is the median home price in 34744?+
The median sale price in 34744 over the last 12 months is approximately $410K based on recent Stellar MLS closed sales.
How fast do homes sell in 34744?+
Homes in 34744 are selling in a median of about 31 days, at roughly 98% of asking price.
How many homes are for sale in 34744?+
There are currently 309 active residential listings in 34744, with homes selling at roughly 41.7 per month.
Thinking of buying or selling in 34744?
Get a precise, broker-prepared read on your home or your search — real local expertise, not an algorithm.