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 8.2 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
341 active listings in Kissimmee

$175,000
2714 Sample St
Kissimmee, FL 34744
2 bd · 1 ba · 648 sqft
Pine Grove
MLS ID #S5155530, FLORIDA PINES REALTY, LLC.
Listing provided by Stellar MLS

$515,000
1791 Smarts Rule St
Kissimmee, FL 34744
4 bd · 3 ba · 2,500 sqft
Tohoqua Ph 1b
MLS ID #S5155513, AGENT TRUST REALTY CORPORATION.
Listing provided by Stellar MLS


$405,000
2713 Barnsley Ln
Kissimmee, FL 34744
4 bd · 3 ba · 1,993 sqft
Remington Ph 1 Tr F
MLS ID #S5151648, SIGNATURE INTERNATIONAL REAL E.
Listing provided by Stellar MLS


$644,000
1771 Lee Janzen Dr
Kissimmee, FL 34744
5 bd · 3 ba · 3,213 sqft
Kissimmee Bay
MLS ID #S5153835, SIGNATURE INTERNATIONAL REAL E.
Listing provided by Stellar MLS


$394,990
2609 Mill Run Blvd
Kissimmee, FL 34744
3 bd · 2 ba · 1,280 sqft
Mill Run Unit 5
MLS ID #S5150924, LA ROSA REALTY KISSIMMEE.
Listing provided by Stellar MLS


$460,000
2619 Peace Of Mind Ave
Kissimmee, FL 34744
4 bd · 3 ba · 2,109 sqft
Tohoqua 50s
MLS ID #O6380357, KN PREMIER REALTY, INC.
Listing provided by Stellar MLS


$469,000
2024 Bearing Ln
Kissimmee, FL 34744
4 bd · 3 ba · 2,561 sqft
Neptune Pointe
MLS ID #O6428655, INVESTOR'S HOME REALTY.
Listing provided by Stellar MLS


$459,900
231 Strathmore Cir
Kissimmee, FL 34744
4 bd · 2 ba · 2,262 sqft
Remington Ph 1 Tract B
MLS ID #S5145096, CENTURY 21 ALL HOMES & PROPERT.
Listing provided by Stellar MLS


$539,000
3133 Riachuelo Ln
Kissimmee, FL 34744
4 bd · 3 ba · 2,351 sqft
Villa Sol Ph 1 Village 5
MLS ID #O6430008, LOKATION.
Listing provided by Stellar MLS


$309,000
2510 Hassonite St
Kissimmee, FL 34744
3 bd · 3 ba · 1,763 sqft
Amber Pointe
MLS ID #S5155371, VESTI LLC.
Listing provided by Stellar MLS


$299,000
1024 Chalcedony St
Kissimmee, FL 34744
3 bd · 3 ba · 1,562 sqft
Amber Pointe Unit 2
MLS ID #S5136346, VESTI LLC.
Listing provided by Stellar MLS

$489,990
2410 Relaxing Ln
Kissimmee, FL 34744
4 bd · 3 ba · 2,151 sqft
Tohoqua Ph 3
MLS ID #S5154378, LPT REALTY, LLC.
Listing provided by Stellar MLS


$395,000
336 Magical Way
Kissimmee, FL 34744
4 bd · 3 ba · 1,797 sqft
Magic Landings Ph 2
MLS ID #O6427241, WINTER GARDEN REAL ESTATE.
Listing provided by Stellar MLS


$625,000
2747 Kissimmee Bay Cir
Kissimmee, FL 34744
4 bd · 4 ba · 3,177 sqft
Kissimmee Bay
MLS ID #S5143367, KELLER WILLIAMS REALTY AT THE LAKES.
Listing provided by Stellar MLS

$379,900
1702 Walnut Creek Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,504 sqft
Kindred
MLS ID #O6432588, LPT REALTY, LLC.
Listing provided by Stellar MLS

$280,000
2114 Wind Jammer Ct
Kissimmee, FL 34744
3 bd · 2 ba · 1,216 sqft
Windsong
MLS ID #S5155403, THE ARROW REALTY TEAM LLC.
Listing provided by Stellar MLS

$290,000
1374 Boulder Dr
Kissimmee, FL 34744
2 bd · 2 ba · 1,063 sqft
Pebble Creek
MLS ID #S5155278, NORTHGROUP REAL ESTATE, INC.
Listing provided by Stellar MLS


$359,900
1752 Fulfillment Dr
Kissimmee, FL 34744
3 bd · 3 ba · 1,603 sqft
Tohoqua Ph 1
MLS ID #O6431434, ENTERA REALTY LLC.
Listing provided by Stellar MLS


$389,000
1795 Partin Terrace Rd S
Kissimmee, FL 34744
4 bd · 2 ba · 1,730 sqft
Kindred Ph 1d
MLS ID #O6430319, IVRE ORLANDO.
Listing provided by Stellar MLS

$500,000
1383 Levy Bend Dr
Kissimmee, FL 34744
4 bd · 3 ba · 2,102 sqft
Seasons At Big Sky Ph 2
MLS ID #S5154461, LA ROSA REALTY KISSIMMEE.
Listing provided by Stellar MLS


$319,900
1213 Cherokee Dr
Kissimmee, FL 34744
3 bd · 1 ba · 1,715 sqft
Osceola Acres
MLS ID #K4903584, WATSON & WATSON INC REALTORS.
Listing provided by Stellar MLS


$447,000
1974 Spring Shower Cir
Kissimmee, FL 34744
3 bd · 3 ba · 2,175 sqft
Tohoqua Ph 5a
MLS ID #O6418282, A2Z REALTY GROUP.
Listing provided by Stellar MLS

$225,000
109 E Bass St
Kissimmee, FL 34744
2 bd · 1 ba · 638 sqft
Nathan C Bryans
MLS ID #O6418571, ELITE REAL ESTATE AND PROPERTY MANAGEMENT.
Listing provided by Stellar MLS

$446,000
1782 Hideout St
Kissimmee, FL 34744
4 bd · 2 ba · 1,846 sqft
Kindred Ph 3b 3c & 3d
MLS ID #S5152167, PROELITE REALTY 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 8.2 months of inventory. About 8.2 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 $409K 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 341 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.