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 8.1 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
337 active listings in Kissimmee
$405,000
237 Strathmore Cir
Kissimmee, FL 34744
4 bd · 2 ba · 2,278 sqft
Remington Ph 1 Tr B
MLS ID #O6403214, DALTON WADE INC.
Listing provided by Stellar MLS
$475,000
14 Glendale Dr
Kissimmee, FL 34744
4 bd · 3 ba · 2,510 sqft
Fairlawn Manor
MLS ID #S5145799, EXP REALTY LLC.
Listing provided by Stellar MLS
$359,490
2155 Southbury Drive
Kissimmee, FL 34744
4 bd · 3 ba · 1,770 sqft
Tohoqua
MLS ID #O6419423, PULTE REALTY OF NORTH FLORIDA LLC.
Listing provided by Stellar MLS
$579,110
2627 Clear Night Avenue
Kissimmee, FL 34744
5 bd · 4 ba · 3,598 sqft
Tohoqua
MLS ID #O6412075, PULTE REALTY OF NORTH FLORIDA LLC.
Listing provided by Stellar MLS
$463,120
2604 Serenity Garden Drive
Kissimmee, FL 34744
4 bd · 2 ba · 1,850 sqft
Tohoqua
MLS ID #O6411675, PULTE REALTY OF NORTH FLORIDA LLC.
Listing provided by Stellar MLS
$360,000
1135 Cherokee Dr
Kissimmee, FL 34744
3 bd · 2 ba · 1,358 sqft
Osceola Acres
MLS ID #S5152754, EXP REALTY LLC.
Listing provided by Stellar MLS
$350,000
2680 Robin Ave
Kissimmee, FL 34744
3 bd · 2 ba · 1,435 sqft
Emerald Lake Colony Unit 1
MLS ID #S5154313, FLORIDA PINES REALTY, LLC.
Listing provided by Stellar MLS
$699,796
1324 Cinder Ln
Kissimmee, FL 34744
3 bd · 2 ba · 2,560 sqft
Acreage & Unrec
MLS ID #S5154323, ROAD HOUSE REALTY INC..
Listing provided by Stellar MLS
$325,000
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
$624,990
4408 Breeze Isle Ln
Kissimmee, FL 34744
5 bd · 4 ba · 3,267 sqft
North Point Ph Ic
MLS ID #O6393234, KELLER WILLIAMS ADVANTAGE III.
Listing provided by Stellar MLS
$499,999
1980 Summer Ct
Kissimmee, FL 34744
3 bd · 3 ba · 2,687 sqft
Meadow Spgs
MLS ID #O6392643, SERHANT.
Listing provided by Stellar MLS
$425,000
1687 Park Side Ave
Kissimmee, FL 34744
4 bd · 2 ba · 1,846 sqft
Kindred Ph 2c & 2d
MLS ID #S5151674, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$400,000
2713 Wortham Ln
Kissimmee, FL 34744
4 bd · 2 ba · 1,433 sqft
Remington Ph 1 Tr E
MLS ID #S5152871, KELLER WILLIAMS ADVANTAGE III.
Listing provided by Stellar MLS
$375,900
145 Thornbury Dr
Kissimmee, FL 34744
4 bd · 2 ba · 1,766 sqft
Remington Prcl H Ph 2
MLS ID #S5152081, LA ROSA REALTY KISSIMMEE.
Listing provided by Stellar MLS
$340,000
1686 Contentment Loop
Kissimmee, FL 34744
3 bd · 3 ba · 1,755 sqft
Tohoqua Ph 3
MLS ID #S5136114, THE FLORIDA LOUNGE REALTY LLC.
Listing provided by Stellar MLS
$295,000
1449 Acorn Ct
Kissimmee, FL 34744
3 bd · 2 ba · 1,279 sqft
Heather Oaks Unit 05
MLS ID #S5154288, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$525,000
3005 Slough Creek Dr
Kissimmee, FL 34744
4 bd · 3 ba · 2,790 sqft
Creekside At Boggy Creek Ph 3
MLS ID #O6388753, KELLER WILLIAMS ADVANTAGE III.
Listing provided by Stellar MLS
$395,000
1776 Fulfillment Dr
Kissimmee, FL 34744
3 bd · 3 ba · 1,620 sqft
Tohoqua Ph 1
MLS ID #S5148323, MY REALTY GROUP, LLC..
Listing provided by Stellar MLS
$224,000
2959 Monica Ter
Kissimmee, FL 34744
0.64 acres
Monica Terrace Unit 3
MLS ID #S5129153, WINDERMERE HOMES LLC.
Listing provided by Stellar MLS
$579,700
3127 Conrad Ct
Kissimmee, FL 34744
4 bd · 2 ba · 2,302 sqft
Fells Cove Unit 2 Ph 1
MLS ID #S5152828, THE RENTAL & SALES GALLERY LLC.
Listing provided by Stellar MLS
$605,000
4375 Silver Creek St
Kissimmee, FL 34744
5 bd · 3 ba · 3,092 sqft
Creekside At Boggy Creek Ph 1
MLS ID #G5114460, LPT REALTY, LLC.
Listing provided by Stellar MLS
$399,000
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
$229,500
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
$424,000
3013 Mandolin Dr
Kissimmee, FL 34744
4 bd · 2 ba · 2,148 sqft
Turnberry Reserve Unit 1
MLS ID #O6411560, KELLER WILLIAMS CLASSIC.
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 8.1 months of inventory. About 8.1 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 34 days, at roughly 98% of asking price.
How many homes are for sale in 34744?+
There are currently 337 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.