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.

Buyer's Market
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).

Median Sale Price
$409K
500 sold / yr
1-Yr Appreciation
median price
Days on Market
31
median
Sale-to-List
97.9%
of asking
Sales Pace
41.7/mo
last 12 mo
Active Listings
341
for sale now
Median Sale Price — Trailing 24 Months

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

View all 34744 listings
2714 Sample St, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1791 Smarts Rule St, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2713 Barnsley Ln, FL2713 Barnsley Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1771 Lee Janzen Dr, FL1771 Lee Janzen Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2609 Mill Run Blvd, FL2609 Mill Run Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2619 Peace Of Mind Ave, FL2619 Peace Of Mind Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2024 Bearing Ln, FL2024 Bearing Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

231 Strathmore Cir, FL231 Strathmore Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3133 Riachuelo Ln, FL3133 Riachuelo Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2510 Hassonite St, FL2510 Hassonite St, FL
Stellar MLS
ActiveTownhouse360°

$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

1024 Chalcedony St, FL1024 Chalcedony St, FL
Stellar MLS
ActiveTownhouse360°

$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

2410 Relaxing Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

336 Magical Way, FL336 Magical Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2747 Kissimmee Bay Cir, FL2747 Kissimmee Bay Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1702 Walnut Creek Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2114 Wind Jammer Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1374 Boulder Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1752 Fulfillment Dr, FL1752 Fulfillment Dr, FL
Stellar MLS
ActiveTownhouse360°

$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

1795 Partin Terrace Rd S, FL1795 Partin Terrace Rd S, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1383 Levy Bend Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1213 Cherokee Dr, FL1213 Cherokee Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1974 Spring Shower Cir, FL1974 Spring Shower Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

109 E Bass St, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1782 Hideout St, FL
Stellar MLS
ActiveSingle Family Residence360°

$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.

See the greater Orlando market →

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.