Neighborhoods › Kissimmee

Kissimmee Real Estate

There are 209+ active listings in Kissimmee, with a median asking price of $1,339,000 and an average of 230 days on market.

Active Listings

209+

Median Asking Price

$1,339,000

Average Asking Price

$2,004,586

Avg. Days on Market

230

About Kissimmee

Kissimmee is a Southwest Florida city where the NABOR MLS currently shows 209+ active listings, asking $37,000 to $32,000,000, averaging 230 days on market. Waterfront Realty Group, Inc. has worked this market as an independent, Realtor-owned brokerage since 1986, and pairs every customer with a Sales Associate who knows these streets, waterways, and price trends firsthand.

Figures reflect the active Kissimmee inventory shown on this page, drawn live from Stellar MLS. Closed-sale counts cover the trailing 90 days.

Available Properties

Kissimmee Listings

24 properties shown

5995 W IRLO BRONSON MEMORIAL HIGHWAY

$32,000,000

5995 W IRLO BRONSON MEMORIAL HIGHWAY

95,480 sf

Listing courtesy of COLDWELL BANKER REALTY

Source: Stellar MLS

7625 SINCLAIR ROAD

$15,000,000

7625 SINCLAIR ROAD

2,500 sf

Listing courtesy of RICHARD L. FULLERTON INC

Source: Stellar MLS

W IRLO BRONSON MEMORIAL HIGHWAY

$13,700,000

W IRLO BRONSON MEMORIAL HIGHWAY

0

Listing courtesy of TEAM DONOVAN

Source: Stellar MLS

0 ARMSTRONG BOULEVARD

$8,000,000

0 ARMSTRONG BOULEVARD

0

Listing courtesy of PROPERTY LOGIC RE

Source: Stellar MLS

200 N HOAGLAND BOULEVARD

$7,700,000

200 N HOAGLAND BOULEVARD

0

Listing courtesy of TEAM DONOVAN

Source: Stellar MLS

PATRICK STREET

$7,300,000

PATRICK STREET

0

Listing courtesy of AAMIR KHAN

Source: Stellar MLS

4043 DANA KATHERINE DRIVE

$6,150,000

4043 DANA KATHERINE DRIVE

0

Listing courtesy of ELITE INTERNATIONAL REALTY INC

Source: Stellar MLS

4651 W IRLO BRONSON MEMORIAL HIGHWAY

$6,000,000

4651 W IRLO BRONSON MEMORIAL HIGHWAY

26,269 sf

Listing courtesy of INVESTORSALLY, LLC.

Source: Stellar MLS

HIGH PLAINS LANE

$5,000,000

HIGH PLAINS LANE

0

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

Source: Stellar MLS

1201 E OAK STREET

$5,000,000

1201 E OAK STREET

14,652 sf

Listing courtesy of COLDWELL BANKER SOLOMON

Source: Stellar MLS

4553 W IRLO BRONSON MEMORIAL HIGHWAY

$4,950,000

4553 W IRLO BRONSON MEMORIAL HIGHWAY

0

Listing courtesy of COMPASS FLORIDA LLC

Source: Stellar MLS

S GOODMAN ROAD

$4,800,000

S GOODMAN ROAD

0

Listing courtesy of RICHARD L. FULLERTON INC

Source: Stellar MLS

4281 TIMBER LANE

$4,800,000

4281 TIMBER LANE

0

Listing courtesy of AREATE REALTY

Source: Stellar MLS

4250 HIGH PLAINS LANE

$4,599,000

4250 HIGH PLAINS LANE

0

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

Source: Stellar MLS

4385 BOGGY CREEK ROAD

$4,599,000

4385 BOGGY CREEK ROAD

0

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

Source: Stellar MLS

3440 BOGGY CREEK ROAD

$4,375,000

3440 BOGGY CREEK ROAD

0

Listing courtesy of PROPERTY WAREHOUSES OF AMERICA

Source: Stellar MLS

1196 CASTLE PINES COURT

$4,300,000

1196 CASTLE PINES COURT

7 bd · 8 ba · 6,930 sf

Listing courtesy of TOP TIER RESORT REALTY

Source: Stellar MLS

4441 ANDERSON ROAD

$3,800,000

4441 ANDERSON ROAD

0

Listing courtesy of COMMERCIAL REAL ESTATE PROF IN

Source: Stellar MLS

4125 W VINE STREET

$3,600,000

4125 W VINE STREET

18,716 sf

Listing courtesy of KELLY RIGHT REAL ESTATE

Source: Stellar MLS

1200 S JOHN YOUNG PARKWAY

$3,500,000

1200 S JOHN YOUNG PARKWAY

15,044 sf

Listing courtesy of REMAX PREMIER PROPERTIES

Source: Stellar MLS

Address Available Upon Request

$3,300,000

Address Available Upon Request

0

Listing courtesy of OLDE TOWN BROKERS INC

Source: Stellar MLS

4411 TAMI LANE

$3,250,000

4411 TAMI LANE

1,600 sf

Listing courtesy of WEICHERT REALTORS HALLMARK PRO

Source: Stellar MLS

4629 W IRLO BRONSON MEMORIAL HIGHWAY

$3,200,000

4629 W IRLO BRONSON MEMORIAL HIGHWAY

0

Listing courtesy of PROPERTY LOGIC RE

Source: Stellar MLS

2780 VICKIE COURT

$3,200,000

2780 VICKIE COURT

9,881 sf

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY

Source: Stellar MLS

Listing data provided via Stellar MLS. Information deemed reliable but not guaranteed. Equal Housing Opportunity. © 2026 Waterfront Realty Group, Inc. License CQ257718. All rights reserved.

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