View 2090 JESSA DRIVE Kissimmee, FL MLS# O6370441
  • Recently Listed with Virtual Tour
1 of 25
$2,800
4

Beds

2.1

Baths

1,577

Sq.Ft.

2090 JESSA DRIVE

Kissimmee, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 2038 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# S5140665
$1,900
3

Beds

2.1

Baths

1,725

Sq.Ft.

2038 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of TRANSCEND REALTY
View 1832 WIMBLEDON STREET Kissimmee, FL MLS# S5140681
  • Recently Listed with Virtual Tour
1 of 39
$2,700
3

Beds

3.0

Baths

1,206

Sq.Ft.

1832 WIMBLEDON STREET

Kissimmee, FL

Courtesy of FLEURYS INVESTMENTS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Kissimmee, FL MLS# TB8457886
  • Recently Listed with Virtual Tour
1 of 15
$2,149
4

Beds

2.1

Baths

1,577

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of TAH FLORIDA LLC
View 2413 SONJA COURT Kissimmee, FL MLS# S5140400
  • Recently Listed with Virtual Tour
1 of 39
$2,000
3

Beds

2.0

Baths

1,264

Sq.Ft.

2413 SONJA COURT

Kissimmee, FL

Courtesy of FLORIDA LAKES REALTY
View 2034 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6367376
$1,999
3

Beds

2.1

Baths

1,382

Sq.Ft.

2034 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of CENTURY 21 CARIOTI
View 2406 PARSONS POND CIRCLE Kissimmee, FL MLS# O6365806
$2,095
3

Beds

2.0

Baths

1,164

Sq.Ft.

2406 PARSONS POND CIRCLE

Kissimmee, FL

Courtesy of MAIN STREET RENEWAL LLC
View 2139 Mallard Creek Cir 0 Kissimmee, FL MLS# A11935857
  • Recently Listed with Virtual Tour
1 of 23
$2,800
5

Beds

2.0

Baths

2139 Mallard Creek Cir 0

Kissimmee, FL

Courtesy of LOKATION
View 2140 JESSA DRIVE Kissimmee, FL MLS# S5139767
  • Virtual Tour
1 of 16
$1,975
4

Beds

2.1

Baths

1,577

Sq.Ft.

2140 JESSA DRIVE

Kissimmee, FL

Courtesy of BLUE WATER RENTAL MANAGEMENT LLC
View 2055 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# S5138793
$1,850
3

Beds

2.1

Baths

1,807

Sq.Ft.

2055 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of HOME 21 REALTY & MANAGEMENT INC
View 2112 MALLARD CREEK CIRCLE Kissimmee, FL MLS# S5138804
$2,100
3

Beds

2.0

Baths

1,685

Sq.Ft.

2112 MALLARD CREEK CIRCLE

Kissimmee, FL

Courtesy of PROFESSIONAL PROPERTY MGMT & L
View 2113 JESSA DRIVE Kissimmee, FL MLS# S5138670
  • Virtual Tour
1 of 31
$2,200
4

Beds

2.1

Baths

1,577

Sq.Ft.

2113 JESSA DRIVE

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2151 JEREMIAH WAY Kissimmee, FL MLS# S5138292
$2,300
4

Beds

3.0

Baths

1,725

Sq.Ft.

2151 JEREMIAH WAY

Kissimmee, FL

Courtesy of COZY AMERICAN HOME FLORIDA INC
View 1994 PERIDOT CIRCLE Kissimmee, FL MLS# O6355908
$2,500
4

Beds

2.1

Baths

2,419

Sq.Ft.

1994 PERIDOT CIRCLE

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 2102 JEREMIAH WAY Kissimmee, FL MLS# O6354542
  • Virtual Tour
1 of 15
$1,950
3

Beds

2.1

Baths

1,824

Sq.Ft.

2102 JEREMIAH WAY

Kissimmee, FL

Courtesy of CINO INTERNATIONAL INC
View 2112 BROOME STREET Kissimmee, FL MLS# O6352907
  • New Construction with Virtual Tour
1 of 25
$2,200
3

Beds

2.1

Baths

1,449

Sq.Ft.

2112 BROOME STREET

Kissimmee, FL

Courtesy of REALTY COLLECTION
View 2007 LACIE JO LANE Kissimmee, FL MLS# S5136423
  • Virtual Tour
1 of 18
$1,900
3

Beds

2.1

Baths

1,807

Sq.Ft.

2007 LACIE JO LANE

Kissimmee, FL

Courtesy of TRANSCEND REALTY
View 2070 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# S5135943
$1,800
3

Beds

2.1

Baths

1,382

Sq.Ft.

2070 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of CLEAR POINT REALTY LLC
View 2358 LILY PAD LANE Kissimmee, FL MLS# O6346665
$2,195
3

Beds

2.0

Baths

1,862

Sq.Ft.

2358 LILY PAD LANE

Kissimmee, FL

Courtesy of THE EXPERTS TEAM REALTY INC
View 2044 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# L4956010
$2,100
3

Beds

2.1

Baths

1,824

Sq.Ft.

2044 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of HIGDON HOMES REALTY LLC

About Lakeside

Listings in Lakeside, Kissimmee, FL

25

Estimated median home price

$359,900
Lakeside, Kissimmee Real Estate

Search Lakeside, Florida Real Estate Listings & New Homes for Sale in Lakeside, FL. Find Lakeside Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Lakeside, Kissimmee, FL

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K4
$300K - 400K19
$400K - 500K0
$500K - 600K0
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max1

Homes for Sale by Type in Lakeside, Kissimmee, FL

Property TypeCount
Single Family16
Townhouse6
Condo2
Commercial1
Rental24
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/7/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 1/7/2026.